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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, 44 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 219 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
4.85 out of 5 average rating, 250 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Home in Portland
Woodfall Cottage
4.75 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Room in Peaks Island
Island Room with a View
4.97 out of 5 average rating, 108 reviews, 1 double bed, 1 bathroom
9–14 Jul
Guest favourite
Cottage in Portland
Peaks Island Waterfront
4.93 out of 5 average rating, 118 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.96 out of 5 average rating, 168 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Guest house in Portland
The Little House | Peaks Island
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Dec
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
4.99 out of 5 average rating, 894 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
4.99 out of 5 average rating, 75 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Room in Maine
By the Sea Willard Beach
4.97 out of 5 average rating, 457 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Guest favourite
Cabin in Portland
Sequester on Peaks Island
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Place to stay in Portland
Baxter’s Place: Private room; sleeps 2
4.92 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, Toilet with sink
12–17 Jul
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Top guest favourite
Guest suite in South Portland
Ocean Views, work friendly
4.97 out of 5 average rating, 107 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Portland
Artist's Retreat
4.84 out of 5 average rating, 161 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Sept