Wintergreen is a town located in central Virginia, surrounded by the Blue Ridge Mountains. It’s got a tiny population, around just 200 people, but is often filled with visitors looking to enjoy all that nature has to offer. Popular activities include hiking the mountains in the summer and skiing them in the winter. You can also head to Rockfish Valley Foundation Natural History Center where you can learn about the area’s history or enjoy cider and a meal at Bold Rock Nellysford Cidery.
Whatever you plan to do in Wintergreen, you’ll understandably need a place to stay. Luckily, Wintergreen is rife with many forms of accommodations — such as classy hotels and ski-in ski-out accommodations. There are also cabin rentals near Wintergreen if you’re looking for a more secluded place to stay. To have a more comprehensive list, read on to discover the best Airbnb vacation rentals in Wintergreen, Virginia.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Modern retreat with outdoor pool (from USD 216)
This enchanting retreat is an ideal choice for families or a group of friends visiting Wintergreen for a fun getaway. With zero stairs on the main level, it’s also suitable for senior citizens. Wake up to the beautiful views of the valley and relish your morning coffee at one of the outdoor decks. You can also prepare a scrumptious breakfast in the fully stocked kitchen and enjoy it in the outdoor dining area.
After a long day of sightseeing, you can freshen up with a swim in the outdoor pool or unwind on the sun loungers. Moreover, guests with kids can request a travel cot and use the books, toys and tableware for kids. The air conditioning and heating system makes your stay even more comfortable, irrespective of the weather.
The rental offers free parking for up to three cars, and guests can also charge their electronic vehicles here.
Wintergreen Resort, Virginia, United StatesSuperhost
Accommodates: 8
Top guest reviews
Amenities & Room:
wifi worked really welllots of great amenities and plenty of space to be comfortablethe beds and bedding were super comfythe house had all the amenities that anyone might want and the beds were very comfortablethe description is accurate the house is extremely comfortable and well stockedCleanliness:
everything was really clean and has been recently remodeledvery responsive and a beautiful clean homeclean stylish spacious and well equippedthe house was as advertised- renovated clean and chicthe house was very clean and things were easy to find and useHost:
sarah & doug are the most responsive hosts that i have experiencedthe guidebooks and information provided by the hosts was extremely helpful as wellsarah and doug were excellent hosts who provided clear instructions for a seamless check-in processsarah and doug were very responsive and friendlysarah and doug were great hosts and we would love to return for another stayRead more reviewsLocation:
location is very close to some easy hikes and the chestnut springs pool and pavilionvery warm great location and plenty to do close bythis is a great wintergreen locationwe enjoyed our stay and the location was lovelywe thoroughly enjoyed being able to walk to different trail heads
2. Well-equipped condo with mountain view (from USD 151)
This freshly-painted condo offers panoramic views of the Blue Ridge Mountains and places you close to several activities. The kitchen features new appliances to help you whip up your favourite delicacies. The main bedroom has a deck with an outdoor seating area where you can have meaningful conversations with your partner and adore the views ahead. It also has an en suite bathroom with a tub to enjoy a warm and relaxing soak.
The rental features an indoor fireplace and heating to keep you warm and toasty during cold weather. Parking is available should you wish to bring your car. In addition, Wintergreen Resort is a four-minute drive from here, and several trails are nearby if you’re looking for some fun activities.
Wintergreen Resort, Virginia, United StatesAccommodates: 5
Top guest reviews
Amenities & Room:
the views are amazing and the condo is comfortablewe enjoyed playing games around the table with views of the mountainsbeautiful mountain view’s comfortable space with all you need at your disposalCleanliness:
everything was very cleanthe condo was clean and as describedi appreciated how clean and comfortable the condo wasthe condo is clean and quiet and easy to accessvery clean too can’t wait to go backHost:
della was an amazing hostdella was a great host - very responsive and provided great directions and informationdella is a great host and we will return one daydella is a super host with the most we will certainly visit againdella was very attentive and helpfulRead more reviewsLocation:
della's property is in a beautiful location on the mountainwe love wintergreen and dellas place was perfect for our family of four3 of my close friends and i needed a weekend getaway-and it just happened to be my birthdaybeautiful place to stay for a nice weekend away from homeoverall great place to stay short 4 min drive to the slopes
3. Family-friendly condo with nature views (from USD 160)
Blue Ridge Bliss sits at the top of a mountain, providing stunning views of the world around you. The condo has two bedrooms and space for four guests, making it a perfect option for family or friends. It has up-to-date appliances so you’ll find a kitchen that looks brand-new and that has everything you’ll need for cooking. The bathroom is also beautiful, complete with both a walk-in shower and a tub; a washer and dryer are available as well. There’s also a porch where you can take in the view. You’ll also have access to the resort amenities so you can play golf or tennis or go for a swim. For your entertainment, free Wi-Fi, cable TV, board games, and puzzles have been included by the host.
Rockfish, Virginia, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
the place was really cozy well furnished and had fantastic sunrise viewsa lot of amenities here kitchen was set up to feel like we were at homethe property was stocked to perfection views breathtaking and so incredibly comfortable for our new years getawayamazing view lovely decor a well stocked kitchen and a very smooth check in processcomfortable slip cover sofa- which is nice to know also washableHost:
the host is amazing too- thank you mary beth 5 stars and moreRead more reviewsLocation:
location was perfect for skiing/snowboarding driving to near by breweries and fun hikessuch a great place would recommend to anyone and everything is pretty close bythis place is amazing great hosts amazing views and it’s so close to everything in the resort
Nearby vacation rentals
4. Cosy home nestled in the mountains
With its indoor fireplace and comfy furniture, this Wintergreen vacation home has a relaxing and cosy vibe–perfect for coming back to after a long day of hiking or skiing. It has space for six people, making it a great option for a family. The master bedroom has a private bathroom with a large tub so the parents will have a private oasis to call their own. There are two other bathrooms and one-and-a-half other bathrooms. There’s also a full kitchen and a washing machine and dryer.
Wintergreen Resort, Virginia, United StatesTop guest reviews
Amenities & Room:
the cabin was very spacious and comfortable with tasteful decor and helpful amenities (books/games) for familiesthe giant tub in the master bathroom looking out into the hillside was such a treatsun fog and rain all had their inexplicable beauty in this extremely comfortable placeCleanliness:
everything was very clean when we arrivedit was clean and very homeythe house was clean and has everything you needso nice and cleancharming cottage very clean well-preparedHost:
the owner very friendly with fast reactionhost was very friendly and responsive to our inquiriesjohanna was very responsive when i emailed her to ask her specifics about the housejohannah was very helpful and the place was lovely and just what we neededbeautiful location gorgeous space and fab host thank you :)Read more reviewsLocation:
great location cute and cozy cabinthe location was perfectcharming retreat close to the blue ridge parkwayplace and location worked out very wellcute house beautiful location and sweet personal touches
5. Condo with lots of bright light
Now, we have a condo that features plenty of bright light and an open and airy feel. There are three bedrooms and space for up to six people to sleep. One of the bedrooms is a private upstairs suite with its own bathroom. The condo also has a full kitchen, TV with Netflix, and a dining area with large windows–perfect for gazing out and taking in the scenery. There’s also an indoor fireplace so you can keep warm and cosy on a cool night.
Wintergreen Resort, Virginia, United StatesTop guest reviews
Amenities & Room:
this condo is just perfect lots of natural light beautiful view confortable beds kitchen was full equippedCleanliness:
very clean comfy bedsit was very clean and comfortableplace is spacious clean and comfortablethe beds we're comfortable and the bathrooms clean and privatethe unit was nice and cleanHost:
rachel is a very responsive hostvery responsive hostrachael is a great host and responds quickly to any questions or concernsrachael was a great hostRead more reviewsLocation:
the location was peaceful and very convenient to the ski lodge as well as hikes on the mountaingreat cozy condo close to the slopes and to the shuttlehad an enjoyable stay at rachael's placethe location was perfect for our travel with several things to do in the areaconvenient location with great views
6. Romantic studio
If you’re headed on romantic getaway with your sweetie, then this studio condo is a great option for you. There’s a comfy queen bed, a kitchenette for making your own meals, and a TV with cable. There’s also a loveseat that folds out to a twin-size bed should it be needed. And if you enjoy dining al fresco or enjoying a cup of coffee outdoors, then you’re in luck because there’s a private patio where you can enjoy the scenery.
Wintergreen Resort, Virginia, United StatesAccommodates: 3
Top guest reviews
Amenities & Room:
very comfortable bed and smart tvCleanliness:
wonderful studio apartment clean and well keptclean with comfortable bed and beddingit was comfortable and clean and we highly recommendnice clean place had most everything we neededfantastic location clean and cozyHost:
quick on responses abs very helpful thanks againalso the host was quick and very helpfulhost was very welcoming and communication was excellentmallory responds very quickly and was helpful throughout our tripmallory was responsive and super friendlyRead more reviewsLocation:
perfect location for a ski trip parking is really close to the apartment and check in was seamlessgreat price and location perfect for a couple getawaygreat location nice atmosphere and well stocked for a great getawaythis little place is great perfect location only 5 minutes from the slopescondo is an awesome place to stay
7. Private suite with a cosy patio (from USD 95)
Up next, we have this private suite with space to sleep four. You’ll have your own private entrance plus there’s a full bath and a kitchenette where you can make simple meals. WiFi is available throughout and there’s a large TV with Netflix so you can update your social media and unwind with a good show. And one of the best areas of the property is a cosy patio. With fairy lights and a set of chairs, you can unwind and take in the view after a long day of exploring the area.
Wintergreen Resort, Virginia, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
check in and check out were seamless and the space itself was comfortable and well-stockedi forgot my toothbrush and kurt had a spare ready to go in the bathroom just in casekurt was very quick to respond and made everything so easy and comfortablekurt went above and beyond to ensure our stay was as comfortable as possibleCleanliness:
very clean and accommodatingvery clean and thoughtfully decorated roomssuper duper clean and put togetherthe place was spotless and gorgeousprivate clean idealHost:
host was very helpfulowner was attentive polite and thoughtfulhe was an amazing host from start to finishkurt is a great hostkurt was also a great host making sure every thing was to our likingRead more reviewsLocation:
the location was beautifulthe location is fantastic toogreat mini getaway to a relaxing private gem so close to homeamazing stay in a great location the space was very spacious and had a lot of helpful tipskurt’s place is the perfect relaxing getaway
8. Apartment for two with unbelievable views of the mountains
If you’re after a truly stunning view, then this apartment is for you. Sitting 3,650 feet (1,085 meters) in the air, you can look out across the Blue Ridge Mountains and down on the ski slopes. The apartment has space to sleep two guests, making it perfect for a romantic getaway. There’s a small kitchen area, a bathroom, and a queen-sized bed. WiFi is available throughout and the TV has plenty of streaming options.
Wintergreen Resort, Virginia, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
the apartment had the greatest views of the mountainsdavid and mary ann’s place is beautiful the views are breathtaking and the space is cozywonderful hosts great view and a cozy place to stayRead more reviewsHost:
great location magnificent view and the david and mary ann are excellent hosts
9. Chic townhouse for four
This chic house for rent in Wintergreen has been so beautifully designed, it looks straight out of an interior design catalogue! With contemporary furniture, a beautiful new kitchen, and unique artwork adorning the walls, you get the cosiness of a mountain-side rental with Instagram-worthy style! The townhouse has two bedrooms and two bathrooms, making it a great option for families. There’s a full kitchen with everything you’d need to cook, a living room with an indoor fireplace, and a patio to take in the views.
Wintergreen Resort, Virginia, United StatesTop guest reviews
Amenities & Room:
we enjoyed the fresh abundant linens and the amazingly comfortable furnishingsthere is with-fi cable and streaming video as well as a very well equipped and new kitchenthe air bnb was so cozy and perfectly designed to meet all one’s needsthey had board games and card games in the living room which were a great touchCleanliness:
clean and nicely furnishedvery clean and comfortable placeit was a very clean and nice locationbeautiful condo super clean organized spacemy sister and i loved this clean and comfortable spaceHost:
sarah and doug are great hosts who reply very quickly and will help anyway they canwe loved staying here sarah and doug are great hosts and ensured everything went smoothlythe hosts were super responsive and very kindsarah was super responsive both before and during staysarah and doug are great well organized and thoughtful hostsRead more reviewsLocation:
great location for our family's ski tripeasy walk to lodgewhat a great place and great locationthe location was perfect a short walk to the restaurants and skiing areabeautiful fresh space within walking distance to the slopes
10. Spacious condo best for families
This condo has two bedrooms and space to sleep four people. It’s a great space for families–upstairs, there is a loft bedroom where parents can enjoy some peace and quiet in their own hideaway and the downstairs bedroom has two single beds. If you like to cook your own meals when you’re traveling, then you’re in luck because this condo has a full kitchen. There’s also a living room where you can cosy up in front of the fireplace.
Wintergreen Resort, Virginia, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
the condo is very nice and comfortable with lots of extra toucheswas wonderful to have a roomy condo with full kitchen and a quiet getaway in the mountainsCleanliness:
very clean and nicely furnishedwe could walk to the slopes and the unit was clean and cozystylish clean comfortable and nice 'extras' not mentionedsparkling clean great amenities and great communication w/ the hostthe place was clean and it is a great locationHost:
debra is a wonderful hostdebra was very accommodating and helpful in rescheduling our tripdebra is quick to communicate with us truthfully transparently and positively in a friendly and pleasant mannerdebbie was very proactive and responsive when it comes to preparing us for our stayRead more reviewsLocation:
wonderful place so easy and convenient to everythinggreat place with just a short walk to the slopes and lodgechecking in was super easy and the ski slopes are within easy walking distance from the condolocation is great and the space was very comfortable for our family of fourdebra's loft condo is a lovely comfortable and relaxing place to enjoy the mountains
11. Cosy two-bedroom abode
With its unique brick wall, indoor fireplace, and soft lighting, this condo has a real cosy feel to it–you just want to unwind on that sofa after a long day of sightseeing. The condo has two bedrooms and space to sleep six people. The master bedroom is a loft and has its own private bathroom, creating a nice quiet spot for the parents. There’s also a full kitchen where you can cook your own meals and a balcony where you can take in the view.
Wintergreen Resort, Virginia, United StatesTop guest reviews
Amenities & Room:
nice view off the deck and well equipped kitchen and laundrythe place is clean and nicely furnished and the furniture and beds are super comfythe beds were very comfortableit has a nice cozy feel and can fit a handful of ppl for a great pricegreat cozy place to stayCleanliness:
space was very clean and spaciousexcellent place very clean and comfortablegreat clean place in a very relaxing areathe space was very clean and easy to get tooverall it was clean and as presented onlineHost:
the hosts were responsive when we had questions before we camebilly is lightning fast with helpful responses to any questionsbilly is an excellent hostyou couldn’t find a better hostbilly was a wonderful host and quick to respond to any needRead more reviewsLocation:
the location was perfect close to everythingthis condo was a perfect location for our family ski tripgreat location within walking distance of market and slopesawesome place and perfect locationvisited in summer and loved our time here the location was awesome
12. Lovely retreat with a wood-burning fireplace
This condo features a wood-burning fireplace, perfect for keeping warm and cosy on cool nights. The condo has one bedroom and a pull-out sofa so it’s a great option for a couple, a family, or a small group of friends. The unit has a full kitchen, a washing machine and dryer, and a newly remodeled bathroom. It also has WiFi and cable TV.
Wintergreen Resort, Virginia, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
great coffee and great breakfastgood kitchen comfy bedroom strong wifi and perfect bathaccurate description close to the slopes nice amenities (including nice snacks for hungry travelers) and a very comfy bedwe appreciated the well-stocked kitchenthis is a lower unit but it had great light and a cozy patioCleanliness:
very clean and cozynice clean place with a warm fireplacethe place was clean and well keptthe place was clean and exactly what we were looking forbeautiful and clean place steps away from the slopesHost:
debra was a wonderful hostgreat host lovely that snacks are provideddebra was an excellent hostdebra is a great hostdebra is an awesome hostRead more reviewsLocation:
great location which is walking distance to everythinggreat place and great locationgreat condo with an excellent location for ski tripsgreat location and a nice place to stayit’s close to everything and in a great spot
Loads of great rentals in Wintergreen
Wintergreen has no shortage of excellent rental options for visitors. Whether you’re looking for something contemporary and chic or something with a laidback, cosy vibe, you can find it here. So book your favourite from the best Wintergreen rentals today and plan to have a great trip!
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