10 Best Vacation Rentals in Bridgton - Holiday Lettings - Cabins

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12 Vacation rentals

6

Vacation cottage in Bridgton

Maine / Bridgton

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Minutes to the Bay of Naples and Sebago Lake park, restaurants and shops, this tucked away cottage is priceless on vacation value. Wake up call to loons, fish literally jumping in front of you and crystal clear and clean water with safe beach. This cottage is 5 star on …see more

from $150 / night

$1100 / week

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from $150 / night

33

Home rental in Bridgton

Maine / Bridgton

5 22 Min stay varies

  • 5 bedrooms
  • Sleeps 22
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
Updated 2/10/15 'The Hive' Luxury Mountain Log Home: Is a Spectacular Window Studded & Spacious New Log Home offering Hikers prime access to Pleasant Mountain's 10 Mile Network of Hiking Trails, Shawnee Peaks 40+ Ski Trails, and easy Boating Access to Moose P …see more

from $495 / night

$2851 - $4650 / week

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Responds fast!
avg. 2 hours 29 minutes

from $495 / night

54

Vacation home in Bridgton

Maine / Bridgton

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This is a true four-season home with all the privacy and amenities for year-round enjoyment. You'll have an amazing waterfront location on Moose Pond and a spacious retreat with modern updates, including a wood-stove and game room inside and a large deck with a gas gril …see more

from $200 / night

$1400 / week

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from $200 / night

(1) Excellent 

27

Ski home to rent in Bridgton

Maine / Bridgton

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 48 mi
  • Ski
Year round, very Private Single Family home that sits on 3.5 acres in upscale neighborhood Highland Point, includes 3 bedrooms, 2 full baths, dining room, large kitchen, including a electric range, microwave, refridg, & dishwasher, along with all kitchen supplies to mak …see more

from $500 / night

$3500 / week

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Responds fast!
avg. 1 hour 26 minutes

from $500 / night

28

Bridgton ski log cabin to rent.

Maine / Bridgton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Ask about children
Come enjoy the timeless beauty of the Maine woods & water—plus all the modern amenities—in this historic log home located just 12’ from the shore of Woods Pond in Bridgton, Maine. It’s the perfect place to relax, unwind, and make memories with friends and family. I wan …see more

from $399 / night

$2625 - $2793 / week

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Responds fast!
avg. 3 hours 32 minutes

from $399 / night

14

Vacation home in Bridgton

Maine / Bridgton

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
Brand new house on beautiful Woods Pond! With a very rare to find, grassy lot, there are very few trees to obstruct your amazing lake view. We have a sandy beach for walk-in entry; great for all ages. This new house has high cathedral ceilings, state of the art applianc …see more

from $495 / night

$4000 - $11000 / week

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from $495 / night

(1) Very Good 

20

Vacation home with golf nearby in Bridgton

Maine / Bridgton

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Enjoy lake front living with dock access. Great for family get togethers or a weekend getaway. Home is 3 floors with a lake level family room. Large great room with bar and library. 3 bedrooms with formal living room and den. Large deck overlooking the lake views of bot …see more

from $300 / night

$1786 - $2065 / week

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Responds fast!
avg. 1 hour 36 minutes

from $300 / night

24

Vacation chalet in Bridgton

Maine / Bridgton

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Child friendly
  • Pet friendly
Large family friendly home. 5 bedrooms, 2 1/2 baths, 2 laundry rooms. 3000 sq ft. Open concept living, dining, kitchen. Lower level family room, cable tv, internet, pool/air hockey table and dart board. Great for the extended family, 2 families or family reunions. Wint …see more

from $300 / night

$1400 / week

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Responds fast!
avg. 1 hour 16 minutes

from $300 / night

14

Vacation cottage in Bridgton

Maine / Bridgton

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Private garden
Skiing, Cross Country skiing, Ice Fishing – winter activities surround our 40 acre pine forest with mountain views and easy access to town. Enjoy the White Mountains and many of the surrounding ski areas like Shawnee Peak, Mount Cranmore, and Wildcat or enjoy local snow …see more

from $143 / night

$1000 / week

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from $143 / night

4

Studio rental in Bridgton

Maine / Bridgton

Studio 6 60 nights min

  • Studio
  • Sleeps 6
  • 60 nights min
  • Child friendly
  • Air conditioning
  • Private garden
We have a real nice cozy 2-bed Suite w/ Kitchenette. Its located in-town, near everything; theatre, lake, beach, playground, parks, fishing, shopping, antiquing, food, dinning, and walking trails. This is a 4-season area and within a short drive are many other places t …see more

from $47 / night

$327 / week

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from $47 / night

14

Vacation home in Bridgton

Maine / Bridgton

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Pet friendly
220 feet of private waterfront on 4 acres! This home was built in 2011 and has a contemporary style. Amazing water views from almost every window and tons of privacy. Located on Woods Pond- a great lake to swim, boat, jetski, or kayak. …see more

from $495 / night

$4000 - $11000 / week

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from $495 / night

(2) Good 

16

Ski chalet to rent in Bridgton

Maine / Bridgton

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
ASK ABOUT MIDWEEK SPECIALS! This spacious 3000 square foot Chalet located in Knights Hill community offers 4/5 bedrooms to sleep 16-18 people, and 2.5 bathrooms. Perfect for a multi-family vacation, reunion, or company outing. Just 2 minutes to Shawnee Peak Ski Area a …see more

from $275 / night

$1800 - $2250 / week

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Responds fast!
avg. 3 hours 13 minutes

from $275 / night