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Search results; Over 1,000 homes in Long Island

Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Sept
,
4.99 out of 5 average rating, 76 reviews
Home in Long Island
500Island
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
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
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds, 1 bathroom
6–13 Sept
Superhost
Home in Freeport
Casco Bay Beachfront Retreat
New place to stay, 3 bedrooms, 5 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
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 May
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 191 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 bed, 1 bathroom
10–15 Sept
Guest favourite
Home in Georgetown
Serene Coveside Cottage
4.94 out of 5 average rating, 88 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 126 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
Superhost
Home in Raymond
Renovated New Waterfront Cottage on Crescent Lake!
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Yarmouth
Peaceful retreat in Yarmouth
4.92 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
2 bedrooms, 6 beds, 1 bathroom
22–27 Aug
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
4.99 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Nov