Pet-friendly holiday rentals in Wintergreen Resort

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wintergreen Resort pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Roseland
4.89 out of 5 average rating, 111 reviews

Fleetwood (c. 1809) - A renovated landmark

MichaelanneRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Nellysford
4.97 out of 5 average rating, 117 reviews

Llama Loft | Low Fees | Darts | Fire Pit | Off 151

MelissaRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Wintergreen Resort
4.99 out of 5 average rating, 102 reviews

Cozy, relaxing mountain getaway on the golf course

DanRating, 5 stars3 weeks ago
Great place, very cozy yet plenty of space. Well stocked and well outfitted. Looking forward to going back.
Superhost
Home in Shipman
4.86 out of 5 average rating, 147 reviews

The Refuge at Laurel

JuliaRating, 5 stars1 month ago
We had to adjust our stay at The Refuge and Rebecca was very helpful and gracious in helping us out!
Guest favourite
Home in Afton
4.99 out of 5 average rating, 157 reviews

Clean family-friendly 5br for wine country getaway

MarcoRating, 5 stars2 weeks ago
Beautiful home and great hosts. We stayed for a wedding and wish we had extended the trip a bit longer because of this home.
Guest favourite
Home in Afton
4.98 out of 5 average rating, 124 reviews

Afton Home on 25 Acre Ridgetop with Amazing Views

KellyRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Waynesboro
4.92 out of 5 average rating, 181 reviews

Scenic Blue Ridge Sanctuary

AnaghRating, 5 stars6 days ago
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.
Superhost
Home in Lovingston
4.85 out of 5 average rating, 298 reviews

Mountain Escape w/ Private Pool & Scenic Trails

JunRating, 5 stars8 months ago
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

Guest favourite
Home in Roseland
5 out of 5 average rating, 18 reviews

Hot Tub! Wintergreen Resort!

MalenaRating, 5 stars6 days ago
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!!
Guest favourite
Condo in Wintergreen Resort
5 out of 5 average rating, 22 reviews

On the mountain, pet and child friendly

ErikaRating, 5 stars6 days ago
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!
Top Guest favourite
Apartment in Wintergreen Resort
4.97 out of 5 average rating, 31 reviews

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok

AllanRating, 5 stars1 month ago
Spectacular views. The condo was well stocked with anything you may need for a family getaway.
Guest favourite
Home in Afton
4.94 out of 5 average rating, 144 reviews

Farmhouse on Working Vineyard

SarahRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cabin in Wintergreen Resort
4.88 out of 5 average rating, 128 reviews

The Bear Dance Cabin at Wintergreen Resort

JesseRating, 5 stars4 months ago
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!
Guest favourite
Condo in Roseland
4.9 out of 5 average rating, 63 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

PeytonRating, 5 stars3 weeks ago
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!
Guest favourite
Cabin in Wintergreen Resort
4.92 out of 5 average rating, 39 reviews

Serenity Cabin: Woodland Retreat

DonRating, 5 stars2 weeks ago
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!
Top Guest favourite
Villa in Wintergreen Resort
4.97 out of 5 average rating, 88 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

LauraRating, 5 stars1 week ago
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

Guest favourite
Cabin in Montebello
4.94 out of 5 average rating, 32 reviews

Country Roads Take Me Home.

MichelleRating, 5 stars1 month ago
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!
Top Guest favourite
Cottage in Nellysford
4.98 out of 5 average rating, 182 reviews

Rockfish Valley Cottage

AmyRating, 5 stars2 weeks ago
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.
Top Guest favourite
Cabin in Wintergreen Resort
4.97 out of 5 average rating, 78 reviews

On The Rocks

WilliamRating, 5 stars3 weeks ago
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!
Guest favourite
Cabin in Wintergreen Resort
4.94 out of 5 average rating, 77 reviews

Modern Cabin with Hot tub and Sauna

WahidullahRating, 5 stars6 days ago
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.
Guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 29 reviews

Luxury|Outdoor Lounge|Hot Tub|Fire Pit|Family&Pets

LauraRating, 5 stars1 week ago
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.
Top Guest favourite
Condo in Wintergreen Resort
4.99 out of 5 average rating, 91 reviews

Stylish*Updated*Central*Walk to Slopes*Dogs OK!

FernandoRating, 5 stars1 week ago
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.
Top Guest favourite
Cabin in Montebello
5 out of 5 average rating, 26 reviews

Tyebello Cabin 5

KatieRating, 5 stars5 months ago
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.
Guest favourite
Townhouse in Wintergreen Resort
4.97 out of 5 average rating, 31 reviews

King Bed Pool Tennis Golf Hiking DogOK Pack n Play

SamratRating, 5 stars3 weeks ago
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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