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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
Top guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds, 3.5 bathrooms
11–16 Sept
5.0 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
Guest favourite
Home in Fairfield
4 bdrm Contemporary Country Home in CT
4 bedrooms, 4 queen beds, 6 bathrooms
12–17 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 155 reviews
Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Sept
New place to stay
Home in Weston
Characterful iconic Weston lodge.
Individual host
12–17 Sept
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
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 house in Westport
Westport Retreat 2
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Fairfield
Enchanting Guest Cottage
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 25 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
10–15 Sept
4.94 out of 5 average rating, 17 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
Top guest favourite
Flat in Westport
Whimsical Westport Studio -1 mile walk to downtown
1 bedroom, 1 bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 17 reviews
Home in Westport
WiFi • Game Room • Deck • 1 Mile to Compo Beach
2 bedrooms, 3 beds, 2.5 bathrooms
30 Sept – 5 Oct
Top guest favourite
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, 60 reviews
Top guest favourite
Flat in Norwalk
The Design Studio Suite | 2 Beds | Spacious | Luxe
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 72 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