
Vacation rentals in Bridgton
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Top-rated vacation rentals in Bridgton
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LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Fireplace • <10 Min to Mt • Walk to Town
Welcome to Barn on Pleasant 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 winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt 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.

Stunning Library Tiny Home *Private Hot Tub*King B
Welcome to The Tiny Library - Maine's most unique tiny home! This antique library building has been newly renovated into a cozy getaway for bibliophiles and library lovers alike. Its book-lined shelves and dark academia decor, along with modern amenities and high quality bedding ensure a memorable stay, while the gas fireplace and hot tub provide the perfect ambiance for rest and relaxation. Whether you're a bookworm or just in need of a quiet escape, The Tiny Library is the perfect retreat.

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!

Private cabin w hot tub,skiing,firepit & mountains
Escape to a serene log cabin retreat nestled on 3 private acres of forested land. This charming rustic cabin boasts a beautiful open-concept kitchen with modern appliances, a hot tub for stargazing, and access to Highland Lake with kayak and pedal boat provided. Perfect for a peaceful getaway or adventurous vacation. Relax by the solo stove out front and grill your favorite meals out back! Hiking nearby. Nearby N. Conway, mountains, hiking, kayaking, Saco River, Pleasant Mtn & restaurants!

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

Private apart with luxury view, mins to everything
Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

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.
Popular amenities for Bridgton vacation rentals
Stay near Bridgton's top sights
Bridgton fishing vacation rentals

Rustic, artsy, tiny home on a beautiful homestead

Jewett Pond Retreat

Jackson Winter Wonderland - Wildcat/Attitash

Get away at Crystal Lake

Maine A-Frame with Hot Tub, Game Room, Lake Access

Bear Cabin

Dec. weekends Available*HOT TUB*Dogs ok

Lake Front with Private Dock - BRAND NEW Furniture
Bridgton house rentals

Stunning Bridgton Lake House with EV charger

Secluded Mtn Home - Lux for Families & Remote Work

Kayak to the Causeway-50s cottage with modern vibe

“A Beary Happy Place” stunning home, views & more

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Lakefront Home on Moose Pond + Hot Tub

Paradise in the Lakes Region

Moose Pond/Pleasant Mt Cottage
Lakefront house rentals in Bridgton

Waterfront Gem walkable to Restaurants!

Lakefront summer getaway cabin for 6

Lakefront Moose Pond Retreat

Log Cabin sleeps 8 located on shore of Long Lake

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Private Lake House, Firepit & Amazing Sunset Views

Direct Lakefront Family Retreat

Waterfront | Long Lake | Dock | Kayaks | Ping-Pong
When is the best time to visit Bridgton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,924 GYD | G$49,635 GYD | G$46,507 GYD | G$41,710 GYD | G$42,753 GYD | G$45,673 GYD | G$52,346 GYD | G$53,180 GYD | G$46,715 GYD | G$47,758 GYD | G$44,421 GYD | G$48,592 GYD |
| 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 vacation rentals in Bridgton

Total vacation rentals
Explore 380 vacation rentals in Bridgton

Nightly prices starting at
Bridgton vacation rentals start at G$4,171 GYD per night before taxes and fees

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

Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
360 of Bridgton vacation rentals include wi-fi 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!
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- Cottage rentals Bridgton
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Franconia Notch State Park
- East End Beach
- Diana's Baths
- Omni Mount Washington Resort
- Dunegrass Golf Club
- King Pine Ski Area
- Willard Beach
- Cannon Mountain Ski Resort
- Funtown Splashtown USA
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Waterville Valley Resort
- Crescent Beach State Park
- Ferry Beach
- White Lake State Park
- Black Mountain of Maine




