Vacation rentals with a pool in Bridgton

4.9 out of 5 average rating, 365 reviews

Home in Harrison

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.

4.97 out of 5 average rating, 175 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in Portland

"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

4.97 out of 5 average rating, 125 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.

A clear view of the surrounding landscape is presented, showcasing snow-covered ground and trees with bare branches. The distant mountains rise gently under a bright blue sky, creating a serene atmosphere from the balcony.

4.95 out of 5 average rating, 142 reviews

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!

A gentle river flows over smooth, rocky surfaces, creating soft white rapids. Surrounding the water, a mix of evergreen and deciduous trees line the banks. A clear blue sky is visible above, enhancing the natural landscape.

4.88 out of 5 average rating, 179 reviews

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

Welcome to your perfect White Mountain getaway! This spacious/pet friendly 2-bed, 2-bath condo offers 1200 sq ft just 1 mile from Attitash Mtn. Next to the clubhouse and nestled near the scenic Saco River, Storyland, Diana's Bath, and breathtaking hiking trails, it's an outdoor enthusiast's dream. Indoor heated pool, spa, game room, mini Fenway, and playground. Whether you're here to ski, hike, or simply relax, this condo is your ideal spot. Book instantly and receive 10% off on weekly rentals!

4.9 out of 5 average rating, 181 reviews

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

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.

4.94 out of 5 average rating, 122 reviews

Cabin in Bartlett

The White Mountains Signature Chalet

More hiking, more skiing, more shopping, more dining, and more fun – there’s something for everyone in the White Mountains, and The Inn & More is your friendly and reliable home base to do it all. Enjoy the ease and relaxation of this newly renovated New England escape, where classic roadside Americana meets modern convenience and comfort against the beautiful backdrop of the White Mountains and Saco River. Enjoy this renovated 2 bedroom 2 bathroom cabin with fully applianced kitchen.

4.93 out of 5 average rating, 127 reviews

Condo in Conway

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.

4.85 out of 5 average rating, 265 reviews

Chalet in Glen

Family Lodge | Jacuzzi, Resort Pools, Story Land

"Perfect location for my family... you can't go wrong with this little gem." That's what guests say about River Ellis Chalet, our Swiss-style lodge in Glen, 8 miles from North Conway. Mornings on the back deck with the BBQ going. Evenings in the 86-gallon whirlpool jacuzzi after a day at Storyland. Sleeps seven across a downstairs bedroom and an open loft above. 1.1 miles to Storyland, walk to Nordic Village pools, game room, sauna, and koi pond.

The living area is highlighted by a spacious sectional sofa and a wooden spiral staircase leading to the upper level. Natural light fills the space, accentuating the wooden flooring and cozy decor. A coffee table sits centrally, complementing the overall inviting atmosphere.

4.94 out of 5 average rating, 341 reviews

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!

4.87 out of 5 average rating, 129 reviews

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

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!

An open living area features a high wooden ceiling and light-colored walls. Two sofas and two leather chairs are arranged around a wooden coffee table. A Foosball table is visible in the background, along with a stairwell leading to the upper level.