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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
Townhouse in Long Island
Maine Island Escape - close to Portland!
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
Guest favourite
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, 5 reviews
Home in Long Island
500Island
4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
New place to stay
Top guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
3 bedrooms, 5 beds, 2.5 bathrooms
27 Aug – 1 Sept
New place to stay
Apartment in Portland
Cozy Coveside Island Retreat
2 bedrooms, 2 single beds, 1.5 bathrooms
2–7 Jan
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Oct
4.98 out of 5 average rating, 151 reviews
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 9 reviews
Home in Wells
GG's Cabin in the Woods
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 278 reviews
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 487 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 294 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Harpswell
Sunset Stunner w/summer dock
2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 301 reviews