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

Top guest favourite
Room in Peaks Island
Island Room with a View
1 bedroom, 1 bed, 1 shared bathroom
1–6 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 bedroom, 1 bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Peaks Island
Peaks Islnd Charming xtra lng dbl-Harborside
1 bed, 2 bathrooms
1–6 Jul
4.8 out of 5 average rating, 120 reviews
Guest favourite
Place to stay in Peaks Island
Peaks Island stays with 2 night minimum
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
4.85 out of 5 average rating, 249 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 215 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 892 reviews
Top guest favourite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 75 reviews
Guest favourite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 117 reviews
Top guest favourite
Place to stay in Portland
Carrabassett Lodge
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 131 reviews
Guest favourite
Home in Portland
Island Treasure
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.86 out of 5 average rating, 128 reviews
Cottage in Portland
Seaview Cottage/Quintessential Maine With a View
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.64 out of 5 average rating, 28 reviews
Guest favourite
Flat in Portland
Peaks Island Casco Bay View Condo w/ Beach Access
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26 Jul – 2 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Cabin in Portland
Sequester on Peaks Island
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed, 1.5 bathrooms
30 Aug – 4 Sept
4.9 out of 5 average rating, 508 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 165 reviews
Home in Long Island
Ocean Side Cottage
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Room in Maine
By the Sea Willard Beach
1 queen bed, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 453 reviews