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

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Top guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom, 1 bed, 1 shared bathroom
19–24 Oct
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4.97 out of 5 average rating, 114 reviews
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 86 reviews
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Superhost
Home in Portland
Classic Charm, Ocean View
5 bedrooms, 7 beds, 2 bathrooms
28 Sept – 3 Oct
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Guest favourite
Home in Portland
Unbeatable view! Peaceful spot.
4 bedrooms, 2 double beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 77 reviews
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Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.86 out of 5 average rating, 142 reviews
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Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.99 out of 5 average rating, 232 reviews
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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, 42 reviews
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Top guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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Cottage in Portland
Dream Maine Cottage on Peaks Island
3 bedrooms, 8 beds, 1.5 bathrooms
25 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Portland
Summertime
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
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Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed, 1 bathroom
16–23 May
4.94 out of 5 average rating, 126 reviews
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Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
3 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 27 reviews
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Home in Portland
Cozy Cape on Peaks Island
5 bedrooms, 6 beds, 2 bathrooms
28 Sept – 5 Oct