
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.

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.

"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

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.

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
Local Happenings! Monthly/seasonal rates available! Enjoy live music, family events at Settlers Green, Living Shores Aquarium, and seasonal fun in North Conway, Conway, Jackson, and Glen. Escape to our inviting Nordic Village condo, an ideal retreat for families or friends. This two-bedroom, two-bathroom, two-story getaway offers character and comfort, with a spiral staircase, a cozy fireplace, and a private deck showcasing stunning White Mountain views. Monthly and Seasonal Rates Available!

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.

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.

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.

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.

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.

An Amazing Mountain Getaway!
Come and relax at our Nordic Village vacation condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck! Nordic Village amenities include pools, hot tubs, a sauna and more when you're not skiing 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 it all!

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!

Perfect home base for autumn adventures!
Freshly renovated & centrally located in Bartlett, close to all the attractions of the White Mountains! Just 5 minutes to North Conway, fantastic dining, skiing, hiking, North Conway Scenic Railroad and Storyland. This temperature controlled home is ideal for your year round adventures. Come home to relax in our cozy and comfortable space after an awesome day of exploring.
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

River Access|Gas stove|Min to N. Conway, Attitash

Cozy Bear Mountain Retreat by Storyland & Cranmore

The Mountain House

the lake house

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Bear Brook House

Top Notch Inn | Mt. Moriah Cottage

Downtown North Conway private pool-hot tub!
Condo rentals with a pool

Remodeled Condo - Storyland & Santa’s Village

Attitash Mt. Escape - Pool+Hot Tub, Near N Conway

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Cozy, clean, 2nd floor condo in Conway, NH!

Cozy Condo at Attitash!

KimBills’ on the Saco

Peaceful Condo Near Storyland & Attitash Skiing

Cozy Mountain Getaway For All Seasons
Other vacation rentals with a pool

Luxury Retreat In Back Cove | 10 Min to Downtown

The White Mountains Signature Chalet

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna

Beach | Pool | High-end kitchen | Bunkbeds| AC

The Lodge at Hidden Pines

Fall into Luxury, Free Heated Pool until oct 1st

Treehouse Farm - Sebago
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- York County Vacation rentals
- House rentals Bridgton
- Rentals with lake access Bridgton
- Rentals with beach access Bridgton
- Rentals with a kayak Bridgton
- Rentals with a sauna Bridgton
- Rentals with breakfast Bridgton
- Ski-in/ski-out rentals Bridgton
- Waterfront rentals Bridgton
- Family-friendly rentals Bridgton
- Pet-friendly rentals Bridgton
- Rentals with a hot tub Bridgton
- Cottage rentals Bridgton
- Beachfront rentals Bridgton
- Cabin rentals Bridgton
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- 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





