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 Commack
4.99 out of 5 average rating, 101 reviewsGOOD VIBEZ HOUSE! Angel Wing Mural~HotTub~Pool!
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in Manorville
4.99 out of 5 average rating, 205 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Yorktown Heights
4.88 out of 5 average rating, 121 reviewsCozy winter getaway 1 hr from NYC!
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Weekly house rentals
Home in East Haddam
4.95 out of 5 average rating, 103 reviewsRomantic Getaway at The Lake!
Home in East Haven
4.88 out of 5 average rating, 197 reviewsBeach Cottage by the Sea
Home in Brookhaven
4.95 out of 5 average rating, 132 reviewsBeautiful & Independent Guest House near the water
Home in Ronkonkoma
4.86 out of 5 average rating, 149 reviewsConvenient home in Ronkonkoma
Home in Port Jefferson
4.96 out of 5 average rating, 136 reviewsThe Hidden Retreat ~ Family friendly Walk to Beach
Home in Elmont
4.9 out of 5 average rating, 283 reviewsStylish Luxe Apartment!
Home in Washington
4.86 out of 5 average rating, 173 reviewsCountry Home on a Hill
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
Private house rentals
Home in Greenport
4.94 out of 5 average rating, 136 reviewsHarbor Heights
Home in Westport
4.89 out of 5 average rating, 46 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 Fairfield
4.96 out of 5 average rating, 69 reviewsFamily-Friendly: Renovated, Near Beach, Fire Pit
Home in Fairfield
4.92 out of 5 average rating, 74 reviewsFairfield 2nd FL Suite w Private Entry & Parking
Home in Westport
5.0 out of 5 average rating, 10 reviewsFarmhouse 1899: Westport, CT
Home in Westport
4.9 out of 5 average rating, 40 reviewsGorgeous, luxury Cape in Westport!
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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- Family travel hub Tips and inspiration
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