
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 €148 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, 365 reviews
Family Ready Home Close to Town Trails and Outlets
This gorgeous townhouse that is just steps away from North Conway, walk to the Muddy Moose for dinner and drinks. Every smart device you can think of has been thought of, less than 5 minutes to Cranmore, the outlets for shopping, 15 minutes to Attitash, tons of trails for hiking, mountain biking, cross country skiing, snowshoeing. Three full bathrooms, three queen beds, 2 single beds. WIFI, cable, 70 inch TV set up for gaming, foosball table, three levels of space so everyone can spread out.
4.95 out of 5 average rating, 237 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
4.96 out of 5 average rating, 178 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, 126 reviews
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!
4.95 out of 5 average rating, 145 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.
4.9 out of 5 average rating, 181 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, 323 reviews
Cozy, clean, 2nd floor condo in Conway, NH!
The condo is a quiet family space in a great location: we are located 10 minutes to the Settlers Green outlets/ shopping, close to skiing, hiking , Saco River, Conway Lake and much more. Easy access to all the amenities Conway has to offer. Two portable AC units were installed in living room and dining room only . You will receive the code for the lock box on the front door in the morning of your arrival. ***Quiet time is heavily enforced 10:00pm - 8:00am***
4.96 out of 5 average rating, 134 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, 128 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.
4.85 out of 5 average rating, 266 reviews
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!
4.94 out of 5 average rating, 341 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, 130 reviewsPopular amenities for Bridgton rentals with a pool
House rentals with a pool

River Access|Gas stove|Min to N. Conway, Attitash
4.98 out of 5 average rating, 134 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
4.87 out of 5 average rating, 113 reviews
Boo Bear Cabin, a Cozy Fall Mountain Retreat
4.92 out of 5 average rating, 106 reviews
Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
4.96 out of 5 average rating, 112 reviews
the lake house
4.95 out of 5 average rating, 237 reviews
Top Notch Inn | Mt. Moriah Cottage
4.88 out of 5 average rating, 103 reviews
Bear Brook House
4.87 out of 5 average rating, 121 reviews
Downtown North Conway w private hot tub!
4.89 out of 5 average rating, 122 reviewsCondo rentals with a pool

Spectacular Mountain Views, at Eagle Ridge !
5.0 out of 5 average rating, 112 reviews
Attitash Mt. Escape - Pool+Hot Tub, Near N Conway
4.93 out of 5 average rating, 182 reviews
Spacious Condo-Attitash Ski-Storyland-Saco & More!
4.88 out of 5 average rating, 179 reviews
Cozy Condo at Attitash!
4.91 out of 5 average rating, 209 reviews
Cozy Fireplaced Mountain King Suite w/Hot Tubs & P
4.88 out of 5 average rating, 255 reviews
Cozy Family Retreat with Saco River Access
4.91 out of 5 average rating, 149 reviews
Cozy Mountain Getaway For All Seasons
4.82 out of 5 average rating, 258 reviews
Peaceful Condo Near Storyland & Attitash Skiing
4.83 out of 5 average rating, 347 reviewsOther vacation rentals with a pool

Beach | Pool | High-end kitchen | Bunkbeds| AC
4.98 out of 5 average rating, 63 reviews
Pristine Log Cabin w/Lake Access NO Cleaning Fees!
4.93 out of 5 average rating, 87 reviews
Silent Nights | Family Lake Retreat with Pool
5.0 out of 5 average rating, 35 reviews
The Lodge at Hidden Pines
4.97 out of 5 average rating, 59 reviews
POOL+Hot tub+6Private Acres+15 min to Sunday River
4.95 out of 5 average rating, 97 reviews
Ellis Riverfront Glamping Pod
4.81 out of 5 average rating, 48 reviews
NEW Marty's Magic Haus Ski
4.95 out of 5 average rating, 66 reviews
Gray Woodland Escape | Golf, Pool & Cinema
5.0 out of 5 average rating, 9 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
- Cranmore Mountain Resort
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- East End Beach
- Fortunes Rocks Beach
- Franconia Notch State Park
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