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
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul. 21 – 26
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Jun. 29 – Jul. 6
Home in Beacon
4.96 out of 5 average rating, 310 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Sep. 10 – 17
Home in Cold Spring
4.95 out of 5 average rating, 281 reviewsHilltop Hideaway Forest Villa on 13 acres!
Jan. 19 – 26
Chalet in Cold Spring
4.89 out of 5 average rating, 370 reviewsMountain View Retreat
Mar. 6 – 13
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Jan. 7 – 14
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
Aug. 7 – 14
Villa in Hopewell Junction
4.96 out of 5 average rating, 279 reviewsThe Mission House Sanctuary
Oct. 15 – 22
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Mar. 19 – 26
Apartment in Ossining
4.94 out of 5 average rating, 304 reviewsHudson River Peaceful Getaway
Jan. 18 – 25
Guest suite in Waterbury
4.94 out of 5 average rating, 248 reviewsPrivate 1 bedroom apartment in central Connecticut
Sep. 2 – 9
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
Dec. 9 – 16
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Feb. 2 – 9
Cabin in Huntington
4.87 out of 5 average rating, 241 reviewsCaptain's Cottage on Working Farm with Animals
Jun. 12 – 19
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Nov. 2 – 9
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Mar. 30 – Apr. 6
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov. 21 – 28
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct. 20 – 27
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Oct. 25 – Nov. 1
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep. 30 – Oct. 7
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Jul. 30 – Aug. 6
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
May 15 – 22
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Nov. 4 – 11
Villa in Guilford
4.91 out of 5 average rating, 11 reviewsPrivate Luxury Waterfront Home
Apr. 19 – 26
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
$137 CAD before taxes and fees
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