Discover Your Perfect Westchester County Vacation Homes

Westchester County Luxury Rentals

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Westchester County Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Westchester County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Westchester County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit the area can greatly enhance your experience, allowing you to enjoy the region’s natural beauty and local events at their best.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

This is the most vibrant time to enjoy the region’s natural beauty and pleasant weather, making it ideal for exploring outdoor activities and local events.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Fall (September to October)

Experience the stunning fall foliage and crisp air, which attract many visitors seeking scenic views and seasonal festivities in this destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (January to February)

The quieter winter months offer a peaceful retreat with opportunities for cozy indoor stays and winter sports nearby.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Early Spring (March to April)

As the region awakens from winter, you can enjoy fewer crowds while witnessing the early signs of spring’s arrival and mild temperatures.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Westchester County

How to Book Your Westchester County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Westchester County

More Top-Rated Vacation Rentals in Westchester County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a patio or deck to relax and entertain.
  • Take advantage of a spacious yard for outdoor activities and gatherings.
  • Make use of a barbecue grill for outdoor cooking during your stay.
  • Relax by a private pool or hot tub, perfect for unwinding after exploring the area.
  • Benefit from scenic views with a garden or landscaped outdoor areas.
  • Utilize outdoor dining setups to enjoy meals al fresco in the region's pleasant weather.
  • Explore nearby walking trails or nature spots accessible directly from your rental property.

Top Attractions Around Westchester County

What attractions are nearby?

Discover a variety of outdoor activities, cultural attractions, and scenic parks just moments from your vacation rentals in this vibrant region, offering you endless opportunities to explore and enjoy the local charm during your stay.

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Family Activities

  • Rockefeller State Park Preserve: Explore scenic walking trails and enjoy a family picnic amidst the natural beauty that makes this destination perfect for outdoor adventures.
  • The Westchester County Center: Attend engaging family-friendly events and exhibitions that bring the community together in the heart of the region.
  • Kensico Dam Plaza: Spend a fun day by the water with recreational activities, open green spaces, and seasonal festivities suitable for all ages.
  • Playland Park: Experience classic amusement rides and beachfront attractions that promise memorable outings for families visiting here.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned vineyards and savor some of the finest local wines, offering a sophisticated day out in the area.
  • Golfing Experiences: Tee off at championship golf courses that provide stunning views and challenging fairways, perfect for a relaxing day with friends.
  • Cooking Classes and Culinary Tours: Enhance your culinary skills by participating in local cooking classes or enjoying guided food tours that highlight regional flavors.
  • Spa and Wellness Retreats: Indulge in luxury spa services and wellness treatments designed to rejuvenate and refresh during your stay in this destination.

Other Places to Stay in Westchester County, NY

White Plains
White Plains Vacation Rentals
Yonkers
Yonkers Vacation Rentals
Town of Greenburgh
Town of Greenburgh Vacation Rentals
Peekskill
Peekskill Vacation Rentals
New Rochelle
New Rochelle Vacation Rentals
Town of Bedford
Town of Bedford Vacation Rentals
Mount Vernon
Mount Vernon Vacation Rentals
Southeast Yonkers
Southeast Yonkers Vacation Rentals
Mamaroneck
Mamaroneck Vacation Rentals
Tarrytown
Tarrytown Vacation Rentals
Northwest Yonkers
Northwest Yonkers Vacation Rentals
South Side
South Side Vacation Rentals
More Places to Stay Near Westchester County

Westchester County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Local Exploration: Take the time to research and prioritize the region’s outdoor parks and historical sites to make the most of your stay in this scenic destination.
  • Discover Unique Dining Options: Sample the area’s local cuisine at neighborhood restaurants to truly experience what makes this location special.
  • Utilize Convenient Transportation: Rent a car or use local transit options to easily access key attractions and hidden gems throughout here’s diverse landscape.
  • Book Early for Popular Seasons: Secure your vacation rentals well in advance, especially during peak times, to ensure a comfortable and stress-free visit to the region.

Transportation Options

  • Metro-North Railroad: You can conveniently access the region through this commuter rail service, which offers direct connections to New York City and surrounding areas.
  • Local Bus Services: The area is well-served by regional bus routes that provide affordable transportation options for exploring here and nearby towns.
  • Car Rentals: Renting a car gives you the flexibility to explore the region at your own pace, especially if you're interested in visiting scenic spots outside the city center.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps are readily available, offering convenient door-to-door transportation within this destination and beyond.

Local Customs Options

  • Westchester County Hospitality Norms: You’ll notice a warm and welcoming attitude towards visitors, reflecting the region's pride in its friendly community atmosphere.
  • Local Dining Etiquette: When dining here, it’s customary to appreciate farm-to-table cuisine, emphasizing fresh, locally sourced ingredients that are integral to regional food customs.
  • Celebration of Seasonal Festivals: Participating in seasonal festivals and community events is common, offering you an authentic experience of local traditions and culture.
  • Respect for Natural Landscapes: The area highly values its parks and natural reserves, encouraging visitors to enjoy outdoor activities responsibly and preserve the scenic beauty of this destination.

Frequently Asked Questions About Westchester County?

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:

2. How many vacation rentals have private pools in Westchester County?

There are 42 vacation rentals with private pools near Westchester County. Top-rated RBO 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 Rentbyowner vacation rentals are available in Westchester County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 801 in the Westchester County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westchester County. 

5. What is the cancellation policy for vacation rentals in Westchester County?

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the property’s page or contact the owner directly for clarification.

6. How do I ensure my booking in Westchester County is secure and reliable?

Booking through verified listings with clear reviews and ratings helps ensure a trustworthy experience. The platform offers secure payment options and customer support to assist you throughout the process.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning charges, service fees, or security deposits are often listed during the booking process. Always check the detailed price breakdown on the property page before confirming your reservation.

8. Can I modify or cancel my reservation if my plans change?

Modifications and cancellations depend on the property's specific policies. It’s recommended to review the cancellation terms at the time of booking or contact the property owner directly for assistance.

9. What amenities can I expect in vacation rentals around this area?

Amenities vary by property but may include essentials like Wi-Fi, parking, kitchens, and outdoor spaces. Details about available amenities are provided in each listing, allowing you to choose a property that suits your needs.

Westchester County Top Rated Vacation Rentals

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