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 $238 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Bridgton vacation rentals include wifi 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.

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Superhost
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.88 out of 5 average rating, 315 reviews

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.

Top guest favourite
A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.
Home in Portland
4.96 out of 5 average rating, 170 reviews

"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

Guest favourite
The A-frame cabin features a striking green metal roof and large triangular windows. A spacious deck, supported by wooden beams, provides outdoor seating. Surrounding greenery complements the cabin's rustic charm, while a picnic table is situated in the yard, offering a serene spot for meals.
Home in Harrison
4.9 out of 5 average rating, 359 reviews

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.

Guest favourite
A modern kitchen is highlighted by warm wooden cabinets and sleek granite countertops. Stainless steel appliances, including a microwave and stove, are on display. A mirrored wall reflects the natural light coming through nearby windows, enhancing the spaciousness of the area.
Home in Bartlett
4.87 out of 5 average rating, 117 reviews

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.

Superhost
Cabin in Bretton Woods
4.91 out of 5 average rating, 120 reviews

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!

Top guest favourite
Condo in Bartlett
4.97 out of 5 average rating, 120 reviews

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.

Guest favourite
An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.
Condo in Gilford
4.91 out of 5 average rating, 274 reviews

Great Condo near Gunstock, Lake Access & Concerts

Location and Amenities! We are the closest condo to the concert path on Misty Harbor! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage 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

Top guest favourite
Condo in Intervale
5 out of 5 average rating, 109 reviews

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

Top guest favourite
A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.
Home in Bridgton
4.89 out of 5 average rating, 179 reviews

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.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 136 reviews

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.

Top guest favourite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland
5 out of 5 average rating, 110 reviews

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!

Top guest favourite
A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.
Apartment in Bartlett
4.99 out of 5 average rating, 157 reviews

Stunning 2BR with Mountain Views | Nordic Village

Come and relax at our 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!

Popular amenities for Bridgton rentals with a pool

Destinations to explore