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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, 45 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
Home in Portland
Little Island Cottage
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 1 bathroom
8–13 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
10–15 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
Room in Peaks Island
Island Room with a View
4.97 out of 5 average rating, 108 reviews, 1 double bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
4.96 out of 5 average rating, 26 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
28 Aug – 2 Sept
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
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
4.7 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
Room in Portland
Baxter’s Place: Private room; sleeps 2
4.93 out of 5 average rating, 28 reviews, 1 queen bed, WC
1–6 Aug
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
5.0 out of 5 average rating, 69 reviews, 3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
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
The Island House
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
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
23–30 Aug
Guest favourite
Home in Portland
Island Treasure
4.86 out of 5 average rating, 133 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds, 1 bathroom
6–13 Sept
Home in Long Island
500Island
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 2 beds, 2 bathrooms
7–12 Oct