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Search results; Over 1,000 homes in Long Island

Superhost
Cottage in Long Island
Maine island vacation cottage
3 bedrooms, 4 beds, 1.5 private bathrooms
31 Aug – 7 Sept
,
4.62 out of 5 average rating, 60 reviews
Guest favourite
Cottage in Long Island
A Once in a Lifetime Oceanfront Escape
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
Home in Long Island
Spacious Long Island Retreat
4 bedrooms, 8 beds, 2 bathrooms
9–14 Sept
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 bed, 1 bathroom
10–15 Sept
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Home in Phippsburg
Lovely 3-bedrom cottage with deep water dock.
3 bedrooms, 4 beds, 1 bathroom
13–18 Aug
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
2 bedrooms, 6 beds, 1 bathroom
22–27 Aug
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 7 reviews, 1 bed, 1 bathroom
5–10 Sept
Home in Brunswick
Pet friendly retreat close to downtown Brunswick.
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
28 Jul – 2 Aug
Cabin in Harrison
Nola’s Landing Getaway | Lakes & Mountains
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Aug
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 118 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
4.99 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct