filters

Search results; Over 1,000 homes in Long Island

Superhost
Cottage in Long Island
Grace Cottage
2 bedrooms, 5 beds, 2 private bathrooms
6–11 Sept
,
4.91 out of 5 average rating, 45 reviews
Cottage in Long Island
A Once in a Lifetime Oceanfront Escape
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
5.0 out of 5 average rating, 44 reviews, 2 bedrooms, 3 beds, 1 bathroom
29 Aug – 5 Sept
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 2 beds, 2 bathrooms
7–12 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
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
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
5.0 out of 5 average rating, 68 reviews, 3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest house in Portland
The Little House | Peaks Island
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Dec
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 189 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Superhost
Cabin in Yarmouth
Woodland Cottage
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
13–18 Sept
Superhost
Home in Harpswell
Bay Haven - Deck & water access
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Jul
Top guest favourite
Home in Portland
The Island House
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
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 Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
4.98 out of 5 average rating, 233 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
6–13 Sept
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
4.99 out of 5 average rating, 894 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov