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Search results; Over 1,000 homes in Westport

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Top guest favourite
Guest house in Westport
Newly Renovated Barn Walking Distance to Town
1 bedroom, 3 beds, 1 private bathroom
26–31 Oct
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4.98 out of 5 average rating, 94 reviews
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Top guest favourite
Cottage in Westport
Nama-stay: sweet Saugatuck Shores beach cottage
3 bedrooms, 3 queen beds
4–9 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Westport
Spacious Westport Apt surrounded by nature!
2 bedrooms, 2 queen beds
25–30 Oct
4.92 out of 5 average rating, 340 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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Top guest favourite
Home in Westport
Walk to Compo Beach Renovated Westport Home
3 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed
28 Oct – 2 Nov
4.88 out of 5 average rating, 161 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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Top guest favourite
Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds
15–20 Nov
4.98 out of 5 average rating, 148 reviews
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Top guest favourite
Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
5 bedrooms, 7 beds
1–6 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
1–6 Oct
New place to stay
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Top guest favourite
Flat in Westport
2BR Flat above Historic Cider Mill
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.95 out of 5 average rating, 352 reviews
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Top guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
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, 48 reviews
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Home in Westport
Westport Waterfront
2 bedrooms, 2 queen beds
29 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
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Flat in Westport
Westport Retreat 1
1 bedroom, 1 queen bed
9–14 Oct
New place to stay
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Top guest favourite
Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Loft in Westport
Historic Loft, Co-Work, River View
1 bedroom, 1 queen bed
25–30 Oct
4.93 out of 5 average rating, 290 reviews