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Search results; Over 1,000 homes in Westport Island

Guest favourite
Farm stay in Westport Island
The Stilt House
2 bedrooms, 3 beds, 1 private bathroom
12–17 Oct
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4.84 out of 5 average rating, 138 reviews
Superhost
Farm stay in Wiscasset
1782 Homestead House with unique views & history
4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Holiday home in Westport
Stunning Nature Escape, 50 acres, 2 rivers & Pool!
3 bedrooms, 4 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 22 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
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 3 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
Guest favourite
Home in Boothbay
The Nest on Sawyers Island
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
4.84 out of 5 average rating, 19 reviews
Top guest favourite
Home in Westport Island
Relax, listen to the waves, or play in the water
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Georgetown
Serene Coveside Cottage
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
4.95 out of 5 average rating, 94 reviews
Superhost
Home in Boothbay
Gregory's Landing by Sea Maine
8 bedrooms, 12 beds, 5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Edgecomb
Lovely 3BR Oceanfront - Views, Own Dock, Chefs Kit
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Arrowsic
Waterfront Guest House in Coastal Maine
2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Oct
4.92 out of 5 average rating, 52 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 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
Guest suite in Wiscasset
Birch Point at Cushman Cove- Private/Entire Suite
1 bedroom, 1 king bed, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 48 reviews
Home in Westport Island
Classic Waterfront Summer Cottage-Bayside Oaks #7
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Home in Georgetown
Moss House: A Modern Waterfront Cabin in the Woods
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 141 reviews
Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 80 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