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 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, 340 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, 230 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
Home in Springfield
4.95 out of 5 average rating, 126 reviews

Ski Mountain View Estate

Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Great multi family getaway

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, 114 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
The exterior of a yurt on an elevated platform is showcased, connected by a spiral staircase. The yurt features vibrant yellow walls, while the adjacent bath house is painted in dark blue. Surrounded by trees, the natural setting provides a serene atmosphere.
Yurt in Lake George
4.94 out of 5 average rating, 144 reviews

The Treehouse Yurt. Outdoor Soaking TUB! East Yurt

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.

Guest favourite
A cozy yurt is positioned in a snowy landscape, illuminated from within by warm light. The surrounding trees are silhouetted against the twilight sky, and the entrance to the yurt is visible, inviting guests to explore the warmth inside.
Yurt in Randolph
4.93 out of 5 average rating, 482 reviews

Upper Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Relax by the living pool, unwind in the traditional sauna, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

Top guest favourite
A majestic moose stands partially submerged in the calm waters of a pond, showcasing its prominent antlers. Lush greenery surrounds the area, creating a serene and natural atmosphere.
Cabin in Hubbardston
4.95 out of 5 average rating, 169 reviews

Triggers Cabin

Cabin in the woods on a stocked trout pond. Outside deck over the pond for quietly relaxing. Outside fire pit. Gas grill. Inside fireplace.Located in a small private quiet campground. On 200 acres of private wooded land in central Massachusetts. Located on hiking trails that are also used for biking & horseback. Bring your own linens....but kitchen fully equipped. A great place to enjoy the out doors & disconnect & recharge..

Top guest favourite
An open-concept kitchen features a central island with a light-colored countertop. Wooden beams and paneled walls add warmth to the space. Large windows provide natural light, displaying views of the surrounding trees. A rustic dining table is positioned nearby, enhancing the inviting atmosphere.
Cabin in Thornton
4.97 out of 5 average rating, 149 reviews

3 BR Cozy + Renovated Cabin in the White Mountains

Welcome to Birchwood Lodge, located in the cherished Waterville Estates neighborhood! Enjoy the comforts of home, coupled with the amenities of a resort! Relax in front of the warm pellet stove, curl up with a book on the loft, or create home-cooked meals in the brand new, open-concept kitchen. Enjoy unique details and design throughout the space, and then head out to explore the White Mountain region all year long.

Top guest favourite
A charming red chalet is nestled among snow-covered trees, complemented by a clear winter sky. Icicles hang from the roof, and a wooden deck is partially visible, showcasing the inviting entrance adorned with festive decor.
Chalet in Wilmington
5 out of 5 average rating, 122 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

Top guest favourite
The inviting backyard features a clear pool reflecting a serene atmosphere. A patio with seating is visible near the pool. The house, with large windows, provides a bright indoor space that overlooks the outdoor area, surrounded by lush greenery and charming landscaping.
Cottage in Lakeside Marblehead
4.99 out of 5 average rating, 147 reviews

Steps from Harbor, Pool, Backyard Garden, Parking

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces

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, 165 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.

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