
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.

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.

Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historial home in beautiful Falmouth, Maine. Originally built in 1725, this nearly Three-Hundred-Year old Federal-style farmhouse still retains some original features. In the early 1900's, this home served as a bootleg hard cider mill, and more recently, an oriental rug business. Great place for families with kids to stay while enjoying coastal Maine and Portland. Less than a mile from Portland and 4 miles from the historic Old Port district. (Hot tub open year-round)!

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
Welcome to your Ogunquit Oasis, a luxurious 5-bedroom beach house located on the edge of Ogunquit Village. Walk to the beach, restaurants, Perkins Cove, Marginal Way & everything in Ogunquit! The house features a heated pool that reaches 104 degrees, ideal for all seasons. Built in 2014, the house includes central air, three Ultra HD TVs, and wireless speakers. The dining table seats 10, with an outdoor living room, grill, & gas firepit. Each spacious bedroom offers plush bedding & ceiling fans.

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.

Unique Equine Estate w/an Indoor Pool & Hot Tub.
One of a kind equine estate w/indoor pool, hot tub, billiards, cooks kitchen, new TVs & upgraded internet. The 4 bdrm, loft & common areas sleep 17 ppl. and w/6,000 sq. ft. everyone will have space to relax. This estate is literally a home w/in a home. The addition was built around the original log cabin. Wind Hill Farm is a 78 acre working equestrian facility, schedule a riding lesson on property. Local attractions: apple orchards, NH Speedway, wedding venues, Lakes Region, Gunstock Mountain.

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!

Great Condo near Gunstock, Lake Access & Concerts
Location and Amenities! We are the closest condo to the concert path on Misty Harbor! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

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

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!
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Breathtaking home with unforgettable views & pool!

Sanctum by the Lake

The 1770 House

OOB Oasis: 6BR Home w/ Private Pool Near Beach

The Brick House on Washington Street

Mountain View Farmhouse w/ Orchard, Pool is Open!
Woodstock Historic Artist Estate - The Pond House

4Br Mountain Brook House on 130 acres w/ trails
Condo rentals with a pool

Luxury Studio White Mtns Jacuzzi Pool Pond River

Loon Mountain Area Rental - 2Br/2Ba

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

White Mountain Resort 2 Pools & HotTub Kitchen

Private 3 Br-2 level-Townhouse in Forest Ridge

Clearwater lakes and beautiful mountains.

Million $ View of Lake Winni Flexible check in/out

Waterfront condo in Magog
Other holiday rentals with a pool

Hatley House - Pool, Garden, Cycling

The Murthy : Bright • Spotless • W/D

Cozy Vermont Antique Sugar House with Fireplace

Cozy cottage with pool, walking distance to lake

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

1790 Stone Manor Farm

Luxury Container Home with Sauna & Heated Pool

Midcentury retreat at Zulip Farm
Destinations to explore
- Hotel rooms Connecticut River
- Rentals with an accessible height toilet Connecticut River
- Serviced apartment rentals Connecticut River
- Rentals with an accessible height bed Connecticut River
- Boat rentals Connecticut River
- Rentals with beach access Connecticut River
- Chalet rentals Connecticut River
- Yurt rentals Connecticut River
- Family-friendly rentals Connecticut River
- Tree house rentals Connecticut River
- Holiday home rentals Connecticut River
- Villa rentals Connecticut River
- Luxury rentals Connecticut River
- Private suite rentals Connecticut River
- Tent rentals Connecticut River
- Ski-in/ski-out rentals Connecticut River
- Pet-friendly rentals Connecticut River
- Townhouse rentals Connecticut River
- Farmstay rentals Connecticut River
- Condo rentals Connecticut River
- RV rentals Connecticut River
- Campsite rentals Connecticut River
- Guesthouse rentals Connecticut River
- Beachfront rentals Connecticut River
- Aparthotel rentals Connecticut River
- Rentals with breakfast Connecticut River
- Cabin rentals Connecticut River
- Rentals with a kayak Connecticut River
- Resort rentals Connecticut River
- Bed and breakfasts Connecticut River
- Apartment rentals Connecticut River
- Nature eco lodge rentals Connecticut River
- Rentals with a sauna Connecticut River
- Barn rentals Connecticut River
- Rentals with lake access Connecticut River
- Loft rentals Connecticut River
- Tiny house rentals Connecticut River
- Bungalow rentals Connecticut River
- Waterfront rentals Connecticut River
- Cottage rentals Connecticut River
- Boutique hotels Connecticut River
- Hostel rentals Connecticut River
- House rentals Connecticut River
- Rentals with a hot tub Connecticut River
- Rentals with pools United States
- Things to do Connecticut River
- Wildlife Connecticut River
- Art workshops Connecticut River
- Outdoors Connecticut River
- Cultural tours Connecticut River
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





