
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 skiing! | 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.

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.

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!

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.

Cabin Getaway | Family & Dog Friendly | Fire Pit
Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature escape - Outdoor fire pit & patio - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

Stylish*Updated*Central*Walk to Slopes*Dogs OK!
Step into the allure of our fantastic Wintergreen, just a leisurely 4min stroll away from the heart of Wintergreen's mtn action! Tucked away in a serene and tranquil nook of the mountain, our meticulously curated property combines serene relaxation with unfettered access to the thrilling outdoor adventures that await nearby. The closest hiking trail is within 200 yds! Whether you're a couple seeking a romantic retreat or a small, fun family, our home is eager to embrace your mountain dreams!

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.

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!

Blue Ridge Retreat: Your Cozy Mountain Getaway
Luxury condo furnished with all you need for an exceptional stay. Whether you enjoy the wineries and breweries, hiking the mountain trails, kayaking or paddleboarding, or ski/snowboard, this is the perfect home base for everything Wintergreen has to offer! Just 3/4 of a mile to the resort & slopes and a 50 foot walk from your back door to the shuttle pickup.

New Construction! 1 Bed/2 Bath, pet friendly
Be the first to stay in this brand new construction! Fabulous condo with nice finishes and new furniture. Everything you need for a great getaway on the mountain! It's reliably 10-15 degrees cooler at the top! You have this entire condo to yourself. 1 bedroom with two full baths sleeps 4 comfortably.
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

Heart of Crozet+ Firepit+ Hotub +Wine & Beer+PEACE

Modern Cabin with Hot tub and Sauna

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

The Cottage at Spindle Hill: an Artist’s Farm

Lakefront Cabin w Stunning Curated Decor & Hot Tub

Perfect getaway among the orchards of Batesville
Pet-friendly house rentals

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

Gameroom~Gym~Firepit~Main Level BR~Pet OK~Downtown

Llama Loft | Fire Pit | Fenced Yard | Nelson 151

CritzerHouse - on 151- Walk to the Brewery!

Book for Fall! Nelson 151, MTN views!

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

Clean family-friendly 5br for wine country getaway

Afton Home on 25 Acre Ridgetop with Amazing Views
Pet-friendly home rentals with a pool

Stunning Views, Hot Tub, Impeccable Design

Hot Tub! Wintergreen Resort!

Farmhouse on Working Vineyard

Wintergreen! Dog friendly, cozy and comfortable

Timbers Lodge 39 with Wintergreen Advantage

Wintergreen home, ideal location, dogs welcome!

WalktoSki! Just steps from Eagles Swoop! Views!

Recently updated - views of the Blue Ridge Mtns
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$48,878 GYD | G$49,087 GYD | G$39,687 GYD | G$38,016 GYD | G$42,821 GYD | G$41,567 GYD | G$42,194 GYD | G$39,061 GYD | G$39,479 GYD | G$42,194 GYD | G$42,403 GYD | G$45,745 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 270 vacation rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort vacation rentals start at G$16,711 GYD per night before taxes and fees

Verified guest reviews
Over 12,310 verified reviews to help you choose

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

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
260 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!
Destinations to explore
- Western North Carolina Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Northeast Ohio Vacation rentals
- Rentals with a patio Wintergreen Resort
- Ski-in/ski-out rentals Wintergreen Resort
- Rentals with a washer and dryer Wintergreen Resort
- Apartment rentals Wintergreen Resort
- Rentals with an EV charger Wintergreen Resort
- Rentals with outdoor seating Wintergreen Resort
- Rentals with a fireplace Wintergreen Resort
- Townhouse rentals Wintergreen Resort
- Family-friendly rentals Wintergreen Resort
- Condo rentals Wintergreen Resort
- House rentals Wintergreen Resort
- Rentals with a fire pit Wintergreen Resort
- Rentals with lake access Wintergreen Resort
- Rentals with a hot tub Wintergreen Resort
- Rentals with pools Wintergreen Resort
- Cabin rentals Wintergreen Resort
- Chalet rentals Wintergreen Resort
- Pet-friendly rentals Nelson County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Shenandoah National Park
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Amazement Square
- Frontier Culture Museum
- Blenheim Vineyards
- Wintergreen Resort
- Homestead Ski Slopes
- Liberty Mountain Snowflex Centre
- Cardinal Point Winery
- Glass House Winery
- James Madison University
- Devils Backbone Brewing Co Basecamp
- University of Virginia
- Monticello
- John Paul Jones Arena
- White Lotus Eco Spa Retreat
- Natural Bridge State Park
- The Rotunda
- Grand Caverns
- Virginia Horse Center
- Percival's Island Natural Area
- IX Art Park




