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Vacation Rentals in Waynesboro, VA and nearby

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    1 / 13
    5 of 5 stars (7) Excellent
    Waynesboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 8
    3.5 of 5 stars (2) Average
    Waynesboro
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 32
    Waynesboro
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    The following rentals are within 15 miles of Waynesboro, Virginia.

    1 / 22
    5 of 5 stars (11) Excellent
    Staunton
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Porch
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A farm vacation suite in the beautiful Shenandoah Valley of Virginia midway between Staunton and Lexington. The suite is located in the upper part of our home with a private entrance via the second floor porch. Our exceptional feature is the year-round sun room where you have a tree-top view... View all property information
    Location Information
    Staunton, Virginia 24476
    5 of 5 stars Reviewed November 15, 2015
    This was our third stay at Blueberry Hill Farm. It is very comfortable and has a beautiful view. the hosts are very helpful.
    5 of 5 stars Reviewed September 16, 2015
    This was off the beaten path, quiet and relaxing. Restaurants are not very close; 2 to 30 minutes away but, we don't mind driving. The kitchen is well equipped and made it...
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    1 / 14
    4.5 of 5 stars (4) Very good
    Staunton
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
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    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Very popular for families with teenagers, Cabin Rockwood is loved in the summer for its proximity to the swimming pool. As can be seen in the pictures, the pool is located only about 50 yards from the cabin. Inside you'll find a queen size bed in the master bedroom, as well as a full kitchen,... View all property information
    Location Information
    Staunton, Virginia 22952
    5 of 5 stars Reviewed August 9, 2013
    Fabulous cabin, fully equipped with linens, etc. makes it especially great!! Loved the setting, the pool, ambience and no electronics. Great for families and anyone who enjoys...
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    1 / 17
    Crozet
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Balcony
    • Wi-Fi
    • Terrace
    • Housekeeping...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brookview suite, in the foothills of the Blue Ridge Mountains, is a basement location with a private entrance and private porch. It has a spacious living area, kitchenette, Queen bedroom, and shower bathroom. Enjoy the charm of Crozet, while being a short drive from Charlottesville and the... View all property information
    Location Information
    Crozet, Virginia 22932
    1 / 48
    5 of 5 stars (7) Excellent
    Wintergreen
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Washer
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    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed July 13, 2016
    Coming from 100 degree weather 70s and 50s felt really great. The views from all the windows were beautiful. The kids really enjoyed the huge deck. Dawn was really helpful . She...
    5 of 5 stars Reviewed July 6, 2016
    This is the perfect setting for an extended family vacation. Beautiful location, something for everyone to enjoy. The house is perfect. It is large enough for everyone to have...
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    1 / 20
    Crozet
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    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... View all property information
    Location Information
    Crozet, Virginia 22932
    1 / 27
    5 of 5 stars (4) Excellent
    Wintergreen
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Now HERE is a really great house! Fit for a KING or two. This house has 4 large bedrooms with 2 of them having KING size beds. Then there is a Queen & 2 twins and then the loft has a twin day bed that has a pop up trundle so this could be another KING (that makes 3) ..or they can separate into... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed March 18, 2016
    This was a prefect trip for my husband, children, and grandchildren. The booking process was easily done, Dawn, who was delightful to work with, answered all our crazy...
    5 of 5 stars Reviewed February 3, 2016
    So where do I begin. Should I begin with the fact that Dawn (the owner) made this experience stress free! Should I talk about how she was totally accessible and provided an...
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    1 / 13
    5 of 5 stars (17) Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Top Floor with views, Fireplace, 2 bedroom (queen, double and single), 2 baths, 3 Flat Screen TVs, cable, DVD player, XBOX, Movies, Keurig coffee maker BRAND NEW Full Size Washer & Dryer, WiFi, VOIP, near top of advanced slope, top floor end unit, non-smoking Near pool and spa, short walk behind... View all property information
    Location Information
    Wintergreen, Virginia 22967
    5 of 5 stars Reviewed 4 weeks ago
    My family and I liked this condo so much that we talked about purchasing a similar one. The views are spectacular. My three kids enjoyed sleeping in the loft. Everything was...
    5 of 5 stars Reviewed May 6, 2016
    We loved our stay here! The view was fabulous! Weather was perfect too. Your home is lovely and was absolutely perfect for our needs. Thank you! I would recommend this to anyone...
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    1 / 26
    5 of 5 stars (5) Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Shared Indoor Pool
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Walk to Golf Clubhouse, Spa, Pool, Membership Access to all Facilities Sit on the Balcony and Enjoy the Gorgeous Golf /Fairway View. Membership Passes We have two units - one on the first floor one one the second floor. Do you have a large party, but would enjoy so space... this may be your... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed December 30, 2015
    Beautiful apartment in the heart of Wintergreen resorts with close access to the aquatics, gym and spa club house and sitting practically right on the golf course. The members...
    5 of 5 stars Reviewed October 24, 2015
    October in the Shenandoah, where else would you want to be? Situated on the Devil's Knob Golf course in the Wintergreen Resort, this condo is outstanding for it's coziness...
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    1 / 23
    5 of 5 stars (4) Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    We built our log cabin in 2005 just after we fell in love with the Wintergreen community. Much like you we searched for a place to stay at Wintergreen and after such a great experieince we decided to come back and look for a lot to build on. For us Wintergreen was perfect for a young family living... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed 1 week ago
    Our family of three humans and one dog, thoroughly enjoyed our time at the cabin. It was clean, spacious, comfortable, and located in a quiet residential neighborhood. The...
    5 of 5 stars Reviewed June 2, 2016
    The house was very clean. The bedroom, bathrooms, were in great condition. All the appliances worked perfectly. There is a gas station like 5 mins away from the house which is...
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    1 / 13
    4.5 of 5 stars (7) Very good
    Lyndhurst
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Mountain Views
    • Parking
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Comfort is the word to describe this well-equipped mountain home, with all the amenities you need. Full kitchen, large decks, and wifi. Explore the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park, the Shenandoah Valley, and many more outdoor attractions. Looking for adventure?... View all property information
    Location Information
    Lyndhurst, Virginia 22952
    4 of 5 stars Reviewed September 21, 2015
    I stayed in Cabin Barnwood, the large one bedroom, by myself, traveling on an attempt at a personal retreat. The cabin was well-appointed. The bedroom had a well-made four-poster...
    4 of 5 stars Reviewed April 28, 2015
    The house we stayed in was not really a cabin in the woods but more like part of a neighborhood of mountain homes. The driveways are all paved. However, it was very clean and well...
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    1 / 46
    5 of 5 stars (15) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
    • Hot Tub
    • Skiing: Property Is...
    • Satellite TV
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Devils Knob Golf/Tennis. 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... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed 4 weeks ago
    Condo unit was clean and well stocked with towels, bedding, and kitchen items. We did not plan on cooking in the condo, but kitchen was well stocked with items you would need if...
    4 of 5 stars Reviewed February 9, 2016
    The condo was perfect for our group--plenty of space for us all with all the amenities you could ask for. It was on the bus line to the ski lodge which made getting around very...
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    1 / 6
    5 of 5 stars (1) Excellent
    Greenville
    Private Room, 10 Bathrooms, Sleeps 30 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Mountain Views
    • Washer
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Charming country retreat in the heart of Virginia Horse country. Lodge style Bed and Breakfast that also has 2 cabins all surrounding a large outdoor pool on a working equestrian center. Beautiful lake, trails, hot tub, game room, delicious breakfast and much more! Family and pet friendly. Perfect... View all property information
    Location Information
    Greenville, Virginia 24440
    5 of 5 stars Reviewed October 24, 2015
    We came to Pennmerryl Farm to bicycle at a fall festival held in Staunton. We drove back and forth to Staunton each day which took a good half hour. We are all animal lovers (one...
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    1 / 5
    Nellysford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    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... View all property information
    Location Information
    Nellysford, Virginia 22958
    1 / 9
    Greenville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Parking
    • Shared Yard
    • Shared Outdoor Pool...
    • Mountain Views
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Lovely & Cozy log cabin at charming country retreat at a working farm and equestrian center. Cabins are fully furnished and fully stocked with linens,towels, pots, pans, dishes and more. The facility has a full equestrian center, a lake for fishing and canoeing, lots of trails for walking or... View all property information
    Location Information
    Greenville, Virginia 24440
    1 / 10
    4.5 of 5 stars (3) Very good
    Wintergreen
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • Mountain Views
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Nestled in the Blue Ridge Mountains in the heart of Mountain Village, this loft condo has everything needed for a quick weekend getaway or an extended vacation. This unit is at the Mountain Inn, the heart of the Winter Village, and is the best condo for skiing at the resort. It is also ideal if... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed February 17, 2016
    We skied Wintergreen 2 days. It was nice skiing, but also very cold (ie zero to 10 degrees). It was very convenient to have a place to stay and warm up so close to the skiing. The...
    4 of 5 stars Reviewed February 10, 2016
    Studio was good, could be great. Please warn your clients about frig under sink. Do not open sign was needed.
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    1 / 21
    5 of 5 stars (1) Excellent
    Wintergreen
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • DVD Player
    • Mountain Views
    • Washer
    • Skiing: Property Is...
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Wintergreen Retreat Is a spacious house with an open floor plan, four large bedrooms and four full bathrooms. Two bedrooms have king beds, one has a queen bed and another has two twins and a bunk bed. We also have two Pack and Plays. The two king bedrooms have private bathrooms. The main level... View all property information
    Location Information
    Wintergreen, Virginia 22967
    5 of 5 stars Reviewed May 12, 2016
    Our stay at The Retreat at Wintergreen was a perfect mountain getaway! The home is very spacious, inviting and comfortable. The well stocked kitchen which is open to the family...
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    1 / 23
    5 of 5 stars (1) Excellent
    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool...
    • Waterfront
    • Washer
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    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22952
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    1 / 8
    Nellysford
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Washer
    • DVD Player
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Summer Special!!! ONLY $1500.00 per week- 7 day/6 night minimum stay Contact us TODAY for availability!!!!**** Welcome to “Sky View” This property was completely renovated in 2015 with new carpet, appliances, furniture, bedding, and linens!! Enjoy the fire/TV “pit” in the open plan living room... View all property information
    Location Information
    Nellysford, Virginia 22958
    1 / 27
    5 of 5 stars (1) Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • DVD Player
    • Skiing: Property Is...
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Walk to Golf Clubhouse, Spa, Pool, Membership Access to all Facilities Sit on the Balcony and Enjoy the Gorgeous Golf /Fairway View. Membership Passes to golf, tennis and pool CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY ABOVE THIS UNIT: PROPERTY ID 2295258 Do you have a large group/family. Do... View all property information
    Location Information
    Wintergreen, Virginia 22967
    5 of 5 stars Reviewed March 5, 2016
    We had such a great time and what set the tone was when we walked into this vacation rental. This up to date, charming and inviting condo was everything we were hoping it would...
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    1 / 21
    Wintergreen
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Porch
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Balcony
    • Mountain Views
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This very special home is being offered for rent for the first time. Described by Wintergreen's top rental agent as being in the top 5 homes currently on the market, this house is sure to please the most discriminating of guests!<BR><BR>*Fabulous Views of Shenandoah Valley, spectacular sunsets and... View all property information
    Location Information
    Wintergreen, Virginia 22958
    1 / 10
    4.5 of 5 stars (3) Very good
    Wintergreen
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
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    • Air Conditioning
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    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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... View all property information
    Location Information
    Wintergreen, Virginia 22952
    1 / 16
    5 of 5 stars (1) Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope.<BR><BR>The... View all property information
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed September 17, 2015
    A group of eight friends stayed at this home in the Wintergreen Resort to enjoy a wine tasting weekend. Eric was extremely helpful in the booking process, and his instructions...
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    1 / 12
    5 of 5 stars (10) Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Porch
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed 3 weeks ago
    Mark is great to work with and was able to accommodate our requests. We had a very good time on Wintergreen mountain. The location of the condo is good as well. Even though you...
    5 of 5 stars Reviewed April 1, 2016
    Great get-away. Nice resort area. We went in the off season from the winter amenities. Walked (not played) the golf course. Quite a hike. Minutes from Monticello. Close to...
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    1 / 5
    5 of 5 stars (3) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed December 8, 2014
    very nice accomidations. We had plenty to do around us and enjoyed our time there. Condo was nicely furnished.
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    1 / 11
    4.5 of 5 stars (7) Very good
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    • Central Heating
    • Washer
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Wintergreen, Virginia 22958
    4 of 5 stars Reviewed October 15, 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.
    4 of 5 stars Reviewed August 21, 2014
    Spent two nights at this chalet in July, 2014 with my wife, my daughter and her family. There were seven of us and the chalet easily provided the comforts needed for this size...
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    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Luxury lower walk out home loaded with high end features including private access. Newly built Oasis in a secluded and tranquil area by Shamokin Springs Nature Preserve. Enjoy all of the comforts of your own home. All rooms feature ceiling fans and high end furnishings. Included also are TVs, iPod... View all property information
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    Wintergreen, Virginia 22967
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    4 of 5 stars (1) Very good
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    We invite you to stay in our newly renovated golf-front condo, right in the heart of the Devils Knob area of Wintergreen Resort. Relax in the private, cozy cottage feel of our condo while having access to the shuttle just outside the door. The Wintergarden Spa and the Nature Foundation are just... View all property information
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    Wintergreen, Virginia 22967
    4 of 5 stars Reviewed March 9, 2016
    We loved staying here. Most everything we needed was supplied--even coffee and basic toiletries! The bedrooms were very nice. Full washer and dryer. We plan to stay here again...
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    5 of 5 stars (6) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
    • Air Conditioning
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    • Hot Tub
    • Shared Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Come play on the mountain! The best location In the heart of Wintergreen Resort. Private but close to everything. You'll be right beside the pool, spa and the mountaintop golf course. All Resort PASSES cover all our guests for Aquatics and Fitness Center right next door with its beautiful indoor... View all property information
    Location Information
    Wintergreen, Virginia 22958
    4 of 5 stars Reviewed December 10, 2015
    I stayed at this condo with my husband, daughter, and friends for a wedding. The location is great and near different attractions. The condo was clean and the owners had labels on...
    5 of 5 stars Reviewed June 24, 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...
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    1 / 24
    4.5 of 5 stars (3) Very good
    Wintergreen
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia 24477
    5 of 5 stars Reviewed June 22, 2015
    This house is absolutely beautiful!! It had plenty of room for all of us, including the 8 kids. There were even games for them to play with. We had plenty of room in the kitchen...
    4 of 5 stars Reviewed June 15, 2015
    There were few things that we could not get to work. I left a list of thiings on the counter for you to look over, just some minor things that didn't work. Could have had some...
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    1 / 5
    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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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    Wintergreen, Virginia 22958
    1 / 13
    5 of 5 stars (5) Excellent
    Wintergreen
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    August 22nd week still available. Book now for Fall/Winter. Luxury House is right on Mountain Golf Course. We have the Wintergreen Resort membership so you have access to resort facilities that are closed to the public! 3500+sq ft Gorgeous/Custom Built House *** Two Master Bedroom/Bath Suites... View all property information
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    Wintergreen, Virginia 22957
    5 of 5 stars Reviewed June 25, 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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    1 / 5
    5 of 5 stars (1) Excellent
    Nellysford
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a nearby lake and beach for the kids.... View all property information
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    Nellysford, Virginia 22958
    1 / 20
    4 of 5 stars (1) Very good
    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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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    Wintergreen, Virginia 22958
    4 of 5 stars Reviewed March 9, 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...
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    1 / 24
    4.5 of 5 stars (18) Very good
    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Central Heating
    • Skiing: Property Is...
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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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    Wintergreen, Virginia 22958
    3 of 5 stars Reviewed July 9, 2016
    I have mixed feelings about this place. On the positive side: great location (we are hikers and a trail that leads to many others was right out the back door), owner was very...
    5 of 5 stars Reviewed June 6, 2015
    It was memorable trip. We had nice time. My kids enjoy a lot specially my little one she is 10 months old. Cabin was nice. Just ready to stay. Just like a dram home. Thanks Bonnie...
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    1 / 14
    5 of 5 stars (24) Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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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    Wintergreen, Virginia 22958
    5 of 5 stars Reviewed June 20, 2016
    Just had a midweek stay at Point of View at Wintergreen. We used it as a base for exploring the gazillion wineries in the area! The house is well furnished, comfy. Has all the...
    5 of 5 stars Reviewed February 18, 2016
    The location of this rental is fantastic. Ski in/Ski out! great layout, clean and everything we needed. Owners were a pleasure to work with. We have staying in many rentals at...
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    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Secure Parking
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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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    Wintergreen, Virginia 23831
    1 / 24
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Have a truly special stay at this extraordinary 2-bedroom, 2-bathroom condo with room to comfortably accommodate 6 guests. Once you witness the serene sunset vistas overlooking the valley and mountain, you will never want to leave! Upon arrival, you’ll find that the adjacent free off-street... View all property information
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    Wintergreen, Virginia 22958
    1 / 22
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    For your next mountain getaway, why not stay somewhere that lets you truly take advantage of all the Blue Ridge Mountains have to offer? This premier Wintergreen vacation rental house does just that - ideally situated within walking distance of Wintergreen Resort, this home will let you enjoy easy... View all property information
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    Wintergreen, Virginia 22958
    1 / 21
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    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,... View all property information
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    Wintergreen, Virginia
    1 / 16
    Nellysford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Just Renovated!!! New carpet/hardwood floors/tile bathrooms. New granite in kitchen, all new appliances, completely painted inside including ceilings! Close to ski slopes! Enjoy the Blue Ridge Mountains/Shenandoah- Get away from the crowds and enjoy Golf, Tennis, Skiing, Hiking, Pools, Lake,... View all property information
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    Nellysford, Virginia 22958
    1 / 9
    5 of 5 stars (3) Excellent
    Wintergreen
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Porch
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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
    Location Information
    Wintergreen, Virginia 22967
    5 of 5 stars Reviewed 4 days ago
    This house was perfect for my large family. It has plenty of rooms and beds to sleep comfortably. We all met here to go to the Virginia Craft Brewers Fest at Devil's Backbone...
    5 of 5 stars Reviewed April 4, 2016
    Kierwelann was even better than I expected it to be. It was clean and comfortable. The kitchen was well-stocked, and even had 2 coffee makers which made serving coffee for 9...
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    1 / 31
    Afton
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    This quintessential southern farmhouse was renovated in 2016 to accommodate larger parties of up to ten people who enjoy the great outdoors, proximity to Charlottesville, and comfortable living. New terrace, updated kitchen and bathrooms, and an overall new polished appearance while maintaining the... View all property information
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    Afton, Virginia 22920
    1 / 24
    Afton
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Nestled in the foothills of the Blue Ridge Mountains just 20 minutes from Charlottesville, Maren Estate provides a friendly and relaxed setting for vacations, retreats, weddings, and all-around family fun. Located on a working farm, the estate is only minutes away from the Blue Ridge Parkway,... View all property information
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    Afton, Virginia 22920
    1 / 29
    Afton
    9 Bedrooms, 8 Bathrooms, Sleeps 24 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • ?
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    • x
    About this property
    If you’re seeking the ultimate destination for your upcoming celebration, family reunion or special event, look no further than 'Rockfish Valley Inn,' an incredible Afton vacation rental home, nestled on a large plot of land with stunning Blue Ridge Mountain views. Centrally located amidst the... View all property information
    Location Information
    Afton, Virginia 22920
    1 / 8
    1 of 5 stars (2) Terrible
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Hot Tub
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    • Central Heating
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Wintergreen, Virginia