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Westchester County vacation rentals

We found 1,532 vacation rentals — enter your dates for availability

Discover a selection of 137 homes, 110 apartments, and other vacation rentals in Westchester County that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the amenities you need and want, including air conditioning and WiFi. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Popular Westchester County destinations on Vrbo

Yonkers

Yonkers
Yonkers

Holiday rentals with weekly discounts - Westchester County

Showing deals for:Sep 11 - Sep 18

Image gallery for Darien family home on a Cul de Sac with pond.

Exterior
9.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Darien family home on a Cul de Sac with pond.

Darien

8% off
Price is $825
$5,777 for 7 nights
All fees included
Darien family home on a Cul de Sac with pond.

Find spaces that suit your style

Find out more about Westchester County

Why visit Westchester County

  • Outdoor Adventures: Enjoy a variety of recreational activities in beautiful parks and nature preserves throughout the county.
  • Family-Friendly Attractions: Discover engaging attractions suitable for all ages, perfect for family outings.
  • Charming Towns: Explore quaint towns with unique shops and rich history, offering a warm local atmosphere.
  • Cultural Experiences: Immerse yourself in the vibrant arts and cultural scene, showcasing local talent and history.
  • Diverse Accommodations: Choose from a range of vacation rentals, from cozy cottages to stylish apartments.

Popular types of accommodation in Westchester County

Planning a getaway to Westchester County? You’re in for a treat. Discover the most sought-after vacation rentals, from charming private homes and cozy cottages to stylish apartments. Whether you’re looking for a luxurious retreat or a budget-friendly spot, Westchester offers a variety of options to suit your needs. Explore our selection of home rentals and Westchester apartments to find the perfect base for your adventures.

  • Houses: These are the top choice for travelers seeking spacious and comfortable accommodations, ideal for families or groups looking to enjoy a home-like experience in Westchester County.
  • Apartments: A popular option for solo travelers or couples, offering the convenience of a kitchen and easy access to local attractions in Westchester County.
  • Cottages: Quaint and charming, these cozy retreats provide a perfect escape for those looking to unwind amidst nature in Westchester County.**

Top attractions in Westchester County

Westchester County, New York, offers a perfect blend of family-friendly, outdoor, and urban experiences. Visitors can explore a variety of attractions including medical centers, urban parks, and nature preserves. This region caters to those seeking cultural enrichment and outdoor adventures, making it an ideal destination for families and travelers looking to enjoy the beauty and activities that Westchester has to offer.

  • NewYork-Presbyterian - Westchester Hospital: A leading medical center known for its family-friendly environment, providing top-notch healthcare services. Visitors can appreciate its commitment to community health and wellness.
  • Westchester County Center: A vibrant arts center that hosts various cultural events, concerts, and exhibitions. It's a hub for local creativity and a great place to experience the region's artistic flair.
  • Lyndhurst Mansion: A stunning historic estate with beautiful architecture and picturesque gardens. This landmark offers a glimpse into the Gilded Age and hosts various cultural events throughout the year.

Things to do recommended for couples

Experience romance in Westchester County by exploring the beautiful gardens at Kykuit, the Rockefeller estate, or take a scenic stroll along the Hudson River at Croton Point Park. Enjoy a cozy dinner at a quaint local bistro, followed by a sunset view from the Tarrytown Lighthouse.

Things to do recommended for families

Families visiting Westchester County can enjoy a day at the Playland amusement park with its rides and beach, explore the interactive exhibits at the Hudson River Museum, and take a scenic stroll through the beautiful grounds of Kykuit, the Rockefeller estate.

Things to do recommended for groups

Groups visiting Westchester County can enjoy wine tastings at local vineyards, explore the historic Kykuit estate, and take a scenic hike in the Rockefeller State Park Preserve. Don't miss the vibrant dining scene in towns like White Plains and Yonkers for a taste of local cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Westchester County

When traveling with a group, family, pets, or planning an extended stay, it’s important to prioritize your preferences during your search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Westchester County with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Westchester County with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Westchester County: For many families, a vacation wouldn't be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Westchester County: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Westchester County

Westchester County, New York, offers a delightful mix of family-friendly attractions, rich history, and stunning outdoor spaces. Explore charming towns, enjoy recreational activities, and experience the warm hospitality of the locals. From historical sites to vibrant city vibes, Westchester provides a refreshing getaway with fresh air and beautiful landscapes, making it an ideal destination for families and adventurers alike.

  • Yonkers: Located in Westchester County, Yonkers is a vibrant city that offers a dynamic blend of urban living and suburban charm. Known for its family-friendly atmosphere, the city features bustling shopping areas and education hubs that cater to all ages. Visitors can explore the historic waterfront, which provides stunning views of the Hudson River. Popular attractions include the Cross County Shopping Center and the Yonkers Raceway, making it an ideal spot for both leisure and business activities. The city’s modern squares and tourist precincts create a lively environment perfect for strolling and dining.
  • White Plains: As the economic hub of Westchester County, White Plains is a thriving city that appeals to families, business travelers, and cultural enthusiasts alike. The city boasts a rich variety of shopping options, theaters, and arts centers, ensuring that visitors have plenty to enjoy. Highlights include the White Plains Performing Arts Center, which hosts an array of shows, and the nearby sports facilities that cater to athletic pursuits. The city's downtown area features spacious squares and a bustling atmosphere, making it perfect for exploring shops, dining, and entertainment.
  • Tarrytown: Nestled along the Hudson River, Tarrytown is known for its picturesque landscapes and historic charm, making it a delightful destination for families and outdoor enthusiasts. The city features quaint shopping areas and theaters, along with a vibrant community spirit. Visitors can immerse themselves in the local history by exploring landmarks such as Lyndhurst Mansion and the scenic waterfront parks. Tarrytown’s charming squares and outdoor spaces offer a perfect backdrop for leisurely strolls, while its close proximity to hiking trails provides opportunities for adventure.

Booking with Vrbo is a breeze

Are you interested in saving money on your next vacation? We recommend being flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides an organized space for you to plan new trips, manage your existing plans, and review your bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The historic area of Westchester County awaits your stay

Enjoy the area's history, art galleries and entertainment and make a vacation rental your home during your stay in Westchester County. Well known for its wildlife, sporting events and hiking, this welcoming city won't disappoint. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Westchester County has great views

Outdoorsy adventures not for you? Fear not. There's always something to do near your Westchester Country vacation rental. Up at Kykuit, an estate once owned by John D. Rockefeller, you can admire some jaw-dropping views down across the New York City skyline. For more stately homes, try elegant Lyndhurst, one of the country's finest Gothic Revival mansions. Alternatively, architecture buffs should head down to the impressive early 19th-century Old Croton Aqueduct in Dobbs Ferry. Looking for a night on the town? If you swing by the Capitol Theatre, you can hear the sounds of some of the hottest new upcoming acts.

Westchester County is all about adventure

There are adventures aplenty in Bear Mountain State Park, a landscape of dramatic mountains just west of the Hudson River. You can take your pick from an endless number of activities, from walking the footpaths to cycling along the nature trails. It's a family-friendly spot, so feel free to bring the kids who can run amok while you kick back on the banks of the lake with a picnic. Don't forget winter, when flurries of snow provide lots more activities. Dust off the cross-country skis, wrap up warm and set off into the white wilderness, or practice your skills on the ice skating rink.

Westchester County: a far cry from New York City

It might be under an hour north of New York City, but when it comes to wildlife, Westchester County is a far cry from the Big Apple. The woodlands, lakes and reservoirs near your Westchester County vacation rental are particularly good for birdwatching. Look up to the skies and you'll see eagles soaring over the national parks, along with other birds of prey like hawks and ospreys. Along the marshes, kingfishers swoop around and dive in after minnows and waterfowl reside here in abundance, while snapping turtles nonchalantly swim around in the shallow waters.

Traveling to and around Westchester County

Fly into Westchester County Airport (HPN), the closest airport, located 6 mi (9.6 km) from the city center.

If you're traveling by train, Ossining Station, White Plains Metro-North Railroad Station and Croton-Harmon Station are the main stations in the city. You might consider catching a ride on the metro at Mount Vernon West Station for ease of access to the rest of the city.

Frequently asked questions

What is the best area to stay in Westchester County when booking a vacation rental?
One of the most preferred areas to choose your Vrbo vacation home in Westchester County is Yonkers. Spend your time here and explore its must-see attractions, such as Empire City Casino and Untermyer Gardens Conservancy.
What is the most popular type of vacation rental accommodation in Westchester County?
According to our data, apartments are considered the most popular type of property in Westchester County. But having said that, everyone's idea of the perfect stay can differ. Vrbo has vacation homes in a variety of shapes and sizes, and we'll help you discover the perfect match.
How much does it cost to rent a vacation rental in Westchester County?
The average price for a vacation home in Westchester County is determined by a number of factors, like season, property type and length of stay. Whether you're searching for a sprawling villa with a pool or a quaint cabin perfect for just you and the kids, just enter your travel dates to find stays with exceptional value.
How much does it cost to rent a beach house in Westchester County?
Prices for beach houses in Westchester County can differ depending on the type and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to narrow down your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Westchester County?
There are, yes. You can pick from 46 stays that roll out the welcome mat in Westchester County on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a place where your pooch can share in the good times.
Are there large group vacation rentals in Westchester County?
With 44 properties that can host 10 or more guests in Westchester County, you don't have to keep your invite list short. From fun family get-togethers to events like birthday and Christmas parties, Vrbo will help you find a large group rental to suit the occasion.
What are the top attractions for families in Westchester County?
Keeping the kids entertained during your stay in Westchester County is simple with these family-friendly attractions:

  • The Westchester Mall
  • Capitol Theatre
  • Empire City Casino

Are there one-bedroom vacation rentals in Westchester County?
Yes, you'll find 41 one-bedroom properties in Westchester County to pick from. A one-bedroom vacation rental is a superb choice if it's just you and your partner or if you're traveling solo. Toss in more space, privacy and convenience compared to a standard hotel, and you have yourself a trip to remember.
Can I find two-bedroom vacation rentals in Westchester County?
You can select from 38 two-bedroom vacation homes in Westchester County. Settle the kids into the second room or maybe fill it with a couple of your best buddies. There's a spot for whoever's fortunate enough to be joining your adventure.
Are there vacation rentals with WiFi in Westchester County?
Pick from 102 vacation rentals with WiFi in Westchester County. If you'd like to disconnect from the world on your escape, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Westchester County?
You'll have a choice of 162 Vrbo vacation rentals with air conditioning in Westchester County giving you that cool, cool breeze and extra bit of comfort. Just enter your desired travel dates and then use our handy filters to locate stays with air conditioning.
How old do you have to be to rent a vacation rental in Westchester County?
You'll need to check with the Westchester County vacation home you're looking at on Vrbo as age restrictions vary. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Westchester County for?
It's down to the Westchester County property. To browse a list of options offering extended stays, simply enter your dates and guest number into the Vrbo search page. Enjoy having the entire property to yourself, along with amenities such as a fully-equipped kitchen and a yard where your little ones can play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Westchester County?
Whether you're interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some fantastic bargains and discounts on Vrbo. From mini stays to extended getaways, we've got the perfect place for your next Westchester County escape.

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