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Search results; Over 1,000 homes in Orr's Island, Harpswell

Top guest favourite
Flat in Orrs Island
Shore House, Leona Unit - Ocean Front Property
2 bedrooms, 2 beds, 1.5 private bathrooms
10–15 Oct
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4.95 out of 5 average rating, 111 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
Top guest favourite
Room in Orrs Island
The Reading Room
1 double bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 13 reviews
Cabin in Harpswell
Barnacle - quiet family Maine waterfront getaway
3 bedrooms, 7 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Harpswell
"Footnote" A unique quintessential Maine cottage.
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Harpswell
Coastal Garden Escape
2 bedrooms, 2 beds, 1 bathroom
13–18 Aug
4.95 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Harpswell
Classic Maine Cottage - dock, sauna & kayaks
2 bedrooms, 3 beds, 1 bathroom
9–14 Oct
4.89 out of 5 average rating, 180 reviews
Top guest favourite
Cabin in Woolwich
Woodland Fae Guest House
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Harpswell
Waterfront Cottage Getaway-Sunsets, Kayaks, Tennis
7 bedrooms, 11 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 67 reviews
Top guest favourite
Cabin in Harpswell
Waterledge Cottage - Orrs Island, Maine
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 276 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, 150 reviews
Home in Phippsburg
The Little House in Phippsburg
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
New place to stay
Top guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed, WC
7–12 Sept
4.98 out of 5 average rating, 117 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
Top guest favourite
Farm stay in Brunswick
Cozy, Rustic Cabin on a Small Organic Farm
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 148 reviews
Top guest favourite
Room in Freeport
Wedgwood- A short walk to shops and has Wifi
2 single beds, 1.5 bathrooms
25–30 Aug
4.95 out of 5 average rating, 151 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