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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, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 350 reviews
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Cottage in Westport
Nama-stay: sweet Saugatuck Shores beach cottage
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
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Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 140 reviews
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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, 58 reviews
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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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Home in Norwalk
Spacious Home Near Beach + Train Sleeps 10+ | Yard
4 bedrooms, 6 beds, 2 bathrooms
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, 3 bathrooms
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, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 25 reviews
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Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds, 6.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
New place to stay
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Guest house in Westport
Newly Renovated Barn Walking Distance to Town
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 92 reviews
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Flat in Norwalk
Van Zant Townhouse Apt #1
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Sept
4.95 out of 5 average rating, 77 reviews
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Home in Fairfield
Pine Creek Beach House
3 bedrooms, 4 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 6 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
Waterfall View-5 bedrooms
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.95 out of 5 average rating, 44 reviews
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Loft in Westport
Historic Loft, Co-Work, River View
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.93 out of 5 average rating, 290 reviews
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Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.87 out of 5 average rating, 155 reviews