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Holiday Homes and Apartments Wintergreen, VA

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From
$192
Per Night
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1 / 13
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$210
Per Night
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1 / 10
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House Rental - 
3 Bedrooms, 1 Bathroom, Sleeps 8
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$320
Per Night
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1 / 14
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Cabin - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$173
Per Night
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1 / 4
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Apartment - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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5 of 5 stars Reviewed 9 December 2014
very nice accomidations. We had plenty to do around us and enjoyed our time there. Condo was nicely furnished.
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$327
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1 / 36
Apartment - 
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Reviews (5) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
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... View all property information
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5 of 5 stars Reviewed 25 June 2014
Our family of 6 plus a small child had a fun, relaxing week at this condo. The owner was very helpful and responsive during the planning period. We found the condo to be...
5 of 5 stars Reviewed 1 February 2011
We rented this condo for a fun filled weekend of skiing. The condo was only minutes to the slopes, great location!! The price included discounts on lift tickets. Yay!! It was...
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$218
Per Night
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1 / 6
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House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
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. View all property information
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4 of 5 stars Reviewed 2 December 2014
You can't get a better location at Wintergreen to enjoy winter sports. The house is comfortable and well equipped. Thsi was a last minute thing and Alex (the owner) was super...
5 of 5 stars Reviewed 25 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...
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From
$134
Per Night
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1 / 12
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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4 of 5 stars Reviewed 22 June 2014
The condo was immaculate and well stocked, thankfully not a shortage of towels! This condo is at the very top of Wintergreen, while it does not have a view, just a walk accross...
5 of 5 stars Reviewed 11 March 2014
The owner was wonderful and a pleasure to work with. Condo was beautiful, very spacious and had all the necessities. Will definitely be staying again:)
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From
$183
Per Night
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1 / 23
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Cabin - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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From
$166
Per Night
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1 / 33
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Apartment - 
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
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... View all property information
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5 of 5 stars Reviewed 10 February 2015
The condo was great, just perfect for our family! The owners were very prompt answering questions. We had a wonderful trip. Would definitely stay here again. Thank you!
5 of 5 stars Reviewed 27 January 2015
Every room has their own bathroom! Great condo and the owners kept us informed with up to the minute updates from Wintergreen. We highly recommend!
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From
$223
Per Night
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1 / 26
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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5 of 5 stars Reviewed 2 June 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...
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From
$250
Per Night
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1 / 11
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House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
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... View all property information
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4 of 5 stars Reviewed 16 October 2014
We stayed there with our friends. The location is perfect, just a walking distance to all attractions. The house was comfy with good size rooms.
5 of 5 stars Reviewed 25 August 2014
We stayed two nights and enjoyed ourselves immensely! The home has plenty of sleeping space with two bathrooms, kitchen, den and mud/laundry room. Comfortable with all the...
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From
$320
Per Night
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1 / 13
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House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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5 of 5 stars Reviewed 25 June 2014
I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours away...
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From
$160
Per Night
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1 / 14
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
**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... View all property information
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5 of 5 stars Reviewed 4 February 2015
We stayed at Point of View this past December and have nothing but great things to say! The house was cozy and perfect for a weekend couples retreat. I was pleased with the...
5 of 5 stars Reviewed 30 December 2014
The Point of View is a perfect mountain getaway with a beautiful view. If you are looking for a great location, this home will exceed your expectations. Our children loved having...
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From
$512
Per Night
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1 / 24
House Rental - 
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (16) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
**** 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... View all property information
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5 of 5 stars Reviewed 15 October 2014
Went there with 11 girls for a bachelorette weekend! It was fantastic with the fireplace, hot tub and all the common living space. There were so many nooks and rooms that no one...
5 of 5 stars Reviewed 15 October 2014
A large group of friends and cousins stayed here for a bachelorette weekend getaway. This place was great! very accommodating and cozy. Even though our weather wasn't the best, we...
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From
$421
Per Night
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1 / 21
House Rental - 
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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5 of 5 stars Reviewed 8 January 2015
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...
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From
$122
Per Night
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1 / 11
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$384
Per Night
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1 / 20
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House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
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... View all property information
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From
$192
Per Night
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1 / 6
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Cabin - 
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$416
Per Night
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1 / 21
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House Rental - 
4 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Housekeeping...
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
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... View all property information
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From
$288
Per Night
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1 / 9
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House Rental - 
5 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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From
$512
Per Night
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1 / 5
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House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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From
$704
Per Night
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1 / 48
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House Rental - 
5 Bedrooms, 6 Bathrooms, Sleeps 13
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
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From
$256
Per Night
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1 / 8
Chalet - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$421
Per Night
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1 / 9
House Rental - 
6 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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  • Smoking allowed (0)

Amenities

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