Bridgton Rentals
From $669 per night (USD)VRBO
Highland Dream: All Season Beauty! 5BR/2BA, Lakefront, Stay and Play. 4 Season
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
If you’re looking for the perfect private getaway you found it here. Highland Dream is a 5 bedroom waterfront home featu ...
From $669 per night (USD)VRBO
From $421 per night (USD)Expedia
Njoy Charm - Gorgeous Family and Pet Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You will fall in love with this charming log sided chalet style home! Warm pine interior, large open concept living, won ...
From $421 per night (USD)Expedia
From $112 per night (USD)VRBO
Kayak, Paddleboard, or Boat to Restaurants & Ice Cream on Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up on Long Lake to spectacular sunrises and the serenading of loons. This newly renovated, charming cottage faces E ...
From $112 per night (USD)VRBO
From $426 per night (USD)VRBO
Highland Lake - Eastern shore - Mt. Views and Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Highland Lake House boasts a beautiful view down Highland Lake with the White Mountains in the distance. Perched on the ...
From $426 per night (USD)VRBO
From $374 per night (USD)VRBO
Adorable cottage set among tall pines with sandy beach -only .5 mile from town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original 1950's 2 BR, 1 bath seasonal cottage (offering heat and A/C), with gleaming wood floors, knotty pine walls, a l ...
From $374 per night (USD)VRBO
From $994 per night (USD)Expedia
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Stunning newly renovated custom Ward Log home set back on 3 acres. Brand new furnishings, private hot tub, new kitchen ...
From $994 per night (USD)Expedia
From $989 per night (USD)VRBO
Beautiful Lakefront Retreat on Long Lake – Sleeps 11
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Experience the best of Maine at this beautifully renovated, lakefront home in Bridgton, ME, situated on a private dead-e ...
From $989 per night (USD)VRBO
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Newly renovated 4-bedroom cottage, directly on Highland Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
With 175' of private waterfront in Bridgton, this delightful cottage boasts amazing views of Highland Lake. water access ...
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From $403 per night (USD)VRBO
Charming Maine cabin in Bridgton Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Relax with the whole family at this peaceful woodland escape with lake access. Our cabin is nestled in the woods just st ...
From $403 per night (USD)VRBO
From $384 per night (USD)Expedia
The Hygge House- walk to Highland beach- in town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Now Booking Summer 2026! Escape to this charming 3-bedroom bungalow in a peaceful Bridgton neighborhood, perfect for a s ...
From $384 per night (USD)Expedia
From $639 per night (USD)VRBO
Lakefront, brand new, craftsman style 4-bedroom 2 bath house home on Long Lake.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your Bridgton getaway awaits at this beautiful 4-bedroom house. With 3 queen beds, 1 bunk bed, and 1 sofa bed, there's p ...
From $639 per night (USD)VRBO
From $158 per night (USD)Expedia
Manor Suite,cozy newly renovated,downtown & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy, newly renovated one bedroom suite has everything you need for a relaxing getaway. Just a 5 min walk to Highla ...
From $158 per night (USD)Expedia
From $738 per night (USD)VRBO
FOUR BEDROOM / TWO BATH HOME NEAR HIGHLAND LAKE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
OCCUPANCY LIMIT 8 - Welcome to Stargazer Shores, your ideal family getaway in Bridgton, Maine, where relaxed lake days a ...
From $738 per night (USD)VRBO
From $399 per night (USD)Expedia
Inviting Bridgton House with Cozy Interiors and Modern Amenities
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located in the charming town of Bridgton, ME, this spacious house offers a prime location with a public boat ramp and pa ...
From $399 per night (USD)Expedia
From $421 per night (USD)VRBO
Four Season Maine Cabin: Walk to Lake & Mooring; close to ski
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this classic Maine log cabin, where laid-back lake life meets four-season adventure. This charming 3-bedroom, ...
From $421 per night (USD)VRBO
From $384 per night (USD)Expedia
Welcome to Buck's Hideout in Bridgton Maine!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Peaceful Surroundings | Fireside Relaxation | 4 Mi to Pleasant Mountain Discover the scenic charm of Maine with a stay ...
From $384 per night (USD)Expedia
From $327 per night (USD)VRBO
Bridgton Maine Cottage on Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original 4th generation owned cozy cottage nestled in pine grove with beautiful waterfront and mountain views. On Highla ...
From $327 per night (USD)VRBO
From $581 per night (USD)VRBO
Spacious 5-bedroom house in charming Bridgton - Great Lakes and Ski Location
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Get ready to relax in this delightful 5-bedroom home in scenic Bridgton, in the heart of the lakes region and close to P ...
From $581 per night (USD)VRBO
From $671 per night (USD)VRBO
Shorefront on Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
OCCUPANCY LIMIT 7-10 - OCCASIONAL DAY GUESTS - - HIGHLAND LAKE BEACHFRONT. This is a very comfortable and well equipped ...
From $671 per night (USD)VRBO
From $554 per night (USD)VRBO
Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Quiet lakeside Maine camp for fun all year round. Has all the amenities and views for a relaxing getaway. Huge deck ...
From $554 per night (USD)VRBO
From $390 per night (USD)VRBO
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in a quiet neighborhood, this home on Highland Lake is perfect - boasting 3 BD-2 BA, with gorgeous lake views an ...
From $390 per night (USD)VRBO
From $354 per night (USD)VRBO
Discover the Perfect Maine Escape on Long Lake, Bridgton. The Way Life Should Be
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled among the trees on beautiful Long Lake, this recently renovated cabin offers the very best of Maine living in Br ...
From $354 per night (USD)VRBO
From $1237 per night (USD)VRBO
Beautiful Lakefront 6 bedroom home in Bridgton Maine on Highland Lake!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
Beautiful Lakefront home in Bridgton Maine on Highland Lake! Gorgeous 6 Bedroom home that has been stunningly renovated ...
From $1237 per night (USD)VRBO
From $537 per night (USD)VRBO
Private and Quiet Lakefront Unit With Private Beach & Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, air-conditioned, townhouse set on private sandy beach of Long Lake in Bridgton, Maine. Modern 4 BR, 3 1/2 bat ...
From $537 per night (USD)VRBO
From $329 per night (USD)VRBO
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in our charming 2 bedroom 'Maine Camp' lakefront cottage, which sits on 1 and 1/2 heavily wooded and secluded acre ...
From $329 per night (USD)VRBO
From $1203 per night (USD)Expedia
Private, spacious lakefront home: mooring & floating dock & walk to quaint town
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Haven on HIghland Lake! We are accepting reservations for Summer 2026--please take a good look at our lake ...
From $1203 per night (USD)Expedia
From $809 per night (USD)VRBO
Private Lake Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great veiws of Mount Washington and Shawnee Peak! Quiet lake front home with 3 floors, 3 bedrooms, 2 bathrooms, den, la ...
From $809 per night (USD)VRBO
From $436 per night (USD)Expedia
Lakefront Paradise on Northern Tip of Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Quiet, Private house with great lakefront, modern style and one of the premier locations on the lake Newly renovated mai ...
From $436 per night (USD)Expedia
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Charming pet-friendly waterfront home with beautiful views of Highland Lake!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your own slice of paradise on Highland Lake in Bridgton! This charming lakefront home features 2 cozy bedroom ...
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From $211 per night (USD)Expedia
Barn on Pleasant-walk to Highland beach & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained propert ...
From $211 per night (USD)Expedia
From $320 per night (USD)VRBO
DOWNTOWN BRIDGTON, SHORT WALK TO HIGHLAND LAKE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk downtown and to the lake from this modernized farmhouse Beautifully decorated historic farmhouse with walkable acc ...
From $320 per night (USD)VRBO
From $149 per night (USD)Expedia
Ell Suite walk to town beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Ell Suite, nestled between the manor, and attached barn at The Fowler House. This charming unit has a cozy cottage f ...
From $149 per night (USD)Expedia
From $292 per night (USD)VRBO
Highland Lake Cozy 3 BR + Lake Access & Skiing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Highland Lass – Lakeside and Mountain Escape on Highland Lake Why we love highland lake: It's crystal-clear water, peac ...
From $292 per night (USD)VRBO
From $425 per night (USD)Expedia
Dutch Retreat • Near Lakes • Walk Town
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Experience summer at Pleasant Dutch Retreat! This cozy home is in a peaceful neighborhood, within walking distance to Hi ...
From $425 per night (USD)Expedia
From $343 per night (USD)VRBO
Lake Front Cabin on Desirable Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this lakefront cabin in Bridgton, Maine—your four-season retreat. Summer: Live the lake life! Enjoy our 15 ft ...
From $343 per night (USD)VRBO
From $1147 per night (USD)Expedia
Tranquil bungalow with WiFi in charming Bridgton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Enjoy a soothing stay at this 2-bedroom bungalow in Bridgton. The bedrooms feature 1 full bed and 1 twin bed, perfect fo ...
From $1147 per night (USD)Expedia
From $505 per night (USD)VRBO
Cozy Retreat • 7-Person Hot Tub • Near Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience summer at Wine Down Retreat! Bring the family to this spacious getaway just 2 miles from downtown Bridgton, w ...
From $505 per night (USD)VRBO
From $197 per night (USD)Expedia
Cozy 2-Bed Suite / Studio with WiFi and AC in welcoming Lakes Region Bridgton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to this fabulous studio in picturesque Bridgton. This cozy retreat offers a modern 2-bed Suite complete with Kitc ...
From $197 per night (USD)Expedia
From $587 per night (USD)VRBO
Highland Lakefront Haven- Private Dock, Swim, Kayak and Views of Mt. Washington!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lakefront Getaway on Highland Lake – Bridgton, ME Escape to this charming year-round chalet on the shores of crystal-cl ...
From $587 per night (USD)VRBO
From $430 per night (USD)VRBO
Cozy home in Bridgton Maine!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lake access to beautiful Highland Lake in a quiet neighborhood walking distance to the association beach! In the summe ...
From $430 per night (USD)VRBO
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Charming cottage just 12' from the water's edge with gorgeous sunrise views!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Experience the charm of a classic Maine Cottage at this prime location, situated less than 15 feet from the edge of Long ...
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From $689 per night (USD)Expedia
Lakefront - Family Friendly Home - on Long Lake w/beaches and boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the Lakes Region of Maine in this fully renovated air-conditioned house at the 30-acre Lakeside Pines Campground. ...
From $689 per night (USD)Expedia
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New for 2026! Cozy Lakeside Retreat Nestled in the Woods on Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New for 2026! This inviting 3-bedroom, 2-bathroom home on Long Lake offers the perfect blend of cozy comfort and modern ...
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From $624 per night (USD)VRBO
Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the 1860`s Fowler Farmhouse in Bridgton, Maine! This spacious 4-bedroom, 2-bath retreat sleeps 12 and boasts ...
From $624 per night (USD)VRBO
From $2002 per night (USD)VRBO
Long Lake Oasis | Private Lake Access + Views
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 15
Welcome to our Long Lake Oasis! Our conveniently located Bridgton lake house caters perfectly to large family/friend get ...
From $2002 per night (USD)VRBO
From $303 per night (USD)Expedia
3 bedrooms, close to skiing and lakes.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Lola Lodge is a peaceful place to relax with your pets and your family. You'll be a 2 minute walk away from a public bea ...
From $303 per night (USD)Expedia
From $771 per night (USD)VRBO
Gorgeous Bridgton Cabin Only Steps to Long Lake and Direct access to ITS89!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tucked away on 4 acres of beautiful wooded land, we have a beautiful 4 bedroom, 2 bathroom home. Come enjoy our private ...
From $771 per night (USD)VRBO
From $685 per night (USD)Expedia
Home is perfect for large families with private lake access and close to town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Located in the village of Bridgton, Trees offers an unparalleled combination of comfort, space, privacy and convenience ...
From $685 per night (USD)Expedia