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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, 50 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
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
New place to stay, 3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
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
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
4.7 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 276 reviews, 1 queen bed, 1 bathroom
24–29 Oct
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 1 bathroom
12–17 Jun
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
4.98 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 128 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Sept
Superhost
Home in Freeport
Casco Bay Beachfront Retreat
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
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
30 Aug – 4 Sept
Top guest favourite
Home in Harpswell
Sunset Stunner w/summer dock
4.97 out of 5 average rating, 32 reviews, 2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 8 reviews, 2 beds, 1 bathroom
8–13 Sept