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

Westchester County Vacation Rentals

Browse 1,331 available vacation homes and compared across 11 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 Dunwoodie
Casa Azul Yonkers - Modern Home Near NYC
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House Yorktown Heights
Designer Home in Lower Hudson Valley
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House Ossining
Hudson Valley Pool Retreat · 50min to NYC · 3 Acre
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House New Rochelle
Waterfront Retreat Center for Health & Wellness
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House Ludlow
Fully equipped pleasant house with garden & patio | Perfect for remote work
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Cabin South Salem
Cottage | Suitable for remote work
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Apartment Rye Brook
Holiday apartment with grill | Good for workation
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Condo Port Chester
Condo with grill & terrace | City view
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House Cortlandt
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
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House South Salem
Family-oriented house with patio, garden & barbeque | Perfect for remote work | Dogs allowed
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Cabin Croton-on-Hudson
Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.
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Cabin Jefferson Valley-Yorktown
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
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Apartment Nepera Park
Family-oriented charming holiday apartment with patio | Perfect for remote work
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House New Rochelle
Vacation home with 3 bedrooms for 8 persons
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House Mamaroneck
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
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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 1,331 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Ossining
Apartment ∙ 13 guests ∙ 5 bedrooms

Child-friendly apartment with garden & pool | Pets allowed

Ossining, Westchester County, New York, United States
This spacious villa in Ossining accommodates 13 guests and features a beautiful pool for relaxation and entertainment.
from $1,017
per night
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Apartment New Rochelle
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment with terrace, pool & barbeque

New Rochelle, Westchester County, New York, United States
This apartment rental in New Rochelle accommodates 3 and features a family-friendly kitchen.
from $282
per night
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House Getty Square
House ∙ 4 guests ∙ 2 bedrooms

Children-friendly vacation home with jacuzzi & garden | Nature view | Suitable for remote work

Getty Square, Yonkers, Westchester County
This house rental in Getty Square accommodates 4 guests and features a family-friendly atmosphere with convenient parking.
from $135
per night
(12)
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House Lincoln Park
House ∙ 10 guests ∙ 4 bedrooms

House with 4 bedrooms for 10 persons

Lincoln Park, Yonkers, Westchester County
Spacious house rental in Lincoln Park for 10 guests featuring convenient parking and a welcoming atmosphere.
from $261
per night
(8)
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House South Side
House ∙ 2 guests ∙ 1 bedroom

Beautiful house with garden, pool & patio

South Side, Mount Vernon, Westchester County
Cozy house rental for 2 on South Side featuring a lovely yard for relaxation and outdoor activities.
from $115
per night
(4)
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House Northeast Yonkers
House ∙ 6 guests ∙ 3 bedrooms

House with grill

Northeast Yonkers, Yonkers, Westchester County
Charming house rental in Northeast Yonkers for 6 guests featuring a spacious balcony perfect for relaxation and outdoor dining.
from $217
per night
(90)
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House Rye
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio, grill & hot tub | Nature view

Rye, Westchester County, New York, United States
Charming house rental in Rye accommodates 4 guests and features a fully equipped kitchen for your convenience.
from $169
per night
(38)
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House Bedford
House ∙ 7 guests ∙ 4 bedrooms

Family-oriented vacation home with terrace, garden & barbecue | Nature view

Bedford, Westchester County, New York, United States
This house rental in Bedford accommodates 7 guests and features a family-friendly kitchen for enjoyable meals together.
from $831
per night
(7)
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House South Salem
House ∙ 5 guests ∙ 3 bedrooms

Vacation home with yard, barbeque & terrace | Suitable for remote work

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 $478
per night
(18)
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