Find Vacation Rentals in Westchester County

We have 1,260 properties to choose from
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Popular Westchester County Vacation Rentals

Find the perfect Westchester County vacation rental

Apartment South Side
from $185 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

74 m² Apartment

South Side, Mount Vernon, Westchester County
Details
Apartment Hastings-on-Hudson
from $191 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

74 m² Apartment

Hastings-on-Hudson, Greenburgh, Westchester County
Details
House Getty Square
from $139 per night
4 guests ∙ 2 bedrooms

House

5.0
Outstanding(4 ratings)
Getty Square, Yonkers, Westchester County
Details
House Cortlandt
from $300 per night
House ∙ 6 guests ∙ 3 bedrooms

93 m² House

5.0
Outstanding(7 ratings)
Cortlandt, Cortlandt Manor, Westchester County
Details
Cottage Croton-on-Hudson
from $101 per night
2 guests ∙ 1 bedroom

Cottage

5.0
Outstanding(2 ratings)
Croton-on-Hudson, Yorktown, Westchester County
Details
Motel Ardsley
from $119 per night
Motel ∙ 127 guests ∙ 1 bedroom

Ardsley Acres Hotel Court

4.0
Very good
Ardsley, Greenburgh, Westchester County
Details
Apartment White Plains
from $240 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

98 m² Apartment

White Plains, Westchester County, New York, United States
Details
Apartment Getty Square
from $134 per night
Apartment ∙ 4 guests ∙ 1 bedroom

74 m² Apartment

4.3
Very good(57 ratings)
Getty Square, Yonkers, Westchester County
Details
House Cortlandt
from $159 per night
4 guests ∙ 2 bedrooms

House

4.6
Excellent(35 ratings)
Cortlandt, Cortlandt Manor, Westchester County
Details
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Apartments and vacation rentals with a kitchen

House  White Plains
from $457 per night
House ∙ 12 guests ∙ 5 bedrooms

298 m² House

White Plains, Westchester County, New York, United States
Kitchen
Details
Apartment  White Plains
from $328 per night
Apartment ∙ 5 guests ∙ 3 bedrooms

93 m² Apartment

White Plains, Westchester County, New York, United States
Kitchen
Details
Apartment  Tarrytown
from $276 per night
4 guests ∙ 1 bedroom

Apartment

4.9
Outstanding(17 ratings)
Tarrytown, Greenburgh, Westchester County
Kitchen
Details
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Vacation rentals and apartments with air conditioning

Apartment  Getty Square
from $114 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

74 m² Apartment

4.3
Very good(57 ratings)
Getty Square, Yonkers, Westchester County
Air conditioning
Details
House  Mamaroneck
from $1,812 per night
House ∙ 16 guests ∙ 6 bedrooms

621 m² House

5.0
Outstanding(30 ratings)
Mamaroneck, Rye, Westchester County
Air conditioning
Details
House  Northwest Yonkers
from $323 per night
12 guests ∙ 3 bedrooms

House

4.8
Outstanding(20 ratings)
Northwest Yonkers, Yonkers, Westchester County
Air conditioning
Details
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Vacation rentals with Wi-Fi

Apartment  South Side
from $62 per night
4 guests ∙ 1 bedroom

Apartment

South Side, Mount Vernon, Westchester County
Internet
Details
Cottage  Pound Ridge
from $236 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

88 m² Cottage

5.0
Outstanding(3 ratings)
Pound Ridge, Westchester County, New York, United States
Internet
Details
House  Chappaqua
from $627 per night
House ∙ 6 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(8 ratings)
Chappaqua, New Castle, Westchester County
Internet
Details
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Frequently Asked Questions

What is the price of vacation rentals in Westchester County?

In Westchester County, vacation rentals start at $63 per night.

How many vacation rentals are available in Westchester County?

On tripping.com, you will find 1,260 available vacation rental offers in Westchester County.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Westchester

Looking for the perfect vacation rental for your Westchester getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Westchester offers 9451 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 7597 properties with high-speed WiFi Internet, 891 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $9222 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Westchester has 9451 gorgeous homes with 1621 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 16 vacation rental sites in Westchester where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 3040 HomeAway rentals, 2091 TripAdvisor short term rentals and 1214 HRS Holidays vacation rentals.

Homes & Vacation Rentals

Where are travelers searching to stay in Westchester County?

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