Find Vacation Rentals in Westchester County

Highlights Westchester County

  • Untermyer Park
  • Historic sites
  • Family-friendly activities
  • Downtown district

Best Vacation Rentals in Westchester County

Guests agree: these stays are highly rated for location, cleanliness, and more.
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Westchester County
Vacation Rental • 797 ft² • 2 Bedrooms
4.9
(18 reviews)
Deluxe furnished cottage located just minutes from Rye Beach and Park! New High-end renovation, with quartz-top kitchen, stainless steel appliances, and more! Two brand new marble bathrooms, one with bubble jet tub. Two walk-in closets. Dreamy bungalow is within short distance to restaurants and shops in Rye and Harrison. Has driveway parking for 2 cars. There is a nice wooden deck and teak dining table and chairs for al fresco dining. May also be leased as a summer rental. Summer rent for $5400/month which includes utilitiesNon-seasonal rent for $4500/month or $2500 for 2 weeks which inclu...
from $154 / night
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Yonkers, Westchester County
Vacation Rental • 990 ft² • 1 Bedroom
4.3
(7 reviews)
Second-floor walk-up in an historic blacksmith building built in 1891. Entire 1000 sq. ft. loft with 1 bedroom , 1 bath, sunroom and high-end kitchen on quiet private street. Open floor plan. Washer & dryer and air conditioner for comfort cooling. 1 block from Metro North commuter rail station. 25 minutes to NYC Grand Central Station. In the heart of downtown Yonkers. Walk to all, including Westchester's top restaurants, grocery store, cafes, the Hudson River, Beczak Environmental Center, Historic Philipse Manor Hall, Groundwork Hudson Valley Science Barge, and so much more! We have two...
from $161 / night
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New Rochelle, Westchester County
Vacation Rental • 4994 ft² • 7 Bedrooms
4.9
(19 reviews)
COVID-19 GUIDELINES: We are following the New York State guidelines for Re-Opening in Westchester County. Whatever phase they are in for gathering size is what we allow. Please do not contact us to host large weddings on-site. Thank you.HOLIDAY WEEKENDS REQUIRE 3- NIGHT MINIMUM. Ask about weekly discount!The New Dawn Foundation is a not-for-profit holistic health retreat center located in an historic estate house that offers it's facility for all kinds of retreats including family reunions, non-profit and community gatherings for health and wellness. Our peaceful and tranquil setting on Lon...
from $1,165 / night

Popular Destinations in Westchester County

Prices and availability

Vacation rental prices Westchester County

$320for 10 Dec - 17 Dec
$358 annual average
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Average price per week

Vacation rentals availability Westchester County

38%for 10 Dec - 17 Dec
58% annual average
Jan
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May
Jun
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Percentage of available rentals

Vacation rentals in Westchester County

A quaint New York escape

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.

Finding your perfect Westchester County rental

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.

Vacations in Westchester County

The area and getting around

Arriving in Westchester County

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.

Getting around Westchester County

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.

Travelers and activities

Westchester County for history buffs

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.

Westchester County for families

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.

Westchester County is made up of 6 cities, 19 towns, and 20 villages.

Top 5 travel tips in Westchester County

1. Stroll the stunning Untermyer Gardens

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.

2. Visit the Lyndhurst Estate

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.

3. Enjoy the water

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.

4. Visit the charming downtown areas

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.

5. Visit Sleepy Hollow

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.

FAQs: Vacation Rentals in Westchester County

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!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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