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

Top guest favourite
Room in Peaks Island
Cozy Island room in a charming home
1 bedroom, 1 bed, 1 shared bathroom
6–11 Sept
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4.94 out of 5 average rating, 140 reviews
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
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, 229 reviews
Guest favourite
Home in Portland
Year-Round: Peaceful and Quiet Island Getaway
3 bedrooms, 4 beds, 1 bathroom
2–7 Nov
4.87 out of 5 average rating, 185 reviews
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, 74 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 82 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.86 out of 5 average rating, 139 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, 123 reviews
Top guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 140 reviews
Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 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, 42 reviews
Top guest favourite
Home in Portland
The Island House
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Portland
Peaks Island Oceanfront Escape: Private Pool & A/C
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 13 reviews
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, 13 reviews
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, 125 reviews
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Oct
5.0 out of 5 average rating, 28 reviews
Home in Portland
Historic Island Retreat | Pool, Beaches & Ferry
3 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept