Family-friendly vacation rentals in Westport
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westport
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Home in Cold Spring
4.95 out of 5 average rating, 286 reviewsHilltop Hideaway Forest Villa on 13 acres!
Home in Wading River
4.97 out of 5 average rating, 463 reviewsYour Zen Retreat
Home in Tomkins Cove
4.94 out of 5 average rating, 140 reviewsHudson Valley Victorian with River Views
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Home in Beacon
4.96 out of 5 average rating, 319 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Chalet in Cold Spring
4.89 out of 5 average rating, 378 reviewsMountain View Retreat
Home in Englewood
4.93 out of 5 average rating, 134 reviewsEnglewood NJ Country Carriage House (15 min NYC)
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 199 reviewsBeach Cottage by the Sea
Apartment in Ossining
4.94 out of 5 average rating, 324 reviewsHudson River Peaceful Getaway
Home in Stamford
4.98 out of 5 average rating, 214 reviewsBright Stylish Chic 4BR 4BA Home
Cottage in Riverhead
4.97 out of 5 average rating, 129 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Cottage in Putnam Valley
4.9 out of 5 average rating, 221 reviewsLakefront Cottage near Hudson Valley
Cabin in Huntington
4.87 out of 5 average rating, 244 reviewsCaptain's Cottage on Working Farm with Animals
Guest suite in Waterbury
4.94 out of 5 average rating, 252 reviewsPrivate 1 bedroom apartment in central Connecticut
Apartment in Middletown
4.89 out of 5 average rating, 245 reviews3 bedroom near Wesleyan, downtown
Family-friendly home rentals with a pool
Home in Cold Spring
4.95 out of 5 average rating, 153 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
Apartment in Glastonbury
4.9 out of 5 average rating, 414 reviewsQuiet 2 bed room apt w/ private entrance.
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
Home in Hampton Bays
4.98 out of 5 average rating, 115 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Putnam Valley
4.93 out of 5 average rating, 183 reviewsPutnam Valley Escape
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Redding
4.93 out of 5 average rating, 69 reviewsLovely Country Retreat:
Quick stats about vacation rentals that are family-friendly in Westport
Total rentals
90 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
940 reviews
Nightly prices starting at
$100 before taxes and fees
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