Family-friendly vacation rentals in Westchester County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Westchester County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Mount Vernon
Cozy Studio Getaway w/easy access to NYC/CT
Enjoy a relaxing stay with a home away from home; in this 1 bedroom studio apartment. Equipped with a comfortable bed, clean bathroom, kitchen, fridge, microwave, sink, counter top & stove. - 1 bedroom apartment with open floor plan (Fits 1-2 adults) - Private Individual Entrance (basement level) - Convenient & easy street parking - 5 minute drive from Metro North Railroad (Mount Vernon East station) which gives access to other parts of Westchester, Manhattan, and Connecticut areas.
Oct 25 – Nov 1
$82 per night
4.82 out of 5 average rating, 238 reviews
Superhost
Guest suite in Piermont
Cozy private apartment with Hudson River views
This cozy apartment just one block from the Hudson River, is on the ground level of a house, with a separate entrance offering complete privacy. This modern space has a fully equipped kitchen, beautiful bathroom, comfy queen bed, reading chair, books galore, and a desk. Located in the adorable town of Piermont, it has the feel of a country retreat, a waterfront town, and it's an easy commute to Manhattan. As of Nov. 2022, the WIFI has been upgraded and it is now RELIABLE & HIGH-SPEED.
Jun 16 – 23
$118 per night
4.85 out of 5 average rating, 372 reviews
Guest favorite
Apartment in Yonkers
Large, relaxing private 1 bedroom apartment.
Located on a quiet cul-de-sac, this self-catering 1 bedroom apartment with private driveway is located on the lower level of a private home and is perfect for anyone wishing to have a space to themselves. There is a roll-away single bed to accommodate a 3rd guest. We offer WiFi, Netflix and full cable TV access. Located near Executive Blvd and all the river towns. Plus, its only a short ride to all New York City has to offer. All reservation requests require verified Government ID.
Dec 21 – 28
$113 per night
4.94 out of 5 average rating, 206 reviews

Popular amenities for Westchester County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Stamford
OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Jun 8 – 15
$656 per night
4.93 out of 5 average rating, 107 reviews
Guest favorite
Apartment in Greenwich
Safe Quiet Greenwich 2.5 bd+massage+jacuzzi
Nov 19 – 26
$200 per night
4.9 out of 5 average rating, 39 reviews
Guest favorite
Home in Haverstraw
Hudson River House - Ferry to NYC
Feb 24 – Mar 3
$225 per night
4.88 out of 5 average rating, 86 reviews
Home in Garrison
4 bed 2 bath short walk from Anthony’s Nose trail.
Jul 17 – 24
$505 per night
4.76 out of 5 average rating, 17 reviews
Home in North Salem
Equestrians Country Stay and Enchanted Farm House
Mar 15 – 22
$785 per night
New place to stay

Family- and pet-friendly home rentals

Guest favorite
Apartment in Ossining
Hudson River Peaceful Getaway
Jul 30 – Aug 6
$241 per night
4.94 out of 5 average rating, 277 reviews
Guest favorite
Guest suite in South Salem
1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Nov 4 – 11
$174 per night
4.93 out of 5 average rating, 218 reviews
Guest favorite
Loft in Yonkers
Blacksmith Bldg Guesthouse Upscale in downtown.
Oct 22 – 29
$173 per night
4.94 out of 5 average rating, 277 reviews
Guest favorite
Home in Stamford
Bright Stylish Chic 4BR 4BA Home
Mar 7 – 14
$394 per night
4.98 out of 5 average rating, 206 reviews
Guest favorite
Home in Westchester
The Country house
May 11 – 18
$408 per night
4.98 out of 5 average rating, 44 reviews
Guest favorite
Home in Chappaqua
Chic and Cozy 2BD 1920's Cottage
Feb 15 – 22
$225 per night
4.87 out of 5 average rating, 71 reviews
Guest favorite
Apartment in Greenwich
Beautiful 2nd fl apt. Walk to town & beach ferry!
Aug 8 – 15
$404 per night
4.97 out of 5 average rating, 29 reviews
Guest favorite
Home in Cos Cob
Cos Cob CT, 3bdrm, 2bath, with workout room
Jan 15 – 22
$298 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in Mount Kisco
Incredible barn in country setting
Mar 12 – 19
$428 per night
4.93 out of 5 average rating, 132 reviews
Guest favorite
Home in Piermont
Hudson River Forest Marsh Cozy Winter Wonderland
Feb 12 – 19
$240 per night
4.89 out of 5 average rating, 176 reviews
Apartment in Englewood
Beautiful Basement apartment, close to hospital
Feb 10 – 17
$92 per night
4.65 out of 5 average rating, 246 reviews
Cottage in South Salem
Charming Lake Front Cottage - Paradise Rest Home
Apr 27 – May 4
$311 per night
4.84 out of 5 average rating, 43 reviews

Family-friendly home rentals with a pool

Superhost
Home in Yorktown Heights
Cozy winter getaway 1 hr from NYC!
Jul 19 – 26
$763 per night
4.88 out of 5 average rating, 112 reviews
Guest favorite
Home in Englewood
Englewood NJ Country Carriage House (15 min NYC)
Sep 2 – 9
$595 per night
4.94 out of 5 average rating, 124 reviews
Guest favorite
Home in Garrison
*Forest Retreat* Rustic Luxury near Bear Mt Hiking
Jul 8 – 15
$780 per night
4.89 out of 5 average rating, 57 reviews
Guest favorite
Apartment in West Point
SEMI-PVT APT NEXT TO WEST POINT & BEAR MT ST PARK
Mar 24 – 31
$146 per night
4.94 out of 5 average rating, 79 reviews
Home in Rye
Bike to Beach Walk to Town + Housekeeper
Jun 29 – Jul 6
$623 per night
4.67 out of 5 average rating, 6 reviews

Destinations to explore