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

Top guest favourite
Room in Peaks Island
Cozy Island room in a charming home
1 bedroom, 1 bed, 1 shared bathroom
26–31 Jul
,
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–26 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 Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 75 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Room in Peaks Island
Island Room with a View
4.97 out of 5 average rating, 108 reviews, 1 double bed, 1 bathroom
26–31 Jul
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
4.85 out of 5 average rating, 251 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 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
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4.95 out of 5 average rating, 39 reviews, 4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
4.9 out of 5 average rating, 121 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
Guest favourite
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 1 bathroom
20–25 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
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
4.7 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 1 bathroom
1–8 Aug
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
4.96 out of 5 average rating, 26 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
28 Aug – 2 Sept
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
4.83 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 1 bathroom
6–13 Sept
Top guest favourite
Cottage in Portland
Captain's Quarters on Peaks Island
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jan
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept