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

Westchester County Vacation Rentals

Browse 1,411 available vacation homes and compared across 13 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 New Rochelle
Waterfront Retreat Center for Health & Wellness
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House Croton-on-Hudson
Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
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Cabin South Salem
Cottage | Suitable for remote work
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House Rye
Vacation home with patio & grill
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Cabin Jefferson Valley-Yorktown
Cottage with yard, terrace & grill | Lake view
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House South Salem
Family-oriented house with patio, garden & barbeque | Perfect for remote work | Dogs allowed
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Apartment Harrison
Downtown One Bedroom Suite Steps to Metro North
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House Mamaroneck
House with 2 rooms for 4 persons
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Condo Port Chester
Condo with grill & terrace | City view
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House Verplanck
Vacation home with barbecue, sauna & terrace
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House Briarcliff Manor
Children-friendly charming house with barbecue, patio & yard | Good for workation | Pets are welcome
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House Northeast Yonkers
House with garden & terrace | Perfect for remote work
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Apartment Larchmont
Beautiful private guesthouse in Larchmont
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House Chappaqua
Family home in one of NY top-ranked school districts with Tennis court
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House Pound Ridge
️ Couples getaway ️ Family gatherings ️ Small retreats ️ Celebration trips
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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 1,411 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

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
(23)
View deal
House Southeast Yonkers
2 guests ∙ 1 bedroom

House

Southeast Yonkers, Yonkers, Westchester County
Cozy house rental in Southeast Yonkers accommodating 2 guests, featuring a charming fireplace for a warm atmosphere.
from $97
per night
(28)
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House Heritage Hills
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

Heritage Hills, Somers, Westchester County
This house rental in Heritage Hills accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $512
per night
(2)
View deal
House South Side
3 guests ∙ 1 bedroom

House

South Side, Mount Vernon, Westchester County
Charming house rental on South Side with a capacity for 3, featuring a fully equipped kitchen for convenient meal preparation.
from $87
per night
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House South Salem
5 guests ∙ 3 bedrooms

House

South Salem, Lewisboro, Westchester County
This house rental in South Salem accommodates 5 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $445
per night
(18)
View deal
House Cortlandt
House ∙ 6 guests ∙ 3 bedrooms

93 m² House

Cortlandt, Cortlandt Manor, Westchester County
This house rental in Cortlandt accommodates 6 guests and features a fully equipped kitchen for convenient meal preparation.
from $264
per night
(24)
View deal
Apartment Port Chester
4 guests ∙ 2 bedrooms

Apartment

Port Chester, Rye, Westchester County
Spacious apartment rental in Port Chester for 4 featuring a modern kitchen and convenient access to local amenities.
from $214
per night
(51)
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House North Salem
8 guests ∙ 4 bedrooms

House

North Salem, Westchester County, New York, United States
This house rental in North Salem accommodates 8 guests and features a spacious yard perfect for outdoor activities.
from $531
per night
(5)
View deal
Apartment South Side
Apartment ∙ 4 guests ∙ 2 bedrooms

146 m² Apartment

South Side, Mount Vernon, Westchester County
This South Side apartment rental accommodates 4 and features a family-friendly kitchen for convenient meal preparation.
from $160
per night
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