
Holiday rentals with a pool in Connecticut River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Connecticut River
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Cozy Private Studio Unit w/ Laundry and Parking!
Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

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.

Stylish Loon Mountain Studio apt w/Pool & Hot Tub
This beautifully renovated resort condo is a perfect getaway for up to 4 guests. Located at the base of Loon Mountain’s South Peak, amidst the White Mountains of New Hampshire, guests can immerse themselves in nature’s beauty during romantic hikes and a variety of other awe-inspiring outdoor activities. Enjoy delicious food at nearby restaurants, and take advantage of the resort’s two swimming pools and Jacuzzi for rest and relaxation. Relax by the Pemigewasset River in the back of our complex!

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

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

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.

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.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

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.

Near Saratoga – King Bed, Tub, Fire Pit & Movies
Escape to this family-friendly Clifton Park retreat—just 20 mins to Saratoga Springs and 25 to Albany. Perfect for fall getaways with a fire pit, outdoor movie screen, private playground, basketball court, and garden. Features a king bedroom, home office, full kitchen, fast Wi-Fi, soaking tub, and 20' x 55' parking for RVs or boats. Relax in the crisp autumn air, enjoy backyard movie nights, and stay productive or cozy in a quiet, peaceful neighborhood.
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Ski home to Trail Creek!

Mountain View Farmhouse w/ Orchard White Christmas

Epic Views of the Green Mountains

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Sanctum by the Lake

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

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

Fantastic Location in the White Mountains

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Winter Dream! The Handle Lodge at Snowtree Condos

White Mountain Farmhouse

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

One Bedroom Suite Near Okemo

Studio w/hot tub, pool, sauna, arcade & gym
Other holiday rentals with a pool

Hatley House - Pool, Garden, Cycling

Luxury cottage by the sea with hot tub and pool

Secret Nook • Indoor Pools • Mt. Views • Fireplace

Modern Upstate Cabin, near Rhinebeck NY

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Comfy Quarters Suite 2 Saltbox Hideaway

Peaks Perch Studio

Sunlit Clean Amherst Cozy Log Cabin
Destinations to explore
- Fitness-friendly rentals Connecticut River
- Townhouse rentals Connecticut River
- Rentals with a washing machine and dryer Connecticut River
- Rentals with a kayak Connecticut River
- Rentals with a cinema Connecticut River
- Family-friendly rentals Connecticut River
- Guest house rentals Connecticut River
- Bed and breakfasts Connecticut River
- Pet-friendly rentals Connecticut River
- Rentals with an accessible-height toilet Connecticut River
- Serviced apartment rentals Connecticut River
- Rentals with an EV charger Connecticut River
- Treehouse rentals Connecticut River
- Rentals with a sauna Connecticut River
- Private suite rentals Connecticut River
- Campsite rentals Connecticut River
- Aparthotel rentals Connecticut River
- Rentals with breakfast Connecticut River
- Cabin rentals Connecticut River
- Rentals with a hot tub Connecticut River
- Hostel rentals Connecticut River
- Rentals with a fireplace Connecticut River
- Tent rentals Connecticut River
- Tiny house rentals Connecticut River
- House rentals Connecticut River
- Ski-in/ski-out rentals Connecticut River
- Resort rentals Connecticut River
- Rentals with a patio Connecticut River
- Rentals with lake access Connecticut River
- Farm stay rentals Connecticut River
- Boat rentals Connecticut River
- Hotel rooms Connecticut River
- Bungalow rentals Connecticut River
- Boutique hotels Connecticut River
- Smoking-friendly rentals Connecticut River
- Beachfront rentals Connecticut River
- Holiday home rentals Connecticut River
- Loft rentals Connecticut River
- Yurt rentals Connecticut River
- Barn rentals Connecticut River
- Rentals with beach access Connecticut River
- Villa rentals Connecticut River
- Rentals with a firepit Connecticut River
- Nature eco lodge rentals Connecticut River
- Flat rentals Connecticut River
- Rentals with an accessible-height bed Connecticut River
- Apartment rentals Connecticut River
- Waterfront rentals Connecticut River
- Rentals with outdoor seating Connecticut River
- Chalet rentals Connecticut River
- Cottage rentals Connecticut River
- Motorhome rentals Connecticut River
- Rentals with pools United States
- Things to do Connecticut River
- Nature and outdoors Connecticut River
- Things to do United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States




