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$200

3 BR / 2 BA / Sleeps 6

2 Reviews

$200

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wintergreen ski hot tub hike golf pool pets firepl

3 BR / 2 BA / Sleeps 6 | Quick view
“ Terrible ” 2 Reviews

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Reviews

(2)

walking distance to ski slopes, mountain inn restaurants, market, hiking trails hot tub, pool table, pets considered home on half acre lot with birds deer and bear winter views of valley non winter all rooms are shaded and serenaded by leaf rustling 3 decks and grill flat screen tvs gas fireplace…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

Don't Recommend Renting this House

Left on Mar 03, 2015 for a stay in February 2015

I strongly recommend against renting this cabin. My family gets together every year in memory of my brother who passed away at the age of 24. We found the cabin was very basic, the upkeep was obviously a very low priority. Upon arrival the house had dog hair all throughout, the front door trim was covered in dog scratch marks, the toilet paper roll in the downstairs bathroom had been torn out of …

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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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The Bear Dance Cabin at Wintergreen

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Our log cabin was built in 2005 just after we fell in love with the Wintergreen community. Much like you we searched for a place to stay at Wintergreen. We had such a great time on our family vacation that we decided to come back and look for a lot to build on. Our cabin is located towards to very top of the …
  • Suitable for children
  • Suitable for the elderly

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Reviews

(1)

A beautiful cabin on the top of the mountain

Left on Feb 22, 2014 for a stay in February 2014

The cabin was fantastic! It was nicely decorated and very functional. The living room/kitchen area is really spacious. The owner was courteous and helpful too.

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$550

5 BR / 6 BA / Sleeps 13

2 Reviews

$550

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CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for "separate togetherness". The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning room, a office, 2 large …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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Reviews

(2)

This house exceeded all of expectations!

Left on Feb 23, 2015 for a stay in February 2015

Cleanliness: everything was extremely well kept and clean. There were helpful notecards lying around that let us know how to use the large variety or appliances in the house. The bathrooms were in tip top shape.

Location: the house is perfectly located about 3 minutes from the mountain. We had no issues finding the house

Rooms: the master suites were large and extremely well decorated. The…

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$139

1 BR / 1 BA / Sleeps 2

4 Reviews

$139

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Sweet Afton : Charlottesville Blue Ridge Cottage

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

Nestled atop the beautiful Blue Ridge Mountains, this cozy studio home is a perfect base camp for your visit to Charlottesville, the outstanding hiking of Shenandoah National Park, and the vineyards and breweries of the Monticello region. The cottage is ideally situated near the peak of Afton Mountain with …
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - ask

Details

Reviews

(4)

Afton cottage deliveres

Left on Aug 17, 2014 for a stay in August 2014

My wife and I were very pleased by our 4-day stay at the cottage. We were quite comfortable and spent a lot of time on the deck eating, drinking, and under the influence of the beautiful surroundings. We especially liked the cottage's proximity to the Appalachian Trail, the Blue Ridge Parkway and the local wineries/breweries. We would gladly recommend the cottage to anyone. We plan to return. We …

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$130

3 BR / 3 BA / Sleeps 7

10 Reviews

$130

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Simple Pleasures -N Ridge - Spring Around Corner

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Black Bear Café. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts and Devil's Grill. …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children

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Reviews

(10)

Simple Pleasures get away... you will...want to stay!

Left on Sep 19, 2013 for a stay in September 2013

Our gang of five stayed at SP( Simple Pleasurers) it was a pleasure,three great bedrooms three baths ,we loved it, nice location, great place. We want to stay again but you're not renting it out during Thanksgiving weekend. We went to a UVa game, not a bad drive at all. We will Definitely try to rent this place again we loved it !! I vote try this place out,... Just not when I want it. he he

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$100

3 BR / 3 BA / Sleeps 6

Fab mountaintop condo at Wintergreen Resort - Crozet vacation rentals
1 / 5

$100

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Fab mountaintop condo at Wintergreen Resort

3 BR / 3 BA / Sleeps 6 | Quick view

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Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a nearby lake and beach for the kids. Renovated kitchen with …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$200

1 BR / 2 BA / Sleeps 6

13 Reviews

$200

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The Recycled House - Walk Downtown

1 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

The Recycled House is a unique structure in Charlottesville's lovely North Downtown neighborhood. It is constructed primarily from materials that have come from somewhere else and are getting a second life. It took over five years to collect the materials and use them in a thoughtful way. The house was designed as a …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(13)

Great house, but there are some issues that can easily be addres

Left on May 15, 2013 for a stay in May 2013

First, let me say that the owner, Debra Weiss was extremely delightful to deal with. She and her partner have done an amazing job with the construction of the home. It is truly unique.

My wife, daughter (1), son (3), and I visited Charlottesville for a weekend getaway. I found this unique house for rent on FlipKey. It is in a heavily wooded lot.

Upon arrival, Debra gave us the full tour of …

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$135

2 BR / 2 BA / Sleeps 6

1 Reviews

$135

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On the Golf Course/ Member Pass to Pool/Golf

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

We are full members of Wintergreen. This means as a guest of our condo you will receive a guest pass (up to 4 guests) to resort amenities that are closed to the public including the Aquatics/Fitness Center; Tennis Courts; Mountain Golf Course etc. (fees apply for these amenities). Mountaintop Condo Overlooking …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fairway Woods @Wintergreen Resort in Virginia

Left on Jun 01, 2014 for a stay in May 2014

My husband and I travel all over this beautiful country of ours and around the world. We try to stay in condos whenever possible. Thank you Copelands and Flipkey for making this condo available for rent! This was one of the nicest and most well-appointed condos we've ever enjoyed! It was extremely comfortable and so well-furnished, right down to the pillows on the comfy beds. It had absolutely …

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$400

5 BR / 3 BA / Sleeps 10

16 Reviews

$400

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Cabin at Wintergreen - VA Mt. Resort Luxury Rental

5 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 16 Reviews

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Reviews

(16)

**** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this luxury vacation rental…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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Reviews

(16)

Gorgeous stone & log cabin - Awesome!

Left on Oct 25, 2010 for a stay in July 2010

Gorgeous Cabin in Wintergreen, Va. Spacious, relaxing, the perfect getaway. Great for hanging out with a huge fireplace - probably really cozy on those cold winter nights. Awesome golf and tennis facilities and everyone on the mountain was nice to deal with. The activity passes helped with the kids down at the lake. Also enjoyed having wi-fi access and the flat screen tv with cable just to …

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$125

2 BR / 2 BA / Sleeps 6

2 Reviews

$125

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Mountain Getaway

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Chalet style. High ceilings and airy feel. Walking distance to all major attractions on mountain. Minutes away by car from breweries and restaurants. Clean and comfortable. A great value for a great get away.
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Awesome Location and Great Deal

Left on Nov 24, 2014 for a stay in November 2014

Awesome rental and the owners are super nice, really enjoyed our stay. Great location, close to everything, including breweries and restaurants. Slopes were very close and had some cool places to hike too.

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$300

4 BR / 3 BA / Sleeps 10

1 Reviews

$300

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Mountain Ski/Golf/Tennis resort Townhouse

4 BR / 3 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

A luxurious 4 season family vacation or weekend getaway in WINTERGREEN RESORT! Our mountain home includes GUEST PASSES, which allow access (fees required) to the Wintergarden Indoor Pool and Spa, two golf courses, and children's Out of Bounds recreation activities. Your passes also give you access to Lake Monocan …
    • Suitable for children

    Details

    Reviews

    (1)

    Excellent Weekend

    Left on Mar 09, 2015 for a stay in March 2015

    We had a fantastic weekend staying at this house so we could get one last weekend of skiing/snowboarding for 2015. The house nicely accommodated the our family 6 adults and 4 kids. This was the first time renting a house versus staying in a hotel in Waynesboro and the convenience was wonderful. The house was well stocked with all the needed kitchen items. We definitely will look into coming …

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    $325

    4 BR / 4 BA / Sleeps 8

    1 / 6

    $325

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    Beautiful Home and Best Value at Wintergreen

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    One of the nicest homes and BEST VALUES at Wintergreen! Rental of this 4-bedroom, 3.5-bath home includes GUEST PASSES, which allow access (fees required) to the Wintergarden Indoor Pool and Spa, two golf courses, and children's Out of Bounds recreation activities. Our guests have free use of three outdoor pools …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $200

    4 BR / 2 BA / Sleeps 8

    1 / 12

    $200

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    WINTERGREEN MOUNTAIN HOUSE

    4 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Just Renovated!!! New carpet/hardwood floors/bathrooms. New granite in kitchen Close to ski slopes! Enjoy the Blue Ridge Mountains/Shenandoah- Get away from the crowds and enjoy Golf, Tennis, Skiing, Hiking, Pools, Lake, Horses, etc. in the luxury of Wintergreen Resort. Our house has 2 great rooms/2 decks- 2 queen …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Central heating
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $550

    3 BR / 3 BA / Sleeps 6

    3 Reviews

    $550

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    Country house with unique and exquisite antique furnishings and plenty of outdoor space

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 3 Reviews

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    Reviews

    (3)

    Start with the custom designer kitchen with a farm sink, a barn dining table and an antique center island cart. Enjoy this wonderfully colorful and bright room for the group dining. Located just 5 miles from the Blue Ridge mountains and just 12 miles west of Charlottesville and UVa in the charming town of Crozet. …
    • Mountain Views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    Far Exceeded Expectations

    Left on Sep 11, 2014 for a stay in May 2014

    We rented The Warren for the weekend of my son's graduation from UVA and it was extraordinary. The house lies at the base of rolling hills that surround Charlottesville, in the heart of wine country -- a world away from civilization but only a short drive from town.

    The house is very roomy and comfortable, decorated adorably with antiques and eclectic art collected by the owner (who is, not …

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    $175

    1 BR / 1 BA / Sleeps 4

    1 / 8

    $175

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    Original log cabin with one upstairs bedroom, fireplace, kitchen

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    This 1790's hand-hewn log cabin home is located 12 miles north of downtown Charlottesville and UVa and near Earlysville. A great place for a couple or a family to unwind. Whether you are swinging on the front porch swing, grilling dinner, or walking to the fishing pond or creek, this peaceful setting will rejuvenate …
    • Suitable for children
    • Suitable for the elderly - ask

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    $250

    3 BR / 2 BA / Sleeps 6

    1 / 5

    $250

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    Affordable Blue Ridge Mountain Cottage

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Awesome views and only 5 minutes to Wintergreen Resort! We offer an immaculate 3 bedroom/2 bath home with everything you need to enjoy a mountain getaway vacation. The cottage is 1500 sq ft and has a gas fireplace, full kitchen and a large hot tub for relaxing after skiing or hiking! The views are the best!
    • Suitable for children
    • Suitable for the elderly

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    $175

    1 BR / 1 BA / Sleeps 2

    8 Reviews

    $175

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    Cedar Hill cottage - perfect for 2

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 8 Reviews

    Details

    Reviews

    (8)

    This country cottage is just too sweet! Located off of one of our most scenic roads - Garth Road - the property has lovely gardens and a porch from which to rock in your chair and enjoy them. The cottage is perfect for a needed get-away weekend, or convenient if you want to attend an event at UVa or go to the …
      • Suitable for children - ask
      • Suitable for the elderly
      • Wheelchair accessible - ask

      Details

      Reviews

      (8)

      Peace & quiet in a comfortable convenient setting.

      Left on Jul 21, 2010 for a stay in July 2010

      We loved the cottage. The bed was so comfortable that on our way home we stopped and purchased a down bed Topper and down pillows. The sitting room was also wonderful. Very cozy. We also made much use of the kitchen, and ate in the dining room. One night, we took a hike through the woods behind the cottage. Frank and Wallis were very hospitable and helpful in directing us to shopping, …

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      $168

      2 BR / 1 BA / Sleeps 6

      1 / 14

      $168

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      A-Frame Pawpaw Cottage at Montfair Resort Farm

      2 BR / 1 BA / Sleeps 6 | Quick view

      Details

      Our Pawpaw is a small A-Frame vacation cottage built in the 1960's and lovingly refurbished. The cottage is perfect for a romantic getaway or a family adventure. The cottage can sleep up to six guests. Pawpaw cottage is available year round. A quaint one level cottage with a unique ships ladder to a sleeping loft and…
      • Waterfront
      • Ocean or water views
      • Mountain Views
      • Wireless Internet
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

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      $135

      3 BR / 3 BA / Sleeps 6

      2 Reviews

      $135

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      Condo on the ridge with spectacular view

      3 BR / 3 BA / Sleeps 6 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      Revel in this condominium atop the Blue Ridge at award-winning Wintergreen Resort, 45 minutes southwest of Charlottesville, two hours and 45 minutes from Washington. The unit is available for weekly/weekend rentals at super discount rates from the owner. You'll have most amenities of the resort at half the cost _ or …
      • Mountain Views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Fireplace
      • Washing Machine
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Loved this condo

      Left on Feb 01, 2014 for a stay in January 2014

      The condo was spacious, well stocked, visually pleasant,convenient and fun. The views were really great. Price was very reasonable. I understand that not having use of the spa helped keep the price down. That was fine because we were there to just ski. Owner was very responsive and amenities supplied as needed. Very satisfied and would stay there again.

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      $150

      3 BR / 1 BA / Sleeps 6

      1 / 7

      $150

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      Cottage in Charlottesville

      3 BR / 1 BA / Sleeps 6 | Quick view

      Details

      Located on 80 beautiful acres with expansive views of the Blue Ridge Mountains, this three bedroom cottage available for vacation rentals is ideal for enjoying UVA games, wine tastings, hiking, etc. Amenities include a full kitchen, 3 bedrooms/1 bath, wireless internet, dish tv, access to pool and pond, outdoor fire …
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible

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      $85

      1 BR / 2 BA / Sleeps 4

      1 Reviews

      $85

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      Near UVA, The Corner, and Downtown Charlottesville

      1 BR / 2 BA / Sleeps 4 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Immaculately kept, fully private and personal vacation space, great for temporary stays for medical work, college visits, vacation and wedding stays. Our unit is professionally cleaned for you, and includes a kitchenette for flexibility and a relaxing, comfortable atmosphere. Come here for a clean and spacious …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Pet friendly - ask
      • Suitable for children

      Details

      Reviews

      (1)

      Charming and new

      Left on Feb 05, 2015 for a stay in January 2015

      This 900 square foot space is perfect for a couple and a weekend stay. Everything is new and well thought-out. Our hosts were very welcoming and provided many thoughtful touches. It is close to the UVA campus and the Corner. As a couple visiting our son, it was great for us, a real step up from a hotel room. I hope this helps anyone considering a visit to Charlottesville.

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      $225

      3 BR / 3 BA / Sleeps 7

      1 / 9

      $225

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      Massanutten Log Home-with hot tub

      3 BR / 3 BA / Sleeps 7 | Quick view

      Details

      This rustic 3 bedroom log house is located on a quiet street in Massanutten Resort residences. This warm & cheery, family friendly log home is within walking distance to the water park! Set on a beautifully landscaped private lot, our home has beautiful landscaping and peaceful surroundings. Relax on the wide …
      • Mountain Views
      • Shared outdoor pool (unheated)
      • Hot Tub/Jacuzzi
      • Fireplace
      • Housekeeping Optional
      • Suitable for children
      • Suitable for the elderly - ask

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      $275

      3 BR / 2 BA / Sleeps 7

      1 / 21

      $275

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      Cozy Ski Cottage--Ski in Ski Out

      3 BR / 2 BA / Sleeps 7 | Quick view

      Details

      The cottage has large front and rear decks, stairway to slopes, nice furniture and bedding, fully equipped kitchen, sleeps 6 with 1 king, 1 queen, and 2 twin beds..2 flat screen TVs, wireless internet and cable, DVD player, washer/dryer, living room has wood burning fireplace with wood provided, off street parking, …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Patio
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $250

      4 BR / 3 BA / Sleeps 9

      1 / 32

      $250

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      Shenandoah Valley Farmhouse

      4 BR / 3 BA / Sleeps 9 | Quick view

      Details

      Purple Haze farm house (circa 1908) was totally renovated in 2006. We are a 200 acre working farm with cattle and crops, fronting the South River, at the base of the Blue Ridge Mountains. You can see the house from overlooks on the Blue Ridge Parkway. The view from the house will cure high blood pressure in a minute…
      • Mountain Views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for children

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      $195

      3 BR / 2 BA / Sleeps 8

      7 Reviews

      $195

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      Mountain Chalet in Heart of Resort Sleeps 6-8

      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 7 Reviews

      Details

      Reviews

      (7)

      Nestled in the heart of Wintergreen, a year round resort, this cozy chalet home is a brief walk to the Mountain Inn, ski slopes, restaurants, shops, and market. The house is conveniently located on a private, wooded lot and offers a view of the mountain ranges during the winter months. On warm days, linger on the …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (7)

      Cozy, Clean and Inviting!

      Left on Sep 20, 2012 for a stay in August 2012

      I stayed here for a week with my husband and 3 children. It's a lovely place!
      The proximity to the Mountain Inn and many of the main attractions is ideal--within walking distance.
      The chalet was very clean, and I have to say, the beds are so comfortable and I slept so soundly. The kids had a wide assortment of board games to choose from and we spent alot of time on the deck--it's great. I was up …

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      $400

      2 BR / 2 BA / Sleeps 4

      1 / 6

      $400

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      Downtown 2 Bedroom Condo

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      This new & nicely decorated condo includes one underground parking space and is located next door to the downtown ACAC fitness complex - where you can purchase day passes. Walk 2 blocks to our pedestrian downtown mall with fine dining, casual dining, ice cream and gelato, boutique stores and many music venues. Queen …
      • Suitable for children
      • Suitable for the elderly

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      $80

      1 BR / 1 BA / Sleeps 4

      1 / 19

      $80

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      The Pond House near Charlottesville

      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Just 3 minutes from Charlottesville Airport and 19 minutes from the Downtown Mall, The Pond House is located in a beautiful subdivision called Bedford Hills. Fully furnished and equipped 650 square foot apartment with Queen size bed and sleeper sofa (also Queen size); accommodates 4 adults. Full kitchen with stove, …
      • Internet Access
      • Outdoor Dining Area
      • A/C or climate control
      • Central heating
      • Balcony or terrace
      • Suitable for children

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      $375

      3 BR / 3 BA / Sleeps 6

      1 / 18

      $375

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      TeeOff Cottage at Spring Mountain Farm

      3 BR / 3 BA / Sleeps 6 | Quick view

      Details

      Lovely 3 bedroom, 2.5 bath home on a farm in beautiful Free Union, Virginia just minutes NW of Charlottesville, Virginia, home of University of Virginia, historical homes, vineyards, nightlife. A king master suite and two queen bedrooms, hardwood floors, full kitchen, DSL, Dish TV, fenced back yard. The house is …
      • Mountain Views
      • Internet Access
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask

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      $325

      4 BR / 4 BA / Sleeps 8

      1 / 21

      $325

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      Shenandoah Valley Views!

      4 BR / 4 BA / Sleeps 8 | Quick view

      Details

      This is a BRAND NEW HOME to any rental site... that is why there are no reviews. The Hemlock house is secluded and has AMAZING views of the Shenandoah Valley and the George Washington National Park. There are 4 bedrooms 3 & 1/2 bath and 2 living rooms. The top floor has the kitchen and dining room & sunken …
      • Mountain Views
      • Fireplace
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly - ask
      • Suitable for children

      PreviousNext property

      $250

      3 BR / 4 BA / Sleeps 8

      5 Reviews

      $250

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      Luxury House on Mountain Golf Course w/ WPI Pass

      3 BR / 4 BA / Sleeps 8 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Book now for Spring/Summer vacations! Easter Week/Weekend still available. We have exclusive rights to Wintergreen Resort membership! 3500+sq ft Gorgeous/Custom Built House *** Two Master Bedroom/Bath Suites with flat screen TV's *** FREE Wi-Fi *** FREE long-distance calling in the US *** Wii & X-box/Kinect …
      • Mountain Views
      • Hot Tub/Jacuzzi
      • Sauna
      • Internet Access
      • Fireplace
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (5)

      Mother/Daughter Weekend

      Left on Sep 13, 2013 for a stay in August 2013

      My mother and I stayed here for a weekend away, and we had an amazing time. The house is gorgeous with a huge spacious living room for sitting and relaxing. The backyard deck is also a good place to relax with a glass of wine and a good book. The backyard backs right up to the golf course which provides a good view. The house was very neat and clean when we arrived and almost everything we could …

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      $150

      3 BR / 2 BA / Sleeps 9

      1 / 13

      $150

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      Midweek Special 3 nights for $300

      3 BR / 2 BA / Sleeps 9 | Quick view

      Details

      Close to all activities on the mountain. We're right off the main road near all activities within the resort and just a short distance to the Mountain Inn and Conference Center. For the remainder of the ski season - 3 nights for $300 Sunday - Thursday. If you're looking for extreme luxury, thanks for …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Deck
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $575

      5 BR / 4 BA / Sleeps 10

      4 Reviews

      $575

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      Boxberry--Farmington/Ivy area 5 Bedroom Estate

      5 BR / 4 BA / Sleeps 10 | Quick view
      “ Excellent ” 4 Reviews

      Details

      Reviews

      (4)

      This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues This lovely five bedroom four bath home is the perfect destination for your next getaway to Charlottesville. Conveniently located in the Farmington/Ivy area and to the wineries of Western Albemarle, this …
      • Internet Access
      • Outdoor Dining Area
      • Porch
      • Parking
      • Garden
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (4)

      Beautiful and serene home in a quiet location.

      Left on Sep 26, 2013 for a stay in September 2013

      We recently rented Boxberry for a family reunion and it was perfect. The home is beautifully decorated and is well stocked to accommodate our party of 8 adults and 3 kids. Bonus:We loved coming home from our outtings each day to see the black angus cows grazing around the fields behind the house. The one thing I would suggest to the owners is to update the guest cottage a bit. It seems a bit …

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      $150

      1 BR / 1 BA / Sleeps 4

      1 / 9

      $150

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      Ski In Ski Out View of Slopes

      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      This ground floor one bedroom lock off unit in a beautiful newer post and beam home is the ideal location to enjoy and discover all that Wintergreen has to offer. The home is located in a cul de sac overlooking Tyro Ski slope and the heart of Wintergreen as well as the Blue Ridge mountains. There is one bedroom with…
      • Fireplace
      • A/C or climate control
      • Deck
      • Linens Provided
      • Microwave
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $550

      3 BR / 3 BA / Sleeps 6

      2 Reviews

      $550

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      Jefferson Park Circle II 3 bedroom house

      3 BR / 3 BA / Sleeps 6 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      Walk to UVa football stadium! This classic 2 story home is ideally situated in a quiet, secluded neighborhood. Three bedrooms are on the second floor - the QUEEN master with attached dressing/nursery room and private bath, and another QUEEN and TWIN bedroom share a full bath in the hall. The spacious living room has …
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (2)

        A Home away from Home

        Left on Jul 17, 2010 for a stay in October 2009

        It was a very pleasant stay for us at the house for 5 nights. The owners were extremely hospitable. They picked us up at the train station as soon as they heard that my husband would be late due to poor weather conditions. They also called me beforehand to inquire about our preferences on breakfast choices. Therefore, even though we were in between houses then, they made us feel like we were …

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        $225

        3 BR / 3 BA / Sleeps 6

        2 Reviews

        $225

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        Downtown Belle:: located in the popular Belmont ne

        3 BR / 3 BA / Sleeps 6 | Quick view
        “ Poor ” 2 Reviews

        Details

        Reviews

        (2)

        This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 3 bedrooms, 2.5 baths, and sleeps up to 6 people. Located in the popular Belmont neighborhood, this abode is just a short stroll away from the Downtown Mall and the Charlottesville Pavilion. This home has…
        • Wireless Internet
        • Outdoor Dining Area
        • A/C or climate control
        • Central heating
        • Porch
        • Pet friendly - ask
        • Smoking allowed - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (2)

        OK, but beware of NOISE

        Left on Jun 09, 2013 for a stay in May 2013

        Stayed here with family. Actually booked a different location, a rural retreat, but on the day we were supposed to check in, the rental company, Stay Charlottesville, called to say the location we booked was no longer available (bait and switch? I don't know). Downtown Lex was the only location available with 3 bedrooms. The place was fine, kind of generic, a good location if you want to be in …

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        $625

        4 BR / 3 BA / Sleeps 8

        1 / 15

        $625

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        Minutes from UVA; Feel Like You're in the Country

        4 BR / 3 BA / Sleeps 8 | Quick view

        Details

        One guest review says Poplar’s Edge has “all the comforts of home,” and we’re glad to hear it—that’s exactly the feeling we hoped to create, right down to the luxury linens, antique furnishings, and warm, sun-washed rooms. Coming to Poplar’s Edge is like visiting a favorite relative who puts your comfort…
        • Suitable for children
        • Suitable for the elderly

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        $105

        2 BR / 2 BA / Sleeps 6

        7 Reviews

        $105

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        Wintergreen Resort 2 BR 2 BA Condo with LOW Rates

        2 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 7 Reviews

        Details

        Reviews

        (7)

        Cozy and Convenient! Our Condo is centrally located for easy walking access to the full-service SPA, Golf course and indoor-outdoor Tennis facilities. We have been owners of this Condo for the past 9 years and love the Wintergreen Resort. We manage the Condo ourselves, to ensure the Condo is clean, comfortable and …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (7)

        First Family Outing

        Left on Apr 08, 2013 for a stay in July 2012

        This was the first time that my wife & I were taking our son and his new bride on a family vacation. We liked the Wintergreen Resort because it would be close enough for all of us to drive home in a matter of under 4 hours. The condo was excellent with beautiful views and the pool area was outstanding. There are good places to eat while on the resort, and you are within minutes of reaching the …

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        $255

        3 BR / 3 BA / Sleeps 7

        5 Reviews

        $255

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        Wintergreen Mountain 2 or 3 K Masters Resort PASSs

        3 BR / 3 BA / Sleeps 7 | Quick view
        “ Excellent ” 5 Reviews

        Details

        Reviews

        (5)

        Come play outside on the mountain in the heart of Wintergreen Resort. You'll be right beside the Spa and the golf course. Chilly? Turn on the fireplace. Private but close to everything. PASSES cover all our guests for Aquatics and Fitness Center right next door with its beautiful indoor and outdoor pools and hot tubs…
        • Mountain Views
        • Shared outdoor pool (unheated)
        • Hot Tub/Jacuzzi
        • Internet Access
        • Fireplace
        • Pet friendly - ask
        • Suitable for children

        Details

        Reviews

        (5)

        Comfortable, good location and affordable

        Left on Jul 12, 2010 for a stay in July 2010

        The condo is spacious with (3) large bedrooms each with attached bath & comfortable beds. Kitchen is well equiped although with dated appliances; has washer & dryer. Nice walk out patio with ell kept yard overlooking golf fairway. Pleasant in evenings to sit out before dinner.

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        $400

        3 BR / 2 BA / Sleeps 6

        1 / 9

        $400

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        910 Rugby Rd. - walk to the University of Virginia

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        910 Rugby is located on historic Rugby Rd. just minutes from the Jefferson's Rotunda and the Lawn at the University of Virginia. The property has three bedrooms each with a queen bed and two full baths. The well-equipped kitchen has granite counter tops, a large locally-crafted heart pine table and cherry chairs…
        • Suitable for children
        • Suitable for the elderly

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        $995

        5 BR / 4 BA / Sleeps 10

        4 Reviews

        $995

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        Glenmore Manor House:: Located 15 min east of town

        5 BR / 4 BA / Sleeps 10 | Quick view
        “ Very Good ” 4 Reviews

        Details

        Reviews

        (4)

        This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues Sleeps: 10 Bedrooms: 5 Bathrooms: 3.5 This historic home was built in 1724 and is the original manor home to Glenmore. The land grant was from King George II in 1732, and it's original building dates to …
        • Wireless Internet
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (4)

        Ants, ants, ants -- no cable, spotty WiFi

        Left on Dec 31, 2012 for a stay in December 2012

        I really wanted to like this place. Quaint, close to downtown, takes dogs, but I can't bring myselt to write a positive review. The cable was out. The property owner knew this, but neglected to inform the management company, or us. The owner showed up shortly after we arrived on Friday and informed us that the cable would be fixed Sunday morning. Of course, Sunday morning came and went and, …

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        $125

        2 BR / 2 BA / Sleeps 6

        1 / 5

        $125

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        Lovely condo in the heart of Wintergreen Resort!

        2 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Lovely 2 bedroom, 2 full bathroom condo in the heart of the Wintergreen Resort. Located within walking distance of The Mountain Inn and ski lifts. Excellent view of the Blueridge Mountains from the deck. The lower level features a master bedroom with a queen bed, full bathroom, walk-in closet and washer and dryer. …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $300

        2 BR / 2 BA / Sleeps 6

        2 Reviews

        $300

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        Rooster Hill Bed and Breakfast

        2 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 2 Reviews

        Details

        Reviews

        (2)

        Rooster Hill is set in the beautiful foot-hills of the Blue Ridge Mountains - Just 15 minutes from the heart of Charlottesville, Monticello and the University of Virginia. Rooster Hill offers: Two spacious Bed and Breakfast suites each with a private entrance; a private porch; some cooking facilities; and a private…
        • Internet Access
        • Outdoor Dining Area
        • A/C or climate control
        • Central heating
        • Patio
        • Suitable for children - ask
        • Suitable for the elderly

        Details

        Reviews

        (2)

        I so enjoyed the peace, and the love that is felt when you arriv

        Left on Jun 10, 2010 for a stay in May 2010

        Great Hospitality and beautiful surrounding's,very clean and very well maintained

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        $205

        2 BR / 1 BA / Sleeps 4

        23 Reviews

        $205

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        Afton Cottage: UVA, Monticello, Hiking, Wineries.

        2 BR / 1 BA / Sleeps 4 | Quick view
        “ Excellent ” 23 Reviews

        Details

        Reviews

        (23)

        IGNORE THE RATE QUOTED BY FLIPKEY. IT IS USUALLY MUCH HIGHER THAN THE ACTUAL RATE. Click on Rates above to see our rate schedule. The longer you stay, the cheaper the daily rate. Country Cottage, 2 Bedrooms, 1 Bath (Sleeps 4, 5 if someone wants to sleep on the couch) We are very pet friendly. AFTON COTTAGE HAS Wi-Fi…
        • Mountain Views
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (23)

        A wonderful stay at Afton Cottage

        Left on Apr 18, 2010 for a stay in April 2010

        I would highly recommend this lovely cottage near Charlottesville.

        We recently stayed for 3 nights, it is beautifully located and the
        accommodation was very clean, with everything you could want for provided.

        Dick was a very gracious and helpful host, and we can't wait to return!

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        $329

        6 BR / 5 BA / Sleeps 16

        1 / 9

        $329

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        Luxury 6BR Home in Wintergreen Resort

        6 BR / 5 BA / Sleeps 16 | Quick view

        Details

        Newly built in 2004, this is a beautiful 6 bedroom, 4.5 bath home in the heart of Wintergreen Resort. Approximately 2.5 miles from the Mountain Inn, this home is convenient yet sits on a quiet street with little traffic. The yard is fenced (dogs are welcome), there are two master bedrooms on the main level, and there …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $300

        5 BR / 4 BA / Sleeps 14

        4 Reviews

        $300

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        Absolute Retreat-Jacuzzi, Pool Table, Ping-Pong!

        5 BR / 4 BA / Sleeps 14 | Quick view
        “ Excellent ” 4 Reviews

        Details

        Reviews

        (4)

        Stay at this ideally located five bedroom mountain home for the perfect vacation. You can relax on the double tiered deck with a cup of hot chocolate while looking out into the snow covered Shenandoah Valley National Forest. You can enjoy a few rounds of pool, foosball, or ping pong with your family and friends all at…
        • Mountain Views
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible - ask

        Details

        Reviews

        (4)

        Above and Beyond

        Left on Sep 24, 2013 for a stay in September 2013

        I rented this house for our competition BBQ team as a "home base" away from the contest -- that required a place that could satisfy 8 different people's needs. The floor plan was thoughtful, the house deceptively large, the kitchen well-stocked and well-organized -- it was exactly what our group needed. I highly recommend Absolute Retreat.

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        $375

        5 BR / 4 BA / Sleeps 14

        1 / 16

        $375

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        Beautiful View of the Slopes

        5 BR / 4 BA / Sleeps 14 | Quick view

        Details

        This is IT!!! Vacation at Cliffhanger with the absolute best views of Massanutten Mountain, Shenandoah Valley and the ski slopes. This beautifully appointed 3,000+ square foot vacation home is uniquely situated on a private road! Cliffhanger provides what you expect in a vacation rental home and so much more. The …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $800

        5 BR / 5 BA / Sleeps 9

        1 Reviews

        $800

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        Large Colonial Home Available on Weekends

        5 BR / 5 BA / Sleeps 9 | Quick view
        “ Excellent ” 1 Reviews

        Details

        Reviews

        (1)

        Lovely home situated on park-like 2 acres just 3.5 miles from the University of Virginia. This home has five bedrooms featuring two Master Bedrooms. three king-sized beds, one queen, and one single bed. Large brick patio perfect for entertaining backyard faces a beautiful wooded area and their is a lovely koi …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Pet friendly - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Cozy, picturesque home with very accomodating hosts!

        Left on Sep 29, 2014 for a stay in September 2014

        My friends and I had a wonderful stay. It felt like home away from home, very beautifully decorated with a wonderful backyard. The owners went above and beyond to make our stay easy and comfortable including showing us all the workings of the house, leaving soft towels and toilettries in each room, clipping weekend activities available around town and allowing us a late check out. Highly …

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        $275

        5 BR / 4 BA / Sleeps 14

        1 / 18

        $275

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        Absolute Retreat-Jacuzzi, Pool Table, Ping-Pong

        5 BR / 4 BA / Sleeps 14 | Quick view

        Details

        Stay at this ideally located five bedroom mountain home for the perfect vacation. You can relax on the double tiered deck with a cup of hot chocolate while looking out into the snow covered Shenandoah Valley National Forest. You can enjoy a few rounds of pool, foosball, or ping pong with your family and friends all at…
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $150

        1 BR / 1 BA / Sleeps 2

        19 Reviews

        $150

        Book

        The Cottage at Sunnybank

        1 BR / 1 BA / Sleeps 2 | Quick view
        “ Excellent ” 19 Reviews

        Details

        Reviews

        (19)

        Located a short drive from Charlottesville, Virginia, The Cottage at Sunnybank is an ideal retreat for those seeking utter peace and relaxation, adventurers eager to explore the Blue Ridge Mountains, history buffs who wish to visit the nearby homes of Presidents Madison, Monroe and Jefferson, and oenophiles who will …
        • Ocean or water views
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Outdoor Dining Area
        • Suitable for the elderly

        Details

        Reviews

        (19)

        Gorgeous, Private, and Delicious Country Retreat!

        Left on Mar 24, 2013 for a stay in February 2013

        " We loved staying at the B and B at Sunnybank near Charlottesville. What a beautiful location and cottage! Absolutely glorious views , peaceful, and romantic . Anne was an amazing hostess, delicious food options and great attention to detail. Our only regret was that we had to go back home!! " Beth, Provincetown, ma.

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        $145

        0 BR / 1 BA / Sleeps 2

        1 / 17

        $145

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        Studio loft apartment in Historic Downtown Crozet

        0 BR / 1 BA / Sleeps 2 | Quick view

        Details

        Our studio apartment with soaring 12-foot ceilings and mountain views is conveniently located right in the village of Crozet. It comfortably fits two with a queen-size bed, sitting area, full kitchen and full bath. Designed for full-time guests. The apartment and our real estate office are located on the second …
        • Mountain Views
        • Internet Access
        • A/C or climate control
        • Central heating
        • Parking
        • Pet friendly - ask
        • Suitable for children - ask
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