Family-friendly holiday 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.
Holiday rentals for every style
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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
27 Aug – 3 Sep
Flat in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
2–9 Apr
Home in Garrison
4.76 out of 5 average rating, 17 reviews4 bed 2 bath short walk from Anthony’s Nose trail.
17–24 Aug
Home in Haverstraw
4.89 out of 5 average rating, 87 reviewsHudson River House - Ferry to NYC
14–21 Feb
Home in North Salem
Equestrians Country Stay and Enchanted Farm House
12–19 May
Family- and pet-friendly home rentals
Home in Chappaqua
4.88 out of 5 average rating, 72 reviewsChic and Cozy 2BD 1920's Cottage
12–19 Apr
Townhouse in Greenwich
4.98 out of 5 average rating, 56 reviewsQuaint 3 bdr. Walk to beach, dining & shopping!
12–19 Oct
Home in Westchester
4.98 out of 5 average rating, 45 reviewsThe Country house
5–12 Dec
Home in New Canaan
5.0 out of 5 average rating, 16 reviewsFountain Courtyard & Fireplace Kitchen
10–17 May
Home in Cos Cob
4.98 out of 5 average rating, 54 reviewsCos Cob CT, 3bdrm, 2bath, with workout room
12–19 Mar
Home in Mount Kisco
4.93 out of 5 average rating, 134 reviewsIncredible barn in country setting
26 Aug – 2 Sep
Home in Piermont
4.89 out of 5 average rating, 176 reviewsHudson River Forest Marsh Cozy Winter Wonderland
10–17 Apr
Flat in Englewood
4.77 out of 5 average rating, 100 reviewsCozy Attic Apartment, close to hospital and city
12–19 Mar
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)
22–29 Oct
Villa in Yorktown Heights
4.86 out of 5 average rating, 7 reviews* Victorian Farmhouse with Large Pool: Near Town
15–22 Oct
Home in Garrison
4.89 out of 5 average rating, 57 reviews*Forest Retreat* Rustic Luxury near Bear Mt Hiking
28 Sep – 5 Oct
Home in Rye
4.67 out of 5 average rating, 6 reviewsBike to Beach Walk to Town & Train + Housekeeper
21–28 Aug
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