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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.
Flat in Bartlett
4.89 out of 5 average rating, 300 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
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, 347 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 private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.
Home in North Deering
4.96 out of 5 average rating, 156 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew 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, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Top guest favourite
Apartment in Bartlett
4.96 out of 5 average rating, 110 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. 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.

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.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 122 reviews

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.

Top guest favourite
A scenic view from the balcony reveals rolling hills and lush landscapes, highlighted by vibrant autumn foliage. A wooden table with two chairs sits on the balcony, overlooking a grassy expanse with benches and a charcoal grill in the distance.
Apartment in Bartlett
4.93 out of 5 average rating, 251 reviews

Bartlett Condo; Great Views, Resort Access

Located at one of Mount Washington Valley's Premier family resorts, this 1 BR condo is the perfect destination for a family weekend or romantic getaway. Enjoy all that MWV has to offer and then return home to a cozy space to relax and unwind. Access to resort amenities is available including pools, rec room, trails and more. Minutes from Storyland and Jackson Village. Just a short drive to numerous downhill and x-country skiing venues as well as tax free shopping and dining in North Conway.

Guest favourite
The exterior of the chalet features a combination of wooden shingles and contemporary siding. A spacious balcony with a decorative railing extends from the main level, flanked by large windows that allow for ample natural light. Lush greenery surrounds the property.
Chalet in Glen
4.84 out of 5 average rating, 240 reviews

Swiss-Style w/Jacuzzi, Deck, Pool & Spa access

Charming White Mountains Chalet with private jacuzzi Additional amenities shared with Nordic Village located just across the street including and indoor/outdoor pool, sauna,jacuzzi, gym, tennis courts, small pond with boats in summer/ ice skating in winter and children’s petting zoo. An open concept living area w/ modern kitchen fully stocked with all the necessities Located in a very quiet community Breathtaking views of the mountains. Perfect Location for a White Mountains getaway!

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.
Flat in Bartlett
4.79 out of 5 average rating, 168 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

Guest favourite
Cabin in Bartlett
4.94 out of 5 average rating, 100 reviews

The White Mountains Signature Chalet

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.

Top guest favourite
Apartment in Bartlett
4.96 out of 5 average rating, 147 reviews

Mtn Views|Pools & Hot Tubs| Adventure Awaits

Enjoy the truly amazing White Mountain views from our newly renovated condo minutes from skiing, hiking, shopping, restaurants, Storyland and all the tourist attractions at the nearby North Conway & Jackson. Has a kitchen, washer, dryer, fireplace, A/C, Smart TV, WIFI & internet. Comfy King bed plus a Queen sleeper-sofa in LR. Nordic Village resort offers tennis, swimming, pond, gym, game room, indoor/outdoor pools, sauna, and Jacuzzis, all of which are INCLUDED with your stay!

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 40 holiday rentals in Bridgton

  • Nightly prices starting at

    Bridgton holiday rentals start at € 103 per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Bridgton holiday 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!

Destinations to explore

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