Westchester County Homes, Condos & more


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Areas near Westchester County

1 / 25

Elegant, Newly Renovated 5 Bedroom Home

  • 5
  • 10
  • Min stay varies

$351

Details

1 / 37

Unique, Modern, & Private 3 bedroom on 6 acres

  • 3
  • 8
  • 3 nights min

$299

Details

1 / 9

3 bedroom 2 bath NYC 30 min

  • 3
  • 7
  • 60 nights min

$251

Details

1 / 23

NYC Midtown 30 minutes-Scarsdale on Golf Course

  • 5
  • 8
  • Min stay varies

$600

Details

1 / 13

Private estate under an hour NYC 24 guests

  • 8
  • 24
  • 2 nights min

$1101

Details

1 / 28

independent room with office and kitchen

  • 1
  • 2
  • 1 night min

$51

Details

1 / 14

PRIVATE 2 BEDROOM APARTMENT

  • Studio
  • 4
  • 2 nights min

$126

Details

1 / 15

LUXURY COTTAGE

  • 1
  • 4
  • 2 nights min

$275

Details

1 / 26

Lovely home, 30 min train to Manhattan

  • 2
  • 5
  • 1 night min

$161

Details

1 / 16

Cozy and Spacious Cape Cod home

  • 6
  • 11
  • 6 nights min

$386

Details

1 / 48

Large Home, Pool, Hot Tub on Several Acres

  • 4
  • 10
  • 1 night min

$525

Details

1 / 15

An Oasis in the Hudson Valley

  • 1
  • 2
  • 2 nights min

$165

Details

1 / 4

Comfortable on Chatterton

  • 5
  • 4
  • 1 night min

$75

Details

1 / 7

Home

  • 2
  • 3
  • 2 nights min

$61

Details

1 / 18

Sunrise Waterfront House

  • 4
  • 6
  • 30 nights min

$226

Details

1 / 10

30 min NYC commute by metronorth

  • 3
  • 4
  • 14 nights min

$165

Details

1 / 16

Charming COTTAGE near NYC!

  • 1
  • 5
  • 1 night min

$295

Details

1 / 7

One Bedroom Apartment in Mount Vernon

  • 1
  • 2
  • 1 night min

$75

Details

1 / 12

Stone Croft Cottage

  • 1
  • 4
  • 4 nights min

$130

Details

Great rentals within 20 miles that match your search

1 / 8

Spacious 1BR in Upper East close to Central Park

  • 1
  • 4
  • Min stay varies

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1 / 45

Times Square 3 Bedroom E

  • 3
  • 7
  • Min stay varies

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1 / 5

Beautiful one bedroom for rental

  • 1
  • 4
  • 3 nights min

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1 / 7

BEAUTIFUL 2 BDRM 2 MINS TO CENTRAL PARK!! 2 STOPS TO TIMES SQ! UPPER WEST SIDE!!

  • 2
  • 5
  • 30 nights min

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1 / 19

housesuite

  • 1
  • 6
  • 3 nights min

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1 / 8

Great 2 Bedroom near Times Square

  • 2
  • 4
  • 5 nights min

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Details

1 / 4

Luxury Loft in the Heart of Chelsea

  • 1
  • 4
  • Min stay varies

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1 / 10

Maison le Grange

  • 3
  • 6
  • 3 nights min

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Details

1 / 17

*ENCHANTMENT* Upper East Side 2 bedroom apartment!

  • 2
  • 6
  • 30 nights min

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1 / 8

Sleeps 4! 1 Bed/1 Bath Apartment, Upper East Side, Awesome! (8139)

  • 1
  • 4
  • Min stay varies

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1 / 20

Sleeps 5! 2 Bed/1 Bath Apartment, , Awesome! (8488)

  • 2
  • 6
  • Min stay varies

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1 / 18

Midtown - United Nations - GRAND CENTRAL - MASSIVE 1 BED - CHARACTER - new 8589

  • 1
  • 4
  • Min stay varies

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1 / 12

The House of My Cousins ​​ROSY

  • 2
  • 4
  • Min stay varies

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1 / 4

One Bedroom (7/1-7/8) at the Manhattan Club

  • 1
  • 4
  • 7 nights min

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1 / 6

Art House Apartment

  • 1
  • 4
  • 30 nights min

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1 / 25

City convenience--country calm

  • 4
  • 6
  • 4 nights min

$291

Details

1 / 23

SUPER SUNNY CORNER APT- COLUMBUS CIRCLE - Beauty!!

  • 1
  • 4
  • 30 nights min

$217

Details

1 / 11

Sleeps 5! 2 Bed/1 Bath Apartment, Greenwich Village, Awesome! (8158)

  • 2
  • 6
  • Min stay varies

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1 / 13

NEWLY RENOVATED 1BR RIGHT ON TIMES SQUARE!

  • 1
  • 3
  • 30 nights min

$351

Details

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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