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.

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Guest favorite

Villa in Norwich

4.91 out of 5 average rating, 118 reviews

Private Villa 1mi from Casino! New King Bed

Relax at this villa condo that is at the Norwich Inn and Spa. Only 1 mile from Mohegan Sun, this condo a great secret escape after a night of fun at casino. Or as a quaint and quiet spa retreat! This studio condo has an open floor plan. A NEW King-size bed and a pull out couch. Living room suite area. Fireplace and desk area. Full-size kitchen and refrigerator. Private deck, shded by trees. The Club house has shared spa amenities; including fitness, dry sauna, whirlpool, and seasonal pools.

Guest favorite

Home in Montville

4.95 out of 5 average rating, 125 reviews

Casino Stay & Play House

Come have an unforgettable, fun packed vacation at our newly remodeled home! The house is packed full of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and write on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 161 reviews

Rustic Farmette Studio w/ Pool and Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 231 reviews

Cedar Ridge: House or House+Apartment

2 OPTIONS: HOUSE or HOUSE+APARTMENT In CT’s Quiet Corner: renovated 2-level house bathed in light, with nice flower beds and stunning hilltop views. Relax on its patios and in its small swimming pool, stroll along its forest paths, observe birds (including birds of prey) and other wildlife. New England's "Last Green Valley National Heritage Corridor" offers multiple attractions and is home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities.

Guest favorite

Home in Montville

4.97 out of 5 average rating, 113 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Welcome to the Lucky Lounge! Minutes away from Mohegan Sun, Foxwoods, Mystic, Naval Submarine Base, USGC College, CT College, and numerous beaches. We have all you need to enjoy your time inside and outside during your stay! - Hot tub - Private pool - Fire pit - Pool table - NFL Blitz 4 player arcade game - Air hockey - Foosball - Giant connect four - Darts - Corn hole - Smart TV - Karaoke - Ultra comfy beds - BBQ - Kid friendly - Super fast WiFi - Stocked kitchen - Board games

Guest favorite

Condo in Norwich

4.89 out of 5 average rating, 227 reviews

The N-V ...The Spa at the Norwich Inn.

Welcome to The Spa @ the Norwich Inn Villas.. Updated with lightness and comfort in mind. You open to an updated kitchen with all the amenities you’ll need for your stay ..and of course your Keurig stocked up for u. You’ll be walking on engineered flooring with suppressed corking for comfort and sound reduction. The dining is a well designed top with stools that tuck away..just in case you need the Queen sized Murphy bed.. Master bedroom has a queen bed, private bathroom, 32” tv and full WiFi.

Guest favorite

Condo in Norwich

4.98 out of 5 average rating, 215 reviews

Modern & Cozy Villa with low cleaning charge!

Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

Guest favorite

Condo in Norwich

4.98 out of 5 average rating, 155 reviews

Peaceful Oasis steps from Mohegan Sun

Feel at home at our contemporary yet cozy villa. A private and quiet space in the heart of the area's local attractions (walkable to Mohegan Sun/short drive to Foxwoods). Perfect for a fun-filled weekend or a simple and quiet getaway. Enjoy the scenic views of the surrounding golf course or indulge at the on-site renowned spa. Other noteworthy amenities include a year round opened clubhouse, sauna, and hot tub as well as two beautiful seasonally opened pools. This unit comfortably sleeps 4.

Guest favorite

Condo in Norwich

4.97 out of 5 average rating, 123 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

“Attention to detail, beautiful decor, thoughtful touches, cleanliness- cutest and cleanest villa” -Heated towel/robe warmer, plush robes, microfiber hair wrap, makeup mirror -Coffee bar w/ french press, espresso machine, fresh coffee beans, flavored syrups, tea -Fully stocked kitchen w/ airfryer, baking essentials, toaster -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

Guest favorite

Condo in Norwich

4.96 out of 5 average rating, 121 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Guest favorite

Home in Burrillville

4.84 out of 5 average rating, 150 reviews

Great country getaway

Quiet country 1895 victorian living.House is in a small neighborhood on a main road across from a cemetery. All bedrooms are located on the 2nd floor, may not be suitable for those with mobility issues,family owned wineries nearby and a micro brewery. 4.6 miles from the Conjuring House.20 min to major highway. Small downtown village area with restaurants and groceries. 30 min from Bryant University and about one hour from Newport, Boston and beaches. Hosts live two houses away

Guest favorite

Guest suite in North Smithfield

4.92 out of 5 average rating, 123 reviews

*Country style 2 Bedroom Pet Friendly Guest Suite*

Bring the whole family to this countryside Mini Resort with lots of room for fun. Pet friendly, spacious 2 bedroom, tv in both, full applianced kitchen, bathroom with handicapped shower, washer & dryer. Dining room with coffee station, gorgeous living room with access to a bright sun room overlooking the patio and the large all fenced in yard with pool and fire pit. Separate entrance, with no steps, parking for 3 cars. 1 minute from the highway! 10 minutes from Bryant University.