Holiday houses in Bridgton

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Top-rated holiday rentals in Bridgton

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Guest favourite

Guest suite in Bridgton

4.98 out of 5 average rating, 164 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

6 – 13 Dec

$1,825 AUD total

Guest favourite

Treehouse in Norway

4.95 out of 5 average rating, 129 reviews

Crooked Reflections, Riverside Retreat - Hot Tub

The rushing water will flow right by your bedroom overlooking the most pristine, undeveloped river in Maine. This is a countryside oasis with no one in sight. Complete privacy in the hot tub overlooking the Crooked River. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the front door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy at-home yoga or massage in the yoga shed overlooking the river. Professionally Designed Countryside cabin.

3 – 10 Nov

$7,145 AUD total

Guest favourite

Home in Bridgton

4.91 out of 5 average rating, 272 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.

19 – 26 Apr

$1,777 AUD total

Guest favourite

Guest suite in Fryeburg

4.99 out of 5 average rating, 184 reviews

Chickadee Cottage - A little slice of heaven!

Winter is our favorite time of year! Come and play in the snow!…go skiing, snowshoe, snowmobile or just enjoy the spectacular scenery and our great restaurants and shops! Lots to do! Unique guest suite in the midst of spectacular mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, Roku and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families or friends.

24 – 31 May

$1,533 AUD total

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.

8 – 15 May

$2,451 AUD total

Guest favourite

Loft in Bridgton

4.95 out of 5 average rating, 550 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.

15 – 22 Feb

$2,124 AUD total

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!

18 – 25 Oct

$1,789 AUD total

Guest favourite

Cottage in Bridgton

4.89 out of 5 average rating, 187 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.

20 – 27 Nov

$1,268 AUD total

Guest favourite

Home in Bridgton

4.96 out of 5 average rating, 159 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!

5 – 12 Nov

$6,008 AUD total

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

26 Nov – 3 Dec

$4,271 AUD total

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.

2 – 9 June

$1,375 AUD total

Guest favourite

Guest suite in Conway

5.0 out of 5 average rating, 255 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

11 – 18 June

$1,338 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Bridgton holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Bridgton's top sights

Renys Department Store49 locals recommend

Campfire Grille41 locals recommend

The Black Horse Tavern55 locals recommend

Beths Kitchen Cafe73 locals recommend

Dunkin'6 locals recommend

Bridgton Twin Drive-In76 locals recommend

Other great holiday rentals in Bridgton

Guest favourite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

25 May – 1 June

$1,448 AUD total

Guest favourite

Barn in Bridgton

4.96 out of 5 average rating, 50 reviews

Charming Maine Barn minutes from downtown Bridgton

12 – 19 Feb

$2,067 AUD total

Superhost

Cabin in Bridgton

5.0 out of 5 average rating, 9 reviews

New construction tiny cabin

14 – 21 Oct

$2,132 AUD total

Guest favourite

Cabin in Bridgton

4.89 out of 5 average rating, 38 reviews

Rustic Elegance: a glamping getaway

11 – 18 Oct

$1,391 AUD total

Guest favourite

Home in Bridgton

4.97 out of 5 average rating, 69 reviews

Easy Turns - Mountain Getaway

22 – 29 Apr

$2,131 AUD total

Guest favourite

Apartment in Bridgton

5.0 out of 5 average rating, 60 reviews

"The Nest" 2-Bedroom Flat in downtown Bridgton

24 – 31 Oct

$2,769 AUD total

Guest favourite

Guesthouse in Denmark

4.98 out of 5 average rating, 53 reviews

Red Shed Cottage at Pickett Hill Farm

26 Sept – 3 Oct

$2,015 AUD total

Guest favourite

Home in Bridgton

4.99 out of 5 average rating, 78 reviews

Beautiful Lakefront Cabin

8 – 15 Dec

$2,953 AUD total

Show all

Quick stats about holiday rentals in Bridgton

Total rentals	330 properties
Rentals with a pool	20 properties have a pool
Pet-friendly rentals	110 properties allow pets
Family-friendly rentals	260 properties are a good fit for families
Total number of reviews	11K reviews
Nightly prices starting at	$31 AUD before taxes and fees

Holiday houses in Bridgton

Top-rated holiday rentals in Bridgton

Guest suite in Bridgton

Treehouse in Norway

Home in Bridgton

Guest suite in Fryeburg

Home in Bridgton

Loft in Bridgton

Cottage in Waterford

Cottage in Bridgton

Home in Bridgton

Cabin in Bridgton

Guesthouse in Brownfield

Guest suite in Conway

Holiday rentals for every style

Houses

Cabins

Cottages

Popular amenities for Bridgton holiday rentals

Stay near Bridgton's top sights

Other great holiday rentals in Bridgton

Cottage in Brownfield

Barn in Bridgton

Cabin in Bridgton

Cabin in Bridgton

Home in Bridgton

Apartment in Bridgton

Guesthouse in Denmark

Home in Bridgton

Quick stats about holiday rentals in Bridgton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore