Vacation rentals with a pool in Bridgton

Find and book unique homes with a pool on Airbnb

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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Guest favourite
A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.
Home in Harrison
4.89 out of 5 average rating, 340 reviews

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.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 114 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Top guest favourite
A living room displays a gray tufted sofa adorned with decorative pillows and a green accent pillow. A round wooden tray holds two white candles on a leather ottoman. Two elegant lamps provide soft lighting, complemented by large windows draped with sheer curtains.
Apartment in Rosemont
4.97 out of 5 average rating, 475 reviews

Apt in Victorian Mansion w/ Hot Tub & Parking

Mixing contemporary styling with old-world charm, the Apartment in the Registered Chapman House offers a relaxing private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by the fire pit, our half-acre yard offers a tranquil experience. The apartment has a chef's kitchen, dining, and living room with gas fp. NB., use of the living room bed may incur a charge. Please ask There is a L2 EV charging outlet. #allarewelcome

Top guest favourite
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
4.89 out of 5 average rating, 174 reviews

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.

Superhost
Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.
Apartment in Bartlett
4.82 out of 5 average rating, 159 reviews

Nordic Village Resort | Highland Top Floor Room

The top floor is a private primary suite with cathedral ceilings, offering a quiet retreat. Enjoy a king bed, fireplace, TV, and A/C, plus a private balcony with scenic mountain views. The bath features a 2-person jetted tub and separate shower. A convenient dry bar includes a mini fridge, microwave, and Keurig. Accessed by two flights of stairs. Located in Narvik or Oslo. 🛏️ King bed 🛁 Jetted tub & shower 🔥 Fireplace ❄️ A/C 🍷 Dry bar & Keurig 🚪 Private balcony 🪜 Stairs required

Top guest favourite
A dining area featuring a wooden table surrounded by six chairs is illuminated by a chandelier. Adjacent is a cozy living area with a dark sofa facing a television, complemented by a large window allowing natural light to fill the space.
Apartment in Bartlett
5 out of 5 average rating, 101 reviews

2 Bedroom Condo, Pool, Jacuzzi in mountains !

Experience recreational opportunities galore in the heart of the White Mountains! This two bedroom condo at the ever-popular Seasons at Attitash is close to the main clubhouse, tennis & basketball courts, wiffle ball field, playground, and the pond with fire pits. The club house offers an indoor pool, spacious hot tub, sauna, exercise room and game rooms. Located just a stone's throw from Attitash and Storyland, it's also near downtown North Conway, Mt. Washington, and Santa's Village.

Guest favourite
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
4.92 out of 5 average rating, 136 reviews

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.

Guest favourite
The living room features a comfortable gray sofa, complemented by vibrant throw pillows. Natural light floods in through the large windows, offering views of the outdoors. A coffee table rests on a colorful rug, while a modern light fixture illuminates the space.
Apartment in Berlin
4.84 out of 5 average rating, 204 reviews

Spacious White Mountain renovated 2 bedroom, Apt 3

Welcome to our spacious, renovated 2 bed residence with sofa beds sleeping six. This sunny unit features a full kitchen, full bath, dining rm, living rm. and porch with dramatic mountain views. Amenities include 3 LED smart TVs, high speed WIFI, laundry and parking. We are located in the majestic White Mountains, an acclaimed 4 seasons recreational area offering: hiking, kayaking, ATV, skiing/snowboarding, cross country skiing, and snowmobiling. ATV & Snowmobile from our door.

Guest favourite
A cozy studio space features a spacious bed layered with a decorative throw and multiple pillows. A small table with two chairs is positioned nearby, against a backdrop of a stylish wall-mounted art piece. Cabinets and a mini fridge are visible in the corner.
Condo in Bartlett
4.86 out of 5 average rating, 120 reviews

AttitashResort! 1-flr, studio, secure check-in

Location, Amenities, Convenience, All the things you're looking for in a perfect vacation get away! Enjoy every season at this well located mountain resort. Walk to all the Attitash Resort Activities like hiking, skiing, pools, hot-tubs and more all from this fully furnished condo studio that sleeps 2 adults (maybe more) at the base of some of the best skiing in the east! Stay on the grounds or travel in any direction to create memories, relax, experience your best life.

Guest favourite
A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.
Guest suite in Standish
4.92 out of 5 average rating, 116 reviews

Steep Falls Escape, river & falls just steps away

Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

Guest favourite
The exterior of the condo features a mix of muted green siding and gable roofs, set against a backdrop of vibrant autumn foliage. Native shrubs and rocks are visible in the landscaped area, enhancing the natural surroundings.
Condo in Bartlett
4.83 out of 5 average rating, 314 reviews

Peaceful Condo Near Storyland & Attitash Skiing

Comfortable and cozy two-bedroom, two-bath condo ready to fulfill your vacation needs. Located in a quiet spot close to the Clubhouse at The Seasons at Attitash, this condo offers seclusion while being located conveniently close to the shopping, dining and other fun activities found in N. Conway. Several Washington Valley Ski areas (Attitisash is only a 5-minute drive!), Santa’s Village, hiking, and beautiful scenic views can all be found within a short drive.

Top guest favourite
A stone fireplace serves as the focal point, featuring a glowing fire surrounded by decorative items. A comfortable sofa is positioned nearby, and a television sits on a wooden stand. Soft lighting is provided by a lamp and candles on the mantel.
Condo in Bartlett
4.92 out of 5 average rating, 116 reviews

Spacious Linderhof Condo Across from Storyland!

Spacious Linderhof Condo right across the street from Storyland! Great location! Right across from Storyland and close to 5 major ski areas. Spacious oversized 1 bedroom (863 sq. ft.) country club location. Golf, swimming, tennis, clubhouse on premises. Take a dip in the pool and have a bite to eat in the clubhouse (sandwiches, snacks, cocktails). Sofa pulls out for two more people . Pool is $55 week, $35 3 days, $20 1.

Popular amenities for Bridgton rentals with a pool

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 $191 CAD per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Bridgton vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bridgton rentals

  • 4.8 Average rating

    Bridgton stays are highly rated by guests—averaging 4.8 out of 5!

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