
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.

Mtn View~Bold Rock & DB 2mi~Nat. Park & Lake 10mi
Come for a memorable stay at the Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views await at this magical yurt conveniently located ON the “151 Brew Ridge Trail", on 3 acres close to popular attractions- Nat. Park & hiking 2 mi, Lake 10 mi, Devils Backbone Brewery 1 mi, Bold Rock 2 mi & Wintergreen Spa/Ski/Tube 10 mi. You’ll have 15+ wineries & breweries within a 20 min radius. It’s a one of a kind experience here! Create memories that will last a lifetime!

Tips Up: Cozy Slopeside Retreat w/ Fireplace
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing (only 100 yards from the slopes!) and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

Fire pit with MTN views! Summer fun! Nelson 151.
Dancing Bear Lodge is a cabin located in Roseland, VA. It is just over 2,000 square feet, which makes it a spacious size for hosting larger groups of up to 10 people. If you are looking for an "off the grid" experience on 38 acres with a spectacular mountain view, this place is for you! The property is a nice balance of seclusion while still having the comfort of modern amenities and prime location. Follow along with our adventures on IG @MapleCreekProperties and FB at Maple Creek Properties!

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!

Bear's Mountain Escape
Dog friendly, 3 BR, 2 BA, loft style condo located in the heart of the Wintergreen Resort. Ski check-in, restaurants, the mountaintop market, & The Mountain Inn are all right across the street! 2-story unit with a main floor primary BR & hall bath. Main floor bonus room with single & trundle. The loft contains 2 twin beds and the 2nd full bath. Parking, pool, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps up to six.

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!

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!

All-Season 2bd/2ba next to Spa view of Golf Course
Come experience four seasons of fun- hit the ski slopes, hike the blue ridge mountains, enjoy local cider or beer, or cozy up by the fire and enjoy the mountain views. Located across the street from the aquatic/fitness center & spa, on the Devil's Knob golf course, and next to the ski shuttle pickup location and Nature Foundation, the location couldn't be better. The unit has a spectacular sunset view from the balcony, a gas fireplace, and speedy wifi for working or streaming!

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

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

Ultimate cabin in the mountains

Modern Cabin with Hot tub and Sauna

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

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

Lakefront Cabin w Stunning Curated Decor & Hot Tub

Perfect getaway among the orchards of Batesville

Homestead at HeartRock
Pet-friendly home rentals with a pool

Five Minute Walk to Everything!

Huge Farmhouse, Heated Pool for Family Vacations

Eight Minute Walk to Everything

Wintergreen home, ideal location, dogs welcome!

New Construction! 1 Bed/2 Bath, pet friendly

The Bear Dance Cabin at Wintergreen Resort

Cozy, clean, quiet mountain condo- King bed

Prime Location-Summer Fun at Swoopside Hideaway
Pet-friendly house rentals

Best Blue Ridge Views at Sunrise over Wintergreen

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

Llama Loft | Fire Pit | Fenced Yard | Brew Trail

The Distinguished Squirrel Chalet walking distance

Hillside Haven: Modern Retreat, Mountain Views

The Cozy Cottage | Mountain views at Wintergreen

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,043 | ﺩ.ﺇ 981 | ﺩ.ﺇ 782 | ﺩ.ﺇ 668 | ﺩ.ﺇ 753 | ﺩ.ﺇ 731 | ﺩ.ﺇ 742 | ﺩ.ﺇ 687 | ﺩ.ﺇ 694 | ﺩ.ﺇ 790 | ﺩ.ﺇ 819 | ﺩ.ﺇ 999 |
| 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 ﺩ.ﺇ 294 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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- Pet-friendly rentals Nelson County
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- Shenandoah National Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- Monticello
- James Madison University
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Natural Bridge State Park
- Blenheim Vineyards
- Virginia Horse Center
- Liberty Mountain Snowflex Centre
- The Rotunda
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- Downtown Mall
- Amazement Square
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- IX Art Park
- James River State Park
- Massanutten Indoor WaterPark





