Vacation rentals with a patio in Wintergreen Resort

Find and book unique accommodations with an outdoor patio on Airbnb

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Popular amenities for Wintergreen Resort accommodations with an outdoor patio

Apartment rentals with a patio

Top guest favourite
Apartment in Tyro
4.97 out of 5 average rating, 35 reviews

Crabtree Falls Mountain Hollow Guesthouse

StephenRating, 5 stars2 weeks ago
Beverly is a fantastic hostess. Not only is the cabin immaculately clean and cozy, it truly feels like it’s your own space. Plenty of fun toys, games, and books to keep kids and adults entertained when spending time in the cabin, though you likely won’t! Her property offers so much outdoor activity. Walks around the property, time spent next to the river and pond, plenty of flowers to admire, and friendly dogs that come and say “hello.” We were lucky and her goats just had kids! Beverly willingly took our child to pet and hold the babies. We loved our stay. Thank you, Beverly!
Guest favourite
Apartment in Wintergreen Resort
4.93 out of 5 average rating, 40 reviews

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

CathyRating, 5 stars4 weeks ago
Let’s begin by saying that the views alone are worth the price of admission, before you even start looking around inside. The amenities are plentiful, the beds are comfortable, 2 of the 3 showers are accessible for elderly, and it was clean and tidy. The hosts were responsive and helpful. We will definitely come back during off-season to enjoy this space on the mountain!!
Guest favourite
Apartment in Staunton
4.93 out of 5 average rating, 14 reviews

Spacious Apartment. Short walk to downtown

CalvinRating, 5 stars3 weeks ago
It is spacious apartment for my wife and me to stay in for the weekend with lots of nice amenities. Easy walk to the downtown area, massive bed, great selection of simple entertainment (books and TV streaming apps). The Berkey water filter was a nice touch too.
Top guest favourite
Apartment in Staunton
5 out of 5 average rating, 123 reviews

Queen City Hideaway

SandyRating, 5 stars5 days ago
Desire and Scottys place was even cuter than the pictures. it had everything we needed and things we didn't realize that made our stay a home away from home. It was a peaceful place to relax in after a day of hiking and wineries in the area. It was also nice to be able to walk to dinner and explore town. Will definitely come back when we are in the area again.
Top guest favourite
Apartment in Staunton
5 out of 5 average rating, 13 reviews

* King Bedroom * Apartment in Victorian Mansion *

RachelRating, 5 stars3 months ago
Great stay in beautiful Virginia. Staunton’s hills are great to get a good view of the Blue Ridge Mountains. If you walk up to the top of N Jefferson, you can get a pretty sweet view of the mountains in the winter. The stay at this Air B and B was great. It had everything you would need and a very cozy vibe. The decor in the Air B and B will bring you back to a more retro time period. Everything is thoughtfully placed with a focus on simplicity which I appreciated. Lots of great restaurants right down the road on West Beverly. Such a cool place to stay, unlike any other!
Top guest favourite
Apartment in Staunton
4.94 out of 5 average rating, 166 reviews

Traveler’s Escape-1 bedroom. Walk to downtown!

ElizabethRating, 5 stars1 week ago
A home away from home. Susan has thought of the little things one needs when traveling. Her place is extremely clean, lovely space, and the perfect walk from everything Staunton has to offer. It's our 4th or 5th time staying with her- enough said.
Top guest favourite
Apartment in Wintergreen Resort
5 out of 5 average rating, 8 reviews

3 Ridges 3 min walk to slopes,besides inn,King bed

KrisRating, 5 stars1 month ago
I've stayed in Wintergreen a few times. This is a lovely condo. Checking in was super easy with a code from the host. Parking was available right in front of the residence. The bed was giant and comfortable. The kitchen and living room was a nice open space with a big smart TV. There is a small backyard with a beautiful view and patio furniture. Everything was clean and the wifi worked well. I would definitely stay here again it was well worth the price.
Top guest favourite
Apartment in Staunton
4.98 out of 5 average rating, 96 reviews

Willow Ridge

JonathanRating, 5 stars1 week ago
Perfect, wish we could have stayed longer!!

House rentals with an outdoor patio

Top guest favourite
Home in Shipman
5 out of 5 average rating, 28 reviews

Rockfish River Retreat

LaurieRating, 5 stars1 month ago
Such a peaceful, beautiful and comfortable home near the river. We felt like honored guests in Patricia's home. She provided amenities and even some delightful snacks that we enjoyed. The home was tastefully decorated and the beds and linens were fresh and comfortable. And, the home is near our favorite winery in Lovingston. We can't wait to go back!
Top guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 16 reviews

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

LaceyRating, 5 stars4 days ago
Sara's place was great for our stay! Super close to Wintergreen dining and shopping. We stayed in the spring which was perfect for enjoying local hiking, wineries, and outdoor dining. The location is perfect for winter fun, too! I love the Wintergreen area and Sara's place is a great landing spot to enjoy all it has to offer.
Top guest favourite
Home in Nellysford
5 out of 5 average rating, 70 reviews

Spacious retreat: Game Room+Hot Tub in Wintergreen

DianaRating, 5 stars2 weeks ago
We had an absolute wonderful time in Joanna’s beautiful place. So very clean and everything organized nicely. Game room is fun. The view is gorgeous. I hope to stay her again soon!!! She’s great at what she does!!!!
Top guest favourite
Home in Nellysford
4.97 out of 5 average rating, 113 reviews

Llama Loft | No Service Fee | Fire Pit

LaurenRating, 5 stars1 week ago
This house may have become our new favorite place to stay! It was perfect for 2 families of 4. It was close to hikes and many breweries and wineries. We thoroughly enjoyed our stay and will be back!
Top guest favourite
Home in Wintergreen Resort
4.93 out of 5 average rating, 58 reviews

Wintergreen Condo~ 1 Minute To Four Seasons Resort

KristenRating, 5 stars2 months ago
Great location next to slopes and restaurants! Easy to get to, park out front and easy access to enter. Cozy and comfortable inside and everything available we would need for the weekend. Appreciated the plentiful firewood right out front. We enjoyed our stay and hope to be back in the summer! Thank you for sharing your mountain condo with our family!
Top guest favourite
Home in Roseland
5 out of 5 average rating, 37 reviews

Wintergreen Mountain Retreat

RyanRating, 5 stars1 month ago
I stayed at Terri's place with my wife and two friends. The house was spacious, very clean, and had plenty of room for all of us! It is a beautiful home with everything you could need. Highly recommend to anyone looking for a peaceful relaxing getaway!
Guest favourite
Home in Nellysford
5 out of 5 average rating, 6 reviews

"Glass & Pine" Home close to Bold Rock &Vineyards

ChristyRating, 5 stars2 weeks ago
Beautiful views!! Great location close to breweries and wineries. House very clean and updated. Enjoyed every minute. Hope to stay again!
Guest favourite
Home in Waynesboro
4.9 out of 5 average rating, 107 reviews

Downtown Waynesboro - Close to Blue Ridge Pkwy.

JohnRating, 5 stars3 weeks ago
The house was spacious; great place for a large family.

Condo rentals with a patio

Guest favourite
Condo in Wintergreen Resort
4.96 out of 5 average rating, 28 reviews

Pepper's Mountain Pad

KateRating, 5 stars2 months ago
An amazing host that was quick to respond and had great communication. The place was neat and easy and super close to Wintergreen Resort! Would book again!
Guest favourite
Condo in Wintergreen Resort
4.94 out of 5 average rating, 218 reviews

The Modern Mountain Condo

KileyRating, 5 stars1 week ago
Had a great stay for a few nights in this condo. Comfortable and clean as a lovely escape while we enjoyed local hikes and breweries. Convenient to the wintergreen market which was helpful for what we may have forgotten or for anything else we wanted. Looooved having the wood burning fireplace too! We’d love to come back.
Guest favourite
Condo in Wintergreen Resort
4.9 out of 5 average rating, 21 reviews

Condo w/ Full Kitchen, Balcony, King & Queen Beds

CarolynRating, 5 stars2 months ago
Very wonderful stay! Mary was very responsive and attentive. It was a bit cold when we first arrived, but once we lit a fire in the fireplace, it warmed the place right up. It was a bit farther from the wintergreen resort than we thought, but luckily we were able to have my sister drop us off at the front. Overall very comfortable and quite relaxing!
Guest favourite
Condo in Wintergreen Resort
4.91 out of 5 average rating, 166 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

DennisRating, 5 stars1 week ago
Cute 1 bedroom condo on top of the mountain at a ski resort. Would deff book again if looking for a place in area.
Guest favourite
Condo in Roseland
4.9 out of 5 average rating, 60 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

KevinRating, 5 stars2 weeks ago
Very lovely little home.
Top guest favourite
Condo in Wintergreen Resort
4.98 out of 5 average rating, 134 reviews

2-min drive from hiking/resort, stairs-free

LaurenRating, 5 stars2 days ago
Mary’s place was exactly what we needed for our family with small children. The kids loved eating on the deck and being able to sleep in the same room but in their own bed. They had games available and everything was nice and clean. Mary was also quick to respond with any questions we had. We would definitely stay here again!
Guest favourite
Condo in Wintergreen Resort
4.98 out of 5 average rating, 50 reviews

Cozy little condo, near slopes.

KassyRating, 5 stars2 months ago
Super cute condo! It had everything we needed for our short stay. The location was great, just a short walk to the slopes!
Superhost
Condo in Wintergreen Resort
4.8 out of 5 average rating, 5 reviews

Ski in / Ski out, Wintergreen

RobinRating, 5 stars2 months ago
If you’re staying at wintergreen for any season, this is the perfect place for couples. First floor made the loading and unloading of our snowboards a breeze. This place has everything you could need and is right at the top of the green slopes. Several restaurants within a few minutes walk. The listing and instructions were clear and easy. The place also has a separate gear storage locker for your boards or skis which was an unexpected luxury. We would stay here again in a heart beat. They were so easy to communicate with.

Quick stats about vacation rentals with a patio in Wintergreen Resort

  • Total rentals

    440 properties

  • Nightly prices starting at

    $97 CAD before taxes and fees

  • Total number of reviews

    24K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    230 properties have a pool

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