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Search results; Over 1,000 homes in Westport

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Top guest favourite
Flat in Westport
2BR Flat above Historic Cider Mill
2 bedrooms, 3 beds, 1 private bathroom
30 Oct – 4 Nov
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4.95 out of 5 average rating, 352 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
18–23 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 bathroom
4–9 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, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 340 reviews
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Superhost
Home in Westport
The Modern Treehouse / Central Westport & Private
5 bedrooms, 5 beds, 3.5 bathrooms
1–6 Nov
New place to stay
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Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
28 Oct – 2 Nov
4.88 out of 5 average rating, 161 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
26–31 Oct
4.98 out of 5 average rating, 94 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, 2 bathrooms
15–20 Nov
4.98 out of 5 average rating, 148 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, 58 reviews
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Room in Westport
Spacious, Private Downstairs All Yours, Location!
2 beds, 1 bathroom
1–6 Nov
4.74 out of 5 average rating, 85 reviews
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Home in Westport
Creekside Retreat in the Heart of Westport
2 bedrooms, 4 beds, 2 bathrooms
26–31 Dec
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Westport
Walk to Compo Beach Renovated Westport Home
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
5 bedrooms, 7 beds, 3 bathrooms
2–7 Oct
5.0 out of 5 average rating, 25 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
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Guest favourite
Loft in Westport
Historic Loft, Co-Work, River View
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 290 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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Superhost
Home in Westport
Boho Chic Private Home in the Heart of Westport CT
2 bedrooms, 2 beds, 1 bathroom
16–21 Oct
4.8 out of 5 average rating, 20 reviews
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Flat in Westport
Westport Retreat 1
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
New place to stay
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Guest favourite
Home in Fairfield
Pine Creek Beach House
3 bedrooms, 4 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 7 reviews