Vacation rentals in Bridgton

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Top-rated vacation rentals in Bridgton

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Guest favourite

Guest suite in Bridgton

4.98 out of 5 average rating, 167 reviews

Barn on Pleasant-walk to town

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Mar. 30 – Apr. 6

$232 CAD per night

Guest favourite

Home in Bridgton

4.91 out of 5 average rating, 274 reviews

Lake Region Comfort, Close to Everything!

Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 2 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

Oct. 15 – 22

$226 CAD per night

Guest favourite

Home in Bridgton

4.89 out of 5 average rating, 152 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.

Sep. 24 – Oct. 1

$321 CAD per night

Guest favourite

Loft in Bridgton

4.95 out of 5 average rating, 553 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Mar. 22 – 29

$270 CAD per night

Guest favourite

Cottage in Waterford

4.99 out of 5 average rating, 109 reviews

Tall Pines Hideaway

Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Relaxing on the dock is always an option! Enjoy the glow of the fire pit at night, or gather inside for games or a movie. Time to kickback!

Oct. 28 – Nov. 4

$221 CAD per night

Guest favourite

Cottage in Bridgton

4.89 out of 5 average rating, 188 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a picnic table, very quiet retreat.

Feb. 26 – Mar. 5

$161 CAD per night

Guest favourite

Home in Bridgton

4.96 out of 5 average rating, 162 reviews

Dreamy Mountain Home w/ Hot Tub Near Pleasant Mtn

Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, ands snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

Nov. 8 – 15

$733 CAD per night

Guest favourite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Jul. 30 – Aug. 6

$184 CAD per night

Guest favourite

Cabin in Bridgton

4.94 out of 5 average rating, 229 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (400mb) which is plenty of bandwidth for work or play. Please read House Rules

May 6 – 13

$412 CAD per night

Guest favourite

Cabin in Denmark

4.96 out of 5 average rating, 135 reviews

Maine Lakes-Pleasant Mt-Private Trails

Welcome to Barrett's Cabin located in the foothills of the White Mountains with water views of Hancock Pond, 50 minutes to Portland, 35 to North Conway and 15 to Bridgton and Pleasant Mountain. Open concept first floor, 2 bedrooms, 1 bathroom, Carriage House has 2 bedrooms. Driveway fits up to 6 cars. Enjoy outdoor patio, shower, fire-pit, private mini hiking trail system and quick access to snowmobile trails and public boat launch 1/3 mi away.

May 30 – Jun. 6

$263 CAD per night

Guest favourite

Guesthouse in Brownfield

4.88 out of 5 average rating, 379 reviews

Mountain Treehouse Guesthouse

Spacious post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Jun. 3 – 10

$179 CAD per night

Guest favourite

Cabin in Bridgton

4.96 out of 5 average rating, 171 reviews

Misty Mountain Hop - minutes to Pleasant Mountain!

The perfect retreat for families & friends or even a romantic getaway! Plenty of room to stretch out, relax & feel at home. Full kitchen, comfy beds, wrap around porch, seasonal use of grill, fire pit and lots of space to explore and launch adventure from. Five minutes to Pleasant Mountain, ten minutes to downtown Bridgton, thirty minutes to North Conway and about forty-five minutes to Mt. Washington. Well behaved dogs welcome!

Jun. 5 – 12

$251 CAD per night