Vacation 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.

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Guest favorite

Condo in Woodstock

4.92 out of 5 average rating, 289 reviews

Luxury Studio Jacuzzi Pool White Mtns. Riverfront

Designer Remodeled Riverfront Pool, Jacuzzi, Tennis, Racquetball, Gym, Sauna, Nature trails & lots more In the heart of White Mountains. Perfect for Romantic Retreat or to rest after hiking. Enjoy the jacuzzi tub, spa shower and zen design unit! Close to-Scenic Kancamagus, hikes, skiing at Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery. Short walk to the lake and beach as well as the clubhouse. Beach, lake and river and nature trails on site.

Guest favorite

Rental unit in Waltham

4.97 out of 5 average rating, 271 reviews

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)

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 162 reviews

Rustic Farmette Studio w/ Pool and 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 favorite

Guesthouse in Granville

4.9 out of 5 average rating, 852 reviews

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.

Guest favorite

Guesthouse in Belmont

4.98 out of 5 average rating, 223 reviews

Charming Pool/Garden Guest House

A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

Guest favorite

Rental unit in Williamstown

4.93 out of 5 average rating, 104 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Guest favorite

Cottage in Newfane

4.99 out of 5 average rating, 207 reviews

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”.

Guest favorite

Condo in Lincoln

4.95 out of 5 average rating, 204 reviews

Loon Mountain Cozy Condo

You will be close to everything when you stay at at this centrally located condo. Take the ski shuttle to ski Loon. Walk to restaurants. Swim along the Pemi river located right behind the resort. Go for a hike or take a ride along the Kancamagus Highway. Summer activities near by include Clark's Trading post and Whale's Tale. Just enjoy the amenities at the resort, pool, sauna, hot tub, game room, fireplace. There are so many things to do, the list is endless.

Guest favorite

Rental unit in Northampton

4.99 out of 5 average rating, 106 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Guest favorite

Yurt in Randolph

4.95 out of 5 average rating, 416 reviews

4 Season Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Our homestead is based in 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. No cleaning fee! This is one of three listings at our place. We can accommodate groups of six by booking: 4 season Lower Yurt Stay on VT Small Farm and Tiny house on VT homestead.

Guest favorite

Cabin in Campton

4.88 out of 5 average rating, 158 reviews

Hideaway w/ Fire Pit, Private Hot Tub, Pool Table

Looking for the perfect place for your Winter mountain vacation? The Hilltop Hideaway is a gorgeous, newly renovated cabin in the White Mountains with all you could ask for: - Private hot tub to jump into after a day of skiing and winter activities - Complete seclusion - no other houses in sight - Fire pit and wood fireplace - Access to amazing amenities (pool / gym) - Close to three major ski resorts - Quick drive from Boston - Blazing fast wifi

Guest favorite

Guest suite in Brooklyn

4.93 out of 5 average rating, 173 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.