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Vacation Rentals near Wintergreen Resort

Wintergreen Resort, Route 664, Wintergreen, Virginia 22958
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    Travelers to Wintergreen are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    All 156 Rentals in Wintergreen
    WINTERGREEN MOUNTAIN HOUSE1 / 17
    (27)Excellent
    2.8 miles from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2.9 miles from Wintergreen Resort
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Cozy, Clean and Convenient Resort Condo - Dog Friendly1 / 17
    (2)Excellent
    4.0 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fit for a KING ( king size beds!)1 / 63
    (12)Excellent
    1.3 miles from Wintergreen Resort
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 17, 2019
    We usually go to the beach for our annual girls trip. 4 families now ages 15 to 40+ ;)! This time we wanted to do something different. The house was perfect with plenty of...
    Reviewed November 13, 2018
    Plenty of space for our group weekend getaway. The extra thoughtful touches, such as having the lights on for our arrival, and the fireplace set up for use were noticed and...
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    About this property
    I have several places I manage, and clean by myself and have owned & operated Y-clean for 30 years. I'm controlling my life carefully. Mountain air, a possible snow, a crabtree falls hike, trout fishing (stocked ponds), golf, ETC!Now HERE is a really great house! Fit for a KING or two. This house...
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)1 / 46
    (10)Excellent
    3.6 miles from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 28, 2018
    Dawn was one of a kind. She went further than any manager had to go. I was cooking a turkey & forgot the meat thermometer . She brought one up to me. How great is that. The...
    Reviewed February 2, 2017
    We had a large group of ski patrol women and this house was perfect! Dawn was great at communication and was always available via text. The location was great. The large...
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    About this property
    I have several places I manage, and clean by myself and have owned & operated Y-clean for 30 years. I'm controlling my life carefully. Mountain air, a possible snow, a crabtree falls hike, trout fishing (stocked ponds), golf, ETC!This is a really amazing home! It is so perfect for all kinds of...
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
    The Mountain House1 / 11
    (1)Excellent
    2.9 miles from Wintergreen Resort
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Shared Indoor Pool
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    July Available: Luxury Mountain House on Golf Course w/ Resort Membership1 / 13
    (7)Excellent
    4.3 miles from Wintergreen Resort
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2017
    My wife and I are from Michigan and were looking for a central location to get together with our son, daughter-in-law, daughter, and 2 year old grandson who all live in...
    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...
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    About this property
    May, Jun & Aug fully booked. July still available. House is on mountain resort golf course and close to ski slopes. New living room furniture - not shown in these pictures. We have the Wintergreen Resort membership so you have access to resort facilities that are closed to the public! 3500+sq...
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    2BR Walkout Condo Private and Cozy!1 / 19
    (4)Excellent
    3.9 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 12, 2020
    We loved our stay at this Cozy, private Condo that was so convenient to the Wintergreen amenities! Beautiful condo, great location, plenty of space, a well-equipped kitchen, and...
    Reviewed March 28, 2017
    The owner of this condo obviously cares a great deal about every detail and wanted to make sure our stay was an enjoyable one. The condo is immaculately clean, the beds are...
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    About this property
    We invite you to stay in our lovely totally updated golf-front walk-out 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 easy access to resort amenities. The Wintergarden Spa and the Nature Foundation are...
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Wintergreen Home w/ Resort Passes, Steps to Slopes1 / 39
    (1)Excellent
    3.0 miles from Wintergreen Resort
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2018
    This house is beautiful and perfect as a family getaway. It is quiet and peaceful. We never left the house or the mountain! Although you can do both very easily. The rooms...
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    About this property
    Explore Wintergreen, VA from this newly built 5-bedroom, 4.5-bath vacation rental. Boasting a spacious deck with views, an outdoor grill, and access to a variety of members-only amenities, this home is sure to impress! Guests will enjoy the comfort of a professionally decorated interior, as well as...
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    Location Information
    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities1 / 23
    (4)Very good
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    Condo was nice. Have no complaints. Good many stairs to the unit. Would have like to known . Good unit for the price.
    Reviewed July 25, 2018
    Easy access to trails, golf and tennis. Devils Knob first tee and just around the corner as well as the tennis facility offering clay courts and great instruction. Easy to...
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    About this property
    Mountaintop Condo Overlooking Devils Knob 18th Fairway, close To All Amenities! Relax, Golf, Beautiful Views. Our Guest of Member pass allows you and your friends (up to 4 people) to access exclusive facilities such as Aquatics and Fitness Center (pools, hot tubs, sauna, steam, gym), Devil’s Knob...
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities1 / 26
    (6)Very good
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Shared Indoor Pool
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2019
    Great condo right on the golf course and walking distance to the clubhouse and pool/spa. Member passes allowed us access to Wintergreen's wonderful amenities. Condo was clean...
    Reviewed July 4, 2019
    We enjoyed our visit to this condo and would definitely book it again. Jason was great to deal with. The condo is in a great location near activities and the view overlooking...
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    About this property
    Mountaintop Condo Overlooking Devils Knob 18th Fairway, close To All Amenities! Relax, Golf, Beautiful Views. Our Guest of Member pass allows you and your friends (up to 4 people) to access exclusive facilities such as Aquatics and Fitness Center (pools, hot tubs, sauna, steam, gym), Devil’s Knob...
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC1 / 16
    (4)Very good
    2.9 miles from Wintergreen Resort
    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
    Kid friendly
    Smoking allowed
    Reviewed January 13, 2017
    Beautiful setting, lovely house with toasty fireplace! Could not have been better! When we come back to Wintergreen, this will be our first choice to stay1
    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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    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. The house...
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Wintergreen Home w/Private Decks - Walk to Resort!1 / 20
    (2)Excellent
    4.0 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2018
    Our family enjoyed our stay and the house was great. Kitchen well equipped. Bedding really comfy. Allows pets and we enjoyed having our dog with us so family complete. Loved the...
    Reviewed January 12, 2018
    The house was clean, well equipped, and comfortable. I especially appreciate that they allow dogs. Our dogs are 12 and we like to travel with them when we can.
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    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...
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The Retreat at Wintergreen1 / 21
    (1)Excellent
    4.3 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • DVD Player
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    BRAND NEW to the market - Just COMPLETELY RENOVATED with breathtaking VIEWS1 / 27
    (4)Excellent
    3.8 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
    • Washer
    • Hot Tub
    • Air Conditioning
    • Balcony
    • Internet Access
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.1 miles from Wintergreen Resort
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a newly remodeled basement with its own door and private deck. We are .6 miles from the mountain inn/ski slopes. I have a pass for the chestnut / Rodes farm pools and tennis access . We are within a half hour of several winery's and brewery's. Wintergreen is a beautiful place to come and...
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.3 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury Custom Home in Wintergreen Resort Area!1 / 45
    (1)Excellent
    4.3 miles from Wintergreen Resort
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Air Conditioning
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2019
    This house had more than enough space for our group of 8 (2 families). Lots of room for everyone to spread out, and was a great location in relation to everything else in...
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    About this property
    Escape to the Wintergreen mountains in this custom 3-bedroom, 3.5 bathroom vacation rental home. Plush furnishings and modern amenities comfortably accommodate up to 10 guests throughout 3,500 square feet of well-appointed living space. This home is ideally situated on the Virginia mountainside in...
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    4.1 miles from Wintergreen Resort
    5 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home overlooking the 1st green on Devils Knob Golf Course. There are 5 bedrooms, 5 full baths and 2 half baths. The home’s location is excellent: a short walk to the golf and tennis courts and club houses, Devils Grill Restaurant and the Wintergardenhas an indoor pool, spa and exercise...
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 8
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    Mountaintop Lodge, Wintergreen Resort1 / 34
    (1)Excellent
    4.4 miles from Wintergreen Resort
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 9, 2018
    We had a wonderful weekend celebrating my 50th birthday with 16 amazing individuals!! Beautiful home.
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    About this property
    One of Wintergreen’s premier mountain lodges (near the top of the mountain), this beautifully appointed 9 bedroom & 9.5 bath luxury property is ideal for corporate and executive conferences and retreats, family reunions and vacations, bachelor, bachelorette, and wedding party venues, couples...
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    Wintergreen, Virginia
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 24
    Wintergreen Home w/Deck & Community Amenities!1 / 26
    (1)Very good
    4.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
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    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2019
    Loved the location and a beautiful cabin. We thoroughly enjoyed it and would certainly come again great location in the resort. Only a couple of things were not working but my...
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    About this property
    Located on a wooded half acre lot on a quiet cul-de-sac, this 3-bedroom, 2-bathroom vacation rental home provides a feeling of privacy while offering easy access to everything the four-season Wintergreen Resort has to offer. Your group of 10 will enjoy a furnished deck, game room, and 2,000 square...
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    3.0 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Mountain Views
    • Washer
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the beauty of the Blue Ridge Mountains while retreating in this newly renovated Wintergreen vacation rental! Featuring 3 bedrooms and 3 bathrooms, this home - complete with 2 decks, a fully equipped kitchen, and a wood-burning fireplace - is ideal for your next family or friend getaway....
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    Location Information
    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3.1 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate Blue Ridge Mountain getaway awaits you at this 3-bedroom, 2-bath vacation rental house which sleeps 6 in Wintergreen. Located at the summit of Eagle's Swoop, this home has ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering...
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.0 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close your eyes and imagine opening the door to a beautifully handcrafted live edge oak breakfast bar with 4 leather bar stools, granite countertops and stainless steel appliances. As you walk into the living room, two plush, comfy leather sofas beckon you to rest & relax in front of the fireplace....
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    Wintergreen, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Summer is here!! Great location for your summer getaway!!1 / 21
    (21)Excellent
    3.8 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Air Conditioning
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Natural Snow, Let's Go!1 / 23
    (18)Excellent
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Internet Access
    • Balcony
    • Parking
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wintergreen, Virginia
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Beautiful Views, 5 BR, 3rd Night Complimentary1 / 25
    (59)Excellent
    4.9 miles from Wintergreen Resort
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
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    • Washer
    • Terrace
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Comfy Mountain Retreat-Wintergreen Resort Lodge #21 / 16
    (2)Excellent
    3.3 miles from Wintergreen Resort
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.1 / 23
    (52)Excellent
    4.4 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Walk to Inn, Hot Tub, Wifi1 / 33
    (61)Very good
    3.2 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    The Nestled Inn - New for Rent - Walk to Slopes! Townhome  2bed/2bath w/Loft1 / 30
    (42)Excellent
    3.3 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Devils Knob Loop Welcomes You1 / 19
    (3)Excellent
    3.6 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming and homey 2 bedroom/2 bathroom condo on the Ridge! Dog friendly!!1 / 32
    (18)Excellent
    4.4 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Now Booking for Hiking Tennis, Golf and Romantic Getaways1 / 24
    (95)Excellent
    4.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Spacious Home at the Top of the Resort (Discounted Rates Available)1 / 23
    (49)Excellent
    3.9 miles from Wintergreen Resort
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Wintergreen, Virginia
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Great Views, Close To Ski/Golf/Hiking/family Fun1 / 17
    (24)Very good
    3.8 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Wintergreen, Virginia
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Fall and Winter Mountain Retreat-2 Bedroom Condo1 / 18
    (13)Very good
    3.4 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Heavenly view from the top of the Mountain.  Pet Friendly. Come relax!1 / 46
    (41)Excellent
    3.9 miles from Wintergreen Resort
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed November 23, 2019
    Absolutely gorgeous in the fall. Plan to go again next year. Beautiful and quiet. Romantic. Highly recommend for couples especially.
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    Wintergreen, Virginia
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob1 / 23
    (33)Excellent
    3.8 miles from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 11
    True Ski In/Out! Guest Passes! Step off deck onto beginner slopes!1 / 22
    (16)Excellent
    3.4 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Beautiful New Cozy Home In Quiet & Peacefully Area! All Access Membership Passes1 / 26
    (32)Excellent
    4.2 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Ski Chalet - Back on rental market 08/21/181 / 12
    (4)Excellent
    4.3 miles from Wintergreen Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Luxurious 6 Bedroom Mountain House on Wintergreen Golf Course1 / 14
    (20)Excellent
    4.3 miles from Wintergreen Resort
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    4.1 miles from Wintergreen Resort
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Wintergreen, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**1 / 34
    (60)Excellent
    3.0 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2BR Ski-In Ski Out Condo!1 / 16
    (17)Excellent
    3.2 miles from Wintergreen Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wintergreen, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxury Home at Wintergarden Spa1 / 15
    (19)Very good
    1.3 miles from Wintergreen Resort
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Wintergreen, Virginia
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    BEAUTIFUL WINTERGREEN HOUSE! SLEEPS  23 GUESTS, AROUND THE CORNER FROM THE POOL.1 / 26
    (10)Very good
    4.3 miles from Wintergreen Resort
    6 Bedrooms, 7 Bathrooms, Sleeps 23 Quick View
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    Wintergreen, Virginia
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 23
    3 bedroom, 3 bath Treeloft- Wintergreen Resort. Close to Eagles Swoop Ski Slope!1 / 21
    (6)Very good
    3.1 miles from Wintergreen Resort
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Wintergreen, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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