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Search results; Over 1,000 homes

Guest favourite
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
2 bedrooms, 6 beds, 1 private bathroom
7–12 Sept
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4.9 out of 5 average rating, 87 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 158 reviews, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
4.99 out of 5 average rating, 294 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Oct
Top guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
5.0 out of 5 average rating, 94 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
5.0 out of 5 average rating, 57 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Oct
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
26–31 Aug
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.97 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
Guest favourite
Home in Harpswell
The Salt Meadow Farm at Harpswell
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Oct
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
4.96 out of 5 average rating, 235 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
4.97 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
Top guest favourite
Home in Cumberland
Rustic charm close to Portland
4.96 out of 5 average rating, 334 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Windham
Maine Vacation Home on the Water
5.0 out of 5 average rating, 60 reviews, 4 bedrooms, 9 beds, 3 bathrooms
12–17 Sept
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 193 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Windham
Cozy Camp on the lake
5.0 out of 5 average rating, 53 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 275 reviews, 1 queen bed, 1 bathroom
17–22 Oct