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Search results; Over 1,000 homes in Westport

Top guest favourite
Home in Westport
Walk to Compo Beach Renovated Westport Home
3 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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5.0 out of 5 average rating, 60 reviews
Top guest favourite
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, 22 reviews
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
Home in Westport
Classic New England Home for 8 | Leafy Westport
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
New place to stay
Top guest favourite
Flat in Westport
Spacious Westport Apt surrounded by nature!
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 337 reviews
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, 351 reviews
Superhost
Home in Westport
Villa Après Sea
4 bedrooms, 3 beds, 3.5 bathrooms
19–24 Sept
4.5 out of 5 average rating, 8 reviews
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
Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
New place to stay
Top guest favourite
Home in Norwalk
Spacious Home Near Beach + Train Sleeps 10+ | Yard
4 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
4.96 out of 5 average rating, 46 reviews
Superhost
Home in Westport
The Modern Treehouse / Central Westport & Private
5 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
New place to stay
Guest favourite
Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 143 reviews
Top guest favourite
Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
5 bedrooms, 7 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds, 6.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 12 reviews
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
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Norwalk
Van Zant Townhouse Apt #1
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 78 reviews
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
Guest favourite
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