
Pet-friendly vacation 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.

Close to hiking! | King Beds | Fireplace | Hot Tub
Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Ultimate cabin in the mountains
This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Endless Mountain Top Views from All The Way Up!
Our warm and inviting condo combines amazing proximity to hiking with to-die-for views of the Blue Ridge Mountains and the horizon 75 MILES distant! Our condo sits a mere 400-yd walk from the closest hiking trail and also has direct access to the ridge line walking area - perfect place for a morning stroll! This updated and modern mountain themed space features: ✸ Newly renovated! ✸ Stocked modern kitchen! ✸ Two full bathrooms! ✸ Helix Hospitality Mattresses!! ✸ Cozy Fireplace w/ wood provided!

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!

Five Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in/lifts, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

The Cottage at Spindle Hill: an Artist’s Farm
A handcrafted cottage on a small, historic artist's farm, built of salvaged materials and sustainably forested Virginia timber — featured in design blogs, stocked with genuine care, and unlike anything else you'll find on here. Cedar hot tub. Record player. Fresh eggs. Homemade granola. Beautiful gardens, hammocks, and a 200-year-old White Oak. Minutes to Devils Backbone, Bold Rock, the Blue Ridge Parkway, and the Appalachian Trail. High-speed fiber. Library. Hens. Miniature Goats. EV Charger.

Eight Minute Walk to Everything
This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

BlueRidge Getaway- Dog Friendly
Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

Modern Cabin with Hot tub and Sauna
Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spaces in the area. Relax in the hot tub or cedar barrel sauna, then enjoy a meal at the oversized outdoor table or sip wine around the firepit. The updated kitchen is fully stocked and open to the living room and sun-drenched dining room. 3 bedrooms are masters, the others share a bathroom, and the downstairs game room can be a 6th bedroom. Plus, pet friendly!

Cozy Mountain Home Nestled in Nature!
4 bedroom/2.5 bath home nestled in the Blue Ridge Mountains at Wintergreen Resort. This will be your favorite home away from home. Enjoy all the creature comforts while basking in all that nature has to offer. First floor master bedroom w/ private bathroom featuring a whirlpool tub . Two bedrooms upstairs with shared bathroom. Common space with large wood burning fireplace, full kitchen amenities, and high capacity washer/dryer. Outdoor deck with table and gas grill!

Ski-In Ski-Out ~ Mtn Views ~ King Suite
Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!
Popular amenities for Wintergreen Resort pet-friendly home rentals
Pet-friendly home rentals with a hot tub

Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

Crozet Casa, Hot Tub, Fire Pit, Wine & Beer, PEACE

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Perfect getaway among the orchards of Batesville

Fox Hill: Hot Tub, Views, Pet Friendly!

Homestead at HeartRock

Misty Mountain Cabin w/spa
Pet-friendly home rentals with a pool

Hot Tub! Wintergreen Resort!

Weller’s Retreat at Stone Ridge

Farmhouse on Working Vineyard

Buena Vista Panoramic Retreat: Million Dollar View

'Slippery Slope' Cozy Cabin in Wintergreen Resort

New Construction! 1 Bed/2 Bath, pet friendly

The Bear Dance Cabin at Wintergreen Resort

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
Pet-friendly house rentals

Best Blue Ridge Views at Sunrise over Wintergreen

“Small" House/Peaceful/Brewery/Hike/Winery/River

Wintergreen Condo Ski In Ski Out

Fire pit with MTN views! Summer fun! Nelson 151.

Scenic Barn Escape on 151,Stunning views, Sleeps 6

Afton Home on 25 Acre Ridgetop with Amazing Views

Creekfront Cabin • Fire Pit • Big Fenced Yard

The Branch at Afton Mountain Retreat
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$48,914 GYD | G$49,123 GYD | G$39,717 GYD | G$38,044 GYD | G$42,852 GYD | G$41,598 GYD | G$42,225 GYD | G$39,089 GYD | G$39,508 GYD | G$44,942 GYD | G$46,615 GYD | G$56,857 GYD |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Quick stats about vacation rentals that are pet-friendly in Wintergreen Resort

Total vacation rentals
Explore 260 vacation rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort vacation rentals start at G$16,723 GYD per night before taxes and fees

Verified guest reviews
Over 12,990 verified reviews to help you choose

Family-friendly vacation rentals
220 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
250 of Wintergreen Resort vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wintergreen Resort rentals

4.9 Average rating
Wintergreen Resort stays are highly rated by guests—averaging 4.9 out of 5!
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- Shenandoah National Park
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Blenheim Vineyards
- Cardinal Point Winery
- Homestead Ski Slopes
- Frontier Culture Museum
- Devils Backbone Brewing Co Basecamp
- Amazement Square
- John Paul Jones Arena
- Liberty Mountain Snowflex Centre
- Monticello
- Glass House Winery
- James Madison University
- Virginia Horse Center
- The Rotunda
- Grand Caverns
- White Lotus Eco Spa Retreat
- James Madison's Montpelier
- Natural Bridge State Park
- IX Art Park




