Vacation rentals with a pool in Windham County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windham County
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 Windham County rentals with a pool
House rentals with a pool
Home in Wardsboro
Sheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Home in Wardsboro
Hot Tub, Fire Pit, AC! Min to Mt. Snow + Stratton
Home in Wilmington
Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Home in Wardsboro
5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Home in Dover
CozyVT 3bd condo:Enjoy golf,mtn bike& hike@Mt snow
Home in Wardsboro
3 bedroom 10 minutes to mt snow 20 to Stratton
Home in Dover
Seasons-walk to lifts, amenities clubhouse,hot tub
Home in Londonderry
Hike, Explore, Swim ~ Adventure in Vermont!
Condo rentals with a pool
Condo in Dover
*Summer Mountain Oasis: Base of Mount Snow
Condo in Dover
Mt Snow Ski In/Out at Seasons
Condo in Dover
Four Seasons Slope-side Getaway at Mount Snow
Condo in Dover
Mt. Snow Dream Mtn View+Fireplace!
Condo in Dover
Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Condo in Dover
⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Condo in Stratton
Stratton Mtn in Summer! Golf, tennis, bike, swim!
Condo in Dover
Lyon Family Lodge
Destinations to explore
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools Vermont
- Rentals with pools New York
- Rentals with pools New Hampshire
- Beachfront rentals Windham County
- Private suite rentals Windham County
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Fitness-friendly rentals Windham County
- Rentals with a fireplace Windham County
- Monthly Rentals Windham County
- Rentals with breakfast Windham County
- Family-friendly rentals Windham County
- Chalet rentals Windham County
- Rentals with a kayak Windham County
- Townhouse rentals Windham County
- Condo rentals Windham County
- Rentals with a washer and dryer Windham County
- Rentals with outdoor seating Windham County
- Cabin rentals Windham County
- Rentals with lake access Windham County
- House rentals Windham County
- Guesthouse rentals Windham County
- Tiny house rentals Windham County
- Bed and breakfasts Windham County
- Rentals with beach access Windham County
- Rentals with a sauna Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with a hot tub Windham County
- Pet-friendly rentals Windham County
- Rentals with a patio Windham County
- Rentals with a firepit Windham County
- Farmstay rentals Windham County
- Apartment rentals Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with an EV charger Windham County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom