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

Top guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom, 1 bed, 1 shared bathroom
4–9 Jul
,
4.97 out of 5 average rating, 108 reviews
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
14–19 Jul
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 218 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
4.85 out of 5 average rating, 249 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
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
29 Aug – 5 Sept
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
4.9 out of 5 average rating, 119 reviews, 3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Cottage in Portland
Porches @ Peaks Island
4.9 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
Guest favourite
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
26 Jul – 2 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
8–15 Aug
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 117 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Cabin in Portland
Sequester on Peaks Island
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.96 out of 5 average rating, 168 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 185 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 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
23–30 Aug
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
14–19 Jul
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