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Search results; Over 1,000 places

Guest favorite
Home in Long Island
Whole house on a great island in Casco Bay!
1 min walk
May 27 – Jun 1
4.98 out of 5 average rating, 52 reviews
Home in Long Island
Waterfront Sunset Landing
1 min walk
Apr 19 – 24
4.69 out of 5 average rating, 16 reviews
Guest favorite
Cottage in Long Island
The Cottage by Obeds Rock
4 min drive
May 16 – 21
5.0 out of 5 average rating, 43 reviews
Guest favorite
Home in Long Island
Chestnut Hill Inn and Retreat Center
10 min walk
Apr 19 – 24
5.0 out of 5 average rating, 6 reviews
Cottage in Portland
Sandpiper Cottage, Oceanfront, Cliff Island, Maine
4 beds
Sep 1 – 6
4.77 out of 5 average rating, 92 reviews
Superhost
Cottage in Long Island
Picturesque Maine water view Long Island
5 min drive
Apr 21 – 26
4.79 out of 5 average rating, 42 reviews
Cottage in Long Island
Grace Cottage
5 min drive
Apr 19 – 24
5.0 out of 5 average rating, 26 reviews
Guest favorite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 queen bed
Apr 26 – May 1
4.97 out of 5 average rating, 101 reviews
Superhost
Cottage in Long Island
Maine island vacation cottage
7 min drive
Apr 20 – 25
4.55 out of 5 average rating, 49 reviews
Guest favorite
Apartment in Portland
Peaks Master Bedroom Suite
2 beds
May 5 – 10
5.0 out of 5 average rating, 73 reviews
Home in Long Island
Waterfront Home on Long Island -Golf Cart Included
11 min walk
Jul 13 – 20
5.0 out of 5 average rating, 6 reviews
Cottage in Portland
Island Romance
3 beds
Jun 22 – 27
4.94 out of 5 average rating, 17 reviews
Home in Long Island
The Harbor House. Ocean View Island Home
6 min drive
May 1 – 6
4.81 out of 5 average rating, 68 reviews
Guest favorite
Home in Portland
OceanHouse Peaks Island: Stunning Oceanfront Views
6 beds
Jul 14 – 21
5.0 out of 5 average rating, 27 reviews
Guest favorite
Home in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed
Apr 22 – 27
4.9 out of 5 average rating, 72 reviews
Home in Portland
Knot & Thistle on Peaks Island
2 beds
Apr 21 – 28
New place to stay
Guest favorite
Guest suite in Portland
Sunflower Retreat in North Back Cove
57 min drive
Apr 21 – 26
4.95 out of 5 average rating, 111 reviews
Guest favorite
Home in Yarmouth
Stone Isle. 8 acres next 2 little john preserve.
4 beds
Apr 23 – 28
4.94 out of 5 average rating, 90 reviews