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Search results; Over 1,000 homes in Boothbay Harbor

Guest favourite
Cottage in Boothbay Harbor
Battersea Cottage - quintessential Maine! ALL new!
3 bedrooms, 4 beds, 1 private bathroom
26 Sept – 1 Oct
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4.91 out of 5 average rating, 122 reviews
Superhost
Home in Boothbay
Greyview Cottage on Ocean Point | Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
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
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 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
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 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
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
Flat in Boothbay Harbor
Deckhouse with Footbridge Views!
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.96 out of 5 average rating, 427 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 31 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
Cottage in Boothbay Harbor
Cozy Coastal Cottage, Bay View, Lake with Beach
2 bedrooms, 3 beds, 1 bathroom
25–30 Sept
4.76 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Boothbay
Affordable and Beautiful Coastal Cottage
1 bedroom, 3 beds, 1 bathroom
15–20 Sept
4.94 out of 5 average rating, 31 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
Flat in Boothbay Harbor
Sunny Downtown Apartment with Views of the Harbor
1 bedroom, 1 bed, 1 bathroom
15–20 Oct
4.93 out of 5 average rating, 105 reviews
Guest favourite
Cottage in Boothbay
Cozy dock house on water
3 bedrooms, 2 queen beds, 1.5 bathrooms
21–26 Sept
4.85 out of 5 average rating, 59 reviews
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 Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Boothbay
Ocean Point Hideaway: 2-Story Unit on 3 Acres!
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 reviews