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Search results; Over 1,000 homes in Westport

Top guest favourite
Cottage in Westport
Wild Rose Cottage (Westport, CT)
Studio, 1 bed, 1 private bathroom
8–13 Oct
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5.0 out of 5 average rating, 80 reviews
Flat in Westport
Westport Retreat 1
1 bedroom, 1 bed
9–14 Sept
New place to stay
Top guest favourite
Guest house in Westport
Newly Renovated Barn Walking Distance to Town
1 bedroom, 3 beds
5–10 Oct
4.98 out of 5 average rating, 93 reviews
Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds
9–14 Sept
New place to stay
Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed
27 Sept – 2 Oct
4.87 out of 5 average rating, 155 reviews
Top guest favourite
Flat in Westport
Spacious Westport Apt surrounded by nature!
2 bedrooms, 2 queen beds
11–16 Oct
4.92 out of 5 average rating, 337 reviews
Top guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds
10–15 Sept
5.0 out of 5 average rating, 8 reviews
Home in Weston
Characterful iconic Weston lodge.
Individual host
12–17 Sept
New place to stay
Guest favourite
Home in Fairfield
4 bdrm Contemporary Country Home in CT
4 bedrooms, 4 queen beds
11–16 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
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, 22 reviews
Top guest favourite
Guest house in Fairfield
Enchanting Guest Cottage
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 25 reviews
Guest favourite
Loft in Westport
Historic Loft, Co-Work, River View
1 bedroom, 1 queen bed
5–10 Oct
4.93 out of 5 average rating, 290 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds
9–14 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds
11–16 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Westport
Whimsical Westport Studio -1 mile walk to downtown
1 bedroom, 1 bed
9–14 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Guest house in Norwalk
Waterfront Getaway - Norwalk, CT
1 bedroom, 1 queen bed
13–18 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
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, 60 reviews
Guest favourite
Guest house in Norwalk
Cottage by the Sea
1 bedroom, 1 bed
6–11 Oct
4.97 out of 5 average rating, 93 reviews
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