Holiday 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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Guest favourite
A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.
Home in Harrison
4.89 out of 5 average rating, 339 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.

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, 129 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
Place to stay in Shapleigh
5 out of 5 average rating, 113 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

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, 174 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.

Guest favourite
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
4.82 out of 5 average rating, 158 reviews

Nordic Village Resort | Highland Top Floor Room

The top floor is a private primary suite with cathedral ceilings, offering a quiet retreat. Enjoy a king bed, fireplace, TV, and A/C, plus a private balcony with scenic mountain views. The bath features a 2-person jetted tub and separate shower. A convenient dry bar includes a mini fridge, microwave, and Keurig. Accessed by two flights of stairs. Located in Narvik or Oslo. 🛏️ King bed 🛁 Jetted tub & shower 🔥 Fireplace ❄️ A/C 🍷 Dry bar & Keurig 🚪 Private balcony 🪜 Stairs required

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, 136 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.

Guest favourite
The living room features a comfortable gray sofa, complemented by vibrant throw pillows. Natural light floods in through the large windows, offering views of the outdoors. A coffee table rests on a colorful rug, while a modern light fixture illuminates the space.
Apartment in Berlin
4.84 out of 5 average rating, 203 reviews

Spacious White Mountain renovated 2 bedroom, Apt 3

Welcome to our spacious, renovated 2 bed residence with sofa beds sleeping six. This sunny unit features a full kitchen, full bath, dining rm, living rm. and porch with dramatic mountain views. Amenities include 3 LED smart TVs, high speed WIFI, laundry and parking. We are located in the majestic White Mountains, an acclaimed 4 seasons recreational area offering: hiking, kayaking, ATV, skiing/snowboarding, cross country skiing, and snowmobiling. ATV & Snowmobile from our door.

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, 156 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 cozy studio space features a spacious bed layered with a decorative throw and multiple pillows. A small table with two chairs is positioned nearby, against a backdrop of a stylish wall-mounted art piece. Cabinets and a mini fridge are visible in the corner.
Condo in Bartlett
4.86 out of 5 average rating, 119 reviews

AttitashResort! 1-flr, studio, secure check-in

Location, Amenities, Convenience, All the things you're looking for in a perfect vacation get away! Enjoy every season at this well located mountain resort. Walk to all the Attitash Resort Activities like hiking, skiing, pools, hot-tubs and more all from this fully furnished condo studio that sleeps 2 adults (maybe more) at the base of some of the best skiing in the east! Stay on the grounds or travel in any direction to create memories, relax, experience your best life.

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, 116 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, 361 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.

Top Guest favourite
A stone fireplace serves as the focal point, featuring a glowing fire surrounded by decorative items. A comfortable sofa is positioned nearby, and a television sits on a wooden stand. Soft lighting is provided by a lamp and candles on the mantel.
Condo in Bartlett
4.92 out of 5 average rating, 116 reviews

Spacious Linderhof Condo Across from Storyland!

Spacious Linderhof Condo right across the street from Storyland! Great location! Right across from Storyland and close to 5 major ski areas. Spacious oversized 1 bedroom (863 sq. ft.) country club location. Golf, swimming, tennis, clubhouse on premises. Take a dip in the pool and have a bite to eat in the clubhouse (sandwiches, snacks, cocktails). Sofa pulls out for two more people . Pool is $55 week, $35 3 days, $20 1.

Popular amenities for Bridgton rentals with a pool

Quick stats about holiday rentals with a pool in Bridgton

  • Total holiday rentals

    Explore 30 holiday rentals in Bridgton

  • Nightly prices starting at

    Bridgton holiday rentals start at $197 AUD per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bridgton holiday 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!

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