
Vacation rentals with a pool in Bridgton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bridgton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, 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.

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.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Apt in Victorian Mansion w/ Hot Tub & Parking
Mixing contemporary styling with old-world charm, the Apartment in the Registered Chapman House offers a relaxing private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by the fire pit, our half-acre yard offers a tranquil experience. The apartment has a chef's kitchen, dining, and living room with gas fp. NB., use of the living room bed may incur a charge. Please ask There is a L2 EV charging outlet. #allarewelcome

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 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!

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.

Spacious White Mountain renovated 2 bedroom, Apt 3
Welcome to our spacious, renovated 2 bed residence with sofa beds sleeping six. This sunny unit features a full kitchen, full bath, dining rm, living rm. and porch with dramatic mountain views. Amenities include 3 LED smart TVs, high speed WIFI, laundry and parking. We are located in the majestic White Mountains, an acclaimed 4 seasons recreational area offering: hiking, kayaking, ATV, skiing/snowboarding, cross country skiing, and snowmobiling. ATV & Snowmobile from our door.

2 bedroom condo, mountain views, pools and jacuzzi
Nordic Village traditional spiral up 2 bedroom, 2 bath condominium with Mountain View’s in the Mount Washington Valley location close to skiing, golf, Storyland/Living Shores, hiking, snow shoeing, cross country skiing and more ... Beautiful stone faced gas log fireplace for heat and ambience, granite counters, jacuzzi, furnished with stylish decor. Perfect for children and couples with indoor and outdoor (heated) pools (free). spa, steam room, pond, tennis court, and a playground.

AttitashResort! 1-flr, studio, secure check-in
Location, Amenities, Convenience, All the things you're looking for in a perfect vacation get away! Enjoy every season at this well located mountain resort. Walk to all the Attitash Resort Activities like hiking, skiing, pools, hot-tubs and more all from this fully furnished condo studio that sleeps 2 adults (maybe more) at the base of some of the best skiing in the east! Stay on the grounds or travel in any direction to create memories, relax, experience your best life.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

Peaceful Condo Near Storyland & Attitash Skiing
Comfortable and cozy two-bedroom, two-bath condo ready to fulfill your vacation needs. Located in a quiet spot close to the Clubhouse at The Seasons at Attitash, this condo offers seclusion while being located conveniently close to the shopping, dining and other fun activities found in N. Conway. Several Washington Valley Ski areas (Attitisash is only a 5-minute drive!), Santa’s Village, hiking, and beautiful scenic views can all be found within a short drive.
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

Witts' End- quiet neighborhood in Knights Hill

Silent Nights 5 Min to Mt Ice Fish & Wood Stove

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Ski Resorts 15 mins, Updated Family Friendly Condo

Walk to Downtown NoCo w Private pool and hot tub!

There's No Place Like Home

Bear Brook House

River Access|Gas stove|Min to N. Conway, Attitash
Condo rentals with a pool

White Mountains Hiking Dogs Storyland Family

Attitash Studio | 5min to Storyland| Pools

Don’t miss out, book your ski trip now!

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

KimBills’ on the Saco

Ski in/Ski out Sunday River Condo Brookside 2b215

•Spectacular Views•Modern•Spacious•Pools (in/out)

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P
Other vacation rentals with a pool

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

Epic Views, 9Mi SR, GameRm

White Mountains Escape

The Lodge at Hidden Pines

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

Peaceful Pines Saco River Getaway

Indoor Pool, Hot Tub, Storyland

The Bartlett Bear
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 $191 CAD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Bridgton vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bridgton rentals

4.8 Average rating
Bridgton stays are highly rated by guests—averaging 4.8 out of 5!
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- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Scarborough Beach
- Weirs Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Willard Beach
- Omni Mount Washington Resort
- East End Beach
- Gunstock Mountain Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Waterville Valley Resort
- Funtown Splashtown USA
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Palace Playland
- Pleasant Mountain Ski Area




