Vacation rentals with a pool in Bridgton

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Bridgton

  • Total vacation rentals

    Explore 30 vacation rentals in Bridgton

  • Nightly prices starting at

    Bridgton vacation rentals start at €149 per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bridgton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bridgton rentals

  • 4.9 Average rating

    Bridgton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Bridgton

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

4.96 out of 5 average rating, 179 reviews
Top guest favorite
Condo in Bartlett

Summit Vista | 3br Mountain Paradise | Epic Views

Escape to Summit Vista, a classic chalet-style home in the heart of the White Mountains. With 3 bedrooms, 2 baths, a loft, and many thoughtful upgrades, this home is built for comfort, connection, and mountain adventure. Just minutes from Story Land, Attitash, and North Conway, Summit Vista offers access to top ski resorts, hiking trails, restaurants, and shopping. Blending mountain style with modern comfort, Summit Vista celebrates the natural beauty and timeless charm of the White Mountains.

4.97 out of 5 average rating, 127 reviews
Guest favorite
A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.
Home in Bridgton

Moose Pond Mountain Escape

A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

4.9 out of 5 average rating, 181 reviews
Guest favorite
A cozy room features beige walls with subtle lines, accented by a large round mirror. A small kitchenette is equipped with a microwave and refrigerator. A spacious bed with red accents is arranged near bright windows, while a wooden dresser and a light-colored chair complete the space.
Apartment in Conway

NoCo Village King/Jacuzzi

Welcome to Village Place at the Eastern Slope Inn! Must be 21 to check-in, $40 authorization taken at check-in (not an actual charge), no cats. IF YOUR PUP IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights, RABIES RECORDS, and a crate if you must leave them behind. One dog is permitted per room, no cats, thanks for understanding. Located halfway between The Eastern Slope Inn and Cranmore Mountain, this second floor unit is walking distance to it all!

4.89 out of 5 average rating, 401 reviews
Guest favorite
The modern cabin features a sleek design surrounded by lush greenery. Soft bistro lights create a warm glow, illuminating the outdoor seating area with two Adirondack chairs. The deck can be seen in the background, enhancing the inviting atmosphere of the natural setting.
Cabin in Freeport

Romantic hideaway cabin w/ access to spa - 26

Wake to the treetops dancing, framed by the huge windows above your bed. This particular Haven is located on our most secluded site, overlooking a winding stream, just a short walk to the beautiful cedar Bath House. It features a private deck and a seating area surrounded by string lights that invites you to unwind by the fire. Tucked into a serene, wooded, luxury glamping campground at the edge of the Desert of Maine's iconic dunes, the Haven lets you experience nature in exquisite comfort.

4.96 out of 5 average rating, 125 reviews
Top guest favorite
Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

5.0 out of 5 average rating, 145 reviews
Guest favorite
A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.
Condo in Bartlett

Cozy Condo at Attitash!

Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

4.9 out of 5 average rating, 210 reviews
Guest favorite
Home in Newry

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Welcome to The Farm House- an 1890 farmhouse built for family fun Let’s start with what this house is—and what it isn’t. The Farm House is not a luxury chalet or brand-new home. It’s a quirky, comfortable home with the character & personality that come with being around for more than 130 years. What it does have is a fantastic location just 1 mile from Sunday River, a professionally cleaned and cared-for home, and plenty of ways to keep everyone entertained. Think less fancy, more fun.

4.87 out of 5 average rating, 113 reviews
Guest favorite
Home in Naples

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
Guest favorite
Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

More hiking, more skiing, more shopping, more dining, and more fun – there’s something for everyone in the White Mountains, and The Inn & More is your friendly and reliable home base to do it all. Enjoy the ease and relaxation of this newly renovated New England escape, where classic roadside Americana meets modern convenience and comfort against the beautiful backdrop of the White Mountains and Saco River. Enjoy this renovated 2 bedroom 2 bathroom cabin with fully applianced kitchen.

4.97 out of 5 average rating, 132 reviews
Guest favorite
A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.
Condo in Conway

Cozy Family Retreat with Saco River Access

An ideal setting to enjoy Mt. Washington Valley's many year round outdoor activities or rest, relax and enjoy the peace. This cozy, comfortable condo has everything you and your guests might need to enjoy themselves. An upstairs, end unit with lots of natural light, and front and back decks. The inground pool is open in summer as are the tennis, shuffleboard and basketball courts. The common fields behind the condo are ideal for snowshoeing in the winter or walking in warm weather.

4.91 out of 5 average rating, 149 reviews
Top guest favorite
Condo in Conway

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

Walk out the door and into Cranmore Mountain Adventure Park — Mountain Coaster, zipline, Giant Swing, scenic chairlift rides, hiking trails, and the only lift-served downhill bike park in the Mt. Washington Valley, all steps from the condo. Modern 2BR/2BA sleeps 6 with a king suite + bunk room, both with private baths. Heated outdoor pool + hot tub on-site, North Conway Village 3 minutes away. Built for the kind of family getaway where parents actually relax.

4.93 out of 5 average rating, 128 reviews

Popular amenities for Bridgton rentals with a pool