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Search results; Over 1,000 homes in Westport

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Westport
Wild Rose Cottage (Westport, CT)
Studio, 1 bed, 1 private bathroom
23–28 Jul
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5.0 out of 5 average rating, 79 reviews
Top guest favourite
Guest house in Westport
Renovated barn walking distance to town
4.98 out of 5 average rating, 87 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Sept
Guest favourite
Flat in Westport
Whimsical Westport Studio -1 mile walk to downtown
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Guest suite in Westport
The Tavern Room
4.87 out of 5 average rating, 149 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Westport
Spacious Westport Apt surrounded by nature!
4.91 out of 5 average rating, 323 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Room in Westport
Pool and private garden near downtown
4.93 out of 5 average rating, 144 reviews, 1 king bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Flat in Norwalk
The Design Studio Suite | 2 Beds | Spacious | Luxe
4.97 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cottage in Westport
Pink beach cottage on a peninsula
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Westport
Westport Luxury Escape | 10 Minutes to Beach
5.0 out of 5 average rating, 96 reviews, 2 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Guest favourite
Loft in Westport
Waterfront loft in a historic Cider Mill
4.93 out of 5 average rating, 286 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Home in Fairfield
Charming New England Retreat | 4BR Home on 2 Acres
4.75 out of 5 average rating, 8 reviews, 4 bedrooms, 11 beds, 3 bathrooms
15–20 Jul
Guest favourite
Flat in Westport
2BR Flat above Historic Cider Mill
4.96 out of 5 average rating, 344 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Guest suite in Westport
Lunami Suite in Westport
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Fairfield
Southport, CT across from BEACH
4.96 out of 5 average rating, 219 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Oct
Superhost
Home in Fairfield
Longevity Stay | Gym, Sauna, Red Light, Plunge
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 3 beds, 2.5 bathrooms
27 Aug – 1 Sept
Top guest favourite
Home in Fairfield
Converted barn with 30-foot ceilings
4.96 out of 5 average rating, 353 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Sept
Guest favourite
Loft in Norwalk
Loft with a boat slip and lake access
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
24–29 Jul
Top guest favourite
Flat in Norwalk
S. Norwalk Studio Apt near the water!
4.99 out of 5 average rating, 133 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Westport
1899 farmhouse with a wood-burning fireplace
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul