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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
2 beds
May 12 – 17
4.96 out of 5 average rating, 278 reviews
Guest favorite
Home in Westport
Farmhouse 1899: Westport, CT
6 beds
Apr 21 – 26
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Westport
Spacious Upscale Studio with Pool Table
1 queen bed
Apr 23 – 28
4.85 out of 5 average rating, 147 reviews
Guest favorite
Home in Westport
Gorgeous, luxury Cape in Westport!
3 queen beds
May 27 – Jun 1
4.92 out of 5 average rating, 36 reviews
Home in Westport
Studio in Westport Downtown area
1 bed
Apr 21 – 26
4.49 out of 5 average rating, 45 reviews
Guest favorite
Cottage in Westport
Charming Renovated Carriage House
3 beds
Apr 20 – 25
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Westport
Wild Rose Cottage (Westport, CT)
1 queen bed
Apr 19 – 24
5.0 out of 5 average rating, 55 reviews
Guest favorite
Guesthouse in Westport
The Tavern Room
May 4 – 9
4.87 out of 5 average rating, 52 reviews
Guest favorite
Home in Westport
Westport/Saugatuck super spot
2 beds
Jun 2 – 7
4.89 out of 5 average rating, 46 reviews
Guest favorite
Apartment in Westport
Spacious Westport Apt surrounded by nature
2 queen beds
Jul 7 – 12
4.93 out of 5 average rating, 114 reviews
Guest favorite
Vacation home in Westport
Your perfect Westport getaway is here!
2 queen beds
Apr 28 – May 3
4.93 out of 5 average rating, 45 reviews
Guest favorite
Guesthouse in Westport
Newly Renovated Barn Walking Distance to Town
3 beds
Apr 21 – 26
4.96 out of 5 average rating, 47 reviews
Guest favorite
Place to stay in Westport
Sunny Westport Studio Apt. Above Historic Mill
2 beds
Jun 16 – 21
4.95 out of 5 average rating, 227 reviews
Room in Westport
Stay with Larry
Spacious, Private Downstairs All Yours, Location!
Apr 22 – 27
4.77 out of 5 average rating, 39 reviews
Superhost
Home in Westport
Westport:Private Fire Pit Hideaway 5 min to Town
Apr 24 – 29
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Westport
Serene Getaway in Westport - Near Beaches
2 queen beds
Apr 28 – May 3
Guest favorite
Guesthouse in Fairfield
Southport, CT across from BEACH
1 queen bed
May 20 – 25
4.96 out of 5 average rating, 172 reviews
Superhost
Home in Westport
Custom Westport Home, perfect for families
3 beds
Apr 23 – 28
4.8 out of 5 average rating, 20 reviews