Over 1,000 places in Peaks Island, Portland

Guest favorite
Apartment in Portland
Peaks Master Bedroom Suite
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 72 reviews
Guest favorite
Guesthouse in Portland
Tiny Island Cottage Hideaway, close to everything
1 queen bed
Jun 1 – 6
4.95 out of 5 average rating, 106 reviews
Superhost
Cottage in Portland
Artist's Retreat
2 beds
Apr 7 – 12
4.84 out of 5 average rating, 126 reviews
Guest favorite
Place to stay in Peaks Island
Available by the night on Peaks Isl
1 queen bed
Apr 1 – 6
4.83 out of 5 average rating, 202 reviews
Guest favorite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bed
Apr 1 – 6
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
4 beds
Apr 9 – 14
4.97 out of 5 average rating, 34 reviews
Guest favorite
Home in Portland
Oceanfront Home on Peaks Island
3 queen beds
May 3 – 8
4.95 out of 5 average rating, 88 reviews
Guest favorite
Home in Portland
Hope Cottage, 4-Season Getaway, Sleeps 6
4 beds
Apr 4 – 9
4.85 out of 5 average rating, 145 reviews
Guest favorite
Home in Portland
Ocean View Cottage on Peaks Island
3 beds
Apr 24 – 29
5.0 out of 5 average rating, 38 reviews
Cottage in Portland
Casco Sea~esta Island Cottage
3 beds
May 1 – 6
New place to stay
Guest favorite
Place to stay in Portland
Carrabassett Lodge
3 beds
Jun 22 – 27
5.0 out of 5 average rating, 106 reviews
Guest favorite
Cottage in Portland
"Heart's Content" Peaks' Pup Friendly Cottage
3 beds
Apr 1 – 6
4.98 out of 5 average rating, 46 reviews
Guest favorite
Cottage in Peaks Island
Escape to Peaks Island: ocean views & roof decks
6 beds
Apr 1 – 7
4.91 out of 5 average rating, 65 reviews
Guest favorite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 35 reviews
Guest favorite
Vacation home in Portland
Beautiful oceanfront cottage on Peaks Island
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Portland
Stunning Ocean Views From This Peaks Island Home
6 beds
Apr 5 – 10
4.92 out of 5 average rating, 77 reviews
Guest favorite
Home in Portland
OceanHouse Peaks Island: Stunning Oceanfront Views
6 beds
Jul 7 – 14
5.0 out of 5 average rating, 27 reviews
Guest favorite
Home in Portland
Island Treasure
3 beds
Apr 1 – 6
4.89 out of 5 average rating, 95 reviews