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Search results; Over 1,000 homes in Chebeague Island

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Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.99 out of 5 average rating, 206 reviews
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Guest favourite
Home in Chebeague Island
Timber-Framed Island Home, Sleeps 8
4 bedrooms, 4 beds
13–18 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Cottage in Chebeague Island
The Boathouse
3 bedrooms, 4 beds
5–10 Oct
4.89 out of 5 average rating, 18 reviews
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Top guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed
8–13 Oct
4.98 out of 5 average rating, 128 reviews
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Guest favourite
Home in Chebeague Island
Red House
3 bedrooms, 6 beds
1–6 Oct
4.92 out of 5 average rating, 24 reviews
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Top guest favourite
Guest house in Scarborough
Smith Cottage Higgins Beach
2 bedrooms, 2 queen beds
25–30 Oct
4.99 out of 5 average rating, 134 reviews
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Top guest favourite
Home in Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
3 bedrooms, 4 beds
18–23 Oct
4.98 out of 5 average rating, 244 reviews
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Top guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms, 7 beds
16–21 Oct
5.0 out of 5 average rating, 19 reviews
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Superhost
Home in Harpswell
Renovated New Englander home on Orr's Island.
3 bedrooms, 4 beds
12–17 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Scarborough
Higgins Beach studio
1 bedroom, 1 bed
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Superhost
Cottage in Harpswell
A charming 2-bedroom cottage with private beach.
2 bedrooms, 3 beds
6–11 Oct
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Yarmouth
The Royal Retreat.
2 bedrooms, 2 queen beds
19–24 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed
20–25 Feb
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
11–16 Oct
4.95 out of 5 average rating, 43 reviews
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Guest favourite
Home in Harpswell
Little Harbor Cottage
5 bedrooms, 7 beds
1–6 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Cottage in Harpswell
Old fashion neighborhood near the water.
2 bedrooms, 3 beds
6–11 Oct
4.96 out of 5 average rating, 68 reviews
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Flat in Brunswick
Hidden Lane 2BR | Charming Apartment Near Bowdoin
2 bedrooms, 2 beds
18–23 Oct
New place to stay
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Guest favourite
Home in Harpswell
With home theater, pool table and ocean views!
4 bedrooms, 5 beds
1–6 Oct
4.88 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Falmouth
Falmouth Foreside living
4 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 8 reviews