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2,977 Houses

(1) Excellent 

24

Quaint Yonkers Condo - 1 Block to Hudson River!

Westchester County / Yonkers

Yonkers condo

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$63

Responds fast!
avg. 10 minutes

Price per night from

$63

24

Pelham Train Station 1 Bed 1 Bath - 8 - 28 Minutes to Grand Central

Westchester County / Pelham

Pelham apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$99

Price per night from

$99

(2) Very Good 

26

Lovely home, 30 min train to Manhattan

Westchester County / Mount Vernon

Mount Vernon house

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$160

Price per night from

$160

12

Stone Croft Cottage

Westchester County / Chappaqua

Chappaqua cottage

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$149

Price per night from

$149

15

LUXURY COTTAGE

Westchester County / Pound Ridge

Pound Ridge cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets

Price per night from

$275

Price per night from

$275

(5) Excellent 

23

NYC Midtown 30 minutes-Scarsdale on Golf Course

Westchester County / Scarsdale

Scarsdale house

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 16 mi
  • Child Friendly
  • Air conditioning

Price per night from

$600

Price per night from

$600

14

PRIVATE 2 BEDROOM APARTMENT

Westchester County / Mount Vernon

Mount Vernon studio

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Car not necessary
  • Air conditioning

Price per night from

$125

Price per night from

$125

(4) Very Good 

25

Elegant, Newly Renovated 5 Bedroom Home

Westchester County / White Plains

White Plains house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$401

Price per night from

$401

16

Cozy and Spacious Cape Cod home

Westchester County / Pelham Manor

Pelham Manor house

6 11 6 nights min

  • 6 bedrooms
  • sleeps 11
  • 6 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$386

Price per night from

$386

48

Large Home, Pool, Hot Tub on Several Acres

Westchester County / Mount Kisco

Mount Kisco house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$859

Responds fast!
avg. 2 hours 22 minutes

Price per night from

$859

16

The Gavin Guest Home

Westchester County / Yonkers

Yonkers house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$250

Price per night from

$250

18

Sunrise Waterfront House

Westchester County / New Rochelle

New Rochelle house

4 6 30 nights min

  • 4 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$225

Responds fast!
avg. 3 hours 47 minutes

Price per night from

$225

15

An Oasis in the Hudson Valley

Westchester County / Croton on Hudson

Croton on Hudson apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 32 mi
  • Swimming pool
  • Suitable for children age 5+

Price per night from

$165

Price per night from

$165

11

Hudson View Guesthouse - Bedroom 1

Westchester County / Yonkers

Yonkers guest house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

Price per night from

$75

Price per night from

$75

(2) Excellent 

11

Westchester Hudson Valley Estate - Private, less than 1 hour from NYC

Westchester County / Croton on Hudson

Croton on Hudson villa

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$2,199

Price per night from

$2,199

11

Hudson View Guesthouse - Bedroom 2

Westchester County / Yonkers

Yonkers guest house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

Price per night from

$75

Price per night from

$75

24

Bronx Apartment Near Subway & Yankee Stadium

Westchester County / Mount Vernon

Mount Vernon apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 10 minutes

Price per night from

$130

28

independent room with office and kitchen

Cortlandt / Cortlandt Manor

Cortlandt Manor b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 8 mi
  • Child Friendly
  • Air conditioning

Price per night from

$58

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$58

11

Hudson View Guesthouse - Bedroom 3

Westchester County / Yonkers

Yonkers guest house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

Price per night from

$75

Price per night from

$75

27

Stately Shingled Colonial - In Cedar Knolls, Bronxville, NY

Westchester County / Bronxville

Bronxville house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$344

Price per night from

$344

21

Pelham Train Station 1 Bed 1 Bath - 5 - 28 Minutes to Grand Central

Westchester County / Pelham

Pelham apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$102

Price per night from

$102

15

Modern Comfy Studio 30 min from Manhattan - Yonkers NY

Westchester County / Yonkers

Yonkers house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$90

Price per night from

$90

7

The cozy pod

Westchester County / Mount Vernon

Mount Vernon apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$86

Price per night from

$86

21

Pelham Train Station 1 Bed 1 Bath - 4- 28 Minutes to Grand Central

Westchester County / Pelham

Pelham apartment

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$99

Price per night from

$99

20

Kensico Dam Home- Located in town

Westchester County / Valhalla

Valhalla house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$287

Price per night from

$287

19

Gorgeous Setting in Prospect Park/Pool, Very quiet neighborhood

Westchester County / White Plains

White Plains house

3 4 28 nights min

  • 3 bedrooms
  • sleeps 4
  • 28 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly

Price per night from

$287

Price per night from

$287

50

Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC,Great Food

Westchester County / Croton on Hudson

Croton on Hudson apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$79

Price per night from

$79

24

NEW! Bronx Apt by Public Transit - 20 Mi to NYC!

Westchester County / Mount Vernon

Mount Vernon apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$125

Responds fast!
avg. 10 minutes

Price per night from

$125

4

Valhalla Sky 1 Queenn Rm

Westchester County / Valhalla

Valhalla room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$83

Price per night from

$83

4

Comfortable on Chatterton

Westchester County / White Plains

White Plains house

5 4 1 night min

  • 5 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$86

Price per night from

$86

(1) Average 

7

Home

Westchester County / Pelham

Pelham b and b

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$61

Price per night from

$61

Great rentals within 20 miles that match your search

Distance approx 1.39 km from Westchester County Show on Map

(1) Very Good 

6

Peaceful Retreat in the City

New York City / East Village

New York City apartment

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Car not necessary

Price per night from

$239

Responds fast!
avg. 3 hours 35 minutes

Price per night from

$239

Distance approx 1.41 km from Westchester County Show on Map

(7) Very Good 

9

Cosy 2 bedroom in East Village

New York / New York City

New York City apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 2 hours 23 minutes

Price per night from

$130

Distance approx 3.2 km from Westchester County Show on Map

24

Enjoy resort stays at hotel prices!

Queens / Long Island City

Long Island City studio

Studio 2 3 nights min

  • Studio
  • sleeps 2
  • 3 nights min
  • Ask about children
  • Air conditioning

Price per night from

$299

Price per night from

$299

Distance approx 3.2 km from Westchester County Show on Map

24

Stay at Sophisticated Midtown 45 in New York!

Queens / Long Island City

Long Island City apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Ask about children
  • Air conditioning

Price per night from

$405

Price per night from

$405

Distance approx 3.39 km from Westchester County Show on Map

19

Spacious 1 BR APT ONE BLOCK FROM TIMES SQUARE!

New York / New York City

New York City apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$149

Responds fast!
avg. 2 hours 53 minutes

Price per night from

$149

Distance approx 3.52 km from Westchester County Show on Map

18

Contemporary Studio by Times Square with 24hr Doorman, Gym, Terrace

New York / New York City

New York City studio

Studio 4 6 nights min

  • Studio
  • sleeps 4
  • 6 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$300

Price per night from

$300

Distance approx 3.2 km from Westchester County Show on Map

24

Escape Every Day Life At Midtown 45!

New York / New York City

New York City apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Ask about children
  • Air conditioning

Price per night from

$405

Price per night from

$405

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.