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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, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
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, 1 bathroom
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, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 120 reviews
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed, 2 bathrooms
2–7 Aug
4.8 out of 5 average rating, 122 reviews
Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed, WC
21–26 Aug
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Portland
Ocean view cottage Peaks Island
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom, 1 bed, 1 bathroom
1–6 Jan
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.87 out of 5 average rating, 134 reviews
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
4.9 out of 5 average rating, 122 reviews
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
3 bedrooms, 5 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.9 out of 5 average rating, 460 reviews
Guest favourite
Home in Long Island
Ocean Side Cottage, Steps from the Beach
3 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews