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Holiday 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 spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.89 out of 5 average rating, 297 reviews

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Guest favourite
The A-frame cabin features a striking green metal roof and large triangular windows. A spacious deck, supported by wooden beams, provides outdoor seating. Surrounding greenery complements the cabin's rustic charm, while a picnic table is situated in the yard, offering a serene spot for meals.
Home in Harrison
4.89 out of 5 average rating, 332 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
A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.
Apartment in Bartlett
4.99 out of 5 average rating, 120 reviews

Stunning 2BR with Mountain Views | Nordic Village

Come and relax at our NEWLY UPDATED Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has what you need!

Top Guest favourite
A stunning view of the chalet is presented against a backdrop of rolling mountains, bathed in the warm colors of the sunset. Lush greenery and trees surround the property, adding to the natural beauty of the landscape.
Condo in Bartlett
4.97 out of 5 average rating, 100 reviews

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. Conveniently located between North Conway & Jackson, Summit Vista offers easy access to top ski resorts, hiking trails, restaurants, and shopping. Blending mountain style with classic comfort, Summit Vista is a nod to the natural beauty & timeless charm of the White Mountains.

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, 463 reviews

Apt in Victorian Mansion w/ Hot Tub & Parking

Mixing contemporary styling with old-world charm, the Apartment in the nationally 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 pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

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, 144 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

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, 172 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.

Top Guest favourite
A spacious studio layout is visible, featuring a comfortable bed with a decorative white coverlet. In the background, an inviting kitchen area is equipped with modern appliances. A dining table with four chairs is set near the window, and soft lighting creates a warm ambiance.
Condo in Bartlett
4.99 out of 5 average rating, 168 reviews

KimBills’ on the Saco

KimBills' is a newly renovated, cozy, first floor condo located at Attitash Mtn. Village, just minutes from the Saco River. Full kitchen well stocked with necessities, gas fireplace, A/C, Murphy bed and pull-out sofa bed with new, comfortable mattresses. Cable/internet, 55" TV, & board games. Large deck with lighting. Guests enjoy full use of all Attitash Mtn. Village amenities including river access, pools, sauna, hot tubs, tennis & basketball. Close to shopping and area attractions.

Top Guest favourite
A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.
Place to stay in Shapleigh
5 out of 5 average rating, 108 reviews

Romantic New England Historic Schoolhouse c1866

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 and tennis court.

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.

Top Guest favourite
The exterior of a two-story condominium building showcases multiple balconies, surrounded by green trees and a grassy area. A wooden picnic table is positioned on the lawn, accentuated by additional seating arrangements nearby. Clear skies and natural light enhance the inviting outdoor space.
Condo in Jackson
4.98 out of 5 average rating, 152 reviews

2 bedroom condo, mountain views, pools and jacuzzi

Nordic Village traditional spiral up 2 bedroom, 2 bath condominium with Mountain View’s in the Mount Washington Valley location close to skiing, golf, Storyland/Living Shores, hiking, snow shoeing, cross country skiing and more ... Beautiful stone faced gas log fireplace for heat and ambience, granite counters, jacuzzi, furnished with stylish decor. Perfect for children and couples with indoor and outdoor (heated) pools (free). spa, steam room, pond, tennis court, and a playground.

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.

Popular amenities for Bridgton rentals with a pool

Quick stats about holiday rentals with a pool in Bridgton

  • Total holiday rentals

    Explore 30 holiday rentals in Bridgton

  • Nightly prices starting at

    Bridgton holiday rentals start at $121 NZD per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bridgton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bridgton rentals

  • 4.8 Average rating

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

Destinations to explore

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