Westchester County Vacation Rentals - HolidayHomes base64Hash Westchester County Vacation Rentals - HolidayHomes

Westchester County Vacation Rentals

Browse 1,431 available vacation homes and compared across 14 trusted partners

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Top-Rated Vacation rentals in Westchester County

Book the highest-rated Westchester County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Ludlow
Fully equipped pleasant house with garden & patio | Perfect for remote work
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Apartment Rye Brook
Holiday apartment with grill
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House Cortlandt
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
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House Croton-on-Hudson
House with jacuzzi & BBQ
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House New Rochelle
Vacation home with 3 rooms for 8 persons
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House New Rochelle
Family-oriented charming vacation home with terrace, BBQ & yard | City view | Suitable for remote work | Pets allowed
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House South Salem
Family-oriented house with patio, garden & barbeque | Perfect for remote work | Dogs allowed
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House Mamaroneck
House with 2 rooms for 4 persons
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Private room White Plains
Cozy Homeva Kensico WP (Sunny Room At Cozy Homeva Kensico WP)
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Apartment Nepera Park
Family-oriented charming holiday apartment | Perfect for remote work
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House Ossining
Ossining Vacation Rental Near River, Trails & MTA!
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House Tarrytown
Family-oriented big house with barbeque, terrace & yard | City view | Pets are welcome
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Apartment Larchmont
Beautiful private guesthouse in Larchmont
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House Verplanck
Vacation home with barbecue, sauna & terrace
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Cabin Croton-on-Hudson
Wonderful cottage with 1 room for 4 persons
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Top 15 most Recommended Vacation Rentals in Westchester County

Discover your ideal Westchester County vacation rental with real-time comparisons of 1,431 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Dobbs Ferry
House ∙ 16 guests ∙ 7 bedrooms

246 m² House

Dobbs Ferry, Greenburgh, Westchester County
This spacious house rental in Dobbs Ferry accommodates 16 guests and features a family-friendly kitchen for memorable gatherings.
from $726
per night
(7)
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Apartment South Side
4 guests ∙ 1 bedroom

Apartment

South Side, Mount Vernon, Westchester County
This apartment rental on the South Side accommodates 4 guests and features stunning mountain views.
from $67
per night
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House Dunwoodie
16 guests ∙ 5 bedrooms

House

Dunwoodie, Yonkers, Westchester County
This spacious house rental in Dunwoodie accommodates 16 guests and is pet-friendly, perfect for family gatherings.
from $280
per night
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Apartment South Side
6 guests ∙ 2 bedrooms

Apartment

South Side, Mount Vernon, Westchester County
Spacious apartment rental for 6 on South Side featuring a modern kitchen and convenient parking.
from $88
per night
(16)
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Castle Pleasantville
Castle ∙ 10 guests ∙ 4 bedrooms

372 m² Castle

Pleasantville, Mount Pleasant, Westchester County
This charming castle rental in Pleasantville accommodates 10 guests and features a cozy fireplace for a warm and inviting stay.
from $815
per night
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Apartment North Side
4 guests ∙ 1 bedroom

Apartment

North Side, Mount Vernon, Westchester County
Spacious apartment rental on North Side accommodates 4 and welcomes pets for a comfortable living experience.
from $114
per night
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Cabin South Salem
Cabin ∙ 6 guests ∙ 1 bedroom

88 m² Cabin

South Salem, Lewisboro, Westchester County
This cozy cabin in South Salem accommodates 6 guests and features a beautiful lakeview for a relaxing getaway.
from $261
per night
(15)
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Apartment Getty Square
Apartment ∙ 2 guests ∙ 1 bedroom

74 m² Apartment

Getty Square, Yonkers, Westchester County
This apartment rental in Getty Square accommodates 2 and features a modern kitchen for convenient living.
from $138
per night
(82)
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Apartment White Plains
Apartment ∙ 5 guests ∙ 2 bedrooms

93 m² Apartment

White Plains, Westchester County, New York, United States
Spacious apartment rental in White Plains for 5 with a modern kitchen and convenient parking available.
from $300
per night
(6)
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