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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, 334 reviews
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Flat in Westport
2BR Flat above Historic Cider Mill
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 350 reviews
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Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds
6–11 Sept
4.98 out of 5 average rating, 140 reviews
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Cottage in Westport
Nama-stay: sweet Saugatuck Shores beach cottage
3 bedrooms, 3 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
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Home in Westport
Walk to Compo Beach Renovated Westport Home
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 58 reviews
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Guest favourite
Home in Westport
Farmhouse 1899: Minutes to Downtown Westport, CT
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 57 reviews
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Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds
9–14 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Norwalk
Spacious Home Near Beach + Train Sleeps 10+ | Yard
4 bedrooms, 6 beds
24–29 Oct
4.96 out of 5 average rating, 45 reviews
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Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 10 reviews
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Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
5 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 25 reviews
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Flat in Norwalk
Van Zant Townhouse Apt #1
2 bedrooms, 3 beds
12–17 Sept
4.95 out of 5 average rating, 77 reviews
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Guest house in Westport
Newly Renovated Barn Walking Distance to Town
1 bedroom, 3 beds
13–18 Sept
4.98 out of 5 average rating, 92 reviews
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Home in Westport
Boho Chic Private Home in the Heart of Westport CT
2 bedrooms, 2 beds
8–13 Sept
4.89 out of 5 average rating, 18 reviews
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Home in Westport
Westport Waterfront
2 bedrooms, 2 queen beds
26 Sept – 3 Oct
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Superhost
Home in Westport
Westport CT In Town, Private
3 bedrooms, 5 beds
1–6 Sept
4.91 out of 5 average rating, 23 reviews
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Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds
18–23 Oct
4.95 out of 5 average rating, 44 reviews
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Room in Westport
Spacious, Private Downstairs All Yours, Location!
2 beds
1–6 Nov
4.74 out of 5 average rating, 85 reviews
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Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds
7–12 Sept
New place to stay
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Guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 7 reviews