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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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Guest favourite
Home in Westport Island
Classic Waterfront Summer Cottage-Bayside Oaks #7
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 9 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
10–15 May
4.94 out of 5 average rating, 242 reviews
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Top guest favourite
Guest house in Wiscasset
T&L Home Port. Your gateway to Midcoast Maine
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 9 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
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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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Superhost
Room in Boothbay
Cozy Boothbay Studio w Deck, Workspace & Keurig
1 queen bed, 1 bathroom
1–6 Oct
New place to stay
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Superhost
Home in Wiscasset
Waterfront Retreat | Fire pit, grill & cornhole
3 bedrooms, 4 beds, 2 bathrooms
14–19 Oct
New place to stay
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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
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
Cottage in Woolwich
Cottage on Montsweag Bay
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 17 reviews
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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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Guest favourite
Home in Wiscasset
Perfectly located in the heart of Midcoast Maine!
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.84 out of 5 average rating, 148 reviews
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Guest favourite
Hotel in Westport Island
Squire Tarbox Inn - The Anne
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 7 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, 63 reviews
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Top guest favourite
Cabin in Woolwich
Woodland Fae Guest House
1 bedroom, 1 double bed, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 26 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