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

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Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms, 3 beds, 1 private bathroom
4–9 Oct
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5.0 out of 5 average rating, 51 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds
1–6 Oct
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
1–6 Oct
4.97 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
1–6 Nov
4.99 out of 5 average rating, 236 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 88 reviews
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Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
18–23 Oct
5.0 out of 5 average rating, 77 reviews
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Home in Portland
Magical woodland retreat on Peaks Island
3 bedrooms, 3 beds
18–23 Oct
New place to stay
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Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
11–16 Oct
4.95 out of 5 average rating, 43 reviews
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Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds
1–6 Oct
4.86 out of 5 average rating, 142 reviews
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Top guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Cottage in Portland
Artist's Retreat
2 bedrooms, 2 queen beds
8–13 Oct
4.84 out of 5 average rating, 166 reviews
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Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
3 bedrooms, 5 beds
27 Oct – 1 Nov
4.9 out of 5 average rating, 124 reviews
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Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Cottage in Portland
Porches @ Peaks Island
3 bedrooms, 3 beds
1–6 Oct
4.87 out of 5 average rating, 69 reviews
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Guest favourite
Home in Portland
Year-Round: Peaceful and Quiet Island Getaway
3 bedrooms, 4 beds
2–7 Nov
4.87 out of 5 average rating, 186 reviews
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Superhost
Home in Portland
Gull Cottage: A Classic Peaks Island Charmer
3 bedrooms, 4 beds
14–19 Oct
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
3 bedrooms, 5 beds
1–6 Oct
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Home in Portland
Cozy Cape on Peaks Island
5 bedrooms, 6 beds
1–8 Oct