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Search results; Over 1,000 homes in Boothbay Harbor

Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Oct
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5.0 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed
28 Oct – 2 Nov
5.0 out of 5 average rating, 149 reviews
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
4 bedrooms, 6 beds
26 Sept – 3 Oct
5.0 out of 5 average rating, 14 reviews
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Boothbay
Cozy cottage with dock on river
2 bedrooms, 2 beds
13–18 Oct
4.97 out of 5 average rating, 38 reviews
Superhost
Home in Boothbay
Greyview Cottage on Ocean Point | Sleeps 6
3 bedrooms, 4 beds
8–13 Sept
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
1 bedroom, 2 beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 496 reviews
Top guest favourite
Cottage in Boothbay
Artistic Cottage on Knickerbocker Lake with Kayaks
2 bedrooms, 4 beds
25–30 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds
6–11 Sept
4.97 out of 5 average rating, 61 reviews
Guest favourite
Home in Boothbay Harbor
Stylish Boothbay Cottage With Deck and Fire Pit
2 bedrooms, 3 beds
7–12 Sept
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds
29 Sept – 4 Oct
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Boothbay Harbor
Sunny Downtown Apartment with Views of the Harbor
1 bedroom, 1 bed
15–20 Oct
4.93 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Boothbay Harbor
Deckhouse with Footbridge Views!
1 bedroom, 1 queen bed
21–26 Oct
4.96 out of 5 average rating, 427 reviews
Top guest favourite
Home in Boothbay
Boothbay coastal home
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Southport
Maine Carriage House
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds
19–24 Oct
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
2 bedrooms, 2 beds
16–21 Oct
5.0 out of 5 average rating, 278 reviews