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Bridgton Holiday Rentals

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80 rentals in Bridgton.
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Wooded Highland Lake Waterfront Cabin - Great Beach and Dock, holiday rental in Bridgton
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock, holiday rental in Bridgton
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock, holiday rental in Bridgton

Wooded Highland Lake Waterfront Cabin - Great Beach and Dock

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong, holiday rental in Bridgton
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong, holiday rental in Bridgton
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong, holiday rental in Bridgton

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Ski Cabin on Moose Pond, holiday rental in Bridgton
Waterfront Ski Cabin on Moose Pond, holiday rental in Bridgton
Waterfront Ski Cabin on Moose Pond, holiday rental in Bridgton

Waterfront Ski Cabin on Moose Pond

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Long Lake Cottage - Sandy Walk-In - Dock for your Boat, holiday rental in Bridgton
Long Lake Cottage - Sandy Walk-In - Dock for your Boat, holiday rental in Bridgton
Long Lake Cottage - Sandy Walk-In - Dock for your Boat, holiday rental in Bridgton

Long Lake Cottage - Sandy Walk-In - Dock for your Boat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury Lakefront Estate with Private Beaches: Ideal for Reunions, Corp. Retreats, holiday rental in Bridgton
Luxury Lakefront Estate with Private Beaches: Ideal for Reunions, Corp. Retreats, holiday rental in Bridgton
Luxury Lakefront Estate with Private Beaches: Ideal for Reunions, Corp. Retreats, holiday rental in Bridgton

Luxury Lakefront Estate with Private Beaches: Ideal for Reunions, Corp. Retreats

Holiday Rental House
15 bedrooms
10 bathrooms
Sleeps 34
Match: Sleeps
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Embrace 'Maine  - the Way Life Should be' at this  cabin in Bridgton, holiday rental in Bridgton
Embrace 'Maine  - the Way Life Should be' at this  cabin in Bridgton, holiday rental in Bridgton
Embrace 'Maine  - the Way Life Should be' at this  cabin in Bridgton, holiday rental in Bridgton

Embrace 'Maine - the Way Life Should be' at this cabin in Bridgton

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Home on Long Lake, holiday rental in Bridgton
Waterfront Home on Long Lake, holiday rental in Bridgton
Waterfront Home on Long Lake, holiday rental in Bridgton

Waterfront Home on Long Lake

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful waterfront log cabin on pristine Maine lake, holiday rental in Bridgton
Beautiful waterfront log cabin on pristine Maine lake, holiday rental in Bridgton
Beautiful waterfront log cabin on pristine Maine lake, holiday rental in Bridgton

Beautiful waterfront log cabin on pristine Maine lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Waterfront Cabin with Mountain View and Private Beach Access!, holiday rental in Bridgton
Charming Waterfront Cabin with Mountain View and Private Beach Access!, holiday rental in Bridgton
Charming Waterfront Cabin with Mountain View and Private Beach Access!, holiday rental in Bridgton

Charming Waterfront Cabin with Mountain View and Private Beach Access!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ski Shawnee Peak--Spacious home ideal for large groups!, holiday rental in Bridgton
Ski Shawnee Peak--Spacious home ideal for large groups!, holiday rental in Bridgton
Ski Shawnee Peak--Spacious home ideal for large groups!, holiday rental in Bridgton

Ski Shawnee Peak--Spacious home ideal for large groups!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lake/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage, holiday rental in Bridgton
Lake/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage, holiday rental in Bridgton
Lake/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage, holiday rental in Bridgton

Lake/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Vacation Home,  Heart of Lakes/Ski Region in Bridgton Me, holiday rental in Bridgton
Great Vacation Home,  Heart of Lakes/Ski Region in Bridgton Me, holiday rental in Bridgton
Great Vacation Home,  Heart of Lakes/Ski Region in Bridgton Me, holiday rental in Bridgton

Great Vacation Home, Heart of Lakes/Ski Region in Bridgton Me

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful, secluded house located on water overlooking ski mountain, holiday rental in Bridgton
Beautiful, secluded house located on water overlooking ski mountain, holiday rental in Bridgton
Beautiful, secluded house located on water overlooking ski mountain, holiday rental in Bridgton

Beautiful, secluded house located on water overlooking ski mountain

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 4 Season Mountain Lodge with views of Shawnee Peak!, holiday rental in Bridgton
Beautiful 4 Season Mountain Lodge with views of Shawnee Peak!, holiday rental in Bridgton
Beautiful 4 Season Mountain Lodge with views of Shawnee Peak!, holiday rental in Bridgton

Beautiful 4 Season Mountain Lodge with views of Shawnee Peak!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Home with Sandy Beach, Just 200 Yds from Shawnee Peak Skiing, holiday rental in Bridgton
Waterfront Home with Sandy Beach, Just 200 Yds from Shawnee Peak Skiing, holiday rental in Bridgton
Waterfront Home with Sandy Beach, Just 200 Yds from Shawnee Peak Skiing, holiday rental in Bridgton

Waterfront Home with Sandy Beach, Just 200 Yds from Shawnee Peak Skiing

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Private and Quiet Lakefront Unit With Private Beach & Dock, holiday rental in Bridgton
Private and Quiet Lakefront Unit With Private Beach & Dock, holiday rental in Bridgton
Private and Quiet Lakefront Unit With Private Beach & Dock, holiday rental in Bridgton

Private and Quiet Lakefront Unit With Private Beach & Dock

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Family Home W/in 3 Min Of The Largest Night Skiing Facility In N E, holiday rental in Bridgton
Spacious Family Home W/in 3 Min Of The Largest Night Skiing Facility In N E, holiday rental in Bridgton
Spacious Family Home W/in 3 Min Of The Largest Night Skiing Facility In N E, holiday rental in Bridgton

Spacious Family Home W/in 3 Min Of The Largest Night Skiing Facility In N E

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious 4 Bedroom Waterfront Home on Moose Pond/Lake & Shawnee Peak, holiday rental in Bridgton
Spacious 4 Bedroom Waterfront Home on Moose Pond/Lake & Shawnee Peak, holiday rental in Bridgton
Spacious 4 Bedroom Waterfront Home on Moose Pond/Lake & Shawnee Peak, holiday rental in Bridgton

Spacious 4 Bedroom Waterfront Home on Moose Pond/Lake & Shawnee Peak

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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NEW - Relaxing retreat nr Shawnee-central location, holiday rental in Bridgton
NEW - Relaxing retreat nr Shawnee-central location, holiday rental in Bridgton
NEW - Relaxing retreat nr Shawnee-central location, holiday rental in Bridgton

NEW - Relaxing retreat nr Shawnee-central location

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious 4 Bedroom Home ~ Moose Pond/ Shawnee Peak. Your Kids Will Love It Here!, holiday rental in Bridgton
Spacious 4 Bedroom Home ~ Moose Pond/ Shawnee Peak. Your Kids Will Love It Here!, holiday rental in Bridgton
Spacious 4 Bedroom Home ~ Moose Pond/ Shawnee Peak. Your Kids Will Love It Here!, holiday rental in Bridgton

Spacious 4 Bedroom Home ~ Moose Pond/ Shawnee Peak. Your Kids Will Love It Here!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Shawnee Peak Condo - Ski In Ski Out, holiday rental in Bridgton
Shawnee Peak Condo - Ski In Ski Out, holiday rental in Bridgton
Shawnee Peak Condo - Ski In Ski Out, holiday rental in Bridgton

Shawnee Peak Condo - Ski In Ski Out

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lovely, newly-constructed home on 100 acres w/ high-end appliances!, holiday rental in Bridgton
Lovely, newly-constructed home on 100 acres w/ high-end appliances!, holiday rental in Bridgton
Lovely, newly-constructed home on 100 acres w/ high-end appliances!, holiday rental in Bridgton

Lovely, newly-constructed home on 100 acres w/ high-end appliances!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lakefront Home with Sandy Beach & Mountain Views, holiday rental in Bridgton
Lakefront Home with Sandy Beach & Mountain Views, holiday rental in Bridgton
Lakefront Home with Sandy Beach & Mountain Views, holiday rental in Bridgton

Lakefront Home with Sandy Beach & Mountain Views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Log Cabin On Pristine Quiet Maine Pond, holiday rental in Bridgton
Log Cabin On Pristine Quiet Maine Pond, holiday rental in Bridgton
Log Cabin On Pristine Quiet Maine Pond, holiday rental in Bridgton

Log Cabin On Pristine Quiet Maine Pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fabulous Waters Edge with Sandy exclusive beach, holiday rental in Bridgton
Fabulous Waters Edge with Sandy exclusive beach, holiday rental in Bridgton
Fabulous Waters Edge with Sandy exclusive beach, holiday rental in Bridgton

Fabulous Waters Edge with Sandy exclusive beach

Holiday Rental House
10 bedrooms
6 bathrooms
Sleeps 25
Match: Sleeps
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Luxury Shawnee Peak Townhouse across from Moose Pond, holiday rental in Bridgton
Luxury Shawnee Peak Townhouse across from Moose Pond, holiday rental in Bridgton
Luxury Shawnee Peak Townhouse across from Moose Pond, holiday rental in Bridgton

Luxury Shawnee Peak Townhouse across from Moose Pond

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Thanksgiving weekend is still available! 10% off!!, holiday rental in Bridgton
Thanksgiving weekend is still available! 10% off!!, holiday rental in Bridgton
Thanksgiving weekend is still available! 10% off!!, holiday rental in Bridgton

Thanksgiving weekend is still available! 10% off!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3 BR 2 BA Picture Perfect Cabin with a Private Dock, holiday rental in Bridgton
3 BR 2 BA Picture Perfect Cabin with a Private Dock, holiday rental in Bridgton
3 BR 2 BA Picture Perfect Cabin with a Private Dock, holiday rental in Bridgton

3 BR 2 BA Picture Perfect Cabin with a Private Dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A four season getaway! Walk to skiing, fishing and boating, holiday rental in Bridgton
A four season getaway! Walk to skiing, fishing and boating, holiday rental in Bridgton
A four season getaway! Walk to skiing, fishing and boating, holiday rental in Bridgton

A four season getaway! Walk to skiing, fishing and boating

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lake Front on Moose Pond, Private Beach at Base of Pleasant Mt, holiday rental in Bridgton
Lake Front on Moose Pond, Private Beach at Base of Pleasant Mt, holiday rental in Bridgton
Lake Front on Moose Pond, Private Beach at Base of Pleasant Mt, holiday rental in Bridgton

Lake Front on Moose Pond, Private Beach at Base of Pleasant Mt

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Four Season Moose Pond Cottage. Skiing, Hiking, Beach, Tennis Courts And Pool!, holiday rental in Bridgton
Four Season Moose Pond Cottage. Skiing, Hiking, Beach, Tennis Courts And Pool!, holiday rental in Bridgton
Four Season Moose Pond Cottage. Skiing, Hiking, Beach, Tennis Courts And Pool!, holiday rental in Bridgton

Four Season Moose Pond Cottage. Skiing, Hiking, Beach, Tennis Courts And Pool!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float., holiday rental in Bridgton
Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float., holiday rental in Bridgton
Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float., holiday rental in Bridgton

Quiet lakeside Maine Camp with Dock, Boat Mooring and Swim Float.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski chalet located in a quiet neighborhood, holiday rental in Bridgton
Ski chalet located in a quiet neighborhood, holiday rental in Bridgton
Ski chalet located in a quiet neighborhood, holiday rental in Bridgton

Ski chalet located in a quiet neighborhood

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The Ideal Maine Lakeside Getaway: 'Pinewoods' on Moose Pond, holiday rental in Bridgton
The Ideal Maine Lakeside Getaway: 'Pinewoods' on Moose Pond, holiday rental in Bridgton
The Ideal Maine Lakeside Getaway: 'Pinewoods' on Moose Pond, holiday rental in Bridgton

The Ideal Maine Lakeside Getaway: 'Pinewoods' on Moose Pond

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Welcoming Lakefront Townhome, holiday rental in Bridgton
Welcoming Lakefront Townhome, holiday rental in Bridgton
Welcoming Lakefront Townhome, holiday rental in Bridgton

Welcoming Lakefront Townhome

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakeside living! Swimming, kayaking, hiking.  Shawnee Peak across the lake, holiday rental in Bridgton
Lakeside living! Swimming, kayaking, hiking.  Shawnee Peak across the lake, holiday rental in Bridgton
Lakeside living! Swimming, kayaking, hiking.  Shawnee Peak across the lake, holiday rental in Bridgton

Lakeside living! Swimming, kayaking, hiking. Shawnee Peak across the lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious waterfront chalet w/ cozy wood stove, outdoor firepit, grill, & more!, holiday rental in Bridgton
Spacious waterfront chalet w/ cozy wood stove, outdoor firepit, grill, & more!, holiday rental in Bridgton
Spacious waterfront chalet w/ cozy wood stove, outdoor firepit, grill, & more!, holiday rental in Bridgton

Spacious waterfront chalet w/ cozy wood stove, outdoor firepit, grill, & more!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Private Lake Front Home, holiday rental in Bridgton
Private Lake Front Home, holiday rental in Bridgton
Private Lake Front Home, holiday rental in Bridgton

Private Lake Front Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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4 Brm Lakefront  Condo 3 day Summer  rental $900 Kayaks &Canoe, holiday rental in Bridgton
4 Brm Lakefront  Condo 3 day Summer  rental $900 Kayaks &Canoe, holiday rental in Bridgton
4 Brm Lakefront  Condo 3 day Summer  rental $900 Kayaks &Canoe, holiday rental in Bridgton

4 Brm Lakefront Condo 3 day Summer rental $900 Kayaks &Canoe

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront Paradise on Northern Tip of Long Lake, holiday rental in Bridgton
Lakefront Paradise on Northern Tip of Long Lake, holiday rental in Bridgton
Lakefront Paradise on Northern Tip of Long Lake, holiday rental in Bridgton

Lakefront Paradise on Northern Tip of Long Lake

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Summer Getaway with Beach and Boating Access

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful Lakefront Cottage, holiday rental in Bridgton
Peaceful Lakefront Cottage, holiday rental in Bridgton
Peaceful Lakefront Cottage, holiday rental in Bridgton

Peaceful Lakefront Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Bear Trap - A Magical Place in all Seasons, holiday rental in Bridgton
Bear Trap - A Magical Place in all Seasons, holiday rental in Bridgton
Bear Trap - A Magical Place in all Seasons, holiday rental in Bridgton

Bear Trap - A Magical Place in all Seasons

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Adorable cottage set among tall pines with sandy beach only .5  mile from town., holiday rental in Bridgton
Adorable cottage set among tall pines with sandy beach only .5  mile from town., holiday rental in Bridgton
Adorable cottage set among tall pines with sandy beach only .5  mile from town., holiday rental in Bridgton

Adorable cottage set among tall pines with sandy beach only .5 mile from town.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Lake Home w/ Free WiFi, Washer/Dryer, Boat Slip, Firepit, & Wood Stove, holiday rental in Bridgton
Gorgeous Lake Home w/ Free WiFi, Washer/Dryer, Boat Slip, Firepit, & Wood Stove, holiday rental in Bridgton
Gorgeous Lake Home w/ Free WiFi, Washer/Dryer, Boat Slip, Firepit, & Wood Stove, holiday rental in Bridgton

Gorgeous Lake Home w/ Free WiFi, Washer/Dryer, Boat Slip, Firepit, & Wood Stove

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great for Leaf Peeping -Incredible Family Getaway on Moose Pond, holiday rental in Bridgton
Great for Leaf Peeping -Incredible Family Getaway on Moose Pond, holiday rental in Bridgton
Great for Leaf Peeping -Incredible Family Getaway on Moose Pond, holiday rental in Bridgton

Great for Leaf Peeping -Incredible Family Getaway on Moose Pond

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Year-Round Activities and Relaxation! Lake Community Home in Bridgton, holiday rental in Bridgton
Year-Round Activities and Relaxation! Lake Community Home in Bridgton, holiday rental in Bridgton
Year-Round Activities and Relaxation! Lake Community Home in Bridgton, holiday rental in Bridgton

Year-Round Activities and Relaxation! Lake Community Home in Bridgton

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Log Cabin w/ Free WiFi plus a Community Pool, Tennis, & Clubhouse, holiday rental in Bridgton
Charming Log Cabin w/ Free WiFi plus a Community Pool, Tennis, & Clubhouse, holiday rental in Bridgton
Charming Log Cabin w/ Free WiFi plus a Community Pool, Tennis, & Clubhouse, holiday rental in Bridgton

Charming Log Cabin w/ Free WiFi plus a Community Pool, Tennis, & Clubhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Log Sided Bridgton Home Close to Skiing and Lakes, holiday rental in Bridgton
Log Sided Bridgton Home Close to Skiing and Lakes, holiday rental in Bridgton
Log Sided Bridgton Home Close to Skiing and Lakes, holiday rental in Bridgton

Log Sided Bridgton Home Close to Skiing and Lakes

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Frequently Asked Questions about Bridgton