
Pet-friendly holiday rentals in Wintergreen Resort
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Wintergreen Resort
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Wintergreen Resort pet-friendly home rentals
Pet-friendly house rentals

Fleetwood (c. 1809) - A renovated landmark
Fleetwood is charming! The two bedrooms are big and comfortable. The photos are clear that the third bed is a pull out sofa. The kitchen is big and easy to make a meal for a larger group. Kristen is very responsive, helpful and flexible. Thank you!

Llama Loft | Low Fees | Darts | Fire Pit | Off 151
Great house layout with a beautiful porch and lots of parking. The host is very responsive and helpful. It’s a little off the beaten path but close to lots of breweries and wineries. Would absolutely stay here again.

Cozy, relaxing mountain getaway on the golf course
Great place, very cozy yet plenty of space. Well stocked and well outfitted. Looking forward to going back.

The Refuge at Laurel
We had to adjust our stay at The Refuge and Rebecca was very helpful and gracious in helping us out!

Clean family-friendly 5br for wine country getaway
Beautiful home and great hosts. We stayed for a wedding and wish we had extended the trip a bit longer because of this home.

Afton Home on 25 Acre Ridgetop with Amazing Views
We had a wonderful stay at Bruce’s place as we were in town for my daughter’s graduation at Liberty. It was about an hour drive but totally worth it! The place was clean, modern, and the setting was absolutely beautiful and so quiet! It was big enough to fit my family and parents with 3 bathrooms, 3 bedrooms and extra sleeping spaces in the living room and foyer on the main floor. It had all the amenities in the kitchen including a washer and dryer and detergent for us to use. There is an Aldi about 20 minutes away and a Trader Joe’s about 35 minutes away. We spent our mornings in the gorgeous porch/deck outside until we had to leave. This place is a gem! We will be back again! Thank you!

Scenic Blue Ridge Sanctuary
Karen was an excellent host, the property was beautiful, the amenities were great and we had a great time as four adults and two kids. The kiddie toys and stuffies allowed the adults to peacefully relax on the well decorated outdoor porch without the hassle of bugs due to the nets. Karen was extremely helpful and responsive and the little sticky notes and some goodies in the fridge made the stay delightful.

Mountain Escape w/ Private Pool & Scenic Trails
Perfectly imperfect! We wanted a getaway from the city and this was just that. Everything that wasn’t “perfect” made our experience more memorable. Sitting out by the fire and waking up to the scenery was amazing. We were also glad to let our dogs run wild.
Pet-friendly home rentals with a pool

Hot Tub! Wintergreen Resort!
Camille's place at Wintergreen was perfectly situated for our weekend at Devil's Backbone. The house was clean and tidy, it was easy to find, and her directions and instructions for getting there and getting in the house were spot on. it's an adorable little place and has plenty of room with the three bedrooms. We would love to come back and rent again. Our dog loved it too!!

On the mountain, pet and child friendly
We had a fantastic stay! Would love to book again. The space has a great lay-out, comfortable rooms, and the deck has a great private view overlooking the golf course. It’s a great location by overlooks, trails, and restaurants. The hosts were amazing and friendly, and very responsive . Thanks again for a great trip!

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok
Spectacular views. The condo was well stocked with anything you may need for a family getaway.

Farmhouse on Working Vineyard
We stayed here for a bachelorette weekend and had a great time. The house was even bigger and cozier than I anticipated and the views were gorgeous. We loved being on the same property as Cardinal Point Winery and walked down to do a tasting/enjoy some bottles. The kitchen was stocked with all the tools we could have needed and the pool area was great!

The Bear Dance Cabin at Wintergreen Resort
I’d argue that this is one of the best places to stay in Wintergreen. The cabin itself is perfect. We are a young family and it was comfortable, clean, and had everything we needed. The location is also perfect. It is very close to all the attractions on the resort. Clay was a great host as well. The perfect amount of communication; engaged without being intrusive. I would recommend this place to anyone who wants to be sure their trip is easy and successful!

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
My wife and I really enjoyed a weekend getaway at Mikki’s place. The condo has a great location with beautiful views and access to nearby Wintergreen amenities, and we took advantage of the less than 20 minute drive to multiple of the Nelson 151 breweries. Mikki is very responsive and we appreciated her recommendations and help in getting us get access to a nearby pool. Would stay again!

Serenity Cabin: Woodland Retreat
We used to spend a decent amount of time at Wintergreen but hadn’t in several years. This beautiful home was a wonderful welcome back. The location is quiet and surrounded by beautiful ferns and woods. The home is comfortably furnished and well equipped. There’s a large deck to help you enjoy the surroundings. The location is right off the Blue Ridge Parkway and the resort itself has several hiking trails. We had originally planned to stay elsewhere but that fell through. Andrew and Allison responded quickly and allowed us to book at the last minute. We are very glad it worked out the way it did!

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
This home was pristine! It was a beautiful home and I loved every minute being there!! The home was beautifully decorated! Highly recommend!
Private, pet-friendly home rentals

Country Roads Take Me Home.
Cabin was even better than the pictures! Communication with host was fabulous as well as the peace and quiet the cabin provides! Would most definitely stay again!

Rockfish Valley Cottage
Great location and the house felt large and uncrowded for 5 adults and a baby. Nice outdoor space with fire pit. Would definitely rent again.

On The Rocks
The wood stove is a lot of fun, and the porch is so tranquil in the evenings. A wonderful summertime retreat to explore the valley and enjoy nature!

Modern Cabin with Hot tub and Sauna
I don’t have words on how to thank Chris and Amy, With the first message, I exchange with Crish I realized that I am on a good hand! The good vibes came from his first message assuring me that I’ll have the greatest customer experience during our stay and for sure we did. I Can’t ask for better than this. We absolutely build our lifelong great memories. Amy is very kind and professional! she is definitely on the top of her game and she knows how to take care of her clients. Love it ! can’t wait to go back and try another location of theirs . I highly recommend to go spend time and build those memories of life with your loved ones.

Luxury|Outdoor Lounge|Hot Tub|Fire Pit|Family&Pets
Chris and his manager runs an excellent property. The property provides many thoughtful items to make your stay comfortable, enjoyable and homey. Only negative is HOAs rule that limits renters access to resort amenities.

Stylish*Updated*Central*Walk to Slopes*Dogs OK!
Spent a week in the bright , comfortable, clean and beautiful apartment surrounded by the woods ! Worked from home with fast WiFi and enjoyed the walks and hikes just steps away from the apartment.

Tyebello Cabin 5
Spent New Year's with my husband and two Yorkies nestled deep in the woods, and it was everything I hoped for—and more! The property is surrounded by towering trees, offering a sense of tranquility and seclusion that's hard to come by. The bed deserves a special mention— it was the most comfortable bed I’ve ever slept in! We spent all three days hiking some of the best trails and relaxed comfortably watching TV in the evenings with a nice glass of Malbec. If you're looking for a peaceful retreat where you can reconnect with nature without sacrificing comfort, this Airbnb is the perfect choice. I’ll definitely be returning! Thank you Jerry and Chris.

King Bed Pool Tennis Golf Hiking DogOK Pack n Play
It was great stay for us with a family of 5 (3 adults and 2 kids). Place was clean and beautiful and there are lots things to do around that place. Had a great time
Quick stats about holiday rentals that are pet-friendly in Wintergreen Resort
Total rentals
220 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
190 properties are a good fit for families
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
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- Massanutten Resort
- Omni Homestead Resort
- Ash Lawn-Highland
- Early Mountain Winery
- Boonsboro Country Club
- Chisholm Vineyards at Adventure Farm
- Liberty Mountain Snowflex Centre
- Spring Creek Golf Club
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- The Plunge Snow Tubing Park
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