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Search results; Over 1,000 homes in Westport Island

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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
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Top guest favourite
Home in Westport Island
Relax, listen to the waves, or play in the water
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 28 reviews
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Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cabin in Boothbay
Peaceful & private waterfront cabin
1 bedroom, 2 double beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 242 reviews
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Superhost
Home in Georgetown
Hall Bay Haven - bay views & private tidal dock
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
New place to stay
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Guest favourite
Home in Westport Island
Classic Waterfront Summer Cottage-Bayside Oaks #7
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.8 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Boothbay
Cozy cottage with dock on river
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Home in Westport Island
CastleRock
3 bedrooms, 1 king bed, 3 bathrooms
24–29 Oct
5.0 out of 5 average rating, 8 reviews
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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, 35 reviews
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Home in Boothbay
Charming Seaside Farmhouse
5 bedrooms, 7 beds, 4.5 bathrooms
1–8 Nov
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Guest favourite
Holiday home in Westport
Stunning Nature Escape, 50 acres, 2 rivers & Pool!
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.89 out of 5 average rating, 80 reviews
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Top guest favourite
Cabin in Boothbay
Simple Boothbay Log Cabin on Water
1 bedroom, 2 beds, WC
1–6 Nov
4.94 out of 5 average rating, 505 reviews
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Top guest favourite
Cabin in Boothbay Harbor
Lakeside 3 BR Cabin in Boothbay Harbor
3 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 290 reviews
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Guest favourite
Home in Georgetown
Serene Coveside Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
4.95 out of 5 average rating, 96 reviews
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Superhost
Home in Boothbay
Barters Island Boathouse by Sea Maine
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Hotel in Westport Island
Squire Tarbox Inn - The Maude
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.97 out of 5 average rating, 64 reviews
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Superhost
Farm stay in Wiscasset
1782 Homestead House with unique views & history
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.89 out of 5 average rating, 9 reviews