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
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Nov 22 – 29
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Aug 26 – Sep 2
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Nov 11 – 18
Home in Wilmington
4.77 out of 5 average rating, 13 reviewsChimney Hill Retreat w/ Amenity Center & Fireplace
Jun 15 – 22
Home in West Dover
5.0 out of 5 average rating, 42 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
Oct 28 – Nov 4
Home in Dover
4.89 out of 5 average rating, 47 reviewsQueen Suite, Living Room, 2 TVs -Spring House 2
May 1 – 8
Home in Dover
5.0 out of 5 average rating, 19 reviewsFantastic location @Mt snow. Ski off, fire place
Jan 9 – 16
Home in Wardsboro
4.96 out of 5 average rating, 49 reviews5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Oct 13 – 20
Condo rentals with a pool
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Jan 30 – Feb 6
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Sep 1 – 8
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 29 – Jun 5
Condo in Dover
5.0 out of 5 average rating, 9 reviewsMt. Snow Condo with Pool-Mountain Views
Oct 29 – Nov 5
Condo in Dover
5.0 out of 5 average rating, 16 reviewsLyon Family Lodge
May 17 – 24
Condo in Dover
4.88 out of 5 average rating, 86 reviews⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Apr 6 – 13
Condo in Dover
4.96 out of 5 average rating, 23 reviewsSki in Ski out condo great location
Apr 2 – 9
Condo in Stratton
4.96 out of 5 average rating, 96 reviewsPremier Stratton Village Location - Pool & Hot Tub
Aug 25 – Sep 1
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
- House rentals Windham County
- Beachfront rentals Windham County
- Farmstay rentals Windham County
- Rentals with lake access Windham County
- Tiny house rentals Windham County
- Apartment rentals Windham County
- Rentals with a fire pit Windham County
- Chalet rentals Windham County
- Pet-friendly rentals Windham County
- Rentals with a fireplace Windham County
- Rentals with a patio Windham County
- Townhouse rentals Windham County
- Guesthouse rentals Windham County
- Condo rentals Windham County
- Family-friendly rentals Windham County
- Rentals with a kayak Windham County
- Rentals with a washer and dryer Windham County
- Waterfront rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with a hot tub Windham County
- Kid-friendly rentals Windham County
- Rentals with beach access Windham County
- Monthly Rentals Windham County
- Fitness-friendly rentals Windham County
- Cabin rentals Windham County
- Rentals with breakfast Windham County
- Rentals with an accessible height toilet Windham County
- Bed and breakfasts Windham County
- Private suite rentals Windham County
- Rentals with an EV charger Windham County
- Rentals with a sauna 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