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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
30 Aug – 4 Sept
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4.84 out of 5 average rating, 136 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
6–11 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 78 reviews
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Top guest favourite
Cabin in Boothbay
Peaceful & private waterfront cabin
1 bedroom, 2 double beds, 1 bathroom
21–26 Aug
4.94 out of 5 average rating, 235 reviews
Home in Westport Island
Bayside Oaks #7 Waterfront Cottage w/ Sunset Views
2 bedrooms, 2 queen beds, 1 bathroom
28 Aug – 2 Sept
New place to stay
Guest favourite
Home in Boothbay
Peaceful Coastal Retreat in Boothbay
4 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.88 out of 5 average rating, 8 reviews
Home in Boothbay
Classic Maine Waterfront Home on Barter’s Island
4 bedrooms, 5 beds, 1.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Cabin in Woolwich
Cozy waterfront cabin
2 bedrooms, 2 double beds, 1 bathroom
24–29 Aug
4.91 out of 5 average rating, 11 reviews
Guest house in Wiscasset
T&L Home Port. Your gateway to Midcoast Maine
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Home in Boothbay
Morning View: One Level, Dog-Friendly, Water View
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Home in Phippsburg
The Little House in Phippsburg
2 bedrooms, 3 beds, 1 bathroom
3–8 Sept
New place to stay
Top guest favourite
Flat in Boothbay
Sunnymeade
1 bedroom, 1 queen bed, 1 bathroom
15–20 Oct
4.97 out of 5 average rating, 378 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
Guest favourite
Cabin in Wiscasset
Oak Hill Homestead
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Westport Island
CastleRock
3 bedrooms, 1 king bed, 3 bathrooms
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.98 out of 5 average rating, 488 reviews