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Search results; Over 1,000 homes

Top guest favourite
Guest house in Cumberland
Cottage Under a Crabapple Tree
Studio, 1 bed, 1 private bathroom
11–16 Sept
,
4.95 out of 5 average rating, 302 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 187 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 194 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 65 reviews
Superhost
Cabin in Oxford
Glamping Cabin with Hot Tub and Onsite Sauna
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 472 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 366 reviews
Guest favourite
Home in Naples
Trickey Moose Family Retreat | Fire Pit Kayaks
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 264 reviews
Top guest favourite
Flat in Gray
Two bedroom duplex across st from crystal lake
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 179 reviews
Top guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 257 reviews
Guest favourite
Cottage in Standish
The Loon's Nest Cottage
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Bridgton
Beautiful Bridgton Apartment
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 10 reviews