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$550

5 BR / 6 BA / Sleeps 13

CRAZY AMAZING get-a-way! (Crazy, in a GOOD way) - Wintergreen vacation rentals
1 / 48

$550

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

5 BR / 6 BA / Sleeps 13 | Quick view

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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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$130

3 BR / 3 BA / Sleeps 7

9 Reviews

$130

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Simple Pleasures - 3213 North Ridge - Winter Here

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

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 (no longer lift tickets/rentals and only good through 11/30/14). Walking distance to Wintergarden …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Fireplace
  • Suitable for children

Details

Reviews

(9)

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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$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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$140

2 BR / 2 BA / Sleeps 6

2 Reviews

$140

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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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$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

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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

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Reviews

(5)

Feb 28! Sudden Availability! Come play outside on the mountain in the heart of Wintergreen Resort. You'll be right beside the Spa and two minutes to the slopes! Chilly? Turn on the fireplace. Our place is quiet with no snow gun noise and private but close to everything. PASSES cover our guests for Aquatics and …
  • 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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$174

2 BR / 2 BA / Sleeps 6

1 Reviews

$174

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2BR/On Bus Route/ Membership Pass to Pool/ Clean!

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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$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

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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

2 BR / 2 BA / Sleeps 6

3 Reviews

$150

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Wintergreen - Mountain Views w/ Resort Pass

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

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Reviews

(3)

Top Floor with views, Fireplace, 2 bedroom (queen, double and single), 2 sofa beds, 2 baths, 3 Flat Screen TVs, cable, DVD player, XBOX, Movies, Keurig, WiFi, VOIP, near top of advanced slope, top floor end unit, view, non-smoking Near pool and spa, short walk behind building to access slopes Membership provides …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - over five

Details

Reviews

(3)

wintergreen is a perfect spot to share views, hikes, and family memories

Left on Jun 08, 2014 for a stay in May 2014

we have been visiting wintergreen for 20 years and now have the perfect condo for our family of 6 to continue building memories. it's perfect for ski-in, ski-out vacations for the winter guests. It's also very close to the pool and hiking for summer guests. You catch the sunrise over the mountains and all the music festivals from the resort below from your balcony. there are two restaurants …

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$300

4 BR / 3 BA / Sleeps 10

1 / 20

$300

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Mountain Ski/Golf/Tennis resort Townhouse

4 BR / 3 BA / Sleeps 10 | Quick view

Details

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

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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

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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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$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

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$143

2 BR / 1 BA / Sleeps 4

1 Reviews

$143

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Private 2BR Cabin on Mountain Stream-Screen Porch

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

Details

Reviews

(1)

Right on a mountain stream, this two-bedroom cabin is very private. No other cabins or homes can be seen. Two double beds make this very accommodating for four. The full kitchen with stove, refrigerator, microwave, coffeemaker, toaster, dishes, pots & pans, and silverware has everything you need except the food. …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great get away for us and our dog!

Left on May 04, 2014 for a stay in April 2014

Wonderful cabin, great location! Cabin was spotless, and well appointed. Loved the gas fireplace and screened porch. Can't wait to return to Cabin Creekwood!

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$164

3 BR / 1 BA / Sleeps 8

3 Reviews

$164

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Virginia Blue Ridge Mountain Cabin Rental-Foxwood

3 BR / 1 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

You'll be delighted with this fully furnished mountain home, located just two miles from the Blue Ridge Parkway, and one mile from Sherando Lake. With all the comforts of home, you'll be able to enjoy the outdoors without roughing it! Spend the day hiking on mountains trails, driving on the Blue Ridge Parkway, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

A Bit of heaven

Left on Mar 08, 2010 for a stay in February 2010

Stan, again we want to say Thank you Very Much,
our family had a great time like usually.
We even had a change of cabins than we normal stay at and we still had a great time. We normally come
in the winter but we are thing maybe a weekend in the summer. We have recommended to our friends about Cabin Creekwood and the have all said "Great time"
Andre

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$150

1 BR / 1 BA / Sleeps 3

1 / 6

$150

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Ski In Ski Out Wintergreen Resort

1 BR / 1 BA / Sleeps 3 | Quick view

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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 …
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$225

5 BR / 3 BA / Sleeps 10

1 / 9

$225

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The Mountain House - Great Deal

5 BR / 3 BA / Sleeps 10 | Quick view

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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

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$95

2 BR / 2 BA / Sleeps 6

1 / 11

$95

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Wintergreen -- Beautiful 2BR/2BA - Great Rates

2 BR / 2 BA / Sleeps 6 | Quick view

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Beautiful 2BR/2BA condo on golf course and near ski lodge. The condo has a pull-out sofa (which could sleep an additional person or two) in the living room, a patio overlooking the golf course, and a fireplace (with fire wood provided). Direct TV, wireless DSL, WIFI, and a phone with unlimited domestic long distance …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$400

4 BR / 3 BA / Sleeps 12

1 / 5

$400

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Wintergreen Retreat - New Luxury Post & Beam Home

4 BR / 3 BA / Sleeps 12 | Quick view

Details

The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia, set among the beautiful Blue Ridge Mountains. This brand new charming mountain getaway is nestled on Wintergreen Mountain, just a few hundred yards from gorgeous scenic overlooks – and the perfect retreat for families and …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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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

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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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$250

3 BR / 4 BA / Sleeps 8

5 Reviews

$250

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Ski Feb Mid-Week - Luxury House on Mountain Resort

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

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Reviews

(5)

Ski weekends sold out through March 13-15. Mid weeks sill available at discount. Our house is located in popular are of resort - near the ski slopes and Spa/Fitness Center. We have exclusive rights to Wintergreen Resort Club and have a special premium parking ski pass for our guests to use right near the slopes. …
  • 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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$125

3 BR / 2 BA / Sleeps 7

11 Reviews

$125

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Cozy Home with Beautiful Views, Ski in/Out!

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

**BRAND-NEW KITCHEN & UPDATED BATHROOMS** Welcome to 'Point of View'! Enjoy the beautiful year-round views from our cozy mountain home located directly on the Tyro ski slope. This is a true four-season get-away. In the winter, step out the door, put on your skis and head down the mountain. If you need a break, you …
  • Waterfront
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

A perfect place for our family!

Left on Aug 04, 2013 for a stay in July 2013

Our family of 5 just stayed in this warm & cozy house in a terrific location for a week! We could easily have slept many more in this home right on a ski slope in the gorgeous Blue Ridge Mountains. The house came with everything except food! Towels, sheets, cable, board games, every kitchen utensil, furniture on the deck, pool passes and the most incredible view. It was close to the lodge, the…

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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

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 …

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$329

6 BR / 5 BA / Sleeps 14

1 Reviews

$329

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Spacious 6 Bedroom Home in the Wintergreen Resort

6 BR / 5 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a private road at one …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Wonderful house at Wintergreen Resort

Left on Jan 07, 2015 for a stay in December 2014

We spent 10 days of our Christmas Holiday in this home at Wintergreen Resort. It was a great house with plenty of room... 8 adults & 4 kids all had plenty of space. The kitchen was well equipped and the dining room fit all of us! Very clean and well furnished. Would recommend this home and hope to go back and us it again next year!

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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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$200

3 BR / 2 BA / Sleeps 6

1 / 8

$200

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wintergreen ski hot tub hike golf pool pets firepl

3 BR / 2 BA / Sleeps 6 | Quick view

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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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