
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 G$35,515 GYD 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.

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.
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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)!
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"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
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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.
LocationFamilyWalkability

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.
ValueFamilyAccuracy

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.
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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.
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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.
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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!
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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.
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Cozy Mountain Getaway For All Seasons
Cozy mountain getaway in the White Mountains, right on a golf course and walking distance to Story Land and Living Shores Aquarium. Just a 30-min drive to Santa’s Village and close to 5 ski resorts, hiking trails, Diana’s Baths, Echo Lake, outlets, and great dining. New heated on-site pool, golf, and kids’ playground for family fun. A small amenities fee applies for pool and golf use. Unpack, relax, and feel right at home! WIFI speed updated to 1 GBPS.
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Charming Chalet 3 min to SKIING & PVT beach access
Charming chalet with 4 bedrooms and a loft that makes it accommodating for large groups to visit! There's a full kitchen to whip up something nice & warm after a cold day on the mountain or grill up something delicious outside after a hot day at the beach!! You will find that this quaint retreat is perfect for families, couples and groups alike and has a little something to offer for all of the seasons!
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Popular amenities for Bridgton rentals with a pool
House rentals with a pool

ML home w beach, great views, hot tub, Pool/gym!
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Fall Mountain Retreat, near Storyland & Downtown!
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Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
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River Access|Gas stove|Min to N. Conway, Attitash
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the lake house
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Top Notch Inn | Mt. Moriah Cottage
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The Mountain House
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Bear Brook House
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Condo rentals with a pool

Perfect home base for autumn adventures!
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Great Condo near Gunstock, Lake Access & Concerts
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Elevate Your Adventure: Book Slope side Now!
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NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
ValueFamilyTV

Mtn Views|Pools & Hot Tubs| Adventure Awaits
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Cozy Condo at Attitash!
LocationFamilyLaundry

Spectacular Mountain Views, at Eagle Ridge !
LocationValueQuiet

Remodeled Condo - Storyland & Santa’s Village
LocationFamilyPool
Other vacation rentals with a pool

Luxury Retreat In Back Cove | 10 Min to Downtown
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Historic Schoolhouse c1866 + Pool + Lake + Hot tub
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Beach | Pool | High-end kitchen | Bunkbeds| AC
LocationFamilyComfort

Pristine Log Cabin w/Lake Access NO Cleaning Fees!
LocationFamilyCleanliness

The Lodge at Hidden Pines
LocationFamilyAir conditioning

POOL+Hot tub+6Private Acres+15 min to Sunday River
LocationFamilyGrill

NEW Marty's Magic Haus Ski
ValueFamilyCheck-in

Fall into Luxury, Free Heated Pool until oct 1st
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- Rentals with pools Cumberland County
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- Sebago Lake
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- East End Beach
- Cranmore Mountain Resort
- Hills Beach
- Sunday River Resort
- Fortunes Rocks Beach
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Diana's Baths
- Crawford Notch State Park
- Waterville Valley Resort





