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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
7–12 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
8–13 Sept
5.0 out of 5 average rating, 22 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
9–14 Sept
4.83 out of 5 average rating, 18 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
7–12 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Boothbay
Classic Maine Waterfront Home on Barter’s Island
4 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.86 out of 5 average rating, 7 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, 240 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
Guest favourite
Villa in Edgecomb
Lovely 3BR Oceanfront - Views, Own Dock, Chefs Kit
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Edgecomb
River View Casita
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.82 out of 5 average rating, 67 reviews
Top guest favourite
Home in Boothbay
Morning View: One Level, Dog-Friendly, Water View
4 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 13 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
Top 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
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Home in Boothbay
Charming Seaside Farmhouse
5 bedrooms, 7 beds, 4.5 bathrooms
1–8 Nov
Top guest favourite
Home in Boothbay
Sailors Landing (5 Bedrooms)
5 bedrooms, 6 beds, 4 bathrooms
20–27 Sept
5.0 out of 5 average rating, 7 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, 47 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