
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 €147 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.

Family Ready Home Close to Town Trails and Outlets
This gorgeous townhouse that is just steps away from North Conway, walk to the Muddy Moose for dinner and drinks. Every smart device you can think of has been thought of, less than 5 minutes to Cranmore, the outlets for shopping, 15 minutes to Attitash, tons of trails for hiking, mountain biking, cross country skiing, snowshoeing. Three full bathrooms, three queen beds, 2 single beds. WIFI, cable, 70 inch TV set up for gaming, foosball table, three levels of space so everyone can spread out.

"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

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.

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
Local Happenings! Monthly/seasonal rates available! Enjoy live music, family events at Settlers Green, Living Shores Aquarium, and seasonal fun in North Conway, Conway, Jackson, and Glen. Escape to our inviting Nordic Village condo, an ideal retreat for families or friends. This two-bedroom, two-bathroom, two-story getaway offers character and comfort, with a spiral staircase, a cozy fireplace, and a private deck showcasing stunning White Mountain views. Monthly and Seasonal Rates Available!

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.

Romantic hideaway cabin w/ access to spa - 26
Wake to the treetops dancing, framed by the huge windows above your bed. This particular Haven is located on our most secluded site, overlooking a winding stream, just a short walk to the beautiful cedar Bath House. It features a private deck and a seating area surrounded by string lights that invites you to unwind by the fire. Tucked into a serene, wooded, luxury glamping campground at the edge of the Desert of Maine's iconic dunes, the Haven lets you experience nature in exquisite comfort.

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

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!

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***

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6
Walk out the door and into Cranmore Mountain Adventure Park — Mountain Coaster, zipline, Giant Swing, scenic chairlift rides, hiking trails, and the only lift-served downhill bike park in the Mt. Washington Valley, all steps from the condo. Modern 2BR/2BA sleeps 6 with a king suite + bunk room, both with private baths. Heated outdoor pool + hot tub on-site, North Conway Village 3 minutes away. Built for the kind of family getaway where parents actually relax.

An Amazing Mountain Getaway!
Come and relax at our Nordic Village vacation condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck! Nordic Village amenities include pools, hot tubs, a sauna and more when you're not skiing 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 it all!

Charming Chalet 3 min to SKIING & PVT beach access
Charming chalet with 4 bedrooms and a loft that makes it accommodating for large groups to visit! There's a full kitchen to whip up something nice & warm after a cold day on the mountain or grill up something delicious outside after a hot day at the beach!! You will find that this quaint retreat is perfect for families, couples and groups alike and has a little something to offer for all of the seasons!
Popular amenities for Bridgton rentals with a pool
House rentals with a pool

Boo Bear Cabin, a Cozy Fall Mountain Retreat

River Access|Gas stove|Min to N. Conway, Attitash

the lake house

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

Downtown North Conway private pool-hot tub!

Top Notch Inn | Mt. Moriah Cottage

Bear Brook House

Moose Pond Cottage - 3 mins to Pleasant Mountain!
Condo rentals with a pool

Spectacular Mountain Views, at Eagle Ridge !

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

Remodeled Condo - Storyland & Santa’s Village

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

Cozy Condo at Attitash!

Cozy Family Retreat with Saco River Access

Peaceful Condo Near Storyland & Attitash Skiing

Cozy Mountain Getaway For All Seasons
Other vacation rentals with a pool

Family Lodge | Jacuzzi, Resort Pools, Story Land

The White Mountains Signature Chalet

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Beach | Pool | High-end kitchen | Bunkbeds| AC

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

The Lodge at Hidden Pines

Ellis Riverfront Glamping Pod

POOL+Hot tub+6Private Acres+15 min to Sunday River
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Rentals with lake access Bridgton
- Rentals with beach access Bridgton
- Rentals with a kayak Bridgton
- Rentals with a sauna Bridgton
- Rentals with breakfast Bridgton
- Ski-in/ski-out rentals Bridgton
- Waterfront rentals Bridgton
- House rentals Bridgton
- Family-friendly rentals Bridgton
- Pet-friendly rentals Bridgton
- Rentals with a hot tub Bridgton
- Cottage rentals Bridgton
- Beachfront rentals Bridgton
- Cabin rentals Bridgton
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Sebago Lake
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Hills Beach
- East End Beach
- Fortunes Rocks Beach
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park
- Echo Lake State Park
- Crawford Notch State Park





