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Search results; Over 1,000 homes in Peaks Island, Portland

Top guest favourite
Room in Peaks Island
Cozy Island room in a charming home
1 bedroom, 1 bed, 1 shared bathroom
2–7 Aug
,
4.93 out of 5 average rating, 137 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, 4 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
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
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed, WC
1–6 Aug
4.93 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 118 reviews
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms, 5 beds, 2.5 bathrooms
28 Aug – 2 Sept
4.96 out of 5 average rating, 26 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, 76 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 69 reviews
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds, 4.5 bathrooms
23–30 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
3 bedrooms, 5 beds, 1 bathroom
6–13 Sept
4.83 out of 5 average rating, 18 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, 9 reviews
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms, 3 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.86 out of 5 average rating, 133 reviews
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.7 out of 5 average rating, 20 reviews
Home in Long Island
500Island
4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
New place to stay
Superhost
Home in Portland
Unbeatable view! Peaceful spot.
4 bedrooms, 2 double beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds, 1 bathroom
6–13 Sept