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

Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms, 3 beds, 1 private bathroom
29 Aug – 5 Sept
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5.0 out of 5 average rating, 44 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
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
4–9 Oct
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
Room in Peaks Island
Island Room with a View
4.97 out of 5 average rating, 108 reviews, 1 double bed, 1 bathroom
14–19 Jul
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
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
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
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
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
Guest house in Portland
The Little House | Peaks Island
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Dec
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
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
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
30 Aug – 4 Sept
Top guest favourite
Room in Maine
By the Sea Willard Beach
4.97 out of 5 average rating, 457 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Place to stay in Portland
Baxter’s Place: Private room; sleeps 2
4.92 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, Toilet with sink
1–6 Aug
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
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
Guest suite in South Portland
Ocean Views, work friendly
4.97 out of 5 average rating, 107 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul