
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 €147 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.
4.9 out of 5 average rating, 364 reviews
A-frame w/ towering 18ft glass wall & deck - 15
The Escape is a gorgeous A-frame cabin that features an 18' wall of glass overlooking beautiful woods. It is set among the tranquil northern pines of the recently renovated campground on the edge of the famous dunes of the Desert of Maine. The cabin has everything you need to enjoy a luxurious, relaxing outdoor experience. It is just a short walk away from the Unwind Nordic Spa which includes a sauna, hot tub, plunge pool, cold plunge, and more. Disconnect from the world at this beautiful A-fram
4.95 out of 5 average rating, 116 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
4.97 out of 5 average rating, 174 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.
4.97 out of 5 average rating, 124 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.
4.89 out of 5 average rating, 180 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 Village, 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.
4.88 out of 5 average rating, 322 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.
4.94 out of 5 average rating, 122 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.
4.91 out of 5 average rating, 149 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!
4.99 out of 5 average rating, 163 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.
4.93 out of 5 average rating, 126 reviews
Family Lodge | Jacuzzi, Resort Pools, Story Land
"Perfect location for my family... you can't go wrong with this little gem." That's what guests say about River Ellis Chalet, our Swiss-style lodge in Glen, 8 miles from North Conway. Mornings on the back deck with the BBQ going. Evenings in the 86-gallon whirlpool jacuzzi after a day at Storyland. Sleeps seven across a downstairs bedroom and an open loft above. 1.1 miles to Storyland, walk to Nordic Village pools, game room, sauna, and koi pond.
4.84 out of 5 average rating, 264 reviews
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!
4.87 out of 5 average rating, 129 reviewsPopular amenities for Bridgton rentals with a pool
House rentals with a pool

Fall Mountain Retreat, near Storyland & Downtown!
4.92 out of 5 average rating, 101 reviews
River Access|Gas stove|Min to N. Conway, Attitash
4.98 out of 5 average rating, 132 reviews
the lake house
4.94 out of 5 average rating, 236 reviews
Bear Brook House
4.87 out of 5 average rating, 121 reviews
Top Notch Inn | Mt. Moriah Cottage
4.88 out of 5 average rating, 102 reviews
Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
4.96 out of 5 average rating, 110 reviews
Downtown North Conway private pool-hot tub!
4.89 out of 5 average rating, 121 reviews
Fall Foliage, River, Mtn. Views, Golf, Storyland
4.99 out of 5 average rating, 134 reviewsCondo rentals with a pool

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
4.95 out of 5 average rating, 142 reviews
Cozy Condo at Attitash!
4.91 out of 5 average rating, 207 reviews
Elevate Your Adventure: Book Slope side Now!
4.83 out of 5 average rating, 119 reviews
Remodeled Condo - Storyland & Santa’s Village
4.99 out of 5 average rating, 132 reviews
Great Condo near Gunstock, Lake Access & Concerts
4.91 out of 5 average rating, 286 reviews
3BR, 2BA condo in No. Conway, Close to everything!
4.98 out of 5 average rating, 198 reviews
Peaceful Condo Near Storyland & Attitash Skiing
4.83 out of 5 average rating, 345 reviews
KimBills’ on the Saco
4.99 out of 5 average rating, 184 reviewsOther vacation rentals with a pool

Spacious Vaca! N-Conway, Storyland, Hiking, Saco
4.79 out of 5 average rating, 137 reviews
Centrally located, Spacious: Ski, Hike, Swim, Bike
4.91 out of 5 average rating, 184 reviews
Luxury Retreat In Back Cove | 10 Min to Downtown
5.0 out of 5 average rating, 113 reviews
Pristine Log Cabin w/Lake Access NO Cleaning Fees!
4.93 out of 5 average rating, 85 reviews
3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna
4.93 out of 5 average rating, 67 reviews
Beach | Pool | High-end kitchen | Bunkbeds| AC
4.98 out of 5 average rating, 63 reviews
The Lodge at Hidden Pines
4.97 out of 5 average rating, 59 reviews
Treehouse Farm - Sebago
4.95 out of 5 average rating, 44 reviewsDestinations to explore
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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
- Sunday River Resort
- East End Beach
- Cranmore Mountain Resort
- Hills Beach
- 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
- Attitash Mountain Resort
- Diana's Baths
- Echo Lake State Park





