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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
Home in Weston
Characterful iconic Weston lodge.
Individual host
7–12 Sept
New place to stay
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
Guest house in Westport
Quiet Westport Studio Great for short/longer stays
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 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 Westport
Waterfall View-5 bedrooms
5 bedrooms, 6 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Westport
Westport Beachfront Retreat! *steps to the ocean*
4 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Westport
2BR Flat above Historic Cider Mill
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 351 reviews
Guest favourite
Flat in Norwalk
Van Zant Townhouse Apt #2
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 95 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, 336 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 17 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
Whimsical Westport Studio -1 mile walk to downtown
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
5.0 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
Guest favourite
Guest house in Norwalk
Waterfront Getaway - Norwalk, CT
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 50 reviews
Superhost
Home in Fairfield
Walk to Beach & Town | Pool + Spa
3 bedrooms, 5 beds, 2.5 bathrooms
27 May – 1 Jun
New place to stay
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, 24 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
Charming & open Beach house w/*OWN PRIVATE BEACH*
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.84 out of 5 average rating, 57 reviews