
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.

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)

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.

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.

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

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, 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 three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

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.

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.

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.

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
At the end of a dead end road on 12 acres, you'll find the perfect retreat. Highlights include a natural swimming pool, yoga deck, outdoor Japanese hot tub and sauna. Chef's kitchen, grill and smoker. Living room has a piano and seats a large group. Outside there's a 3 level stone patio, deck and firepit w/outdoor sound system. Private yoga & in-home massage. Peloton bike, Temperpedic & saatva mattress, beautiful linens! *extra 6 guests w/rental of guest house!

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.

Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View
Welcome to the Heart of Somerset! Read our reviews & stay a while! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!
Popular amenities for New England rentals with a pool
House rentals with a pool

Secluded Luxury Stratton Lodge | Hot Tub & Sauna

4Br Mountain Brook House on 130 acres w/ trails

Sanctum by the Lake

Hudson River Sunset Getaway

Farmhouse: Hot Tub | Mini Golf | Pickleball

Seaview Summit | Ocean Views, Indoor Pool, Beach

Modern farmhouse w/ pool, beach, horses and winery

Historic Home on 17 acres of land. Go escape!
Apartment rentals with a pool

Fantastic Location in the White Mountains

White Mountain Resort Pool/HotTub Large Kitchen

Montauk Waterfront Condo w/ Sunset Views

White Mountain Farmhouse

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

An Amazing Mountain Getaway!

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist

East Hampton Ranch with Access to Clearwater Private Beach

Explore the Water & Woods at a Relaxing Retreat

5br / 5ba; Bike to town and beach; Heated Pool
Enchanting Home with Large Decks and Heated Pool
Fenced & Salt Water Pool | Cozy Catskills Cottage
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- Motorhome rentals New England
- Rentals with an accessible-height bed New England
- Cabin rentals New England
- Pet-friendly rentals New England
- Private suite rentals New England
- Rentals with a soaking bathtub New England
- Rentals with a hot tub New England
- Ski-in/ski-out rentals New England
- Rentals with a beach view New England
- Boutique hotels New England
- Houseboat rentals New England
- House rentals New England
- Aparthotel rentals New England
- Villa rentals New England
- Earth house rentals New England
- Rentals with lake access New England
- Tent rentals New England
- Hostel rentals New England
- Townhouse rentals New England
- Rentals with an accessible-height toilet New England
- Rentals with breakfast New England
- Rentals with an EV charger New England
- Hotel rooms New England
- Rentals with a patio New England
- Dome rentals New England
- Serviced apartment rentals New England
- Farm stay rentals New England
- Barn rentals New England
- Bed and breakfasts New England
- Lakehouse rentals New England
- Loft rentals New England
- Rentals with a washing machine and dryer New England
- Rentals with a fireplace New England
- Holiday home rentals New England
- Yurt rentals New England
- Beachfront rentals New England
- Waterfront rentals New England
- Campsite rentals New England
- Cottage rentals New England
- Treehouse rentals New England
- Luxury rentals New England
- Rentals with a kayak New England
- Castle rentals New England
- Beach house rentals New England
- Rentals with a sauna New England
- Rentals with a firepit New England
- Nature eco lodge rentals New England
- Fitness-friendly rentals New England
- Rentals with a balcony New England
- Rentals with beach access New England
- Apartment rentals New England
- Resort rentals New England
- Tiny house rentals New England
- Boat rentals New England
- Mansion rentals New England
- Guest house rentals New England
- Chalet rentals New England
- Bungalow rentals New England
- Smoking-friendly rentals New England
- Container rentals New England
- Rentals with a cinema New England
- Tipi rentals New England
- Rentals with outdoor seating New England
- Family-friendly rentals New England
- Island rentals New England
- Flat rentals New England
- Rentals with pools United States
- Things to do New England
- Sightseeing New England
- Nature and outdoors New England
- Art and culture New England
- Tours New England
- Sports activities New England
- Food and drink New England
- Things to do United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States




