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Search results; Over 1,000 homes in Boothbay Harbor

Superhost
Boutique hotel in Boothbay Harbor
Greenleaf Inn 4 King Suite, Fireplace, Harbor View
1 bedroom, 1 bed, 1 shared bathroom
18–23 Oct
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4.64 out of 5 average rating, 11 reviews
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Southport
Modern home on Southport Island
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 61 reviews
Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
4 bedrooms, 6 beds, 2 bathrooms
26 Sept – 3 Oct
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Boothbay
Greyview Cottage on Ocean Point | Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Boothbay Harbor
Pinkham Cove - Water Front Cottage
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 149 reviews
Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Cottage in Boothbay
Artistic Cottage on Knickerbocker Lake with Kayaks
2 bedrooms, 4 beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Boothbay Harbor
Charming Family Home * Walk to Downtown * Parking
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Southport
Southport, views of Christmas cove (Boothbay area)
3 bedrooms, 5 beds, 1.5 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 496 reviews
Top guest favourite
Home in Boothbay
Cozy cottage with dock on river
2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Boothbay
Peaceful & private waterfront cabin
1 bedroom, 2 double beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 241 reviews
Top guest favourite
Flat in Boothbay
Shipbuilder’s Retreat Sleeps 6, 5 mins to Harbor
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 57 reviews
Guest favourite
Home in Boothbay Harbor
Stylish Boothbay Cottage With Deck and Fire Pit
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Home in Boothbay Harbor
Waterfront Home with Dock & Sauna - Sleeps 14
5 bedrooms, 8 beds, 4 bathrooms
8–13 Sept
4.98 out of 5 average rating, 50 reviews