Westchester County Rentals

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34 Houses

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Sunrise Waterfront House

New Rochelle house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$257

La Casita Bonita Near NYC

Yonkers house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$229

The Perfect Studio Getaway

Briarcliff Manor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$125

Luxury| 3Bed |Private Apartment

New Rochelle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Westchester Castle

Ossining villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13

Price per night from

$561

Greenwich-Rye 2 Bedroom Loft Apartment, 6 Miles to Westchester Airport

Port Chester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$458

Room in private property

Katonah house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$206

Soleil Manor

White Plains villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Price per night from

$380

Welcome to Our Place

Mount Vernon apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$137

5 Bedroom House Near Manhattan & Connecticut

Mount Vernon house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$229

The Panoramic Skyline

New Rochelle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$320

LUXE | Private - Modern | Close to City

New Rochelle apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$149

Emerald's Farm

Katonah house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$973

The Blue House On Bruce

Yonkers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$228

Upsacale Super LUX Private 2br Apartment

New Rochelle apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$149

A quiet place near to everything with free parking

Mount Vernon apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$200

Great rentals within 20 miles that match your search

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$399

"THE HILLTOP"-40Mins From NYC- Private Estate

Pomona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$895

COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE...

Garrison house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

Price per night from

$1,881

Creekside Cottage, eco-friendly, pet-friendly, rustic NYC getaway #FunInTheHud

Pearl River cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Price per night from

$227

Suburban Getaway. Heated Pool. NO PARTIES.

Westport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 24 minutes

Price per night from

$587

New Beach Home near Stamford Downtown/Shippan

Stamford house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 43 minutes

Price per night from

$409

Luxurious Villa with Breathtaking Pools and Grounds

Cresskill house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Price per night from

$1,139

Waterview House Walking Distance from Cove Beach

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 43 minutes

Price per night from

$399

Tentrr Signature Site - Hunter Brook Mountain

Mahopac Falls tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 56 minutes

Price per night from

$167

Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St

West Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$682

Stay in the HEART of West Point~Walk to academy!

Highland Falls apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$258

Responds fast! avg. 2 hours 4 minutes

Price per night from

$115

Responds fast! avg. 2 hours 4 minutes

Price per night from

$687

Sunset Manor

Mahopac Falls house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$859

Tentrr Signature Site - 'Higher Ground' near Fahnestock State Park

Putnam Valley tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 56 minutes

Price per night from

$149

Stylish Beach Home near Stamford Downtown/Beach

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 43 minutes

Price per night from

$328

Serene Connecticut Retreat - Luxury 2 bedroom apt

Stamford apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$218

Charming 2bdrm on Main St-WALK to everything West Point!

West Point apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$172

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About Westchester County

Visit the county of Westchester in New York to discover a variety of historical and cultural experiences, while staying close to the famous city. With over 20,000 acres of parkland, outdoor enthusiasts will be in their element. Book your vacation rental with FlipKey today to secure your vacation in 2017.

About Westchester County

Westchester is in Southern New York (otherwise known as Downstate) and is bordered by Long Island and the Hudson River.

For several years, Westchester has been the center of the movie industry, providing a backdrop for many much-loved movies.

During the 20th century, Westchester went under a major transformation, which saw the development of the likes of parks and green areas which created a much more suburban feel. Despite these redevelopments, the historical aspect of the county still remains. The oldest building within Westchester is the Timothy Knapp House built around 1670.

As mentioned, Westchester has been the center of many major movies, which have included the likes of Big (1988). It’s also referenced in Friends and How I Met Your Mother. If you're a TV and movie buff, you'll definitely want to make the trip and see where some of these famous scenes have been filmed.

What to do

If you're a real history geek, you'll love the Lyndhurst mansion which is placed in a beautiful setting of river views and gardens. It was designed by Alexander Jackson Davis and is styled in a Gothic revival. There's also the Sleepy Hollow cemetery for those who like to actively seek out ghosts and spirits. Here you'll discover many famous graves and you may decide to hire a guide to make your experience more worthwhile.

As an option for the kids, why not take a trip to the famous Legoland? One of the top highlights is to see the New York skyline built entirely from Lego bricks, however there are many attractions to enjoy for a fun-filled day.

There's also options for arts enthusiasts as the county has two main theaters: the Capitol Theater and the Westchester Broadway Theater where you can view a wide range of live performances.

Top travel tips

Due to the vast scale of the county, there are plenty of public transport options to get around the county. Bus services are provided by the Bee-Line bus system which transports from Westchester to the Bronx and the MTA Bus Company runs into Midtown Manhattan. These are great options if you wish to travel internally around Westchester or to venture out to other places.

The climate within Westchester is quite humid, but it's slightly cooler than the bustling and built-up New York City. It's fairly common to experience rain and winters can be extremely cold.

Want to discover a lesser-known destination in New York? Book a vacation rental in Westchester this year. Here you'll be surrounded by beautiful scenery within proximity of NYC should you wish to travel in.

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