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Search results; Over 1,000 homes in Boothbay Harbor

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Top guest favourite
Cottage in Boothbay Harbor
Adorable Year Round Cottage - Walk to Town!
3 bedrooms, 4 beds, 1.5 private bathrooms
17–22 Oct
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4.95 out of 5 average rating, 111 reviews
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Featured hotel
Hotel in Boothbay
King
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
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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
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Guest favourite
Home in Boothbay Harbor
The Osprey - 6 Person Summer Cottage
4 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Cottage in Boothbay
Artistic Cottage on Knickerbocker Lake with Kayaks
2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Flat in Boothbay Harbor
Harbor for Two
1 bed, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 149 reviews
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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
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Top guest favourite
Home in Boothbay Harbor
Waterfront Home with Dock & Sauna - Sleeps 14
5 bedrooms, 8 beds, 4 bathrooms
1–6 Sept
4.98 out of 5 average rating, 50 reviews
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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, 495 reviews
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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, 20 reviews
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Top guest favourite
Home in Boothbay Harbor
Delano House - Dog Friendly & EV charger onsite
3 bedrooms, 5 beds, 1.5 bathrooms
27 Oct – 1 Nov
4.95 out of 5 average rating, 22 reviews
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Guest favourite
Home in Boothbay Harbor
The Corner House
3 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
4.9 out of 5 average rating, 10 reviews
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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, 29 reviews
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Top guest favourite
Home in Ocean Point
137 Shore Road Ocean Point view now with WiFi
2 bedrooms, 2 double beds, 3 bathrooms
11–16 Sept
4.95 out of 5 average rating, 56 reviews
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Top guest favourite
Cottage in Southport
Classic Cottage on Southport Island
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 48 reviews
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Top guest favourite
Home in Georgetown
Five Islands Waterfront Retreat
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Guest house in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
2 bedrooms, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 275 reviews
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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, 60 reviews
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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, 426 reviews