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 €146 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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Guest favorite
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
4.9 out of 5 average rating, 363 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.

Guest favorite
The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.
Home in Falmouth
4.88 out of 5 average rating, 116 reviews

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)!

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
4.97 out of 5 average rating, 174 reviews

"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

Top guest favorite
Condo in Bartlett
4.97 out of 5 average rating, 124 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.

Superhost
The exterior of the townhouse features a wooden facade with large windows that allow ample natural light. A welcoming entrance is marked by a front door and the number '13.' An American flag and seasonal decorations add to the inviting appearance.
Townhouse in Bartlett
4.91 out of 5 average rating, 184 reviews

Centrally located, Spacious: Ski, Hike, Swim, Bike

If you enjoy skiing, hiking, zip-lining, golfing, mountain biking, kayaking, tubing, scenic train rides, rivers and gorgeous mountain views, you will love staying at our updated two-level townhouse that sleeps 8. Two bedrooms with king beds, 2 sofa beds, 2.5 baths, 4 smart TVs, deck with seating and a fully stocked kitchen with dishwasher. Just minutes from Storyland, Living Shores Aquarium, Atittash, Cranmore, Saco River, trails, breweries, outlets, North Conway village and restaurants.

Top guest favorite
The living area features a neutral color palette with a comfortable sectional sofa and a small dining table. A flat-screen TV is positioned adjacent to a gas fireplace, enhancing the space's coziness. Light spills in through the sliding glass doors, revealing a wooden deck and seasonal outdoor scenery.
Townhouse in Conway
4.96 out of 5 average rating, 217 reviews

Trail side townhome

Trail side townhouse in the mountains Bright, airy, three story townhouse with views of the Moat Mountains. Ten minute drive to the Village; then come home to the peace and quiet of this end unit at the edge of the White Mountain National Forest. Top floor master with king bed, en suite bath, and mountain views. Basement bedrooms and bath offer privacy when vacationing with two families. Fully equipped kitchen. A/C. Enjoy the pool and tennis, or xc ski, bike, or hike right out the back door.

Top 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
4.89 out of 5 average rating, 180 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 favorite
Home in Intervale
4.92 out of 5 average rating, 100 reviews

Fall Mountain Retreat, near Storyland & Downtown!

Escape to a cozy bear and cabin themed mountain retreat minutes from Cranmore Mountain. Perfect for skiing and weekend getaways in the White Mountains. Outfitted with natural wood, enjoy all the amenities of a condo with a cabin look. Warm up by the electric fireplace or unwind on the private balcony with your morning coffee as you soak in the views. Close to ski trails shops and attractions, this mountain getaway promises an unforgettable escape for nature lovers and adventurers alike

Top guest favorite
Cabin in Bartlett
4.94 out of 5 average rating, 120 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 favorite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland
5.0 out of 5 average rating, 112 reviews

Luxury Retreat In Back Cove | 10 Min to Downtown

Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Top guest favorite
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, 161 reviews

Stunning 2BR with Mountain Views | Nordic Village

Come and relax at our 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!

Superhost
Condo in Conway
4.93 out of 5 average rating, 125 reviews

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.

Popular amenities for Bridgton rentals with a pool