
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 ﺩ.ﺇ 624 per night before taxes and fees

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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.

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.

OR Stunning 'yurt' home, hot tub, beach, firepit!
Unique home inspired by a yurt with spiral staircase, cozy master bedroom, rustic-theme bathroom, wood stove, and modern kitchen with stainless appliances. season25x45 ice skating rink, hot tub, stone firepit, private beach, large deck, and central AC. Perfect vacation spot with ski lifts 1 mile away, walking trails, and amenities like Keurig, Instapot, and wall-mounted TV with streaming services. Access to Moose Lodge and Cabins with riverfront walks, fishing, and wildlife. A true memory maker!

Bear Brook House
Less than 2 miles from Attitash, walking distance to the Saco River, a short drive to Conway, and nestled in the heart of the White Mountains! Wifi and cable TV, with abundant off-street parking. There is shared access for an in-ground saltwater pool with the other house on the property (open Memorial-Labor day). A great place for a private getaway at anytime of the year, with an appropriate balance of experiencing the area's natural beauty while remaining convenient to nearby food and shopping.

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.

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!

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.

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
🏡 Charming Mountain Chalet - Perfect for Family Getaways 🌲 Escape to a peaceful chalet perfect for family getaways that offers 3 decks, a cozy fire pit, a ping pong table, a grill, and plenty of amenities to make this a relaxing time in the mountains. Access to the Linderhof association pool ($35 per family per day, closes for the season after Labor day weekend), golf ($20 per person per day for unlimited play at our 9-hole course), tennis courts and clubhouse too!

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

the lake house

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

Downtown North Conway private pool-hot tub

Attitash Mountain Village Condo (Sleeps 5!)

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Cozy home, walk to beach and pool 3 min from mtn!

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna
Condo rentals with a pool

Great Condo near Gunstock, Lake Access & Concerts

Spectacular Mountain Views, at Eagle Ridge !

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

Spacious 2 Bed + Loft ~1.5mi from Attitash

Remodeled Condo - Storyland & Santa’s Village

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

Perfect home base for autumn adventures!

Elevate Your Adventure: Book Slope side Now!
Other vacation rentals with a pool

Loft Apartment on Tree-Lined Street in Falmouth

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

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

Ellis Riverfront Glamping Pod

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

Perfectly located White Mountain Getaway!
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- Rentals with pools Cumberland County
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Willard Beach
- Sunday River Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Scarborough Beach
- Santa's Village
- East End Beach
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Hills Beach
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Fortunes Rocks Beach
- Pleasant Mountain Ski Area
- Waterville Valley Resort





