Find Vacation Rentals in Westchester County

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Westchester County
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Popular Westchester County Vacation Rentals

Find the perfect Westchester County vacation rental

House White Plains
$830 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
"Excellent" (15 ratings)
White Plains, Westchester County, New York, United States
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Vrbo
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House Mamaroneck
$364 per night
House ∙ 10 guests ∙ 3 bedrooms
Mamaroneck, Rye, Westchester County
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Vrbo
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House Pound Ridge
$578 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (1 rating)
Pound Ridge, Westchester County, New York, United States
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Vrbo
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House North Side
$98 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
North Side, Mount Vernon, Westchester County
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Vrbo
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House Tuckahoe
$463 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (14 ratings)
Tuckahoe, Eastchester, Westchester County
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Vrbo
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House Mamaroneck
$656 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
"Excellent" (14 ratings)
Mamaroneck, Rye, Westchester County
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Vrbo
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Apartment White Plains
$195 per night
Apartment ∙ 2 guests ∙ 2 bedrooms
5.0
"Excellent" (11 ratings)
White Plains, Westchester County, New York, United States
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Vrbo
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House White Plains
$138 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (4 ratings)
White Plains, Westchester County, New York, United States
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Vrbo
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House Port Chester
$298 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (17 ratings)
Port Chester, Rye, Westchester County
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Rye
$158 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (26 ratings)
Rye, Westchester County, New York, United States
Internet
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Vrbo
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Apartment Internet Croton-on-Hudson
$159 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (85 ratings)
Croton-on-Hudson, Yorktown, Westchester County
Internet
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Vrbo
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House Internet Briarcliff Manor
$107 per night
House ∙ 4 guests ∙ 1 bedroom
4.7
"Outstanding" (25 ratings)
Briarcliff Manor, Mount Pleasant, Westchester County
Internet
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Vrbo
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Vacation rentals and apartments with air conditioning

House Air conditioning Northwest Yonkers
$506 per night
House ∙ 12 guests ∙ 3 bedrooms
4.9
"Excellent" (15 ratings)
Northwest Yonkers, Yonkers, Westchester County
Air conditioning
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Vrbo
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House Air conditioning Cortlandt
$164 per night
House ∙ 4 guests ∙ 2 bedrooms
4.0
"Very good" (20 ratings)
Cortlandt, Cortlandt Manor, Westchester County
Air conditioning
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Vrbo
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House Air conditioning Dobbs Ferry
$448 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (3 ratings)
Dobbs Ferry, Greenburgh, Westchester County
Air conditioning
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Vrbo
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Apartments and vacation rentals with a kitchen

Apartment Kitchen Getty Square
$110 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Getty Square, Yonkers, Westchester County
Kitchen
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Vrbo
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Cottage Kitchen Pound Ridge
$102 per night
Cottage ∙ 3 guests ∙ 1 bedroom
5.0
"Excellent" (5 ratings)
Pound Ridge, Westchester County, New York, United States
Kitchen
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Vrbo
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House Kitchen Hastings-on-Hudson
$968 per night
House ∙ 6 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Hastings-on-Hudson, Greenburgh, Westchester County
Kitchen
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Vrbo
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Frequently Asked Questions

What is the price of vacation rentals in Westchester County?

In Westchester County, vacation rentals start at $93 per night.

How many vacation rentals are available in Westchester County?

On tripping.com, you will find 1,120 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?

The most popular travel destinations in Westchester County are:

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