Holiday rentals with a pool in New England

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New England

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

4.95 out of 5 average rating, 195 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Guest favourite

A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.

Home in Harrison

4.89 out of 5 average rating, 342 reviews

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Top guest favourite

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, 233 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 favourite

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, 112 reviews

Breathtaking home with unforgettable views & pool!

This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or star gazing 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 favourite

Place to stay in Shapleigh

5 out of 5 average rating, 117 reviews

Historic Schoolhouse c1866 Winter & Summer Dates

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

Guest favourite

A rope bridge connects two treehouse buildings, surrounded by trees. The wooden deck is visible ahead, featuring two red chairs. Natural light filters through the foliage, creating a serene pathway leading to the entrance of the primary structure.

Treehouse in Lake George

4.93 out of 5 average rating, 183 reviews

North Tree House Retreat of Lake George

Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Top guest favourite

Apartment in Woodstock

4.92 out of 5 average rating, 393 reviews

Luxury Suite Jacuzzi Pool White Mtns. River Front

Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top guest favourite

A cozy nook features soft pillows and a textured rug, providing a comfortable sitting area. A large window offers a view of lush green hills and a tranquil sunset, allowing natural light to enhance the wooden interior.

Villa in Les Éboulements

4.98 out of 5 average rating, 116 reviews

Eskal Charlevoix – Pool, spa, river view

Villa with in-ground pool located between river and mountains. Eskal stands out for its sleek design and large windows. Fully equipped, the residence has 1 hot tub, 3 fireplaces, 3 spacious bedrooms with private bathroom, 1 games room and not to mention 1 heated in-ground pool with view of the St. Lawrence River! You will undoubtedly be charmed by the spectacular sunrises and the gentle sound of the river and nearby falls. Capacity 6 adults maximum and 4 children.

Guest favourite

The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.

Guest house in Pound Ridge

4.94 out of 5 average rating, 118 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top guest favourite

The suite features a spacious living area with a wooden dining table and chairs, complemented by natural light streaming through large windows. A cozy sleeping area is visible in the background, adorned with soft textiles. A seating area includes a rocking chair, enhancing the inviting space.

Guest suite in New Boston

4.99 out of 5 average rating, 221 reviews

Private Suite with Hot Tub

#BarnQuiltHouse Cozy, private guest suite with hot tub in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour and half drive. May the peace of the wilderness be with you.

Guest favourite

A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.

Cottage in Newburyport

4.92 out of 5 average rating, 129 reviews

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Top guest favourite

The exterior of a charming chalet is framed by lush trees, featuring a stone pathway leading to a welcoming entrance with large windows. A deck with an umbrella and outdoor seating is visible to the right, creating an inviting outdoor space.

Cabin in Wilmington

4.92 out of 5 average rating, 166 reviews

Chalet with Hot Tub and Game Room

Escape to The Sugar Maple Chalet, a stylish modern retreat in Wilmington, VT, perfect for families & groups. Just minutes from Mount Snow, this 4-bed, 3-bath home offers a private hot tub, stone fireplace, and a game room. Enjoy fast Wi-Fi for remote work and resort amenities like an indoor pool. Your ideal base for skiing, hiking, and exploring Southern Vermont.