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Search results; Over 1,000 homes in Westport

Bungalow in Westport
Westport mid-century retreat
2 bedrooms, 2 beds, 2 private bathrooms
1–7 Oct
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5.0 out of 5 average rating, 4 reviews
Home in Weston
Characterful iconic Weston lodge.
Individual host
15–20 Sept
New place to stay
Top guest favourite
Cottage in Westport
Nama-stay: sweet Saugatuck Shores beach cottage
3 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Westport
Modern Art&Architecture Retreat
7 bedrooms, 7 beds, 6.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Villa in Southport
Designer Villa bordering Westport
4 bedrooms, 4 beds, 4.5 bathrooms
22–27 Sept
4.94 out of 5 average rating, 18 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
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
7–12 Oct
4.87 out of 5 average rating, 157 reviews
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, 339 reviews
Top guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 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
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
Home in Westport
Westport Cottage
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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, 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
Guest favourite
Room in Westport
Charming ,warm and inviting home
1 king bed, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 150 reviews
Guest favourite
Guest house in Norwalk
Waterfront Getaway - Norwalk, CT
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 51 reviews
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 10 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
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