
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 40 vacation rentals in Bridgton

Nightly prices starting at
Bridgton vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
40 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
40 of Bridgton vacation rentals include wi-fi 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!
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.

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!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew 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, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

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.

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Contemporary styling with old-world charm, the Apartment in the Leonard Bond Chapman House offers a relaxing stay only 10 min to downtown. Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by one of our fire pits, our half-acre yard offers a tranquil stay. The apartment boasts a newly renovated bathroom, radiant heated floors in both kitchen & bath, and a chef's kitchen. This grand apartment won't disappoint. L2 EV charging outlet on site #allarewelcome

Spectacular Mountain Views, at Eagle Ridge !
Eagle 🦅 Ridge North Conway/ Intervale NH . You have the entire condo to share with family/ friends. Mountain Adventures with get togethers right here. Hiking Trails Frogs pond Swimming Tennis Kite flying & more. Trails End “Ice Cream” Rated best ski town in NH. Easy access to Mt. Washington and the Valley. Mt. Cranmore Wildcat Attitash Brenttwoods King Pines Story land Scenic Railroad Saco River canoeing/tubing Fishing StoryLand Saco River canoeing/tubing Tax free shopping

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!

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.

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.

Saco River Private Chalet: 2BR/2BA
More hiking, more skiing, more shopping, more dining, and more fun – there’s something for everyone in the White Mountains, and The Inn & More is your friendly and reliable home base to do it all. Enjoy the ease and relaxation of this newly renovated New England escape, where classic roadside Americana meets modern convenience and comfort against the beautiful backdrop of the White Mountains and Saco River. Enjoy this renovated 2 bedroom 2 bathroom cabin with fully applianced kitchen.

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.

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***
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

Silent Nights | Family Lake Retreat with Pool

Moose Pond Cottage - 3 mins to Pleasant Mountain!

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Downtown North Conway with private pool & 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

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

Across from Storyland & Heated Pool

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

KimBills’ on the Saco

Bartlett Condo; Great Views, Resort Access

Cozy Condo at The Seasons- 2 Bedrooms

North Conway, Skiing, Hiking, and Storyland

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

Treehouse Farm - Sebago

POOL+Hot tub+6Private Acres+15 min to Sunday River

Pleasant River 3 bed | 2 bath, Hot Tub

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

The Lodge at Hidden Pines

A Riot of Color at an Artist's Retreat on the Portland Line

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Rentals with outdoor seating Bridgton
- House rentals Bridgton
- Family-friendly rentals Bridgton
- Pet-friendly rentals Bridgton
- Rentals with a kayak Bridgton
- Rentals with beach access Bridgton
- Rentals with lake access Bridgton
- Rentals with breakfast Bridgton
- Ski-in/ski-out rentals Bridgton
- Rentals with a fire pit Bridgton
- Rentals with a patio Bridgton
- Rentals with a washer and dryer Bridgton
- Waterfront rentals Bridgton
- Rentals with a fireplace Bridgton
- Rentals with a hot tub Bridgton
- Rentals with a sauna Bridgton
- Beachfront rentals Bridgton
- Cottage rentals Bridgton
- Cabin rentals Bridgton
- Fitness-friendly rentals Bridgton
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Franconia Notch State Park
- Santa's Village
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Attitash Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area





