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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
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds
8–13 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Westport Island
Relax, listen to the waves, or play in the water
2 bedrooms, 2 queen beds
23–28 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Home in Wiscasset
Waterfront Retreat | Fire pit, grill & cornhole
3 bedrooms, 4 beds
20–25 Sept
New place to stay
Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds
15–20 Sept
4.89 out of 5 average rating, 80 reviews
Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds
19–24 Oct
4.98 out of 5 average rating, 61 reviews
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed
18–23 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Boothbay
Peaceful & private waterfront cabin
1 bedroom, 2 double beds
10–15 May
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
24–29 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Home in Boothbay
Tidewatch. Escape to the water.
4 bedrooms, 4 beds
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
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Farm stay in Wiscasset
1782 Homestead House with unique views & history
4 bedrooms, 4 beds
14–19 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Cottage in Woolwich
Cottage on Montsweag Bay
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.94 out of 5 average rating, 16 reviews
Guest favourite
Cabin in Woolwich
Cozy waterfront cabin
2 bedrooms, 2 double beds
23–28 Sept
4.91 out of 5 average rating, 11 reviews
Home in Boothbay
Charming Seaside Farmhouse
5 bedrooms, 7 beds
1–8 Nov
Home in Boothbay
Historic Kenniston Hill House Boothbay, Maine
4 bedrooms, 5 beds
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Boothbay
Morning View: One Level, Dog-Friendly, Water View
4 bedrooms, 5 beds
3–8 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Boothbay
The Nest on Sawyers Island
2 bedrooms, 3 beds
16–21 Sept
4.84 out of 5 average rating, 19 reviews
Guest favourite
Home in Boothbay
Peaceful Coastal Retreat in Boothbay
4 bedrooms, 5 beds
22–27 Sept
4.83 out of 5 average rating, 12 reviews