
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.

Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historical 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)
4.88 out of 5 average rating, 119 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, 179 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, 127 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
NoCo Village King/Jacuzzi
Welcome to Village Place at the Eastern Slope Inn! Must be 21 to check-in, $40 authorization taken at check-in (not an actual charge), no cats. IF YOUR PUP IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights, RABIES RECORDS, and a crate if you must leave them behind. One dog is permitted per room, no cats, thanks for understanding. Located halfway between The Eastern Slope Inn and Cranmore Mountain, this second floor unit is walking distance to it all!
4.89 out of 5 average rating, 401 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.
5.0 out of 5 average rating, 144 reviews
Cozy Condo at Attitash!
Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!
4.9 out of 5 average rating, 210 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
Welcome to The Farm House- an 1890 farmhouse built for family fun Let’s start with what this house is—and what it isn’t. The Farm House is not a luxury chalet or brand-new home. It’s a quirky, comfortable home with the character & personality that come with being around for more than 130 years. What it does have is a fantastic location just 1 mile from Sunday River, a professionally cleaned and cared-for home, and plenty of ways to keep everyone entertained. Think less fancy, more fun.
4.87 out of 5 average rating, 113 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.98 out of 5 average rating, 200 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, 168 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 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
Boo Bear Cabin, a Cozy Fall Mountain Retreat
4.93 out of 5 average rating, 107 reviews
the lake house
4.95 out of 5 average rating, 237 reviews
Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
4.96 out of 5 average rating, 112 reviews
Downtown North Conway w private hot tub!
4.89 out of 5 average rating, 122 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, 122 reviews
Cozy home, walk to beach and pool 3 min from mtn!
4.81 out of 5 average rating, 27 reviewsCondo rentals with a pool

•Spectacular Views•Modern•Spacious•Pools (in/out)
4.94 out of 5 average rating, 156 reviews
Elevate Your Adventure: Book Slope side Now!
4.84 out of 5 average rating, 122 reviews
Spectacular Mountain Views, at Eagle Ridge !
5.0 out of 5 average rating, 112 reviews
Fall nights are booking fast! Cozy fireplace!
4.98 out of 5 average rating, 155 reviews
NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
4.95 out of 5 average rating, 146 reviews
Cozy Mountain Getaway For All Seasons
4.82 out of 5 average rating, 259 reviews
Cozy Fireplaced Mountain King Suite w/Hot Tubs & P
4.88 out of 5 average rating, 256 reviews
Spacious Condo-Attitash Ski-Storyland-Saco & More!
4.88 out of 5 average rating, 179 reviewsOther vacation rentals with a pool

Saco River Private Chalet: 2BR/2BA
4.97 out of 5 average rating, 132 reviews
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
Ellis Riverfront Glamping Pod
4.82 out of 5 average rating, 50 reviews
The Lodge at Hidden Pines
4.97 out of 5 average rating, 59 reviews
Pleasant River Glamping Dome 2 | King bed
5.0 out of 5 average rating, 3 reviews
Mountain Condo minutes from North Conway
4.93 out of 5 average rating, 80 reviews
Unique Church Stay • Sebago Lake • Pool • Fire Pit
4.95 out of 5 average rating, 74 reviewsDestinations to explore
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- Sebago Lake
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Sunday River Resort
- Mount Washington Cog Railway
- Santa's Village
- Cranmore Mountain Resort
- Hills Beach
- Fortunes Rocks Beach
- East End Beach
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Omni Mount Washington Resort
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park
- Crawford Notch State Park
- Echo Lake State Park





