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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
Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds, 1 bathroom
11–16 Sept
4.89 out of 5 average rating, 80 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
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
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
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
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 Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.98 out of 5 average rating, 61 reviews
Guest favourite
Cottage in Woolwich
Cottage on Montsweag Bay
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 16 reviews
Superhost
Farm stay in Wiscasset
1782 Homestead House with unique views & history
4 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
4.89 out of 5 average rating, 9 reviews
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
Home in Boothbay
Tidewatch. Escape to the water.
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Guest house in Wiscasset
T&L Home Port. Your gateway to Midcoast Maine
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Boothbay
The Nest on Sawyers Island
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Sept
4.84 out of 5 average rating, 19 reviews
Guest favourite
Home in Georgetown
Hall Bay Haven
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Edgecomb
Peaceful Rural Riverfront | 4BR | Wildlife |Dock
4 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Holiday home in Westport
Stunning Nature Escape, 50 acres, 2 rivers & Pool!
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Wiscasset
Panoramic Water Views on the Sheepscot
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.95 out of 5 average rating, 113 reviews
Top guest favourite
Home in Boothbay Harbor
The Happy Harbor House! Walk to town!
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.99 out of 5 average rating, 97 reviews