
Vacation rentals with a patio in Wintergreen Resort
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Top-rated patio rentals in Wintergreen Resort
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Apartment rentals with a patio

Crabtree Falls Mountain Hollow Guesthouse
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!

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift
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!!

Queen City Hideaway
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.

* King Bedroom * Apartment in Victorian Mansion *
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!

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok
This home is definitely one of our favorite vacation rentals we've experienced as a family! The owners took time to provide luxurious amenities and decorated this home very well! We will definitely stay here again when visiting Winter Green!

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

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

Willow Ridge
Perfect, wish we could have stayed longer!!
House rentals with a patio

Bluebird Mtn Home ~Dog Friendly ~ ~No step entry~
We loved staying at Bluebird Mountain Home. The house is in pristine condition with a billiard room and comfy couches and chairs to kick back. The screened-in porch provided ample room for our board games and visits at night. The kitchen is huge with plenty of counter space and a pantry that is fully stocked with anything anyone could ever need. We enjoyed this house immensely and plan to return.

Rockfish River Retreat
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!

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
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.

Llama Loft | No Service Fee | Fire Pit
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!

The Wintergreen Treehouse
The house is gorgeous and the views are amazing. The host is responsive and very helpful! I would stay there again!

Wintergreen Mountain Retreat
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!

"Glass & Pine" Home close to Bold Rock &Vineyards
Beautiful views!! Great location close to breweries and wineries. House very clean and updated. Enjoyed every minute. Hope to stay again!

Downtown Waynesboro - Close to Blue Ridge Pkwy.
The house was spacious; great place for a large family.
Condo rentals with a patio

Pepper's Mountain Pad
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!

The Modern Mountain Condo
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.

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

Tips Up: Cozy Slopeside Retreat w/ Fireplace
Cute 1 bedroom condo on top of the mountain at a ski resort. Would deff book again if looking for a place in area.

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
Very lovely little home.

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

Ski in / Ski out, Wintergreen
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.

The Perch in Wintergreen Laurelwood
We had a wonderful stay at Ashley’s place! The location was perfect for skiing. Ashley was very responsive - we would definitely stay here again!
Quick stats about vacation rentals with a patio in Wintergreen Resort
Total rentals
440 properties
Nightly prices starting at
ﺩ.ﺇ257 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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- Massanutten Resort
- Omni Homestead Resort
- Ash Lawn-Highland
- Chisholm Vineyards at Adventure Farm
- Homestead Ski Slopes
- Spring Creek Golf Club
- Early Mountain Winery
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