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Pondicherry Park
Shawnee Peak
Gallery 302
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151 rentals
in Bridgton.
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
140 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway
96 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*
2 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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PLEASANT MT Spacious Vacation Condo- Family Friendly - Ski in/Ski Out - 3 floors
3 reviews
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 8
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Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Fabulous Waters Edge with Sandy exclusive beach
5 reviews
Holiday Rental House
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10 bedrooms
6 bathrooms
Sleeps 25
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Ski chalet located in a quiet neighborhood
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
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Luxury Lakefront Living in Lake Sebago Area
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
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Lakefront haven near Shawnee-central location-25 mi. to N.Conway
9 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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On Moose Pond: Lake/ski house with mountain views!!
8 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Colonial House with Long Lake access!
1 review
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Spacious Family Home W/in 3 Min Of The Largest Night Skiing Facility In N E
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 12
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"The Nest" 2-Bedroom Flat in downtown Bridgton
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Charming Waterfront Cabin with Mountain View and Private Beach Access!
30 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Pleasant Mountain Condo Ski in Ski out
45 reviews
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 10
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Highland Dream: Summer Paradise! 5BR/2BA W Sandy Beach, Stay and Play. 4 Seasons
5 reviews
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 12
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Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Relax, Reconnect and Recharge at the Red Fox Retreat
6 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Lake Front on Moose Pond, Private Beach at Base of Pleasant Mt
29 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN/SHAWNEE PEAK - SKI IN/SKI OUT
8 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 12
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Waterfront Home on Long Lake
3 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 11
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"The Sea Breeze" Luxury Suite
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 4
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Woodhaven Hideaway on Woods Pond..
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Log Cabin on Pristine Quiet Maine Pond
25 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
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Adorable cottage set among tall pines with sandy beach only .5 mile from town.
26 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Lakeside living! Shawnee Peak across the lake- with kayaks & paddle board
31 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Tiny Home Library*Hot Tub*King Bed*Near Lakes
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Shawnee Peak - Ski In & Out - 3 Bedroom
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Cute Bridgton Bungalow walk to town location
1 review
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
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FOSTER POND SHOREFRONT WITH DOCK
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 8
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Cozy ski cabin 5 Minutes to Shawnee Peak
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 8
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Charming cottage with stunning views of Long Lake from screened in porch.
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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New For 2023! Adorable pet friendly camp on Highland Lake in Bridgton.
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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4 Season Cottage in Alpine Village Association with water access to Moose Pond.
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
7 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream
35 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Shorefront on Highland Lake
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Lovely, updated home on 70 acres with high-end appliances
29 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Charming Bridgeton Condo ~ 2 Mi to Long Lake!
4 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 3
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Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs
7 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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house on lake with mountain views ski and stay
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Cozy ski-in/ski-out chalet w/ a gas fireplace & full kitchen - dogs welcome!
2 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Lakefront Log Cabin!
2 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Spring skiing/ Snowmobiling Getaway
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 9
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Pleasant Mountain Cottage
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Cozy waterfront camp, nice views, dog ok -late Summer and Fall weeks available
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Log Sided Bridgton Home Close to Skiing and Lakes
4 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Cozy ski/lake cabin 5 minutes to Shawnee Peak!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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Moose Pond Mountain Escape 3BR/2BA and much to enjoy!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Showing results 1-50 of 151
Frequently Asked Questions about Bridgton
Do any holiday rentals in Bridgton have a pool?
Yes, here are some popular holiday rentals in Bridgton that have a pool:
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway
Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*
See all holiday rentals with a pool in Bridgton on Tripadvisor
Do any holiday rentals in Bridgton have internet access?
Yes, here are some popular holiday rentals in Bridgton that have internet access:
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway
Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*
See all holiday rentals in Bridgton on Tripadvisor
What are the best pet friendly rentals in Bridgton?
The best pet friendly rentals in Bridgton are:
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
Fabulous Waters Edge with Sandy exclusive beach
Ski chalet located in a quiet neighborhood
See all pet friendly holiday rentals in Bridgton on Tripadvisor
What are some great rentals in Bridgton that are kid friendly?
Some of the most popular kid friendly rentals in Bridgton are:
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
Waterfront Ski Cabin 5m to PLEASANT MT. (Shawnee) 30m to N. Conway
Schoolhouse*Hot Tub*2 King Beds*Minutes to Lakes* Unique & Historic*
See all kid friendly holiday rentals in Bridgton on Tripadvisor