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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
4 bedrooms, 4 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 11 reviews
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double 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
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 233 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
Top guest favourite
Cottage in Harpswell
Cottage with Ocean Views on Pott’s Point
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 39 reviews
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
Home in Long Island
500Island
4 bedrooms, 5 beds, 2.5 bathrooms
23–30 Aug
New place to stay
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 78 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
Home in Brunswick
Pet friendly retreat close to downtown Brunswick.
3 bedrooms, 3 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Home in Raymond
Cozy Maine Camp on Private Peninsula
3 bedrooms, 4 beds, 1 bathroom
1–6 Aug
New place to stay
Guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Georgetown
Cottage on Todd Bay
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Oct
4.98 out of 5 average rating, 149 reviews
Home in Brunswick
Oceanfront Cottage on Mere Point, Maine
3 bedrooms, 4 beds, 2 bathrooms
15–21 Aug
Home in Yarmouth
Oceanfront Cottage
2 bedrooms, 6 beds, 2 bathrooms
2–9 Jan
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.96 out of 5 average rating, 356 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
New place to stay