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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
,
4.97 out of 5 average rating, 109 reviews
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
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
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
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
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 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
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–26 Sept
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
5.0 out of 5 average rating, 70 reviews, 3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Home in Portland
Island Treasure
4.87 out of 5 average rating, 134 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
4.93 out of 5 average rating, 29 reviews, 1 queen bed, WC
21–26 Aug
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
Home in Long Island
500Island
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
4.9 out of 5 average rating, 122 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
5.0 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Home in Portland
Island Home, Sleeps 5-8; Close to beach/ferry
5.0 out of 5 average rating, 17 reviews, 6 bedrooms, 6 beds, 2 bathrooms
24–29 Aug