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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, 191 reviews
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
10–15 Sept
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
2 bedrooms, 2 queen beds, 1.5 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Chebeague Island
Post & beam house on three wooded acres
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
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
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, 11 reviews
Guest favourite
Cottage in Scarborough
2 Bedroom Cottage - Walk to the beach in 2 minutes
2 bedrooms, 3 beds, 1.5 bathrooms
28 Aug – 4 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 23 reviews
Room in Portland
Baxter’s Place: Private room; sleeps 2
1 queen bed, WC
1–6 Aug
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Cape Elizabeth
Cape Elizabeth Garden Apt+Beach+Close to Portland!
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 307 reviews
Top guest favourite
Cottage in Harpswell
Cottage with Ocean Views on Pott’s Point
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Guest suite in Falmouth
Pristine Waterfront Studio Apt. Retreat
2 double beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 266 reviews
Superhost
Home in Harpswell
Treehouse Farm Stay on the Maine Coast
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Harpswell
Bird Watching Paradise Harpswell
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Falmouth
Poolside Suite-Gateway to Portland
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Guest house in Scarborough
Smith Cottage Higgins Beach
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 130 reviews
Home in Portland
Historic Island Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Top guest favourite
Loft in Harpswell
Oceanfront Studio w/ Private Dock in Harpswell!
1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews