House vacation rentals in Westport
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Top-rated house rentals in Westport
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Westport house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 120 reviewsPool House
Home in Commack
4.99 out of 5 average rating, 102 reviewsGOOD VIBEZ HOUSE! Angel Wing Mural~HotTub~Pool!
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Manorville
4.99 out of 5 average rating, 208 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Westhampton Beach
4.93 out of 5 average rating, 137 reviewsHampton's Haven
Weekly house rentals
Home in East Haven
4.88 out of 5 average rating, 197 reviewsBeach Cottage by the Sea
Home in Milford
4.9 out of 5 average rating, 207 reviewsRenovated House Steps Away From The Ocean
Home in Stamford
4.98 out of 5 average rating, 214 reviewsBright Stylish Chic 4BR 4BA Home
Home in Westport
4.9 out of 5 average rating, 49 reviewsWestport/Saugatuck super spot
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport Beach Town Mid-Century Vibe Retreat - Pet
Home in Westport
5.0 out of 5 average rating, 5 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
Home in Westport
4.9 out of 5 average rating, 41 reviewsGorgeous, luxury Cape in Westport!
Home in Westport
4.95 out of 5 average rating, 22 reviewsCharming & Spacious New England Family Home
Private house rentals
Home in Westport
5.0 out of 5 average rating, 11 reviewsFarmhouse 1899: Westport, CT
Home in Fairfield
5.0 out of 5 average rating, 21 reviews5 Minute Walk to Beach & Downtown Fairfield
Home in Norwalk
5.0 out of 5 average rating, 37 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Home in Fairfield
4.96 out of 5 average rating, 56 reviewsModern Beach Bungalow
Home in Westport
4.81 out of 5 average rating, 21 reviewsCustom Westport Home, perfect for families
Home in Westport
4.93 out of 5 average rating, 14 reviewsBeautiful Brand New Inviting Farmhouse
Home in Milford
5.0 out of 5 average rating, 17 reviewsLuxe Beach House | 3 Bd-King | Chef Kitchen | 4TV
Home in Fairfield
4.9 out of 5 average rating, 10 reviewsSeaside Home - Walk to Beach & Marina
Quick stats about house rentals in Westport
Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
870 reviews
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- Monthly Rentals Westport
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