
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.

Breathtaking home with unforgettable views & pool!
This spacious peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing 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!
4.92 out of 5 average rating, 134 reviews
Luxury Studio White Mtns Jacuzzi Pool Pond River
Welcome to "PEMIWOOD" at Deer Park Resort In heart the White Mountains! Best Resort Amenities In the Area! River, Beach, Pond, Pool, Hot Tub, Sauna, Pickle Ball, Tennis, Racquetball, Wally-Ball, Gym, Game Rooms, Grills, Nature Trails, Ice Skating, Loon Shuttle, & more. Perfect for Romantic Retreat/Hiking/Skiing. River view, Jacuzzi tub, spa shower & zen design in unit! Close to Kancamagus, hikes, Loon, waterpark, & Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.
4.92 out of 5 average rating, 423 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.
5.0 out of 5 average rating, 264 reviews
4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
The Franklin: Wellness • Aesthetic • W/D • Gym
Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.
4.85 out of 5 average rating, 131 reviews
Luxury Mid-Century Modern Vermont Home, Okemo View
The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!
4.99 out of 5 average rating, 101 reviews
1840 Meredith Farmhouse w/ outdoor Sauna & Pool
This beautifully renovated antique 1840 Meredith Farmhouse combines timeless charm with modern comforts. Nestled on over 3 acres in the lakes and mountains, it features a snowmobiling trail in the backyard, easy access to hiking, skiing & lakes, and is less than 10 minutes from Mill Falls in downtown Meredith. Outdoor amenities include a barrel sauna, cozy fire pit, in-ground saltwater pool & a game room. Inside, the chef’s kitchen boasts Thermador appliances, a coffee & tea nook & a bar area
5.0 out of 5 average rating, 102 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.98 out of 5 average rating, 200 reviews
Chalet Potton Cottage - spa, sauna & pool
Escape to tranquility at this private 3-acre cottage in the heart of the Eastern Townships. Enjoy the pool, 7-seat spa, sauna, firepit, BBQ, and cozy indoor fireplace. The spacious kitchen with an island and new appliances, plus a large patio, is perfect for gatherings. Ideal for remote work with fast WiFi, air conditioning, and 3 comfortable bedrooms. Close to Owl's Head, Lake Memphremagog, and Vermont. Perfect for couples, families, or groups seeking nature’s beauty and comfort!
4.86 out of 5 average rating, 416 reviews
The Brick House on Washington Street
Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.
4.93 out of 5 average rating, 251 reviews
Hatley House - Pool, Garden, Cycling
Welcome to Maison Hatley, built in 1884, which combines elegance and modern comfort to offer you a unique countryside experience. You will be charmed by the outdoor area, featuring a fabulous 42 foot long heated lap pool and a summer lounge that allows for pleasant meals sheltered from rain and mosquitoes. The cozy beds, the large kitchen with its central island, and the 2 living rooms with gas and wood fireplaces will make your stay as comfortable as a hotel.
4.9 out of 5 average rating, 193 reviews
The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John
4.93 out of 5 average rating, 585 reviewsPopular amenities for Connecticut River rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!
4.82 out of 5 average rating, 153 reviewsWoodstock Historic Artist Estate - The Pond House
4.94 out of 5 average rating, 398 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviews
Gather, Cook & Unwind, 3BR, Fireplace
4.97 out of 5 average rating, 132 reviews
Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge
4.9 out of 5 average rating, 102 reviews
Sanctum by the Lake
4.93 out of 5 average rating, 285 reviews
Entire Home, Private Indoor Pool
4.81 out of 5 average rating, 136 reviews
Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
5.0 out of 5 average rating, 105 reviewsCondo rentals with a pool

Loon Mountain Area Rental - 2Br/2Ba
4.91 out of 5 average rating, 243 reviews
Great night sleep is our specialty!
4.88 out of 5 average rating, 121 reviews
Hickory Lodge Resort 2 Pools & HotTub Main Street
4.96 out of 5 average rating, 406 reviews
An Amazing Mountain Getaway!
4.94 out of 5 average rating, 341 reviews
Waterfront condo in Magog
4.91 out of 5 average rating, 239 reviews
The Alpine Oasis
4.91 out of 5 average rating, 338 reviews
Loon Mountain Cozy Condo
4.94 out of 5 average rating, 295 reviews
Remodeled 1BR sleeps 6 | pool & hot tub | Loon
4.96 out of 5 average rating, 288 reviewsOther vacation rentals with a pool

1790 Stone Manor Farm
4.96 out of 5 average rating, 166 reviews
ADK Lux A-Frame Cabin w Hot Tub
4.94 out of 5 average rating, 165 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
5.0 out of 5 average rating, 144 reviews
Moon Valley Country Retreat no clean fee pets yes
4.91 out of 5 average rating, 1026 reviews
Unique Equine Estate w/an Indoor Pool & Hot Tub.
4.95 out of 5 average rating, 110 reviews
Luxury Container Home Sauna-Heated Pool-Hot Tub
5.0 out of 5 average rating, 16 reviews
Ellis Riverfront Glamping Pod
4.82 out of 5 average rating, 50 reviews
Cozy Vermont Cabin | Near Woodstock + Quechee
5.0 out of 5 average rating, 16 reviewsDestinations to explore
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