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Search results; Over 1,000 homes in Chebeague Island

Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.99 out of 5 average rating, 203 reviews
Guest favourite
Home in Chebeague Island
Timber-Framed Island Home, Sleeps 8
4 bedrooms, 4 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Chebeague Island
The Boathouse
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 242 reviews
Guest favourite
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
20–25 Feb
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Chebeague Island
Post & beam house on three wooded acres
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Harpswell
Brand new year-round oceanfront home with beach.
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 155 reviews
Top guest favourite
Guest house in Scarborough
Smith Cottage Higgins Beach
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 133 reviews
Guest favourite
Home in Harpswell
Little Harbor Cottage
5 bedrooms, 7 beds, 2.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 12 reviews
Flat in Brunswick
Hidden Lane 2BR | Charming Apartment Near Bowdoin
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
Superhost
Home in Harpswell
Spacious 5BR Cottage w/Pool, Water & Resort Access
6 bedrooms, 9 beds, 4 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Harpswell
Old fashion neighborhood near the water.
2 bedrooms, 3 beds, 1 bathroom
23–28 Sept
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Scarborough
Higgins Beach studio
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Home in Harpswell
Lovely Coastal Cottage on Quiet Cove
2 bedrooms, 3 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Rooms in Scarborough
Higgins Beach, steps from the beach!
2 bedrooms, 3 beds, 1 bathroom
16–21 Jun
4.98 out of 5 average rating, 56 reviews