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

Top guest favourite
Room in Orrs Island
The Reading Room
1 bedroom, 1 bed, 1 shared bathroom
11–16 Sept
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4.97 out of 5 average rating, 64 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 16 reviews
Superhost
Cottage in Harpswell
A sweet cottage on a pebbly beachfront.
1 bedroom, 1 queen bed, 1 bathroom
30 Apr – 5 May
Guest favourite
Cabin in Harpswell
Barnacle - quiet family Maine waterfront getaway
3 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Harpswell
Spacious 5BR Cottage w/Pool, Water & Resort Access
6 bedrooms, 9 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Harpswell
Waterledge Cottage - Orrs Island, Maine
4 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Harpswell
Waterfront Cottage Getaway-Sunsets, Kayaks, Tennis
7 bedrooms, 11 beds, 2 bathrooms
12–17 Oct
4.94 out of 5 average rating, 68 reviews
Guest favourite
Cottage in Harpswell
Classic Maine Cottage - dock, sauna & kayaks
2 bedrooms, 3 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 180 reviews
Guest favourite
Home in Harpswell
Charming Maine Cottage on the Water with Sunsets
5 bedrooms, 10 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Harpswell
Tower Hill House Harpswell, Orr’s Island, Maine
3 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Room in Orrs Island
Malaga Island Room
1 double bed, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 134 reviews
Guest favourite
Cottage in Harpswell
"Footnote" A unique quintessential Maine cottage.
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 17 reviews
Home in Harpswell
Sweet Retreat - Charming 3BR, 2.5BA Pet-friendly h
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
Guest favourite
Home in Harpswell
New, 3 Bedroom Home, Orr's Island, ME in Harpswell
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
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
Home in Harpswell
Quiet getaway for couples!
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Orrs Island
Shore House, Posey Unit - Ocean Front Property
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 129 reviews
Guest favourite
Cottage in Harpswell
Sunset Saltbox on Basin Cove
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.89 out of 5 average rating, 28 reviews
Guest favourite
Home in Harpswell
Harpswell Cottage with large yard and Cove views.
2 bedrooms, 6 beds, 1 bathroom
24–29 Sept
4.9 out of 5 average rating, 29 reviews