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Search results; Over 1,000 places in Westport

Guest favorite
Place to stay in Westport
Sunny Westport 2 BR Retreat above Historic Mill
3 beds
Apr 21 – 26
4.96 out of 5 average rating, 276 reviews
Guest favorite
Vacation home in Westport
Your perfect Westport getaway is here!
2 queen beds
Apr 2 – 7
4.93 out of 5 average rating, 44 reviews
Guest favorite
Guesthouse in Westport
Newly Renovated Barn Walking Distance to Town
3 beds
Apr 19 – 24
4.96 out of 5 average rating, 45 reviews
Guest favorite
Home in Westport
Westport/Saugatuck super spot
2 beds
Apr 4 – 9
4.88 out of 5 average rating, 43 reviews
Guest favorite
Apartment in Westport
Spacious Westport Apt surrounded by nature
2 queen beds
May 5 – 10
4.94 out of 5 average rating, 112 reviews
Guest favorite
Place to stay in Westport
Sunny Westport Studio Apt. Above Historic Mill
2 beds
Jun 2 – 7
4.96 out of 5 average rating, 223 reviews
Cottage in Westport
Charming Renovated Carriage House
2 beds
Apr 2 – 7
5.0 out of 5 average rating, 5 reviews
Home in Westport
Serene Getaway in Westport - Near Beaches
2 queen beds
Apr 1 – 6
Guest favorite
Home in Westport
Charming & Spacious New England Family Home
Apr 1 – 6
5.0 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Fairfield
Southport, CT across from BEACH
1 queen bed
Apr 7 – 12
4.96 out of 5 average rating, 170 reviews
Guest favorite
Home in Westport
Gorgeous, luxury Cape in Westport!
3 queen beds
Apr 15 – 20
4.92 out of 5 average rating, 36 reviews
Guest favorite
Home in Westport
Farmhouse 1899: Westport, CT
6 beds
Apr 1 – 6
5.0 out of 5 average rating, 6 reviews
Guest favorite
Cottage in Westport
Wild Rose Cottage (Westport, CT)
1 queen bed
Apr 1 – 6
5.0 out of 5 average rating, 55 reviews
Home in Westport
The Benjamin on Franklin
4 beds
Apr 4 – 9
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Westport
Custom Westport Home, perfect for families
3 beds
Apr 1 – 6
4.8 out of 5 average rating, 20 reviews
Guest favorite
Home in Westport
Westport Farmhouse, Walk to Beach & Train Station
7 beds
Apr 14 – 19
5.0 out of 5 average rating, 11 reviews
Guest favorite
Guest suite in Westport
Westport Paradise! Every Amenity Right Here.
1 queen bed
Apr 1 – 6
5.0 out of 5 average rating, 47 reviews
Guest favorite
Home in Norwalk
❤️ Your Silvermine Hideaway, nestled in nature.
1 king bed
Apr 1 – 6
5.0 out of 5 average rating, 33 reviews