Owner Direct Vacation
Rentals in Westchester County
The Best Owner Direct Vacation Rentals in Westchester County. Explore thousands of vacation home rentals, large cabins, and villas near Westchester County
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Explore the Best Westchester County Vacation Homes
Looking for the perfect place to stay in Westchester County? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Westchester County character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Westchester County Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Westchester County
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Popular Neighborhoods for Westchester County Vacation Rentals
What are the best areas to stay in Westchester County
Discover the top neighborhoods in Westchester County and choose a place that suits your stay.
Friday Feb 27
Westchester County, New York
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Westchester County vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Westchester County
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How to Reserve Your Westchester County Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Westchester County Vacation Rental FAQs
1. What are the top vacation rentals in Westchester County?
There are a lot of options in Westchester County. If you plan on staying in the Westchester County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westchester County:
- Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
- Your Family Friendly Home with Large Backyard & Onsite Parking
- Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
- Modern Colonial House
- -Timeless Waterfront Estate Made for Gathering, Living and Sharing-
- Downtown One Bedroom Suite Steps to Metro North
- Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
- Charming 3-bedroom house.
- Hudson River Valley Estate - New Listing!
- Beautiful private guesthouse in Larchmont
2. How many vacation rentals have private pools in Westchester County?
There are 40 vacation rentals with private pools near Westchester County. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Westchester County are best for families?
If you are looking for a family-friendly vacation home in Westchester County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westchester County:
4. How many vacation rentals are available in Westchester County?
Currently, the total number of properties listed in 2026 is over 936 in the Westchester County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Westchester County.