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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, 193 reviews
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
1–6 Aug
Top guest favourite
Flat in Scarborough
Higgins Beach studio
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Oct
Guest favourite
Cottage in Scarborough
2 Bedroom Cottage - Walk to the beach in 2 minutes
4.94 out of 5 average rating, 35 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
28 Aug – 4 Sept
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
2 bedrooms, 2 beds, 1.5 bathrooms
28 Aug – 4 Sept
Guest favourite
Room in Portland
Baxter’s Place: Private room; sleeps 2
4.93 out of 5 average rating, 28 reviews, 1 queen bed, WC
10–15 Aug
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
19–25 Sept
Guest favourite
Home in Harpswell
The Salt Meadow Farm at Harpswell
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Oct
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 109 reviews, 1 queen bed, 1.5 bathrooms
3–8 Aug
Top guest favourite
Flat in Cape Elizabeth
Cape Elizabeth Garden Apt+Beach+Close to Portland!
4.99 out of 5 average rating, 308 reviews, 1 bedroom, 3 beds, 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
Flat in Harpswell
Bird Watching Paradise Harpswell
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Aug
Superhost
Home in Harpswell
Treehouse Farm Stay on the Maine Coast
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 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
6–11 Sept
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
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
4.92 out of 5 average rating, 1230 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
Flat in Yarmouth
The Royal Retreat.
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug