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Search results; Over 1,000 homes in Long Island

Superhost
Cottage in Long Island
Grace Cottage
2 bedrooms, 5 beds, 2 private bathrooms
6–11 Sept
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4.91 out of 5 average rating, 45 reviews
Cottage in Long Island
A Once in a Lifetime Oceanfront Escape
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in Long Island
Spacious Long Island Retreat
4 bedrooms, 8 beds, 2 bathrooms
9–14 Sept
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 190 reviews
Superhost
Home in Freeport
Casco Bay Beachfront Retreat
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 25 reviews
Home in Brunswick
Oceanfront Cottage on Mere Point, Maine
3 bedrooms, 4 beds, 2 bathrooms
18–24 Jul
Top guest favourite
Room in Peaks Island
Island Room with a View
1 double bed, 1 bathroom
16–21 Jul
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
26–31 Aug
4.99 out of 5 average rating, 178 reviews
Guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
2 bedrooms, 2 queen beds, 1.5 bathrooms
15–20 Aug
New place to stay
Guest favourite
Loft in Harpswell
Oceanfront Studio w/ Private Dock in Harpswell!
1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 75 reviews
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Top guest favourite
Home in Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 233 reviews
Superhost
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 380 reviews
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews