
Holiday rentals in Bridgton
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Bridgton
Guests agree: these stays are highly rated for location, cleanliness and more.

Sauna*Hot Tub*Game Room*King Beds*Firepit*Near Ski
MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the sauna and hot tub after hiking, swimming, boating, skiing, dining or

Barn on Pleasant- walk to town-no cleaning fee
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 fall & winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

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 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

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 hammock, very quiet retreat. Please note it's old!

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

4-Season Escape w/ Woodstove, Firepit & Mtn Views
Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

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.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Mountain Treehouse Guesthouse
Spacious second story 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.
Popular amenities for Bridgton holiday rentals
Other great holiday rentals in Bridgton

Taproot Cottage at Stone Mountain

The Willows- only 8 miles to Pleasant Mt

Sunset Ridge on Highland Road

Cozy Lakeside Retreat: Pet-Friendly & Year-Round

The Blueberry House (no silly fees!)

Cozy Downtown studio apartment

Lakefront Home on Moose Pond + Hot Tub

The Ski Nest-Minutes from Mountain.
When is the best time to visit Bridgton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 SGD | $310 SGD | $290 SGD | $260 SGD | $267 SGD | $285 SGD | $327 SGD | $332 SGD | $291 SGD | $298 SGD | $277 SGD | $303 SGD |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Bridgton?
Yes! Work meets play with ease at over 160 vacation rentals in Bridgton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Bridgton?
Four-legged friends are welcome in Bridgton. Choose from more than 160 vacation rentals for guests traveling with pets.
Are there Bridgton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Bridgton, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in guesthouse rentals in Bridgton?
Experience the best of Bridgton with our guesthouse rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Bridgton have a bbq area?
Absolutely! We offer over 100 house rentals with a bbq area in Bridgton. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Bridgton have self check-in?
Absolutely! We offer over 40 cabin rentals with self check-in in Bridgton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly chalet rentals in Bridgton?
Bridgton has more than 10 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Bridgton?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with a bbq area, over 70 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Bridgton

Total holiday rentals
Explore 380 holiday rentals in Bridgton

Nightly prices starting at
Bridgton holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 14,640 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
360 of Bridgton holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Lake access and Gym across Bridgton rentals

4.9 Average rating
Bridgton stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Rentals with breakfast Bridgton
- Ski-in/ski-out rentals Bridgton
- Rentals with lake access Bridgton
- Rentals with a fireplace Bridgton
- Rentals with beach access Bridgton
- House rentals Bridgton
- Rentals with a kayak Bridgton
- Fitness-friendly rentals Bridgton
- Rentals with outdoor seating Bridgton
- Cabin rentals Bridgton
- Waterfront rentals Bridgton
- Rentals with a washing machine and dryer Bridgton
- Rentals with a patio Bridgton
- Rentals with a hot tub Bridgton
- Family-friendly rentals Bridgton
- Pet-friendly rentals Bridgton
- Beachfront rentals Bridgton
- Rentals with pools Bridgton
- Rentals with a firepit Bridgton
- Cottage rentals Bridgton
- Sebago Lake
- Squam Lake
- Story Land
- Scarborough Beach
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- East End Beach
- Omni Mount Washington Resort
- Dunegrass Golf Club
- Funtown Splashtown USA
- Willard Beach
- Cannon Mountain Ski Resort
- King Pine Ski Area
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- White Lake State Park
- Ferry Beach
- Cliff House Beach
- Waterville Valley Resort
- Palace Playland




