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Search results; Over 1,000 homes in Chebeague Island

Top guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed, 0.5 shared bathroom
7–12 Sept
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4.98 out of 5 average rating, 117 reviews
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom, 1 double bed, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 195 reviews
Superhost
Home in Chebeague Island
Post & beam house on three wooded acres
2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
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
Top guest favourite
Rooms in Brunswick
Coastal guest suite for oyster lovers
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Harpswell
Comfortable studio apartment in quiet location
1 bedroom, 3 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 227 reviews
Guest favourite
Home in Harpswell
The Salt Meadow Farm at Harpswell
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Tiny home in Durham
Crow’s Nest Tiny House at Old Crow Ranch
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 391 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Tiny home in Phippsburg
Tucked in the Woods, with A/C, Near the Beach
1 queen bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 186 reviews
Top guest favourite
Tiny home in Freeport
The Craic House Maine #mainethewaylifeshouldbe
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Harpswell
Lovely Coastal Cottage on Quiet Cove
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 551 reviews
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Loft in Harpswell
Oceanfront Studio w/ Private Dock in Harpswell!
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Freeport
Waterfront Cottage in Freeport
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 86 reviews
Guest favourite
Room in Orrs Island
Bay View Room
1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.9 out of 5 average rating, 100 reviews