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

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

4.91 out of 5 average rating, 119 reviews

Breathtaking home with unforgettable views & pool!

This spacious peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. Far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

Top guest favorite

A cozy bedroom features a dark upholstered headboard with an arrangement of plush pillows. Soft lighting is provided by a bedside lamp, creating a serene ambiance. Above the bed, three art pieces depict a sun motif, adding warmth to the neutral wall color.

Home in Norwich

4.95 out of 5 average rating, 148 reviews

Cozy Condo in Norwich- Minutes from Mohegan Sun

This Stylish first floor Suite is perfectly located at the Villas at the Norwich Inn, steps from the main clubhouse with the heated (seasonal) saltwater swimming pool, Jacuzzi, exercise room, saunas and shower. Short walk to The Spa at Norwich Inn. Easily walk to the Norwich Golf Course and indoor ice rink. Take a short drive to beaches such as Rocky Neck, Mohegan Sun for entertainment, restaurants and shopping (only 1 mile away) or Foxwoods for zip lining, bowling, go Karts and Tanger Outlets.

Top guest favorite

The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.

Farm stay in Thompson

5 out of 5 average rating, 251 reviews

Rustic Farmette Studio w/yearround 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

The large two-tiered deck is illuminated with soft lighting, creating a cozy atmosphere. A staircase leads to the upper level, where seating and decor are visible. An above-ground pool is situated beside the deck, surrounded by greenery and evening skies.

Home in Montville

4.92 out of 5 average rating, 317 reviews

Casino Wine Down House w/Pool, Game Room, Big Deck

Stay at the end of a quiet, cozy, cul-de-sac while minutes from local attractions. Our house is conveniently located near casinos, Mystic, vineyards, Nature's Art Village, Naval Submarine Base, CT College, USCG Academy and several beaches. Enjoy the fire pit on our large deck under the gazebo year round. In the summer cool off in the pool. In the winter relax and enjoy some cozy time under the stars in the heated igloo. Lot of fun and games! Dogs are family and always welcome at no charge.

Superhost

Villa in Norwich

4.89 out of 5 average rating, 420 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Guest favorite

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

4.91 out of 5 average rating, 241 reviews

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~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 - Corn hole - Darts - Karaoke - Smart TV - Board games - Ultra comfy beds - BBQ - Kid friendly - Super fast WiFi - Stocked kitchen

Top guest favorite

A comfortable living area features a gray sectional sofa with a chaise lounge, positioned across from a minimalist entertainment unit. Natural light filters through sliding glass doors that lead to a patio. A dining area is visible in the background, accompanied by bar stools.

Condo in Norwich

4.98 out of 5 average rating, 353 reviews

Top Rated Villa located near Mohegan Sun & Mystic

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.

Top guest favorite

A living area features a comfortable sofa and two armchairs, arranged around a rustic coffee table. A fireplace is set into a stone mantel, and a large television is mounted on the wall. Sliding doors lead to a private balcony, allowing natural light to fill the space.

Condo in Norwich

4.98 out of 5 average rating, 192 reviews

The Vacay Villa

The Vacay Villa, minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t have to leave the grounds. Private balcony, fireplace, two outdoor pools (one is currently closed for repair),year-round access to hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Guest favorite

A light and airy living area features a spacious, cream-colored sofa adorned with soft pink and patterned cushions. Natural light filters through sheer curtains on the glass doors, while a potted palm provides a touch of greenery. A textured rug adds warmth and comfort to the space.

Condo in Norwich

4.94 out of 5 average rating, 176 reviews

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

- Sleeps 4 (Queen bed & air mattress) -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 - Access to streaming services is provided (no cable TV) -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

Guest favorite

The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.

Home in Woodstock

4.92 out of 5 average rating, 270 reviews

Cedar Ridge: House

HOUSE in CT’s Quiet Corner: Renovated house bathed in light, with nice stunning hilltop views. Relax on its patios and small swimming pool, stroll along its forest paths, Located in New England's "Last Green Valley National Heritage Corridor" offers multiple attractions, home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities. NOTE: RENTED DOWNSTAIRS APARTMENT. OWN PRIVATE ENTRANCE. DOES NOT SHARE OUTDOOR SPACE, PATIO, OR POOL

Guest favorite

A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.

Home in Scituate

4.95 out of 5 average rating, 238 reviews

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

Top guest favorite

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

4.93 out of 5 average rating, 229 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.