Bridgton, Maine

Vacation Rentals in Bridgton, Maine

Discover 55 vacation rental properties in Bridgton. From 1 to 10 bedrooms. Average $351/night. 100% have pools.

55 verified listings Book securely on VRBO Prices updated March 2026

55 properties available

Private waterfront <5 min to Pleasant Mtn. & town. Dock, pool table, ping-pong

Private waterfront <5 min to Pleasant Mtn. & town. Dock, pool table, ping-pong

2 beds 2 baths
PoolA/CWiFiBalcony
$173/night
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Charming Waterfront Cabin with Mountain View and Private Beach Access!

Charming Waterfront Cabin with Mountain View and Private Beach Access!

2 beds 1 bath
PoolA/CWiFiBalcony
$268/night
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Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway

Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway

3 beds 1 bath
PoolA/CWiFiBalcony
$240/night
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Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak

Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak

3 beds 2 baths
PoolA/CWiFiBalcony
$192/night
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Knight's Hill Association home with screened porch, tennis & pool - dog-friendly

Knight's Hill Association home with screened porch, tennis & pool - dog-friendly

3 beds 1 bath
PoolA/CWiFiBalcony
$149/night
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Stunning Library Tiny Home *Private Hot Tub*King Bed*Minutes to Lakes & Hiking

Stunning Library Tiny Home *Private Hot Tub*King Bed*Minutes to Lakes & Hiking

1 bed 1 bath
PoolA/CWiFiBalcony
$271/night
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Lakefront Log Home with the only Outdoor Movie Theater

Lakefront Log Home with the only Outdoor Movie Theater

3 beds 2 baths
PoolA/CWiFiBalcony
$742/night
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Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!

Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!

2 beds 1 bath
PoolA/CWiFiBalcony
$250/night
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Silent Nights at Moose Pond

Silent Nights at Moose Pond

3 beds 2 baths
PoolA/CWiFiBalcony
$282/night
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Log Cabin on Pristine Quiet Maine Pond

Log Cabin on Pristine Quiet Maine Pond

2 beds 1 bath
PoolA/CWiFiBalcony
$210/night
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Spacious loft 10 min to Pleasant Mt walk downtown

Spacious loft 10 min to Pleasant Mt walk downtown

1 bed 1 bath
PoolA/CWiFiBalcony
$199/night
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Waterfront Home on Long Lake

Waterfront Home on Long Lake

4 beds 3 baths
PoolA/CWiFiBalcony
$699/night
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Charming cottage just 12' from the water's edge with gorgeous sunrise views!

Charming cottage just 12' from the water's edge with gorgeous sunrise views!

3 beds 1 bath
PoolA/CWiFiBalcony
$272/night
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Charming Bridgeton Condo ~ 2 Mi to Long Lake!

Charming Bridgeton Condo ~ 2 Mi to Long Lake!

2 beds 1 bath
PoolA/CWiFiBalcony
$109/night
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Serene pet-friendly camp on the edge of Highland Lake with sunrise views!

Serene pet-friendly camp on the edge of Highland Lake with sunrise views!

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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Cozy and quite getaway 3 bedroom, 4 season home

Cozy and quite getaway 3 bedroom, 4 season home

3 beds 2 baths
PoolA/CWiFiBalcony
$199/night
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3 bedrooms, close to skiing and lakes.

3 bedrooms, close to skiing and lakes.

3 beds 1 bath
PoolA/CWiFiBalcony
$300/night
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Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard

Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard

2 beds 1 bath
PoolA/CWiFiBalcony
$385/night
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Cozy lake house in Knights Hill!

Cozy lake house in Knights Hill!

3 beds 2 baths
PoolA/CWiFiBalcony
$211/night
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Family-Friendly Bridgton Home, Steps to Lake!

Family-Friendly Bridgton Home, Steps to Lake!

3 beds 1 bath
PoolA/CWiFiBalcony
$149/night
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Lakefront haven near Shawnee-central location-25 mi. to N.Conway

Lakefront haven near Shawnee-central location-25 mi. to N.Conway

3 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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Dream Lakefront Modern Cabin

Dream Lakefront Modern Cabin

3 beds 2 baths
PoolA/CWiFiBalcony
$243/night
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Colonial House with Long Lake access!

Colonial House with Long Lake access!

3 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Fabulous Waters Edge with Sandy exclusive beach

Fabulous Waters Edge with Sandy exclusive beach

10 beds 6 baths
PoolA/CWiFiBalcony
$1,996/night
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Charming Lakeside Retreat

Charming Lakeside Retreat

3 beds 1 bath
PoolA/CWiFiBalcony
$330/night
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"The Nest" 2-Bedroom Flat in downtown Bridgton

"The Nest" 2-Bedroom Flat in downtown Bridgton

2 beds 1 bath
PoolA/CWiFiBalcony
$298/night
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Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking

Gorgeous home w/private hot tub, wood stove, firepit - near lake, skiing, hiking

3 beds 2 baths
PoolA/CWiFiBalcony
$370/night
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5 BRD Log Cabin close to lake, skiing and snowmobile trails

5 BRD Log Cabin close to lake, skiing and snowmobile trails

5 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Unwind at Our Beautiful Sanctuary - Scenic Views

Unwind at Our Beautiful Sanctuary - Scenic Views

3 beds 2 baths
PoolA/CWiFiBalcony
$312/night
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Cozy and roomy Maine family retreat 5 mins from Pleasant Mountain, sleeps 10

Cozy and roomy Maine family retreat 5 mins from Pleasant Mountain, sleeps 10

4 beds 3 baths
PoolA/CWiFiBalcony
$222/night
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Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain

Modern Mountain Home- Family Friendly Close to Moose Pond / Pleasant Mountain

3 beds 2 baths
PoolA/CWiFiBalcony
$273/night
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Lakes & Mountain Experience! 4 Seasons Getaway -- 3 Bed Cozy Cabin

Lakes & Mountain Experience! 4 Seasons Getaway -- 3 Bed Cozy Cabin

3 beds 1 bath
PoolA/CWiFiBalcony
$202/night
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On Moose Pond: Lake/ski house with mountain views!!

On Moose Pond: Lake/ski house with mountain views!!

4 beds 2 baths
PoolA/CWiFiBalcony
$460/night
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Embrace "Maine - the Way Life Should be" at this cabin on Long Lake-Bridgton

Embrace "Maine - the Way Life Should be" at this cabin on Long Lake-Bridgton

3 beds 2 baths
PoolA/CWiFiBalcony
$300/night
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Njoy Luxury - MUST experience this exclusive and stunning lakeview home

Njoy Luxury - MUST experience this exclusive and stunning lakeview home

4 beds 3 baths
PoolA/CWiFiBalcony
$498/night
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Ski chalet located in a quiet neighborhood

Ski chalet located in a quiet neighborhood

4 beds 2 baths
PoolA/CWiFiBalcony
$160/night
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Bridgton Bungalow | Brand New, Central & Spacious

Bridgton Bungalow | Brand New, Central & Spacious

5 beds 3 baths
PoolA/CWiFiBalcony
$432/night
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Lakefront condo with on-site pool, dock, swimming, firepit, & tennis

Lakefront condo with on-site pool, dock, swimming, firepit, & tennis

3 beds 3 baths
PoolA/CWiFiBalcony
$401/night
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Delightful oasis near lakes, hiking, skiing & town with high-speed WiFi

Delightful oasis near lakes, hiking, skiing & town with high-speed WiFi

3 beds 2 baths
PoolA/CWiFiBalcony
$202/night
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Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski

Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski

4 beds 2 baths
PoolA/CWiFiBalcony
$292/night
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Relax, Reconnect and Recharge at the Red Fox Retreat

Relax, Reconnect and Recharge at the Red Fox Retreat

3 beds 2 baths
PoolA/CWiFiBalcony
$318/night
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Pleasant Mountain Cottage

Pleasant Mountain Cottage

3 beds 1 bath
PoolA/CWiFiBalcony
$307/night
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Cozy Summer Getaway with Lake Beach and Boating Access

Cozy Summer Getaway with Lake Beach and Boating Access

4 beds 2 baths
PoolA/CWiFiBalcony
$220/night
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Spacious Lakefront home on Moose Pond

Spacious Lakefront home on Moose Pond

4 beds 2 baths
PoolA/CWiFiBalcony
$455/night
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Fowler Farmhouse | Walk Downtown | Beach | Hot tub

Fowler Farmhouse | Walk Downtown | Beach | Hot tub

4 beds 2 baths
PoolA/CWiFiBalcony
$507/night
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Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons

Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons

6 beds 2 baths
PoolA/CWiFiBalcony
$685/night
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Nothing better than a getaway with family and friends - visit beautiful Maine!

Nothing better than a getaway with family and friends - visit beautiful Maine!

4 beds 3 baths
PoolA/CWiFiBalcony
$551/night
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Beautiful, secluded house located on water overlooking ski mountain

Beautiful, secluded house located on water overlooking ski mountain

4 beds 2 baths
PoolA/CWiFiBalcony
$519/night
View Details → Book on VRBO

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