
Vacation 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.

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.

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

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Secluded Cabin Getaway Mountain Lake Community!
Relax and unwind at our private cozy cabin in the White Mountains! Woodsville, Lincoln or Littleton 10-25 min away for bars, shops and local eats! A mile from Rt 112, the Kancamagus Byway. It's rated the best scenic drive in New England! And only 30 min to Loon & Cannon Ski Resorts. It's a 5 min walk to the lake, pool and beach. Only residents and guests have access. This place is 4 miles outside the White Mountain National Forest. Groceries, coffee shops and all the amenities nearby!

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.

Romantic Bungalow w/ Hot Tub & Parking
The Bungalow is a private, luxury, en-suite, small, out-building on the property of the historic Chapman House. The space includes TV, fridge, microwave, and coffeemaker, access to the seasonal pool, and year-round shared hot tub. We are owner-operated. Relax outside on the lawn or the patio, at a picnic table (in season), one of the fire pits, or under the fir tree. Emily's beautiful garden could be in bloom. We now offer a Level 2 EV charging outlet. #AllAreWelcome

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.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

White Mountain Resort Pool/HotTub Shuttle to Loon
Perfect for a single or couple Luxurious but affordable Private but located inside a resort with top notch amenities Quiet & Clean Queen bed with sofa suitable for a child Updated / Modern Studio Condo directly on “ The Kanc” Main st Lincoln Walking to restaurants and shops, easy access to The White Mountains - Lincoln NH Hiking skiing, zip-lining, ice castles, shopping, Clarks Trading Post, Cannon and Loon Mountain, Santa’s Village, and more

Chalet Alkov : tiny-house for 2 with private spa
Luxurious mini-cottage in nature (CITQ #304507) near a multitude of attractions in the Portneuf region, including the Bras-du-Nord Valley and the Chemin du Roy, and only 35 minutes from Quebec City. Ideal for an outdoor stay, a vacation-telework experience or a romantic getaway. The residence is located in the Domaine du Grand-Portneuf, a private resort domain with shared areas: outdoor pool, sauna, trails, pool table.
Popular amenities for New England rentals with a pool
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Ski home to Trail Creek!

Epic Views of the Green Mountains

SugarBear- Pool, Hot Tub, 2 En Suites BR

4Br Mountain Brook House on 130 acres w/ trails

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Upstate Modern Scandinavian Barn in the Catskills

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit
Condo rentals with a pool

Winter Dream! The Handle Lodge at Snowtree Condos

Winterplace - Steps away from Slopes

Serene Top Floor Condo (resort style amenities)

On Pico Great times 1 nite Ok 1 bedrom Ski in out

2 bedroom condo, mountain views, pools and jacuzzi

Summit Vista | 3br Mountain Paradise | Epic Views

Ski in/out Condo @ The Lodge at Spruce Peak

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist

East Hampton Ranch with Access to Clearwater Private Beach
Catskills Winter Ski Retreat – Near Belleayre!
Enchanting Home with Large Decks and Heated Pool
Saltbox with Separate Poolhouse in Northwest Woods
Magnificent Hudson River Estate with Infinity Pool and Spa

Explore the Water & Woods at a Relaxing Retreat
Fully Fenced 10 Acres | Cozy Cottage w/ Kid Gear
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