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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
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
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 75 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
Room in Peaks Island
Island Room with a View
1 double bed, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 108 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
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 9 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
12–17 Sept
4.96 out of 5 average rating, 26 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, 68 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, 121 reviews
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 25 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
Cottage in Portland
Spectacular Direct Oceanfront New Modern Home
3 bedrooms, 4 beds, 1 bathroom
1–8 Aug
4.7 out of 5 average rating, 20 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.86 out of 5 average rating, 133 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
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