
Vacation rentals with a pool in Wintergreen Resort
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wintergreen Resort
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wintergreen Resort rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Cliffs Edge- It's Pumpkin Spice Time!

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

All-Year Heated Covered Private Pool / Hot Tub

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

Bear's Mountain Escape

Misty Mountain Cabin w/spa

5 min toSki! Mntn View HotTub Pool Table MovieRoom
Condo rentals with a pool

Wintergreen! Dog friendly, cozy and comfortable

Recently updated - view of the Blue Ridge Mtns

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

Time To Get Away-Cozy Condo for 2 to 4

Inspiring Fall Escape!

BeautifulFallFoliage/Ski-In/Out/PupsWelcome!

Love of mountains oh fill my cup

Happy hour on the 18th Hole
Other vacation rentals with a pool

Hot Tub! Wintergreen Resort!

Casa Perfecta

Family&Pets|Luxury|Outdoor Lounge|Hot Tub|Fire Pit

Amazing Views! 3 Decks • Hot Tub • Grill • Arcade

4 min to Ski! Mntn View Hot Tub EV Charger Grill

Privacy and Views in Wintergreen

Cozy 3BR/2BR+Fire table+Foosball

Amazing Views | Hot Tub | Walk to Ski Slopes
Quick stats about vacation rentals with a pool in Wintergreen Resort
Total rentals
450 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- Rentals with a fireplace Wintergreen Resort
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- Condo rentals Wintergreen Resort
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- Rentals with pools Nelson County
- Rentals with pools Virginia
- Rentals with pools United States
- Massanutten Resort
- Omni Homestead Resort
- Early Mountain Winery
- Boonsboro Country Club
- Amazement Square
- Ash Lawn-Highland
- Homestead Ski Slopes
- Massanutten Ski Resort
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Spring Creek Golf Club
- Liberty Mountain Snowflex Centre
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Burnley Vineyards
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery