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Search results; Over 1,000 homes in Westport

Guest favorite
Loft in Westport
River views from a restored Cider Mill
1 bedroom, 2 beds, 1 private bath
Aug 22 – 27
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4.93 out of 5 average rating, 287 reviews
Top guest favorite
Apartment in Westport
Sun-filled flat in an 1850s cider mill
4.96 out of 5 average rating, 347 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Home in Westport
Deck overlooking the Saugatuck River
2 bedrooms, 2 beds, 1 bath
Aug 17 – 24
Top guest favorite
Apartment in Westport
Open floor plan with a private patio
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bath
Aug 29 – Sep 3
Guest favorite
Guest suite in Westport
Wood-paneled suite facing lush gardens
4.88 out of 5 average rating, 152 reviews, 1 bedroom, 1 bed, 1 bath
Aug 20 – 25
Top guest favorite
Guesthouse in Westport
Renovated barn walking distance to town
4.98 out of 5 average rating, 90 reviews, 1 bedroom, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Cottage in Westport
Newly renovated in Westport’s historic district
5.0 out of 5 average rating, 80 reviews, 1 bed, 1 bath
Aug 13 – 18
Top guest favorite
Apartment in Westport
Creek views from a quiet cul-de-sac
4.92 out of 5 average rating, 330 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 11 – 16
Top guest favorite
Home in Westport
1895 Colonial on 2 acres, near beach
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 7 beds, 3 baths
Aug 19 – 24
Top guest favorite
Guest suite in Westport
Private suite minutes from Compo Beach
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bath
Aug 13 – 18
Top guest favorite
Home in Westport
California-style home near Compo Beach
5.0 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 27 – Oct 2
Top guest favorite
Cottage in Westport
Pink beach cottage on a peninsula
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 27 – Oct 2
Guest favorite
Home in Westport
Secluded boho home minutes from beach
4.89 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 13 – 18
Guest favorite
Room in Westport
Pool and private garden near downtown
4.93 out of 5 average rating, 147 reviews, 1 king bed, 1 bath
Aug 14 – 19
Guest favorite
Apartment in Norwalk
New townhouse, 5-minute walk to SoNo
4.95 out of 5 average rating, 76 reviews, 2 bedrooms, 3 beds, 1.5 baths
Sep 12 – 17
Guest favorite
Home in Westport
Waterfall view, walking distance to downtown
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 6 beds, 3.5 baths
Aug 18 – 23
Guest favorite
Home in Norwalk
Wood-burning fireplace and a private backyard
4.98 out of 5 average rating, 138 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 30 – Sep 4
Top guest favorite
Guesthouse in Fairfield
Outdoor patio, one block from the beach
4.96 out of 5 average rating, 52 reviews, 1 bedroom, 1 bed, 1 bath
Sep 6 – 11
Guest favorite
Cottage in Westport
Ranch with a brook and fire pit
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 13 – 18