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Search results; Over 1,000 homes in Westport

Guest favourite
Loft in Westport
Historic Loft, Co-Work, River View
1 bedroom, 2 beds, 1 private bathroom
5–10 Oct
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4.93 out of 5 average rating, 290 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, 338 reviews
Top guest favourite
Home in Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds, 3.5 bathrooms
12–17 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
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
14–19 Sept
New place to stay
Guest favourite
Guest suite in Westport
The Tavern Room
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.87 out of 5 average rating, 157 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
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
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
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
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
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
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 10 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
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
Top guest favourite
Home in Fairfield
Beautifully Restored Barn With New England Charm
4 bedrooms, 5 beds, 3.5 bathrooms
9–14 Nov
4.96 out of 5 average rating, 354 reviews
Top guest favourite
Guest suite in Westport
Lunami Suite in Westport
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
12–17 Sept
4.94 out of 5 average rating, 17 reviews