Search results; Over 1,000 homes

Top guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom, 1 bed, 1 shared bathroom
14–19 Jul
,
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 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Portland
Sea Glass - Peaks Island backshore oceanfront
5 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 queen bed
31 Aug – 5 Sept
4.85 out of 5 average rating, 250 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
2 beds
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Guest favourite
Room in Peaks Island
Stay with Aaiyn
Peaks Islnd Charming xtra lng dbl-Harborside
15–20 Jul
4.8 out of 5 average rating, 122 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 double bed
30 Aug – 4 Sept
4.93 out of 5 average rating, 118 reviews
Top guest favourite
Home in Portland
Ocean View Cottage on Peaks Island
Ocean views
10–15 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Home in Portland
Stunning Ocean Views From This Peaks Island Home
5 beds
27 Oct – 1 Nov
4.9 out of 5 average rating, 121 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 169 reviews
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
8 beds
20–25 Sept
4.95 out of 5 average rating, 39 reviews
Guest favourite
Home in Portland
Oceanfront Home on Peaks Island
4 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 109 reviews
Top guest favourite
Home in Portland
Modern Peaks Island Getaway | Ocean Views + Decks
4 beds
8–13 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Peaks Island
Beach Front, Waterfront, Ferry Beach
3 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 44 reviews
Place to stay in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed
1–6 Aug
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Cottage in Portland
Casco-Vista, Island Cottage
3 beds
6–11 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Portland
Little Island Cottage
3 beds
16–21 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
5 beds
8–15 Aug
4.96 out of 5 average rating, 26 reviews