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Westchester County Vacation Rentals

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Choose from 1,431 vacation rentals and homes for your trip!

Best-rated vacation rentals in Westchester County

Discover vacation rentals with top-notch guest ratings

House Cortlandt
from $175 per night
4 guests ∙ 2 bedrooms

House

4.6
Excellent(37 ratings)
Cortlandt, Cortlandt Manor, Westchester County
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House Croton-on-Hudson
from $465 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(36 ratings)
Croton-on-Hudson, Yorktown, Westchester County
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House South Salem
from $259 per night
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

4.9
Outstanding(31 ratings)
South Salem, Lewisboro, Westchester County
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Pet-friendly rentals in Westchester County

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Dobbs Ferry
from $734 per night
House ∙ 16 guests ∙ 7 bedrooms

246 m² House

4.5
Excellent(7 ratings)
Dobbs Ferry, Greenburgh, Westchester County
Pet-friendly
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House Dunwoodie
from $325 per night
16 guests ∙ 5 bedrooms

House

Dunwoodie, Yonkers, Westchester County
Pet-friendly
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Castle Pleasantville
from $813 per night
Castle ∙ 10 guests ∙ 4 bedrooms

372 m² Castle

Pleasantville, Mount Pleasant, Westchester County
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in Westchester County

Discover best cabin and house rentals with pool in Westchester County

Private room White Plains
from $104 per night
2 guests ∙ 1 bedroom

Private room

5.0
Outstanding(20 ratings)
White Plains, Westchester County, New York, United States
Pool
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Apartment White Plains
from $286 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

93 m² Apartment

4.4
Very good(6 ratings)
White Plains, Westchester County, New York, United States
Pool
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House Croton-on-Hudson
from $245 per night
House ∙ 6 guests ∙ 3 bedrooms

251 m² House

5.0
Outstanding(5 ratings)
Croton-on-Hudson, Yorktown, Westchester County
Pool
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See all offers with pool

Best vacation rental offers in Westchester County

Apartment South Side
from $88 per night
6 guests ∙ 2 bedrooms

Apartment

3.8
Good(16 ratings)
South Side, Mount Vernon, Westchester County
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House Port Chester
from $512 per night
11 guests ∙ 3 bedrooms

House

5.0
Outstanding(4 ratings)
Port Chester, Rye, Westchester County
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House White Plains
from $476 per night
House ∙ 14 guests ∙ 6 bedrooms

262 m² House

White Plains, Westchester County, New York, United States
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Apartment New Rochelle
from $371 per night
10 guests ∙ 3 bedrooms

Apartment

4.8
Outstanding(10 ratings)
New Rochelle, Westchester County, New York, United States
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House New Rochelle
from $365 per night
House ∙ 11 guests ∙ 4 bedrooms

279 m² House

New Rochelle, Westchester County, New York, United States
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Apartment South Side
from $63 per night
4 guests ∙ 1 bedroom

Apartment

South Side, Mount Vernon, Westchester County
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Cabin South Salem
from $238 per night
Cabin ∙ 6 guests ∙ 1 bedroom

88 m² Cabin

4.9
Outstanding(6 ratings)
South Salem, Lewisboro, Westchester County
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House Verplanck
from $1,445 per night
12 guests ∙ 6 bedrooms

House

5.0
Outstanding(16 ratings)
Verplanck, Cortlandt Manor, Westchester County
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Apartment Northwest Yonkers
from $187 per night
4 guests ∙ 2 bedrooms

Apartment

4.1
Very good(25 ratings)
Northwest Yonkers, Yonkers, Westchester County
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Apartment Getty Square
from $93 per night
2 guests ∙ 1 bedroom

Apartment

Getty Square, Yonkers, Westchester County
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House Ludlow
from $314 per night
8 guests ∙ 4 bedrooms

House

4.5
Excellent(78 ratings)
Ludlow, Yonkers, Westchester County
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House Northeast Yonkers
from $300 per night
House ∙ 5 guests ∙ 3 bedrooms

149 m² House

4.9
Outstanding(11 ratings)
Northeast Yonkers, Yonkers, Westchester County
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House New Rochelle
from $321 per night
8 guests ∙ 3 bedrooms

House

4.5
Excellent(33 ratings)
New Rochelle, Westchester County, New York, United States
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Apartment Southeast Yonkers
from $308 per night
10 guests ∙ 3 bedrooms

Apartment

Southeast Yonkers, Yonkers, Westchester County
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Apartment Larchmont
from $324 per night
2 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(17 ratings)
Larchmont, Mamaroneck, Westchester County
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Apartment Nepera Park
from $139 per night
Apartment ∙ 3 guests ∙ 1 bedroom

37 m² Apartment

4.9
Outstanding(19 ratings)
Nepera Park, Yonkers, Westchester County
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Apartment New Rochelle
from $394 per night
9 guests ∙ 3 bedrooms

Apartment

5.0
Outstanding(6 ratings)
New Rochelle, Westchester County, New York, United States
View deal
House Dunwoodie
from $263 per night
8 guests ∙ 3 bedrooms

House

4.0
Very good(1 rating)
Dunwoodie, Yonkers, Westchester County
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House Mount Kisco
from $613 per night
House ∙ 8 guests ∙ 4 bedrooms

209 m² House

4.5
Excellent(2 ratings)
Mount Kisco, Westchester County, New York, United States
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Apartment Southeast Yonkers
from $145 per night
4 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(5 ratings)
Southeast Yonkers, Yonkers, Westchester County
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House Ossining
from $367 per night
House ∙ 11 guests ∙ 5 bedrooms

260 m² House

4.4
Very good(18 ratings)
Ossining, Westchester County, New York, United States
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Apartment Getty Square
from $139 per night
Apartment ∙ 2 guests ∙ 1 bedroom

74 m² Apartment

4.3
Very good(82 ratings)
Getty Square, Yonkers, Westchester County
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Apartment Rye Brook
from $337 per night
6 guests ∙ 3 bedrooms

Apartment

4.9
Outstanding(48 ratings)
Rye Brook, Rye, Westchester County
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House New Rochelle
from $296 per night
House ∙ 9 guests ∙ 3 bedrooms

279 m² House

4.9
Outstanding(33 ratings)
New Rochelle, Westchester County, New York, United States
View deal
Cabin Croton-on-Hudson
from $271 per night
4 guests ∙ 1 bedroom

Cabin

4.9
Outstanding(14 ratings)
Croton-on-Hudson, Yorktown, Westchester County
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House Tarrytown
from $340 per night
House ∙ 8 guests ∙ 4 bedrooms

102 m² House

4.5
Excellent(18 ratings)
Tarrytown, Greenburgh, Westchester County
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House Bedford
from $506 per night
House ∙ 6 guests ∙ 2 bedrooms

195 m² House

Bedford, Westchester County, New York, United States
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House Croton-on-Hudson
from $376 per night
8 guests ∙ 4 bedrooms

House

Croton-on-Hudson, Yorktown, Westchester County
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House Ossining
from $299 per night
6 guests ∙ 2 bedrooms

House

5.0
Outstanding(9 ratings)
Ossining, Westchester County, New York, United States
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Apartment Southeast Yonkers
from $528 per night
Apartment ∙ 12 guests ∙ 6 bedrooms

372 m² Apartment

Southeast Yonkers, Yonkers, Westchester County
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Show all 1535 apartments in Westchester County

Price and Availability Index in Westchester County

Click on any bar to see price and availability information

Vacation Rental Price Information in Westchester County

We analyzed the prices of accommodation in Westchester County to help you find the best time to travel. The most expensive month is July, with an average accommodation price of $607. In contrast, February and the period of 2/14 – 2/21 are the most affordable in the year, with vacation rental prices at $411 per night.

Rental availability information in Westchester County

On this graph, you can see how many vacation rentals will be available in Westchester County at different times of year. During one week in January (1/16 – 1/23), 93% of the vacation rentals in Westchester County have already been booked. It's easiest to find a vacation rental in Westchester County in February - 71% of the holiday rentals in the area are still available.

3 reviews
3 travelers who stayed in Westchester County rated their vacation home 4.5/5 stars on average.

And we love our apartments

Apartment
House
262 m² House
Apartment
279 m² House
Show all 1535 apartments in Westchester County

Features of Westchester County vacation rentals

💳 Discounts up to 16%
⭐ Popular amenities Kitchen, Internet and Pool
🏊  Vacation rentals with a pool 537 rentals
🌙 Minimum price starting at $63
🐾 Pet friendly vacation homes 515 rentals
🏡 Rentals available 1,431 rentals

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