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Pet-friendly vacation rentals in Wintergreen Resort

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Top-rated pet-friendly home rentals in Wintergreen Resort

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Wintergreen Resort
Five Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in, 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 master 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.
$163 per night
Guest favorite
Condo in Wintergreen Resort
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!
$162 per night
Guest favorite
Apartment in Rockfish
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 the dog park, and picnic area it’s an ideal location.
$157 per night

Popular amenities for Wintergreen Resort pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Wintergreen Resort
The Blue Ridge Eagles Nest. Summit of Wintergreen
$165 per night
Guest favorite
Home in Afton
Cozy mountain Barn, nr ski resort, sleeps 6
$109 per night
Guest favorite
Home in Shipman
The Refuge at Laurel
$106 per night
Guest favorite
Home in Waynesboro
The Ivy Cottage: Historic Downtown Charm
$97 per night
Guest favorite
Home in Afton
Aftonshire, in the heart of Afton’s wine region
$292 per night
Guest favorite
Home in Afton
Clean family-friendly 5br for wine country getaway
$544 per night
Guest favorite
Home in Faber
Buck Creek Lodge (2 bedrooms) Hidden in Blue Ridge
$195 per night
Guest favorite
Home in Roseland
Dove's Landing at Wintergreen Resort
$396 per night
Guest favorite
Home in Nellysford
The "Small" House/Peaceful Stay on Nelson 151
$249 per night
Guest favorite
Home in Afton
Modern Home on 25 Acre Ridgetop with Amazing Views
$375 per night
Guest favorite
Home in Afton
CritzerHouse - on 151- Walk to the Brewery!
$187 per night
Guest favorite
Home in Nellysford
The GrandJan, close but in a private setting !
$286 per night

Pet-friendly home rentals with a pool

Guest favorite
Condo in Wintergreen Resort
Cozy, clean mountain condo- King bed, dog friendly
$118 per night
Guest favorite
Townhouse in Wintergreen Resort
Fantastic home in an ideal location- pets welcome!
$142 per night
Guest favorite
Condo in Wintergreen Resort
Eight Minute Walk to Everything
$160 per night
Guest favorite
Townhouse in Wintergreen
Cozy Condo, Perfect for Families, Pets Welcome
$114 per night
Guest favorite
Guesthouse in Afton
Cottage - Heart of 151 Brew Trail, mountain view’s
$155 per night
Superhost
Cabin in Wintergreen Resort
The Bear Dance Cabin at Wintergreen Resort
$227 per night
Guest favorite
Apartment in Waynesboro
Mimosa Farm *no cleaning fee for 2+ day stays*
$148 per night
Guest favorite
Home in Lovingston
Secluded Mountain Cabin w/ Pool, Trails & Winery ❤️
$435 per night
Guest favorite
Home in Wintergreen Resort
Bear's Mountain Escape
$148 per night
Guest favorite
Condo in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
$146 per night
Guest favorite
Condo in Wintergreen Resort
Blue Ridge Retreat: Your Cozy Mountain Getaway
$117 per night
Guest favorite
Cabin in Wintergreen Resort
Winter Retreat at Oak Ledge: Ski Tips & Cozy Sips
$248 per night

Private, pet-friendly home rentals

Guest favorite
Cottage in Tyro
Bear Creek Inn
$150 per night
Guest favorite
Condo in Wintergreen Resort
1720 High Ridge at Wintergreen Resort
$173 per night
Guest favorite
Cabin in Tyro
Tyro Mountain View Cabin
$150 per night
Guest favorite
Cabin in Roseland
Cabin in Prime Location w/ Game Room & Fire pit!
$266 per night
Superhost
Cottage in Afton
GreenHouseNelson
$132 per night
Guest favorite
Apartment in Wintergreen Resort
Stone Ridge at Wintergreen
$100 per night
Guest favorite
Condo in Wintergreen Resort
Mountaintop Getaway - Dog Friendly
$211 per night
Guest favorite
Condo in Wintergreen Resort
Stylish*Updated*Central -Walk to Slopes -Dogs OK!
$122 per night
Guest favorite
Apartment in Wintergreen Resort
Endless Mountain Top Views from All The Way Up!
$261 per night
Guest favorite
Condo in Wintergreen Resort
Ski In & Ski Out Condo - Heart of Wintergreen
$214 per night
Guest favorite
Home in Wintergreen Resort
The Cozy Cottage | Mountain views at Wintergreen
$348 per night
Superhost
Condo in Wintergreen Resort
Cozy Wintergreen Condo! Walk to slopes and hiking!
$126 per night

Destinations to explore