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Holiday Rentals in Bridgton

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
151 rentals 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 in Bridgton

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway, holiday rental in Bridgton
Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway, holiday rental in Bridgton
Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway, holiday rental in Bridgton

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*, holiday rental in Bridgton
Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*, holiday rental in Bridgton
Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*, holiday rental in Bridgton

Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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PLEASANT MT Spacious Vacation Condo- Family Friendly - Ski in/Ski Out - 3 floors, holiday rental in Bridgton
PLEASANT MT Spacious Vacation Condo- Family Friendly - Ski in/Ski Out - 3 floors, holiday rental in Bridgton
PLEASANT MT Spacious Vacation Condo- Family Friendly - Ski in/Ski Out - 3 floors, holiday rental in Bridgton

PLEASANT MT Spacious Vacation Condo- Family Friendly - Ski in/Ski Out - 3 floors

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak, holiday rental in Bridgton
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak, holiday rental in Bridgton
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak, holiday rental in Bridgton

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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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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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Luxury Lakefront Living in Lake Sebago Area, holiday rental in Bridgton
Luxury Lakefront Living in Lake Sebago Area, holiday rental in Bridgton
Luxury Lakefront Living in Lake Sebago Area, holiday rental in Bridgton

Luxury Lakefront Living in Lake Sebago Area

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lakefront haven near Shawnee-central location-25 mi. to N.Conway, holiday rental in Bridgton
Lakefront haven near Shawnee-central location-25 mi. to N.Conway, holiday rental in Bridgton
Lakefront haven near Shawnee-central location-25 mi. to N.Conway, holiday rental in Bridgton

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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On Moose Pond: Lake/ski house with mountain views!!, holiday rental in Bridgton
On Moose Pond: Lake/ski house with mountain views!!, holiday rental in Bridgton
On Moose Pond: Lake/ski house with mountain views!!, holiday rental in Bridgton

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Colonial House with Long Lake access!, holiday rental in Bridgton
Colonial House with Long Lake access!, holiday rental in Bridgton
Colonial House with Long Lake access!, holiday rental in Bridgton

Colonial House with Long Lake access!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
More info
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"The Nest" 2-Bedroom Flat in downtown Bridgton, holiday rental in Bridgton
"The Nest" 2-Bedroom Flat in downtown Bridgton, holiday rental in Bridgton
"The Nest" 2-Bedroom Flat in downtown Bridgton, holiday rental in Bridgton

"The Nest" 2-Bedroom Flat in downtown Bridgton

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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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
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Pleasant Mountain Condo Ski in Ski out, holiday rental in Bridgton
Pleasant Mountain Condo Ski in Ski out, holiday rental in Bridgton
Pleasant Mountain Condo Ski in Ski out, holiday rental in Bridgton

Pleasant Mountain Condo Ski in Ski out

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons, holiday rental in Bridgton
Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons, holiday rental in Bridgton
Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons, holiday rental in Bridgton

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

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!, holiday rental in Bridgton
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!, holiday rental in Bridgton
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!, holiday rental in Bridgton

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Relax, Reconnect and Recharge at the Red Fox Retreat, holiday rental in Bridgton
Relax, Reconnect and Recharge at the Red Fox Retreat, holiday rental in Bridgton
Relax, Reconnect and Recharge at the Red Fox Retreat, holiday rental in Bridgton

Relax, Reconnect and Recharge at the Red Fox Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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
More info
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TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT, holiday rental in Bridgton
TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT, holiday rental in Bridgton
TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT, holiday rental in Bridgton

TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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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
More info
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"The Sea Breeze" Luxury Suite, holiday rental in Bridgton
"The Sea Breeze" Luxury Suite, holiday rental in Bridgton
"The Sea Breeze" Luxury Suite, holiday rental in Bridgton

"The Sea Breeze" Luxury Suite

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
More info
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Woodhaven Hideaway on Woods Pond.., holiday rental in Bridgton
Woodhaven Hideaway on Woods Pond.., holiday rental in Bridgton
Woodhaven Hideaway on Woods Pond.., holiday rental in Bridgton

Woodhaven Hideaway on Woods Pond..

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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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 2
Match: Sleeps
More info
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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
More info
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Lakeside living!  Shawnee Peak across the lake- with kayaks & paddle board, holiday rental in Bridgton
Lakeside living!  Shawnee Peak across the lake- with kayaks & paddle board, holiday rental in Bridgton
Lakeside living!  Shawnee Peak across the lake- with kayaks & paddle board, holiday rental in Bridgton

Lakeside living! Shawnee Peak across the lake- with kayaks & paddle board

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Tiny Home Library*Hot Tub*King Bed*Near Lakes, holiday rental in Bridgton
Tiny Home Library*Hot Tub*King Bed*Near Lakes, holiday rental in Bridgton
Tiny Home Library*Hot Tub*King Bed*Near Lakes, holiday rental in Bridgton

Tiny Home Library*Hot Tub*King Bed*Near Lakes

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Shawnee Peak - Ski In & Out - 3 Bedroom, holiday rental in Bridgton
Shawnee Peak - Ski In & Out - 3 Bedroom, holiday rental in Bridgton
Shawnee Peak - Ski In & Out - 3 Bedroom, holiday rental in Bridgton

Shawnee Peak - Ski In & Out - 3 Bedroom

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cute Bridgton Bungalow walk to town location, holiday rental in Bridgton
Cute Bridgton Bungalow walk to town location, holiday rental in Bridgton
Cute Bridgton Bungalow walk to town location, holiday rental in Bridgton

Cute Bridgton Bungalow walk to town location

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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FOSTER POND SHOREFRONT WITH DOCK, holiday rental in Bridgton
FOSTER POND SHOREFRONT WITH DOCK, holiday rental in Bridgton
FOSTER POND SHOREFRONT WITH DOCK, holiday rental in Bridgton

FOSTER POND SHOREFRONT WITH DOCK

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Cozy ski cabin 5 Minutes to Shawnee Peak, holiday rental in Bridgton
Cozy ski cabin 5 Minutes to Shawnee Peak, holiday rental in Bridgton
Cozy ski cabin 5 Minutes to Shawnee Peak, holiday rental in Bridgton

Cozy ski cabin 5 Minutes to Shawnee Peak

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Charming cottage with stunning views of Long Lake from screened in porch., holiday rental in Bridgton
Charming cottage with stunning views of Long Lake from screened in porch., holiday rental in Bridgton
Charming cottage with stunning views of Long Lake from screened in porch., holiday rental in Bridgton

Charming cottage with stunning views of Long Lake from screened in porch.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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New For 2023! Adorable pet friendly camp on Highland Lake in Bridgton., holiday rental in Bridgton
New For 2023! Adorable pet friendly camp on Highland Lake in Bridgton., holiday rental in Bridgton
New For 2023! Adorable pet friendly camp on Highland Lake in Bridgton., holiday rental in Bridgton

New For 2023! Adorable pet friendly camp on Highland Lake in Bridgton.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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4 Season Cottage in Alpine Village Association with water access to Moose Pond., holiday rental in Bridgton
4 Season Cottage in Alpine Village Association with water access to Moose Pond., holiday rental in Bridgton
4 Season Cottage in Alpine Village Association with water access to Moose Pond., holiday rental in Bridgton

4 Season Cottage in Alpine Village Association with water access to Moose Pond.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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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
Match: Sleeps
More info
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Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream, holiday rental in Bridgton
Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream, holiday rental in Bridgton
Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream, holiday rental in Bridgton

Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Shorefront on Highland Lake, holiday rental in Bridgton
Shorefront on Highland Lake, holiday rental in Bridgton
Shorefront on Highland Lake, holiday rental in Bridgton

Shorefront on Highland Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lovely, updated home on 70 acres with high-end appliances, holiday rental in Bridgton
Lovely, updated home on 70 acres with high-end appliances, holiday rental in Bridgton
Lovely, updated home on 70 acres with high-end appliances, holiday rental in Bridgton

Lovely, updated home on 70 acres with high-end appliances

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Bridgeton Condo ~ 2 Mi to Long Lake!, holiday rental in Bridgton
Charming Bridgeton Condo ~ 2 Mi to Long Lake!, holiday rental in Bridgton
Charming Bridgeton Condo ~ 2 Mi to Long Lake!, holiday rental in Bridgton

Charming Bridgeton Condo ~ 2 Mi to Long Lake!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs, holiday rental in Bridgton
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs, holiday rental in Bridgton
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs, holiday rental in Bridgton

Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Knight's Hill Association home with screened porch, tennis & pool - dog-friendly, holiday rental in Bridgton
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly, holiday rental in Bridgton
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly, holiday rental in Bridgton

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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house on lake with mountain views ski and stay, holiday rental in Bridgton
house on lake with mountain views ski and stay, holiday rental in Bridgton
house on lake with mountain views ski and stay, holiday rental in Bridgton

house on lake with mountain views ski and stay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome!, holiday rental in Bridgton
Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome!, holiday rental in Bridgton
Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome!, holiday rental in Bridgton

Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lakefront Log Cabin!, holiday rental in Bridgton
Lakefront Log Cabin!, holiday rental in Bridgton
Lakefront Log Cabin!, holiday rental in Bridgton

Lakefront Log Cabin!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Spring skiing/ Snowmobiling Getaway, holiday rental in Bridgton
Spring skiing/ Snowmobiling Getaway, holiday rental in Bridgton
Spring skiing/ Snowmobiling Getaway, holiday rental in Bridgton

Spring skiing/ Snowmobiling Getaway

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Pleasant Mountain Cottage, holiday rental in Bridgton
Pleasant Mountain Cottage, holiday rental in Bridgton
Pleasant Mountain Cottage, holiday rental in Bridgton

Pleasant Mountain Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy waterfront camp, nice views, dog ok -late Summer and Fall weeks available, holiday rental in Bridgton
Cozy waterfront camp, nice views, dog ok -late Summer and Fall weeks available, holiday rental in Bridgton
Cozy waterfront camp, nice views, dog ok -late Summer and Fall weeks available, holiday rental in Bridgton

Cozy waterfront camp, nice views, dog ok -late Summer and Fall weeks available

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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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
More info
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Cozy ski/lake cabin 5 minutes to Shawnee Peak!, holiday rental in Bridgton
Cozy ski/lake cabin 5 minutes to Shawnee Peak!, holiday rental in Bridgton
Cozy ski/lake cabin 5 minutes to Shawnee Peak!, holiday rental in Bridgton

Cozy ski/lake cabin 5 minutes to Shawnee Peak!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Moose Pond Mountain Escape 3BR/2BA and much to enjoy!, holiday rental in Bridgton
Moose Pond Mountain Escape 3BR/2BA and much to enjoy!, holiday rental in Bridgton
Moose Pond Mountain Escape 3BR/2BA and much to enjoy!, holiday rental in Bridgton

Moose Pond Mountain Escape 3BR/2BA and much to enjoy!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Frequently Asked Questions about Bridgton