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Search results; Over 1,000 homes in Peaks Island, Portland

Descriptions are based on details hosts provide
Top guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom, 1 bed, 1 shared bathroom
15–20 Jul
,
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Portland
Oceanfront cottage with private waterfront access
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Bed and breakfast in Portland
Ocean sunsets from the garden porch
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Light-filled suite, 4-minute walk from ferry
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.85 out of 5 average rating, 250 reviews
Top guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 76 reviews
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 39 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 118 reviews
Guest favourite
Home in Portland
Remodeled with Atlantic Ocean views
3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
4.9 out of 5 average rating, 121 reviews
Guest favourite
Home in Portland
Direct oceanfront with panoramic coastline views
3 bedrooms, 5 beds, 2.5 bathrooms
8–15 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Portland
Oceanfront Home on Peaks Island
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 109 reviews
Guest favourite
Home in Portland
Island cottage walkable to everything
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 169 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
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
Guest favourite
Room in Peaks Island
Harbor-view cottage with a stone fireplace
1 bed, 2 bathrooms
16–21 Jul
4.8 out of 5 average rating, 122 reviews
Guest favourite
Home in Peaks Island
1917 cottage with views up Casco Bay
3 bedrooms, 5 beds, 1 bathroom
6–13 Sept
4.83 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Portland
Fire pit, hammock, half block from ocean
3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 68 reviews