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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Westchester County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Aug 27 – Sep 3
Apartment in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
Apr 2 – 9
Home in Garrison
4.76 out of 5 average rating, 17 reviews4 bed 2 bath short walk from Anthony’s Nose trail.
Aug 17 – 24
Home in Haverstraw
4.89 out of 5 average rating, 87 reviewsHudson River House - Ferry to NYC
Feb 14 – 21
Home in North Salem
Equestrians Country Stay and Enchanted Farm House
May 12 – 19
Family- and pet-friendly home rentals
Home in Chappaqua
4.88 out of 5 average rating, 72 reviewsChic and Cozy 2BD 1920's Cottage
Apr 12 – 19
Townhouse in Greenwich
4.98 out of 5 average rating, 56 reviewsQuaint 3 bdr. Walk to beach, dining & shopping!
Oct 12 – 19
Home in Westchester
4.98 out of 5 average rating, 45 reviewsThe Country house
Dec 5 – 12
Home in New Canaan
5.0 out of 5 average rating, 16 reviewsFountain Courtyard & Fireplace Kitchen
May 10 – 17
Home in Cos Cob
4.98 out of 5 average rating, 54 reviewsCos Cob CT, 3bdrm, 2bath, with workout room
Mar 12 – 19
Home in Mount Kisco
4.93 out of 5 average rating, 134 reviewsIncredible barn in country setting
Aug 26 – Sep 2
Home in Piermont
4.89 out of 5 average rating, 176 reviewsHudson River Forest Marsh Cozy Winter Wonderland
Apr 10 – 17
Apartment in Englewood
4.77 out of 5 average rating, 100 reviewsCozy Attic Apartment, close to hospital and city
Mar 12 – 19
Family-friendly home rentals with a pool
Home in Englewood
4.94 out of 5 average rating, 131 reviewsEnglewood NJ Country Carriage House (15 min NYC)
Oct 22 – 29
Villa in Yorktown Heights
4.86 out of 5 average rating, 7 reviews* Victorian Farmhouse with Large Pool: Near Town
Oct 15 – 22
Home in Garrison
4.89 out of 5 average rating, 57 reviews*Forest Retreat* Rustic Luxury near Bear Mt Hiking
Sep 28 – Oct 5
Home in Rye
4.67 out of 5 average rating, 6 reviewsBike to Beach Walk to Town & Train + Housekeeper
Aug 21 – 28
Destinations to explore
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals New York
- Rentals with outdoor seating Westchester County
- Rentals with a hot tub Westchester County
- Rentals with breakfast Westchester County
- Rentals with a patio Westchester County
- Pet-friendly rentals Westchester County
- Fitness-friendly rentals Westchester County
- Rentals with pools Westchester County
- Rentals with an EV charger Westchester County
- Smoking-friendly rentals Westchester County
- Apartment rentals Westchester County
- Bed and breakfasts Westchester County
- Rentals with a kayak Westchester County
- Condo rentals Westchester County
- Kid-friendly rentals Westchester County
- Rentals with a fire pit Westchester County
- Rentals with a washer and dryer Westchester County
- Rentals with a fireplace Westchester County
- Monthly Rentals Westchester County
- House rentals Westchester County
- Rentals with beach access Westchester County
- Waterfront rentals Westchester County
- Rentals with lake access Westchester County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom