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Find Pet-friendly Hotels in Wintergreen, VA

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Check availability on Wintergreen Pet-friendly Hotels

Our top choices for Wintergreen pet-friendly hotels

Fridge, microwave, oven, stovetop
Stylish-Updated-Central -Walk to Slopes-Dogs OK!

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

Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Wintergreen Resort
9.8 out of 10, Exceptional, (28)
"This was a great place for our short weekend getaway! We needed a place we could unplug, and that's exactly what we did reading by the fire, but there was plenty to do if we wanted to! We look forward to staying here again."
United States
Richard
The price is ￥11,359
￥35,502 total
includes taxes & fees
Dec 15 - Dec 16
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (302)
"Great view!!"
United States
Suzanne W.
The price is ￥13,883
￥34,138 total
includes taxes & fees
Dec 15 - Dec 16
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Property grounds
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
The price is ￥18,970
￥41,210 total
includes taxes & fees
Jan 13 - Jan 14, 2026
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Interior
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (22)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is ￥18,659
￥38,940 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Smart TV, video games
Cozy Mountain Retreat * Dog Friendly

Cozy Mountain Retreat * Dog Friendly

Cozy Mountain Retreat * Dog Friendly
Wintergreen Resort
9.6 out of 10, Exceptional, (4)
"We enjoyed our brief stay at this comfortable property. Liked the decor. Very friendly, responsive host. Would definitely stay again. The mountain scenery in mid-October was spectacular."
United States
Samuel L.
Cozy Mountain Retreat * Dog Friendly
Exterior
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is ￥18,005
￥52,416 total
includes taxes & fees
Dec 16 - Dec 17
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Smart TV
Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"Great house and great host!"
United States
Joe B.
The price is ￥23,372
￥63,867 total
includes taxes & fees
Dec 14 - Dec 15
Serenity Cabin-Woodland Retreat
Property grounds
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (90)
"Perfect location for our weekend stay! Close to trails and breweries and gorgeous views. Responsive hosts, clean and cozy condo. "
United States
Cari B.
The price is ￥17,416
￥43,880 total
includes taxes & fees
Dec 15 - Dec 16
Endless Mountain Top Views from All The Way Up!
Fridge, microwave, oven, stovetop
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Chestnut Springs
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Smart TV, fireplace, table tennis, books
4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (28)
"Nice place and very clean "
United States
Melad K.
The price is ￥30,149
￥90,901 total
includes taxes & fees
Dec 14 - Dec 15
4 BR cabin mins to trails & breweries pets welcome
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wintergreen Hotel Reviews

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent
"Amazing location. Wonderful sunrise view from porch. Walk to restaurants. We had a great time in Wintergreen."
Nancy G. 1-night trip
Posted 2 months ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

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Frequently asked questions

What's the best pet-friendly place to stay in Wintergreen?
Cozy Mountain Retreat * Dog Friendly is a top dog-friendly guesthouse, and offers free WiFi for its human guests. Beautiful Farmhouse On 11 Heavenly Acres is another option for a stay with your pet.
What's the best time of year to travel to Wintergreen with my pet?
When you're traveling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What is there to see and do with your pet in Wintergreen?
Known for its mountains, Wintergreen has lots to offer visitors including its skiing, wineries, and hiking trails. See the local sights and visit Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course. While you're there, make sure you don't miss Wintergreen Resort and Raven's Roost Overlook.