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Villa vacation rentals in Westchester County

Find and book unique villas on Airbnb

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Top-rated villa rentals in Westchester County

Guests agree: these villas are highly rated for location, cleanliness, and more.

Superhost
Villa in Ossining
7BR Beacon Family Retreat: Jacuzzi, BBQ, Games!
Winter Wonderland at Westchester Castle: Your Cozy Valentine's & Presidents' Day Group Getaway! 7 Bedrooms, 4 Bathrooms: Sleeps 13 with varied bed types for comfort. Entertainment Galore: Smart TV, pool table, board games. Gourmet Kitchen: Fully equipped for all culinary needs. Relaxation: in-ground pool, and indoor Jacuzzi. Convenience: Free 100 Mbps WiFi, self-check-in/check-out, washer & dryer. Nearby Attractions: Close to parks, family spots, dining, and more!
$478 per night
Guest favorite
Villa in Stamford
Private estate in North Stamford with pond
Unique blend of privacy and access to all Stamford has to offer- just mere few minutes from the Merit Parkway and downtown Stamford, just 45 min from NYC. Open main floor plan perfect for families and entertaining with access to a multi-level deck and lower-level stone grotto. 4 sizable bedrooms along with baby room, 4 bathrooms; home gym and and an office. The basement area offers an additional space with TV that opens to the outside.
$568 per night
Villa in Yorktown Heights
* Victorian Farmhouse with Large Pool: Near Town
This private home is situated in a country-club-like elite neighborhood and features an oversized L-shaped private pool and custom kitchen with cherry wood island and space for gathering friends and family. Nestled and perched overlooking the NY reservoirs this home is an exclusive resting spot for city dwellers to experience country living at its finest.
$800 per night

Popular amenities for Westchester County villa rentals

Private villa rentals

Guest favorite
Villa in Stamford
Private estate in North Stamford with pond
$568 per night
Superhost
Villa in Ossining
7BR Beacon Family Retreat: Jacuzzi, BBQ, Games!
$478 per night
Villa in Yorktown Heights
* Victorian Farmhouse with Large Pool: Near Town
$800 per night
Villa in Haverstraw
Hudson House - Entire Villa
$950 per night
Villa in Pound Ridge
Pool and tenis court, 5 bedroom beautiful home
$1,000 per night

Luxury villa rentals

Guest favorite
Villa in Stamford
Private estate in North Stamford with pond
$568 per night
Superhost
Villa in Ossining
7BR Beacon Family Retreat: Jacuzzi, BBQ, Games!
$478 per night
Villa in Yorktown Heights
* Victorian Farmhouse with Large Pool: Near Town
$800 per night
Villa in Haverstraw
Hudson House - Entire Villa
$950 per night
Villa in Pound Ridge
Pool and tenis court, 5 bedroom beautiful home
$1,000 per night

Destinations to explore