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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
12–17 Jul
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4.93 out of 5 average rating, 136 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
29 Aug – 3 Sept
4.99 out of 5 average rating, 218 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms, 5 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds
8–13 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
25–30 Jul
4.95 out of 5 average rating, 39 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.85 out of 5 average rating, 250 reviews
Top guest favourite
Room in Peaks Island
Island Room with a View
1 double bed
7–12 Jul
4.97 out of 5 average rating, 108 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed
30 Aug – 4 Sept
4.93 out of 5 average rating, 117 reviews
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds
23–30 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cottage in Portland
Porches @ Peaks Island
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.9 out of 5 average rating, 67 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds
14–19 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms, 5 beds
8–15 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
26 Jul – 2 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms, 4 beds
8–13 Oct
5.0 out of 5 average rating, 9 reviews