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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
30 Aug – 4 Sept
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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
13–18 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
Guest house in Scarborough
Smith Cottage Higgins Beach
4.98 out of 5 average rating, 130 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
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
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
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
Guest favourite
Flat in Harpswell
Bird Watching Paradise Harpswell
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Aug
Guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Home in Brunswick
Pet friendly retreat close to downtown Brunswick.
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
24–29 Aug
Home in Raymond
Cozy Maine Camp on Private Peninsula
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
1–6 Aug
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
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
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Guest favourite
Cottage in Harpswell
Sunset Saltbox on Basin Cove
4.89 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Home in Scarborough
The Tide Rushes Inn
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 2 bathrooms
25–30 Aug
Home in Phippsburg
Lovely 3-bedrom cottage with deep water dock.
3 bedrooms, 4 beds, 1 bathroom
13–18 Aug
Superhost
Home in Harpswell
Seaside Cottage/ Harpswell
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
20–26 Sept