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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
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
7–12 Jul
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 12 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
Top guest favourite
Room in Peaks Island
Island Room with a View
1 double bed, 1 bathroom
3–8 Jul
4.97 out of 5 average rating, 108 reviews
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms, 4 beds, 1 bathroom
1–8 Aug
4.7 out of 5 average rating, 20 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 185 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 186 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
Tiny home in Freeport
The Craic House Maine #mainethewaylifeshouldbe
1 bedroom, 1 king bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26 Jul – 2 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Yarmouth
Peaceful retreat in Yarmouth
2 bedrooms, 2 double beds, 1 bathroom
4–9 Jul
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Jul
New place to stay
Top guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 60 reviews