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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
9–14 Aug
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4.97 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed
14–19 Sept
4.97 out of 5 average rating, 173 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed
4–9 Oct
4.93 out of 5 average rating, 121 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, 77 reviews
Top guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed
21–26 Aug
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds
16–21 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds
19–24 Sept
4.87 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
1 bedroom, 1 queen bed
8–13 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds
7–12 Sept
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Home in Portland
Ocean view cottage Peaks Island
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms, 5 beds
27 Oct – 1 Nov
4.9 out of 5 average rating, 122 reviews
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds
1–6 Nov
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Portland
Artist's Retreat
2 bedrooms, 2 queen beds
1–6 Jan
4.84 out of 5 average rating, 164 reviews