Vacation rentals with a pool in Bridgton

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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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Top guest favourite
The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.
Loft in Falmouth
4.95 out of 5 average rating, 656 reviews

Loft Apartment on Tree-Lined Street in Falmouth

Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.

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, 111 reviews

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!

Top guest favourite
A living room displays a gray tufted sofa adorned with decorative pillows and a green accent pillow. A round wooden tray holds two white candles on a leather ottoman. Two elegant lamps provide soft lighting, complemented by large windows draped with sheer curtains.
Apartment in Rosemont
4.97 out of 5 average rating, 455 reviews

Apt in Victorian Mansion w/ Hot Tub & Parking

Mixing contemporary styling with old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

Superhost
Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.
Apartment in Bartlett
4.81 out of 5 average rating, 130 reviews

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.

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, 172 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
A grassy area is highlighted in a park-like setting, featuring a charcoal grill and a picnic table under a cloudy sky. The landscape includes scattered rocks and trees, with mountain views visible in the distance.
Condo in Bartlett
4.9 out of 5 average rating, 164 reviews

Cozy 1 BR Resort Condo; Fireplace; Amazing views

Located at one of Mount Washington Valley's Premier family resorts, this 1 BR condo is the perfect destination for a family weekend or romantic getaway. Enjoy all that MWV has to offer and then return home to a cozy space to relax and unwind. Access to resort amenities is available including pools, rec room, trails and more. Minutes from Storyland and Jackson Village. Just a short drive to numerous downhill and x-country skiing venues as well as tax free shopping and dining in North Conway.

Guest favourite
The basement game room features a pool table centered on a soft area rug, surrounded by a cozy couch and a seating area with bar stools. The walls showcase a serene mountain mural, while soft lighting illuminates the space.
Townhouse in Intervale
4.94 out of 5 average rating, 125 reviews

Family Fave | Storyland | Game room, gas fireplace

Enjoy this thoughtfully-designed contemporary townhouse centrally located to your mountain playground. Perfect for family getaways. 7 mins to North Conway Village, 10 min to Attitash, Black Mountain, Cranmore; x-country Intervale trail in our backyard. After a day out, come home to game night: PacMan, Billiards, foosball, or XBox. Movie night? Stream or enjoy our collection of family-friendly DVDs with cocoa by the gas-powered fireplace. Explore a private stretch of Saco River a 2 min walk!

Guest favourite
A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.
Condo in Bartlett
4.91 out of 5 average rating, 171 reviews

Cozy Condo at Attitash!

Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

Guest favourite
A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.
Condo in Conway
4.92 out of 5 average rating, 135 reviews

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.

Top guest favourite
The exterior of a two-story condominium building showcases multiple balconies, surrounded by green trees and a grassy area. A wooden picnic table is positioned on the lawn, accentuated by additional seating arrangements nearby. Clear skies and natural light enhance the inviting outdoor space.
Condo in Jackson
4.98 out of 5 average rating, 147 reviews

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.

Guest favourite
A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.
Guest suite in Standish
4.92 out of 5 average rating, 115 reviews

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.

Top guest favourite
A bright sitting room features large windows that invite natural light and offer views of the harbor. A round table with two chairs occupies the space, alongside a built-in seating area with cushions. A door leads to an outdoor deck, enhancing indoor-outdoor connectivity.
Guest suite in West End
4.99 out of 5 average rating, 354 reviews

Sunny West End Guest Suite w/Harbor Views and Pool

Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. The space features a garden oasis and seasonal, heated saltwater pool—just a short walk from the Old Port and Arts District. The suite is attached to our home but fully private, with its own entrance. (Portland City Permit: 20185360-ST) Note: Guests agree to indemnify and hold the property owners harmless from any liability for injury or property damage.

Popular amenities for Bridgton rentals with a pool

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 $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 980 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

  • 4.8 Average rating

    Bridgton stays are highly rated by guests—averaging 4.8 out of 5!

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