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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 shared bathrooms
23–28 Aug
,
4.96 out of 5 average rating, 334 reviews
Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 294 reviews
Top guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 94 reviews
Top guest favourite
Cabin in Windham
Updated Cabin Little Sebago Lake
4 bedrooms, 5 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 28 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
New place to stay
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 276 reviews
Top guest favourite
Home in Windham
Cozy Camp on the lake
3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 235 reviews
Guest favourite
Cottage in Standish
The Loon's Nest Cottage
3 bedrooms, 4 beds, 1 bathroom
4–9 Sept
4.96 out of 5 average rating, 103 reviews
Guest favourite
Home in Harpswell
The Salt Meadow Farm at Harpswell
4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Cabin in Raymond
Luxurious Sebago Lake Cabin
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 546 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 143 reviews