
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.

Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our NEWLY UPDATED 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!

Private Riverfront Lux A frame EPIC Views. Pond
Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. 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. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Apt in Victorian Mansion w/ Hot Tub, Pool, Parking
Mixing contemporary styling with old-world charm, the Apartment in the nationally 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 pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have 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!

KimBills’ on the Saco
KimBills' is a newly renovated, cozy, first floor condo located at Attitash Mtn. Village, just minutes from the Saco River. Full kitchen well stocked with necessities, gas fireplace, A/C, Murphy bed and pull-out sofa bed with new, comfortable mattresses. Cable/internet, 55" TV, & board games. Large deck with lighting. Guests enjoy full use of all Attitash Mtn. Village amenities including river access, pools, sauna, hot tubs, tennis & basketball. Close to shopping and area attractions.

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.

Nordic Village |Mtn Views| Fall Adventure Awaits
Enjoy the truly amazing White Mountain views from our newly renovated condo minutes from skiing, hiking, shopping, restaurants, Storyland and all the tourist attractions at the nearby North Conway & Jackson. Has a kitchen, washer, dryer, fireplace, A/C, Smart TV, WIFI & internet. Comfy King bed plus a Queen sleeper-sofa in LR. Nordic Village resort offers tennis, swimming, pond, gym, game room, indoor/outdoor pools, sauna, and Jacuzzis, all of which are INCLUDED with your stay!

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.

Sunny West End Guest Suite w/Harbor Views and Pool
Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. The space features a garden oasis and seasonal, heated saltwater pool—just a short walk from the Old Port and Arts District. The suite is attached to our home but fully private, with its own entrance. (Portland City Permit: 20185360-ST) Note: Guests agree to indemnify and hold the property owners harmless from any liability for injury or property damage.

Lake or Ski Condo, close to Gunstock and the Lake
Location and Amenities! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage and the back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot.
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

Cozy Hideaway at Waterville Estates!

Cozy Knights Hill Home

The Lodge at Hidden Pines

Peaceful Retreat

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Unique Church Firepit Hammock Stock Tank Pool

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

Stunning Views-Pool- Sauna-2 Miles to Sunday River
Condo rentals with a pool

Cozy 2BR Across from Storyland! Near Attitash

Remodeled Condo - 1 mile to Storyland - Pool

Don’t miss out, book for Fall NOW!

Across from Storyland & in the Heart of the Mtns

Million $ View of Lake Winni Flexible check in/out

Bartlett N. Conway, NH condo ski near Storyland

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

Remodeled 2BR- One of the best at Nordic Village!
Other vacation rentals with a pool

Treehouse Farm - Sebago

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

6 miles from Sunday River with heated outdoor pool

Spacious Vacation* Santa’s Village*Leaf Peepin!

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

3 Bears Glen, Across from Story Land, near skiing

7mi to Sunday River, Heated SwimSpa, Sauna & Games

Romantic New England Historic Schoolhouse c1866
Quick stats about vacation rentals with a pool in Bridgton
Total rentals
30 properties
Nightly prices starting at
G$14,639 GYD before taxes and fees
Total number of reviews
980 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Owl's Nest Resort
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Dunegrass Golf Club
- East End Beach
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Willard Beach
- Cannon Mountain Ski Resort
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- White Lake State Park