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Search results; Over 1,000 homes in Long Island

Guest favourite
Cottage in Long Island
Picturesque Maine water view Long Island
4 bedrooms, 5 beds, 1 private bathroom
27 Sept – 4 Oct
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4.82 out of 5 average rating, 49 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, 3 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
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 34 reviews
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, 22 reviews
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
3 bedrooms, 5 beds, 1 bathroom
23–30 Aug
4.83 out of 5 average rating, 18 reviews
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Peaks Island
Island Room with a View
1 double bed, 1 bathroom
2–7 Jul
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Cape Elizabeth
1BR Apartment w/ Private Sauna Near Beach
1 bedroom, 2 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Scarborough
Captain Vacation House by beach, shopping, pets
4 bedrooms, 4 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds, 1 bathroom
6–13 Sept
New place to stay
Guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in South Portland
Spacious 1st floor New England charm.
2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 147 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.96 out of 5 average rating, 351 reviews