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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
1–6 Jul
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4.97 out of 5 average rating, 108 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
4.85 out of 5 average rating, 249 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 215 reviews
Top guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 132 reviews
Home in Portland
Woodfall Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Peaks Island
Peaks Island, Maine, Northcliffe Cottage
3 bedrooms, 5 beds, 1 bathroom
23–30 Aug
4.83 out of 5 average rating, 18 reviews
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.9 out of 5 average rating, 119 reviews
Guest favourite
Cottage in Portland
Island Romance
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 72 reviews
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms, 5 beds, 2.5 bathrooms
8–15 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 8 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, 117 reviews
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26 Jul – 2 Aug
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Peaks Island
Panoramic Sea Views, Oceanic Hot Tub
3 bedrooms, 6 beds, 2.5 bathrooms
19–26 Jul
4.91 out of 5 average rating, 90 reviews
Home in Portland
Cozy Cape on Peaks Island
5 bedrooms, 6 beds, 2 bathrooms
28 Sept – 5 Oct