
Holiday 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.

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. Conveniently located between North Conway & Jackson, Summit Vista offers easy access to top ski resorts, hiking trails, restaurants, and shopping. Blending mountain style with classic comfort, Summit Vista is a nod to the natural beauty & timeless charm of the White Mountains.

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

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.

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.

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.

Remodeled Condo - Ski & Santa’s Village - Pool
Welcoming mountain escape in our Glen, NH condo, just minutes from Attitash, Wildcat, and Cranmore for skiing, with Storyland just a mile away! Unwind in the cozy, spacious living room with plush seating and a fireplace, perfect after a day on the slopes or visiting Santa. Enjoy seasonal mountain views from the kitchen and living room. The modern kitchen, equipped with new appliances and ample supplies, makes home-cooked meals a breeze.
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago

Witts' End- quiet neighborhood in Knights Hill

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Ski Resorts 15 mins, Updated Family Friendly Condo

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Downtown North Conway with private hot tub!

There's No Place Like Home

Bear Brook House
Condo rentals with a pool

Upscale retreat w/ panoramic White Mountain views

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

Cute & cozy Attitash Studio Condo

Across from Storyland & in the Heart of the Mtns

Spectacular Mountain Views at Eagle Ridge

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Trailside Sunday River Condo Fall Line North 202
Other holiday rentals with a pool

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

Epic Views, 9Mi SR, GameRm

Silent Nights 5 Min to Mt Ice Fish & Wood Stove

Indoor Pool, Hot Tub, Storyland

Luxe Eco Studio near Back Cove

3BD Slopeside Fairbank Lodge #313

The Bartlett Bear

Cozy Condo In Gated Community Sleeps 4
Quick stats about holiday rentals with a pool in Bridgton

Total holiday rentals
Explore 30 holiday rentals in Bridgton

Nightly prices starting at
Bridgton holiday rentals start at $205 AUD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Bridgton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Franconia Notch State Park
- East End Beach
- Willard Beach
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Funtown Splashtown USA
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Gunstock Mountain Resort
- Crescent Beach State Park
- Conway Scenic Railroad
- Palace Playland




