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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
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
Superhost
Bed and breakfast in Portland
Ocean sunsets from the garden porch
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 views with bikes on Peaks Island
5.0 out of 5 average rating, 75 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
4.85 out of 5 average rating, 250 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
4.99 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Guest favourite
Cottage in Portland
Waterfront island cottage with skyline sunsets
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
1867 island home with porch and fire pit
4.95 out of 5 average rating, 39 reviews, 4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
Guest favourite
Home in Portland
Remodeled with Atlantic Ocean views
4.9 out of 5 average rating, 121 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
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
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.96 out of 5 average rating, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
4.8 out of 5 average rating, 122 reviews, 1 bed, 2 bathrooms
16–21 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
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
Top guest favourite
Cottage in Portland
Peaceful island cottage with beach access
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jan
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
Yurt in Chebeague Island
Yurt on Chebeague Island
4.98 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug