filters

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
,
4.82 out of 5 average rating, 50 reviews
Home in Long Island
500Island
4 bedrooms, 5 beds
23–30 Aug
New place to stay
Townhouse in Long Island
Maine Island Escape - close to Portland!
3 bedrooms, 4 beds
7–12 Sept
Guest favourite
Cottage in Long Island
A Once in a Lifetime Oceanfront Escape
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in Long Island
Spacious Long Island Retreat
4 bedrooms, 8 beds
10–16 Sept
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds
6–13 Sept
Top guest favourite
Home in Scarborough
Higgins Beach *New* Beach Home & Private Offices
3 bedrooms, 4 beds
15–20 Dec
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 84 reviews
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
4 bedrooms, 2 double beds
7–12 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed
21–26 Aug
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
18–23 Oct
4.98 out of 5 average rating, 82 reviews
Superhost
Home in Freeport
Casco Bay Beachfront Retreat
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 76 reviews
Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
3 bedrooms, 5 beds
27 Aug – 1 Sept
New place to stay
Flat in South Portland
Willard Beach 2-BR Coastal Apt w/ Full Kitchen
2 bedrooms, 3 beds
31 Aug – 5 Sept
New place to stay