Showing

PreviousNext property

$200

3 BR / 2 BA / Sleeps 6

2 Reviews

$200

Inquire

wintergreen ski hot tub hike golf pool pets firepl

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

Details

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

Details

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 …

PreviousNext property

$125

3 BR / 3 BA / Sleeps 7

10 Reviews

$125

Book

Simple Pleasures -N Ridge - Spring is in the Air

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

Details

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

Details

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

PreviousNext property

$550

5 BR / 6 BA / Sleeps 13

2 Reviews

$550

Book

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

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

Details

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

Details

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…

PreviousNext property

$200

1 BR / 2 BA / Sleeps 6

13 Reviews

$200

Book

The Recycled House - Walk Downtown

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

Details

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

Details

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 …

PreviousNext property

$250

4 BR / 3 BA / Sleeps 9

Shenandoah Valley Farmhouse - Crozet vacation rentals
1 / 32

$250

Book

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

PreviousNext property

$200

3 BR / 2 BA / Sleeps 6

1 Reviews

$200

Book

The Bear Dance Cabin at Wintergreen

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

Details

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

    Details

    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.

    PreviousNext property

    $325

    4 BR / 4 BA / Sleeps 8

    1 / 6

    $325

    Inquire

    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

    PreviousNext property

    $139

    1 BR / 1 BA / Sleeps 2

    4 Reviews

    $139

    Book

    Sweet Afton : Charlottesville Blue Ridge Cottage

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

    Details

    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 …

    PreviousNext property

    $255

    3 BR / 3 BA / Sleeps 7

    5 Reviews

    $255

    Inquire

    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.

    PreviousNext property

    $125

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $125

    Book

    Mountain Getaway

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

    Details

    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.

    PreviousNext property

    $275

    3 BR / 2 BA / Sleeps 10

    1 / 9

    $275

    Book

    Picturesque Farmhouse in Shenandoah Valley

    3 BR / 2 BA / Sleeps 10 | Quick view

    Details

    Fiesole Farm is a very special getaway in the Shenandoah Valley in Virginia. The Farmhouse boasts a country chic design on hundreds of bucolic green acres. Better than any B&B; or Inn, this Farmhouse is for your private and exclusive use. It is ideal for romantic getaways as well as family vacations. There is a …
    • Mountain Views
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    PreviousNext property

    $135

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $135

    Book

    On the Golf Course/ Member Pass to Pool/Golf

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

    Details

    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 …

    PreviousNext property

    $400

    5 BR / 3 BA / Sleeps 10

    16 Reviews

    $400

    Inquire

    Cabin at Wintergreen - VA Mt. Resort Luxury Rental

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

    Details

    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

    Details

    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 …

    PreviousNext property

    $300

    4 BR / 3 BA / Sleeps 10

    1 Reviews

    $300

    Book

    Mountain Ski/Golf/Tennis resort Townhouse

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

    Details

    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 …

      PreviousNext property

      $200

      4 BR / 2 BA / Sleeps 8

      1 / 12

      $200

      Inquire

      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

      PreviousNext property

      $550

      3 BR / 3 BA / Sleeps 6

      2 Reviews

      $550

      Inquire

      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 …

        PreviousNext property

        $250

        3 BR / 2 BA / Sleeps 6

        1 / 5

        $250

        Book

        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

        PreviousNext property

        $175

        1 BR / 1 BA / Sleeps 4

        1 / 8

        $175

        Inquire

        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

        PreviousNext property

        $225

        3 BR / 3 BA / Sleeps 7

        1 / 10

        $225

        Inquire

        Massanutten Log Home w/Hot Tub - Indoor Water Park

        3 BR / 3 BA / Sleeps 7 | Quick view

        Details

        Situated at quiet streets the warm and cheery , friendly vacation log home . It is conveniently located at walking distance from water park . Sets at wonderful landscaped spacious and private lot , the home features very restful surroundings . Just relax on the wide front porch in our rocking chairs or in the porch …
        • Hot Tub/Jacuzzi
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - ask
        • Suitable for the elderly - ask

        PreviousNext property

        $625

        4 BR / 3 BA / Sleeps 8

        1 / 15

        $625

        Book

        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

        PreviousNext property

        $135

        3 BR / 3 BA / Sleeps 6

        2 Reviews

        $135

        Book

        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.

        PreviousNext property

        $145

        0 BR / 1 BA / Sleeps 2

        1 / 17

        $145

        Book

        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

        PreviousNext property

        $205

        2 BR / 1 BA / Sleeps 4

        23 Reviews

        $205

        Inquire

        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!

        PreviousNext property

        $329

        6 BR / 5 BA / Sleeps 16

        1 / 9

        $329

        Inquire

        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

        PreviousNext property

        $300

        5 BR / 4 BA / Sleeps 14

        4 Reviews

        $300

        Book

        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.

        PreviousNext property

        $175

        1 BR / 1 BA / Sleeps 2

        8 Reviews

        $175

        Inquire

        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, …

          PreviousNext property

          $375

          5 BR / 4 BA / Sleeps 14

          1 / 16

          $375

          Inquire

          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

          PreviousNext property

          $325

          4 BR / 4 BA / Sleeps 8

          1 / 21

          $325

          Book

          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

          $400

          2 BR / 2 BA / Sleeps 4

          1 / 6

          $400

          Inquire

          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

          PreviousNext property

          $150

          3 BR / 2 BA / Sleeps 9

          1 / 13

          $150

          Inquire

          Vacation with Netflix

          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. Special Netflix account for visitors.. If you're looking for extreme luxury, thanks for checking me out, but this is set up for …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Deck
          • Pet friendly
          • Suitable for children - ask
          • Suitable for the elderly - ask

          PreviousNext property

          $800

          5 BR / 5 BA / Sleeps 9

          1 Reviews

          $800

          Book

          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 …

          PreviousNext property

          $550

          3 BR / 3 BA / Sleeps 6

          3 Reviews

          $550

          Inquire

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

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

          Details

          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 …

          PreviousNext property

          $225

          3 BR / 3 BA / Sleeps 6

          2 Reviews

          $225

          Inquire

          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 …

          PreviousNext property

          $195

          3 BR / 2 BA / Sleeps 8

          7 Reviews

          $195

          Book

          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 …

          PreviousNext property

          $275

          4 BR / 3 BA / Sleeps 12

          1 / 17

          $275

          Inquire

          Beautiful Resort Home/ Largest Game Room, Wii

          4 BR / 3 BA / Sleeps 12 | Quick view

          Details

          Year-Round Views from inside this 3,500 Sq. Ft. Home, two levels with open floor Plan, two large decks , screened in lower deck off game room where you can enjoy the picturesque views of the Blue Ridge Mountains. Located on a private mountain across Resort Drive, only 2 minutes from the indoor/ outdoor water park. …
          • Internet Access
          • Fireplace
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible

          PreviousNext property

          $150

          1 BR / 1 BA / Sleeps 4

          1 / 6

          $150

          Book

          Ski In Ski Out Wintergreen Resort

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          Designer decorated private apartment in Post and Beam 2006 built home in Wintergreen Resort The home is next to Tyro ski slope with access at the end of the driveway. The separate lock off apartment has its own private entrance from the beautiful deck overlooking the mountains. . This is an extremely bright ground …
          • Mountain Views
          • Internet Access
          • Housekeeping Optional
          • A/C or climate control
          • Central heating
          • Pet friendly - ask
          • Suitable for children
          • Suitable for the elderly - ask

          PreviousNext property

          $105

          2 BR / 2 BA / Sleeps 6

          7 Reviews

          $105

          Book

          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 …

          PreviousNext property

          $170

          3 BR / 3 BA / Sleeps 8

          19 Reviews

          $170

          Book

          Elegant Jefferson-era Farmhouse - Charlottesville

          3 BR / 3 BA / Sleeps 8 | Quick view
          “ Excellent ” 19 Reviews

          Details

          Reviews

          (19)

          Any season is ideal at this elegant country home. Christened “Rosneath” in 1947, this lovely farm rests in 120 acres of meadow and woodland within 30 miles of Wintergreen Ski Resort, 18 minutes from UVA and Monticello, 20 minutes from the foot of the Blue Ridge Parkway and Skyline Drive and a few miles from the …
          • Mountain Views
          • Internet Access
          • Fireplace
          • Washing Machine
          • Clothes Dryer
          • Suitable for children
          • Suitable for the elderly - ask

          Details

          Reviews

          (19)

          Beautiful place, great location!

          Left on Jul 12, 2012 for a stay in November 2011

          Our family of five was the first family to stay at this residence since it became a rental property following its recent renovations. The owners have done a great job of providing everything you need for a comfortable stay, with modern amenities in an otherwise classic country home. The property is located on a beautiful winding country road and is situated on a post-card like piece of land …

          PreviousNext property

          $300

          2 BR / 2 BA / Sleeps 6

          2 Reviews

          $300

          Book

          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

          PreviousNext property

          $150

          1 BR / 2 BA / Sleeps 2

          1 / 7

          $150

          Book

          Monticello Views

          1 BR / 2 BA / Sleeps 2 | Quick view

          Details

          A contemporary, light-filled second story apartment (in gated complex) with private room and bath. Guests are free to make themselves at home in the living room or on the deck. Property includes a fitness center and beautiful pools (in season.) Only minutes from downtown, UVA and Monticello.
          • Pet friendly - ask
          • Suitable for children
          • Suitable for the elderly

          PreviousNext property

          $995

          5 BR / 4 BA / Sleeps 10

          4 Reviews

          $995

          Inquire

          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, …

          PreviousNext property

          $995

          5 BR / 7 BA / Sleeps 10

          7 Reviews

          $995

          Inquire

          Extraordinary Keswick estate with private pool

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

          Details

          Reviews

          (7)

          This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues The drive to Crossfields, through the horse farms and countryside of Keswick, "has often been cited as one of the most scenic in America, " writes the New York Times. Crossfields` white fences …
          • Ocean or water views
          • Mountain Views
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (7)

          Expensive But Worth It!

          Left on Nov 12, 2013 for a stay in October 2013

          Crossfields was amazing! set amidst the Blue Ridge Mountains and Monticello Wine Trail, this gorgeous, well equipped 5 bedroom estate is the perfect house for bringing the extended family together for a vineyard wedding or vacation! Each bedroom has it's own full bathroom. We were pleasantly surprised by an extra small bedroom off the laundry/garage wing which we dubbed t"the Maid's Quarters"! …

          PreviousNext property

          $125

          2 BR / 2 BA / Sleeps 6

          1 / 5

          $125

          Inquire

          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

          PreviousNext property

          $275

          5 BR / 4 BA / Sleeps 14

          1 / 18

          $275

          Inquire

          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

          PreviousNext property

          $225

          3 BR / 3 BA / Sleeps 7

          1 / 9

          $225

          Inquire

          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

          PreviousNext property

          $150

          3 BR / 1 BA / Sleeps 6

          1 / 7

          $150

          Inquire

          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

          PreviousNext property

          $175

          2 BR / 1 BA / Sleeps 3

          6 Reviews

          $175

          Inquire

          Ivy Guest Above Garage Apartment/Cottage style

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

          Details

          Reviews

          (6)

          "Peaceful, spacious and beautiful" is how one guest describes the apartment. Everything is finished with a fine selection of materials such as Philippine mahogany and New England quarried slate floors, tall windows that overlook the open wooded areas, and custom built in cabinets. Jack and Jill full …
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Central heating
          • Pet friendly
          • Suitable for children
          • Suitable for the elderly - ask

          Details

          Reviews

          (6)

          Perfect country setting

          Left on Mar 21, 2014 for a stay in November 2013

          Have stayed twice a year on trip from Massachusetts to Florida and return several times. Charming way to be away but central. Easy trip to downtown Charlottesville, but stay in a scenic country setting. Bathrooms are 1 and 1/2. Two bedrooms share one bath, and 1/2 bath available for guests without having to go through bedrooms. Any needs required are readily available or can be provided. …

          PreviousNext property

          $195

          1 BR / 1 BA / Sleeps 2

          2 Reviews

          $195

          Inquire

          Jasmine Cottage in University residential neighborhood

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

          Details

          Reviews

          (2)

          Within block of UVa's Rotunda this above garage cottage is in a quiet residential neighborhood. King bed and kitchenette. Walk to the Rotunda, football stadium, JPJ arena, etc. and catch the free trolley to downtown. Your private entrance is just in front of the main home and takes you into your open room with an …
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (2)

          Convenient and Peaceful

          Left on Jul 10, 2014 for a stay in June 2014

          Jasmine Hill is a remarkable property. The inviting studio had been recently renovated (I believe within the year) and was extremely clean and neat. The space is large, and the ample windows make the area feel even more open. The remodel also incorporated many useful technologies. For instance, the bathroom floor has heated tiles. While I didn't have the opportunity to use this during my summer …

          PreviousNext property

          $250

          5 BR / 3 BA / Sleeps 10

          1 / 9

          $250

          Book

          The Mountain House - Great Deal

          5 BR / 3 BA / Sleeps 10 | Quick view

          Details

          Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va. We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our Resort. You can treat …
          • Mountain Views
          • Wireless Internet
          • Fireplace
          • Housekeeping Optional
          • Washing Machine
          • Pet friendly
          • Suitable for children
          • Suitable for the elderly

          PreviousNext property

          $165

          1 BR / 1 BA / Sleeps 2

          19 Reviews

          $165

          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
          • Outdoor Dining Area
          • A/C or climate control
          • 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.

          1 2
          page 1 of 2
          Load more