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Search results; Over 1,000 homes in Westport

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Top guest favourite
Flat in Westport
Spacious Westport Apt surrounded by nature!
2 bedrooms, 2 beds, 1 private bathroom
11–16 Oct
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4.92 out of 5 average rating, 340 reviews
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Top guest favourite
Cottage in Westport
Nama-stay: sweet Saugatuck Shores beach cottage
3 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Westport
New Family Friendly House in Westport
5 bedrooms, 5 beds, 3 bathrooms
1–6 Nov
New place to stay
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Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
5 bedrooms, 7 beds, 3 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Westport
Classic New England Home for 8 | Leafy Westport
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Home in Westport
Walk to Compo Beach Renovated Westport Home
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Home in Westport
Farmhouse 1899: Minutes to Downtown Westport, CT
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 57 reviews
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Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
28 Oct – 2 Nov
4.87 out of 5 average rating, 159 reviews
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Top guest favourite
Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds, 6.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Superhost
Home in Westport
The Modern Treehouse / Central Westport & Private
5 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
New place to stay
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Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Guest house in Westport
Newly Renovated Barn Walking Distance to Town
1 bedroom, 3 beds, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 93 reviews
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Home in Weston
Characterful iconic Weston lodge.
5 bedrooms, 5 beds, 4 bathrooms
19–24 Sept
New place to stay
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Top guest favourite
Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds, 2 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 147 reviews
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Superhost
Home in Westport
Villa Après Sea
4 bedrooms, 3 beds, 3.5 bathrooms
19–24 Sept
4.56 out of 5 average rating, 9 reviews
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Home in Westport
Westport Waterfront
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Westport
2BR Flat above Historic Cider Mill
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.95 out of 5 average rating, 352 reviews
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Top guest favourite
Home in Westport
Westport Luxury Escape | 10 Minutes to Beach
2 bedrooms, 5 queen beds, 2 bathrooms
1–6 Jan
5.0 out of 5 average rating, 96 reviews