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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
7–12 Aug
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4.97 out of 5 average rating, 108 reviews
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 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
Guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
4.93 out of 5 average rating, 28 reviews, 1 queen bed, WC
10–15 Aug
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
Home in Portland
The Island House
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.97 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Home in Portland
Ocean view cottage Peaks Island
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
1–8 Sept
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
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
1–6 Aug
Guest favourite
Cottage in Portland
Artist's Retreat
4.84 out of 5 average rating, 163 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Jan
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
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
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
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
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
6–13 Sept
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 76 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
4.9 out of 5 average rating, 459 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov