Bridgton Holiday Rentals

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Holiday Rentals in Bridgton

Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
8.4 out of 10, Very good, (7)
"Easy five minute drive to Pleasant Mountain. Perfect location for all day skiing and relaxing in the evening."
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak
9.2 out of 10, Wonderful, (24)
"Most enjoyable setting with waterfront views of fall foliage and local wildlife."
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak
Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking
9.0 out of 10, Wonderful, (28)
"Very cozy home with a lovely master bedroom a nice outdoor hot tub."
Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking
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Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
10.0 out of 10, Exceptional, (18)
"Thank you for a great long weekend in Maine. Half of our family enjoyed skiing at Mt. Pleasant for a day when the other half of our family cross country skied at king pine. We were able to snow shoe locally at Pondicherry park in Bridgton too and were able to use your snow shoes that were provided at the house. Thank you! We were a short drive to the movies, outlets, and bowling to break up the outside activities. Each night we cooked at home and had all the dishes/pans we needed. Loved your...
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
Lakes & Mountain Experience! 4 Seasons Getaway -- 3 Bed Cozy Cabin
10.0 out of 10, Exceptional, (13)
"We came up to get our kids (4&6) skiing at pleasant mountain. Location was convenient and well priced for a very low key long weekend. House had what we needed including games and puzzles. We were able to get out and explore both bridgton and North Conway easily. We spent little time outside on the property with some wet weather but imagine that would have upped the experience another notch."
Lakes & Mountain Experience! 4 Seasons Getaway -- 3 Bed Cozy Cabin
On Moose Pond: Lake/ski house with mountain views!!
10.0 out of 10, Exceptional, (35)
"The view is incredible!! Right on the lake!! The house was great. 4 adults and our dogs fit great. We all had our own space a privacy. House was clean Andy is a great host. Would stay here again."
On Moose Pond: Lake/ski house with mountain views!!
Luxury Lakefront Living in Lake Sebago Area
9.8 out of 10, Exceptional, (31)
"We had a great time, the house and location are beautiful great accommodations we had everything we needed to cook/enjoy ourselves. Owner is very pleasant and helpful. Will absolutely stay again!!"
Luxury Lakefront Living in Lake Sebago Area
The Gathering Place
The Gathering Place
Spacious country house near lakes and skiing, convenient to downtown Bridgton
9.6 out of 10, Exceptional, (8)
"This property was more than I could have asked for. It was the perfect fit for all the people in my group. We had things to do and it was clean. The property itself was great and we got to see some wildlife. We will definitely be back."
Spacious country house near lakes and skiing, convenient to downtown Bridgton
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs OK
9.4 out of 10, Exceptional, (13)
"Great visit so close to the ski mountain. Would rent again!"
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs OK
Cozy lake house in Knights Hill!
9.6 out of 10, Exceptional, (4)
"Very nice quiet camp. The host was very plesant to work with."
Cozy lake house in Knights Hill!
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
10.0 out of 10, Exceptional, (3)
"It was a perfect place to relax with my family and ski!! Will definitely be booking this home again"
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
Lovely, updated home on 70 acres with high-end appliances
9.8 out of 10, Exceptional, (34)
"Had a great stay here. The house had everything we needed and wasn’t too far away from Oxford speedway."
Lovely, updated home on 70 acres with high-end appliances
3 bedrooms, close to skiing and lakes.
10.0 out of 10, Exceptional, (2)
"We had a lovely time in Bridgton - the house was clean, cozy, and had everything we needed for the weekend! We even walked to Main Street in Bridgton, which we didn't realize would be within walking distance. Kids loved the bunk beds and sleeping loft. Great fall get away!"
3 bedrooms, close to skiing and lakes.
Cozy and quite getaway 3 bedroom, 4 season home
10.0 out of 10, Exceptional, (11)
"Property was just as advertised. Close to ammenities but nestled in a secluded area with privacy."
Cozy and quite getaway 3 bedroom, 4 season home
Nordic Village Resort
3.0 star property
8.4 out of 10, Very good, (1553)
"Great stay"
The price is NZ$213
includes taxes & fees
9 Jun - 10 Jun
Nordic Village Resort
Attitash Mountain Village
3.0 star property
8.4 out of 10, Very good, (412)
"I always find myself coming back here hwen I'm in the area. Clean, good location, full kitchen and plenty to do on the premises."
The price is NZ$174
includes taxes & fees
23 Jun - 24 Jun
Attitash Mountain Village
Updated Chalet - Private Setting - 5 Mi from Storyland
9.6 out of 10, Exceptional, (99)
"House was as seen online. It was the perfect location for day trip hiking and shopping. Would highly recommend and look forward to coming back again."
Updated Chalet - Private Setting - 5 Mi from Storyland
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.0 out of 10, Wonderful, (18)
"This is an ideal location for a fun getaway for any season. Plenty of room for a large/extended family. While there is a road between the house and lake it didn’t detract from the experience at all. Pro tip, in cooler seasons turn on the ceiling fans to push the warmer air down. Otherwise the main room will feel cold. The dock is slightly off level and a couple doors don’t latch completely but those are just signs of a well loved camp."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
Dog-friendly home with foosball table, deck, grill, wood stove and gas fireplace
9.2 out of 10, Wonderful, (17)
"This was a perfect house in a perfect location! We had plenty of space to spread out - bedrooms across 3 different levels of the home, and a very cozy main level for hanging out together. We loved that this location is close to the best attractions in the White Mountains, but just off the beaten path making it easy to access and more relaxing. Overall our visit was great and we would absolutely return to this home again!"
Dog-friendly home with foosball table, deck, grill, wood stove and gas fireplace
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Bridgton you may be interested in

Highland Lake Resort
2.5 star property
9.4 out of 10, Exceptional, (273)
"Was overpriced Sheets were askew on the bed, shower was not draining properly, no light by the left side of bed, It was quiet and comfortable though. For the price, expected tea bags, not only coffee. We could NOT get the heat on and were quite cold all night at 50 degrees.,"
The price is NZ$279
includes taxes & fees
9 Jun - 10 Jun
Highland Lake Resort
Colonial House with Long Lake access!
10.0 out of 10, Exceptional, (14)
"We loved this place and if we needed anything they were a message away. This place is huge and so beautiful! We saw turkeys and deer every day!"
Colonial House with Long Lake access!
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
8.4 out of 10, Very good, (7)
"Easy five minute drive to Pleasant Mountain. Perfect location for all day skiing and relaxing in the evening."
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bridgton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bridgton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bridgton. Seeing all the best attractions is bound to make you fall in love with Bridgton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bridgton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Bridgton?

Yes, there are holiday rentals close to the most popular sights in Bridgton, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Bridgton is known for its ski slopes and riverfront. Make sure you have time to check out the cafés and casinos during your trip.

What are some of the best holiday rentals that Bridgton has to offer?

Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak: This highly rated holiday home rental in Bridgton is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Bridgton?

Expedia has 123 holiday rentals for your stay in Bridgton.

What’s there to see and do in Bridgton?

Cultural attractions include Gallery 302 and Rufus Porter Museum, whereas Long Lake and Highland Lake are a couple of picturesque spots to enjoy the outdoors. Shawnee Peak and Civil War Monument are other places to visit while you're in town.

What’s a holiday rental in Bridgton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bridgton. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

Recent reviews of Bridgton properties
Expedia verified reviews