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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
10–15 Aug
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4.98 out of 5 average rating, 190 reviews
Top guest favourite
Home in Chebeague Island
Timber-Framed Island Home, Sleeps 8
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 bed, 1 bathroom
10–15 Sept
Superhost
Home in Chebeague Island
Post & beam house on three wooded acres
2 bedrooms, 4 beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Home in Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
4.98 out of 5 average rating, 233 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
Top guest favourite
Guest house in Scarborough
Smith Cottage Higgins Beach
4.98 out of 5 average rating, 130 reviews, 2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Cottage in Harpswell
Cottage with Ocean Views on Pott’s Point
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Guest favourite
Flat in Harpswell
Bird Watching Paradise Harpswell
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
4.99 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
Guest favourite
Loft in Harpswell
Oceanfront Studio w/ Private Dock in Harpswell!
5.0 out of 5 average rating, 8 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 178 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 355 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Home in Brunswick
Oceanfront Cottage on Mere Point, Maine
3 bedrooms, 4 beds, 2 bathrooms
15–21 Aug
Guest favourite
Island in Frye Island
Cozy Island Cottage
4.83 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
Home in Yarmouth
Oceanfront Cottage
2 bedrooms, 6 beds, 2 bathrooms
2–9 Jan
Top guest favourite
Guest house in Freeport
Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
5.0 out of 5 average rating, 236 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
4.98 out of 5 average rating, 149 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Oct
Top guest favourite
Cottage in Harpswell
Private Waterfront, Fully Refreshed 1890s Cottage
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 7 beds, 2 bathrooms
7–12 Sept