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Houses in Westchester County and Apartments - Holiday Lettings - Holiday Rentals Westchester County

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18 Holiday homes

Holiday apartment in Yonkers

Yonkers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,095 / week

1 / 14

Apartment rental in Mount Vernon

Mount Vernon apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £160 / night

£1,118 / week

1 / 44

Holiday home in Mount Vernon

Mount Vernon house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 5

from £183 / night

£1,278 / week

1 / 12

Holiday apartment in New Rochelle

New Rochelle apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 4

Home rental in Yonkers

Yonkers house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £183 / night

£1,369 - £1,880 / week

1 / 19

Holiday apartment rental

New Rochelle apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 5

Holiday apartment in Port Chester

Port Chester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £365 / night

£2,601 / week

1 / 14

Mount Vernon holiday apartment rental

Mount Vernon apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £110 / night

£657 / week

1 / 4

Holiday home rental

Briarcliff Manor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £100 / night

£594 / week

1 / 8

New Rochelle holiday home rental

New Rochelle house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £206 / night

£1,438 / week

1 / 18

Katonah holiday home rental

Katonah house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £165 / night

£822 / week

1 / 11

Holiday home in Katonah

Katonah house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from £775 / night

£5,424 / week

1 / 5

Holiday apartment rental

New Rochelle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £256 / night

£1,792 / week

1 / 28

Holiday apartment in New Rochelle

New Rochelle apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £364 / night

£2,543 / week

1 / 10

Rye holiday home rental

Rye house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from £609 / night

£4,259 / week

1 / 21

Holiday apartment rental

Pelham Manor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £110 / night

£640 / week

1 / 11

Tarrytown holiday apartment let

Tarrytown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,463 / week

1 / 9

Mount Vernon holiday home rental

Mount Vernon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £320 / night

£2,236 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Greenwich with golf nearby

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £320 / night

£2,236 / week

1 / 11

Home rental in Pomona

Pomona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £717 / night

£5,015 / week

1 / 20

Stamford holiday apartment rental

Stamford apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £174 / night

£1,141 / week

1 / 21

Holiday home with swimming pool in Garrison

Garrison house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

from £1,506 / night

£7,757 / week

1 / 30

Home accommodation in West Point

West Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £543 / night

£3,801 / week

1 / 22

Holiday home with shared pool in Westport

Westport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £470 / night

£3,573 / week

1 / 35

Holiday home in Mahopac Falls

Mahopac Falls house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £685 / night

£4,791 / week

1 / 31

Holiday home in Darien

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

from £198 / night

£1,241 - £9,147 / week

1 / 39

Holiday cottage in Pearl River

Pearl River cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £182 / night

£1,141 / week

1 / 30

Holiday home in Stamford

Stamford house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £92 / night

£575 - £3,386 / week

1 / 42

Home rental in Darien

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

from £490 / night

£3,431 / week

1 / 47

Home rental in Stamford

Stamford house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

from £309 / night

£2,008 - £13,936 / week

1 / 48

Home rental in Cresskill with golf nearby

Cresskill house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

from £912 / night

£6,382 / week

1 / 37

Ski apartment to rent in Highland Falls

Highland Falls apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £206 / night

£1,438 / week

1 / 53

Ski apartment to rent in West Point

West Point apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £137 / night

£959 / week

1 / 47

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Westchester County holidays

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 holiday rental with Holiday Lettings today to secure your holiday 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 centre 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 centre 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 definightly 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 theatres: the Capitol Theatre and the Westchester Broadway Theatre 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 holiday 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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