
Vacation rentals in Bridgton
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Top-rated vacation 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

LUX Designer Private Waterfront Hot Tub - Secluded
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.

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.

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!

Cozy Cabin, Close to everything
Charming Cabin located on a dead end road in a wooded setting. Ideal for four season activities. 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 (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

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.

Beautiful Views, Bridgton Maine
Vacation getaway for all seasons. Enjoy mountain and golf course views from this 3,800 square foot home. Pleasant Mountain Ski Area beckons from 10 minutes away. Sunday River Ski Area is 40 minutes away. Or bring your clubs and test your skills on the challenging 18 holes at Bridgton Highlands Golf located steps away. At the end of the day, sip on an adult beverage in the spacious timber frame great room and marvel at the field-stone fireplace that stretches from floor to the ceiling.

Get away at Crystal Lake
Escape the lake region crowds on the calm water of Crystal Lake. Watch the sunset from the private waterfront/dock, kayak to take tour of the lake. Steps away from the center of Harrison and 2 boat launches, and only a short drive from downtown Bridgton. If you'd like a hike or bike instead, it's also a short drive to the mountains. Relax lakeside while your family enjoys the small beach, 2 kayaks, dock, or simply float about with a drink in hand. Note: waterfront across street

Dreamy Mountain Views w/ Hot Tub + Wood Stove
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, and 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!

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!
Popular amenities for Bridgton vacation rentals
Stay near Bridgton's top sights
Bridgton house rentals

Witts' End- quiet neighborhood in Knights Hill

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

“The MBB” excellent private location w/ game room

Bridgton Getaway

Maine Lakes Region house (private hot tub)

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Loving Moose Lodge- Cozy Rustic Private Retreat

Best Ski & Lake House
Lakefront house rentals in Bridgton

Lakefront Getaway

Mirror Pond Cottage

Waterfront Gem walkable to Restaurants!

Long Lake Waterfront Home

The Loons' Nest: Lakefront oasis w/ private dock

Lakefront | Dock + Fire Pit Near Sebago & Portland

Private Lake House, Firepit & Amazing Sunset Views

Private water access, Mountain View, Great Sunset
Other great vacation rentals in Bridgton

Sunset Ridge on Highland Road

Maine village retreat

Cozy Apt, Above driving range, Lake close

Pristine Log Cabin w/Lake Access NO Cleaning Fees!

Lake Front Cabin on Desirable Highland Lake

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

The Blueberry House (no silly fees!)

Lakeside Story - Log Cabin, Fire Pit, Beach!
When is the best time to visit Bridgton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,070 GYD | G$49,790 GYD | G$46,652 GYD | G$41,840 GYD | G$42,886 GYD | G$45,815 GYD | G$52,510 GYD | G$53,346 GYD | G$46,861 GYD | G$47,698 GYD | G$44,560 GYD | G$49,581 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 150 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 bed and breakfast rentals in Bridgton?
Experience the best of Bridgton with our bed and breakfast rentals, starting at about $80 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 self check-in?
Absolutely! We offer over 70 house rentals with self check-in in Bridgton. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Bridgton have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Bridgton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Bridgton?
Bridgton has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cabin Rentals in Bridgton?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 40 homes with self check-in, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Bridgton

Total vacation rentals
Explore 390 vacation rentals in Bridgton

Nightly prices starting at
Bridgton vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 15,090 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 150 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
370 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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- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- East End Beach
- Cannon Mountain Ski Resort
- Diana's Baths
- Waterville Valley Resort
- Funtown Splashtown USA
- Crescent Beach State Park
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland




