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

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.

  • vacation rentals
  • luxury villas
  • beachfront homes
  • pet-friendly rentals
  • condos

Why Travelers Love Using
Owner Direct to
Find Westchester County Vacation Rentals

What makes our vacation homes stand out?

check-mark

Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

check-mark

Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

check-mark

Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

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.

Thursday Aug 6

Westchester County, New York

Wed
weather icon
23.8°C
Thu
weather icon
27.0°C
Fri
weather icon
26.0°C
Sat
weather icon
25.5°C
Sun
weather icon
26.4°C
Mon
weather icon
26.2°C
Tue
weather icon
26.0°C

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

  • indoor-amenities-kitchenFully equipped kitchens
  • indoor-amenities-living-areaSpacious living areas with streaming TVs
  • indoor-amenities-wifiComplimentary Wi-Fi
  • indoor-amenities-acAir conditioning and heating
  • indoor-amenities-washerIn-unit washer and dryer
  • indoor-amenities-bedPlush bedding and comfortable furniture

Outdoor Amenities

  • outdoor-amenities-balconyBalconies or patios with coastal views
  • outdoor-amenities-poolPrivate or shared pools
  • outdoor-amenities-bbqBBQ grills and outdoor dining areas
  • outdoor-amenities-parkingOn-site parking
  • outdoor-amenities-beachEasy access to beaches and attractions

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-icon

SEARCH PROPERTIES

Use filters for location, amenities, and budget.

compare-icon

VIEW DETAILS

Check photos, reviews, and features for your top picks.

bed-icon

BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

travel-tips

Travel Trips for Visiting Westchester County

What should you know when planning a trip to St. Augustine?
  • Book early
    for popular festivals and spring weekends.
  • Pack layers
    Florida weather can change quickly.
  • Stay hydrated
    and plan beach days around midday heat.
  • Explore early
    to avoid crowds at major attractions.
Transportation Around St. Augustine?
  • Driving
    Most convenient for exploring the city and coast.
  • Trolley & Shuttle Tours
    Great for sightseeing and hopping between landmarks.
  • Walking
    The downtown historic district is pedestrian-friendly.
Local Etiquette
  • Respect historic sites and marked paths.
  • Standard U.S. tipping (15–20%) applies.
  • Quiet hours are observed in residential and beachfront areas.

Westchester County Vacation Rental FAQs

What are the top vacation rentals in Westchester County?
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:

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:

How many vacation rentals are available in Westchester County?

Currently, the total number of properties listed in 2026 is over 1028 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.