Vacation rentals in Westchester County

Set in the Hudson Valley area just north of New York City, Westchester County deserves a spot on every traveler’s bucket list. Westchester County offers a lush, natural landscape with the Hudson River to the west and the Long Island Sound to the east. Explore quaint small towns, historic architecture, endless green parks, top-rated restaurants, and a variety of outdoor offerings. Families, couples, and nature lovers will all find something interesting to discover here.

Enjoy a memorable getaway in the Northeast with a charming Westchester County vacation rental. The county is home to a variety of rentals, with something for every type of traveler. Stay in a cozy rental with a garden in one of the many quiet villages in the region. Oversized rentals are available for large groups and families, with enough space to comfortably accommodate everyone. The majority of rentals in this area come with fully equipped kitchens, cozy decor, air-conditioning, high-speed internet, and washing machines. Pet-friendly rentals are available for people traveling with pets.

If you’ll be arriving by plane, the closest major airport to Westchester County is LaGuardia Airport, which is 31 miles, or a 36-minute drive. Westchester County also has its own small, regional airport in White Plains called Westchester County Airport. This airport only has domestic flights. Rental car companies are available at both airports and in several of the nearby towns if you plan to rent a car during your stay.

The area of Westchester County spans 500 miles, so you will need a car to get around during your visit. If you’ll be staying in one of the cities, a car is not totally necessary as you can rely on walking, biking, taxis, or Uber to get around. The downtown areas of each town and city in the county are walkable.

Westchester County is full of historic sites and points of interest. Visit the spectacular historic Kykuit, a former Rockefeller estate which is now home to an extensive collection of modern sculptures, ancient ceramics, beautiful gardens and sculptures. Sunnyside is another historic site and the former home of Washington Irving. You can take a tour of the immaculately preserved home to learn about the life of the renowned writer.

Families will have plenty to explore and discover together in Westchester County. Visit Playland, a Long Island Sound amusement park with a variety of fun activities and games for kids. LEGOLAND Discovery Center is another must-visit for families with children, where kids can explore an imaginative world made of Lego’s.

Set in Yonkers, Westchester County, Untermyer Park is a spectacular historic 43-acre urban park with a variety of outdoor garden exhibits, scenic views of the Hudson River, and spectacular art structures. Spend a couple of hours walking around enjoying the fresh air and the beautiful surroundings.

Lyndhurst is a historic estate set on a 67-acre park near the Hudson River. Here you can stroll the grounds, learn about the fascinating history of the Gothic Revival mansion, see the rose garden, and walk along the Hudson River.

Sandwiched between the Hudson River and the Long Island Sound, Westchester is full of opportunities to enjoy a variety of water sports and activities. Rent stand-up-paddleboards or kayaks and float down the river. You can access the river at George’s Island and Croton Point parks. Head to Playland’s Beach or Glen Island Park with your beach gear and enjoy lounging on the sand under the sun for a nice beach day during the summer months.

There are several charming towns and quaint villages throughout Westchester County with walkable downtown districts. Visit the downtown district of White Plains where you’ll find an impressive collection of shops, restaurants, malls, and cafés. The waterfront village of Rye is also home to a lovely historic downtown district where you can explore a variety of historic sites and fun, family-friendly activities.

Did you know that Sleepy Hollow is not just a folk legend but an actual village in New York’s Hudson Valley region? It is the setting in the famous 1820 book, “The Legend of Sleepy Hollow.” Take a day trip to Sleepy Hollow and walk around the village where you can visit the famous railway station, church, and graveyard. Guided tours are available so that you can learn about the unique history of specific sites around the village.

On average, what was the cost for vacation rentals in Westchester County last year?

Westchester County is one of the cheapest destinations in the USA. For a stay here you pay around $354 per night.

When are vacation rentals cheaper in Westchester County?

]If you would like to get the most out of your money, the most budget-friendly months to visit Westchester County are February ($311 the average per night for accommodation), May ($338), and March ($343).

When are vacation rentals more expensive in Westchester County?

At the time of booking a vacation rental in Westchester County, the highest prices are usually found in the month of August (with an average of $395 per night), followed by July ($383), and then June ($371).

Should I plan a trip to Westchester County well in advance?

If you decide to put Westchester County on your bucket list, we recommend organizing your vacation long before you go because it is usually very high in demand, with an annual average of 87% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

The best months to find free accommodation in Westchester County are February (the average amount of properties that are available reached 27% of the total last year), March (26%), and January (25%).

How many vacation rentals does Holidu have in Westchester County?

Our inventory features around 160 vacation rentals from 3 partners, giving you plenty of choices when searching for your next dream vacation rental!