
Vacation rentals with a pool in Connecticut River
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Top-rated rentals with a pool in Connecticut River
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.

Sanctum by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. 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.

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.

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!

L'Absolut Lac Champlain, Venise-en-Québec
Beautiful contemporary house, fully equipped. Private access to Lake Champlain with boat ramp. Perfect for a family vacation or with friends. Equipped with a conference room with Wi-Fi for professional meetings or teleworking. Large open area with entertainment such as pool table, foosball and a driving range. Ideal for summer water activities (kayaking and paddle boarding included) and/or winter activities such as ice fishing, snowmobiling, cross-country skiing and snowshoeing.

Casino Stay & Play House w/Hot Tub, Game Room
Come have an unforgettable vacation at our fun-packed home! The house is loaded with of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and draw on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

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.

Heated Pool, EV Charging, Hot Tub & Barrel Sauna
Experience comfort and convenience at Wandering Moose, a modern retreat perfect for groups of friends and families with older children. Nestled in the serene woods of Winhall, this spacious home features a private heated pool, a stone fireplace, and a large living space. Enjoy easy access to Stratton Mountain's shuttle and nearby outdoor activities year-round. With ample sleeping arrangements and high-speed internet, it's an ideal base for your adventures!

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.

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!

Gilford Getaway - Pool & Hot Tub + Sleeps 18
Welcome to the stunning, private escape of Gilford! This 6 bedroom, 4 full bathroom is the ideal vacation spot for you and your family- accommodating up to 18 guests. Sit back and relax by the pool and hot tub, or cozy up inside for a game night with a fully stocked game room: pool table, shuffle board, cards, board games, and more! Brand NEW outdoor fire pit! This house can accommodate ample parking.
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Breathtaking home with unforgettable views & pool!

Mountain View Farmhouse w/ Orchard, Pool is Open!

Large Historic 7 Bedroom home with Pool & Hot Tub

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

The 1770 House

The Brick House on Washington Street

Entire Home, Private Indoor Pool

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Condo rentals with a pool

Great Condo near Gunstock, Lake Access & Concerts

Luxury Studio White Mtns Jacuzzi Pool Pond River

Remodeled 1BR sleeps 6 | pool & hot tub | Loon

White Mountain Resort 2 Pools & HotTub Kitchen

Waterfront condo in Magog

Private 3 Br-2 level-Townhouse in Forest Ridge

Loon Mountain Area Rental - 2Br/2Ba

Million $ View of Lake Winni Flexible check in/out
Other vacation rentals with a pool

Unique Equine Estate w/an Indoor Pool & Hot Tub.

Cozy cottage with pool, walking distance to lake

North Tree House Retreat of Lake George

Cozy Vermont Antique Sugar House with Fireplace

1790 Stone Manor Farm

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Luxury Container Home with Sauna & Heated Pool
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