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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
7–12 Sept
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5.0 out of 5 average rating, 47 reviews
Top guest favourite
Room in Peaks Island
Island Room with a View
1 double bed, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 109 reviews
Guest favourite
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, 8 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, 223 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, 78 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
4.85 out of 5 average rating, 255 reviews
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed, 2 bathrooms
14–19 Aug
4.8 out of 5 average rating, 122 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 31 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, 30 reviews
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds, 1 bathroom
6–13 Sept
Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.85 out of 5 average rating, 136 reviews
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 166 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 551 reviews
Guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 reviews
Apartment in Portland
Cozy Coveside Island Retreat
2 bedrooms, 2 single beds, 1.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Portland
Artist's Retreat
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Jan
4.84 out of 5 average rating, 164 reviews