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Compare 294 Vacation Homes in Hebron with updated reviews, rates, and availability.

Year-Round Lakeside Retreat

9.2 out of 10, Wonderful, (22)
"Plenty of room, great access. Super shower. Very quick response from owners. Very comfortable beds. Great view of pond."
Year-Round Lakeside Retreat

Every window has a spectacular lake view Low fees

10.0 out of 10, Exceptional, (34)
"location was great, the lake and the wildlife were amazing. enjoyed sitting in the glassed in room each night listening to all of the sounds. the kids were a bit shocked by the 'don't drink the water' warnings, which caused a bit of drama, but otherwise, it was a much needed week away."
Every window has a spectacular lake view Low fees

NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!

10.0 out of 10, Exceptional, (49)
"Lovely stay in this beautiful house on the serene lake!"
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

5 Bedroom Lake House + HGuest House with Hot Tub!

9.8 out of 10, Exceptional, (6)
"Great family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "
5 Bedroom Lake House + HGuest House with Hot Tub!

Ski, Hike & Boat: Modern Bridgton Retreat

10.0 out of 10, Exceptional, (1)
"This was the perfect house for my family of four. It was clean and cozy! I will definitely stay here again when we come back to visit!!"
Ski, Hike & Boat: Modern Bridgton Retreat

Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

10.0 out of 10, Exceptional, (21)
"We stayed here for a weekend of ice fishing, the house is as described and Peter made the process very simple. Highly recommend! "
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

Songo River Bend House

2.0 star property
Songo River Bend House

WATERFRONT ON BRANDY POND! SLEEPS 20!!

WATERFRONT ON BRANDY POND! SLEEPS 20!!

Private Beach, 8 Kayaks/Canoes, Bocce - Perfect Home for Multi-Family Trips!

10.0 out of 10, Exceptional, (132)
"Perfect for multigenerational family vacation"
Private Beach, 8 Kayaks/Canoes, Bocce - Perfect Home for Multi-Family Trips!

Point Sebago Gated Golf & Beach Community

10.0 out of 10, Exceptional, (3)
"The house was clean and well appointed. We would definitely stay here again!"
Point Sebago Gated Golf & Beach Community

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

10.0 out of 10, Exceptional, (29)
"Second year staying at this location and we love everything about it."
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn

Spring Couples Retreat in Sumner – Dog Friendly!

10.0 out of 10, Exceptional, (23)
"This was a return trip for us. We love the house and the area so much, perfect winter weekend getaway from Boston. Hope to come back a third time."
Spring Couples Retreat in Sumner – Dog Friendly!

Lakefront properties with private beach, hot tub, dock, kayaks, grill & firepit

Lakefront properties with private beach, hot tub, dock, kayaks, grill & firepit

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

9.6 out of 10, Exceptional, (34)
"Great place to stay."
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

WATERFRONT ON LONG LAKE

10.0 out of 10, Exceptional, (8)
"Great place, everything was clean. There is a ton of room, the place is bigger in person. Overall it was a great place for the weekend."
WATERFRONT ON LONG LAKE

Stunning waterfront Chalet in Sebago Cove

10.0 out of 10, Exceptional, (52)
"My family always goes up to Maine/New Hampshire this time of year, the location of the house is great! 40 minutes to Fryeburg/Conway NH and only 5 mins to center of Naples. Would def rent again, ple th of space for the 3 families (5 adults, 5 kids) "
Stunning waterfront Chalet in Sebago Cove

NEW! Cozy Auburn Home: Deck+Yard

2.0 star property
9.4 out of 10, Exceptional, (3)
"It was clean, comfortable and much bigger than we thought. We appreciated the little things, like having sugar for our morning coffee and our choice of a K-cup machine or French Press…Nice touch. Plenty of off street parking and a quiet neighborhood."
NEW! Cozy Auburn Home: Deck+Yard

Lakefront All Season Home

8.8 out of 10, Excellent, (18)
"Stunning lake views. Sitting on the dock was extremely relaxing. Very close to Bates college which was great. "
Lakefront All Season Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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