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

Top guest favorite
Room in Peaks Island
Cozy Island room in a charming home
1 bedroom, 1 bed, 1 shared bath
Aug 15 – 20
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4.94 out of 5 average rating, 139 reviews
Top guest favorite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
Aug 30 – Sep 4
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Home in Portland
Ocean View Cottage on Peaks Island
2 bedrooms, 3 beds
Sep 4 – 9
5.0 out of 5 average rating, 78 reviews
Top guest favorite
Home in Portland
The Island House
3 bedrooms, 5 beds
Aug 29 – Sep 3
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Apartment in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
Oct 22 – 27
4.99 out of 5 average rating, 225 reviews
Guest favorite
Cottage in Portland
Peaks Island Waterfront
1 bedroom, 1 double bed
Aug 26 – 31
4.93 out of 5 average rating, 121 reviews
Guest favorite
Home in Portland
Little Island Cottage
3 bedrooms, 3 beds
Sep 8 – 13
4.97 out of 5 average rating, 31 reviews
Top guest favorite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
Aug 30 – Sep 4
5.0 out of 5 average rating, 70 reviews
Guest favorite
Home in Long Island
Whole house on a great island in Casco Bay!
3 bedrooms, 4 beds
Sep 7 – 12
4.99 out of 5 average rating, 76 reviews
Top guest favorite
Room in Peaks Island
Island Room with a View
1 double bed
Aug 18 – 23
4.97 out of 5 average rating, 109 reviews
Guest favorite
Home in Portland
Island Treasure
3 bedrooms, 3 beds
Sep 16 – 21
4.85 out of 5 average rating, 136 reviews
Top guest favorite
Apartment in Peaks Island
Beach Front, Waterfront, Ferry Beach
2 bedrooms, 3 beds
Sep 7 – 12
5.0 out of 5 average rating, 47 reviews
Top guest favorite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
Aug 19 – 24
5.0 out of 5 average rating, 84 reviews
Top guest favorite
Cottage in Portland
Casco-Vista, Island Cottage
3 bedrooms, 3 beds
Sep 6 – 11
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Long Island
Ocean Side Cottage, Steps from the Beach
3 bedrooms, 5 beds
Aug 30 – Sep 4
5.0 out of 5 average rating, 10 reviews
Top guest favorite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom, 1 bed
Jan 1 – 6
4.98 out of 5 average rating, 40 reviews
Top guest favorite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed
Sep 7 – 12
4.98 out of 5 average rating, 119 reviews
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds
Nov 1 – 6
Guest favorite
Home in Portland
"The Cottage" on Peaks Island
3 bedrooms, 3 beds
Sep 17 – 22
4.9 out of 5 average rating, 97 reviews