Westchester County Vacation Rentals - Wimdu base64Hash Westchester County Vacation Rentals - Wimdu

Westchester County Vacation Rentals

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Choose from 1,286 vacation rentals and homes for your trip!

Best-rated vacation rentals in Westchester County

Discover vacation rentals with top-notch guest ratings

House New Rochelle
from $1,399 per night
House ∙ 20 guests ∙ 8 bedrooms

Children-friendly lovely house with garden, patio & grill

4.9
Outstanding(86 ratings)
New Rochelle, Westchester County, New York, United States
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House Cortlandt
from $152 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented house with BBQ, patio & garden | Nature view | Pet-friendly

4.7
Excellent(41 ratings)
Cortlandt, Cortlandt Manor, Westchester County
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Cabin Croton-on-Hudson
from $290 per night
Cabin ∙ 4 guests ∙ 1 bedroom

Wonderful cottage with 1 bedroom for 4 persons

4.9
Outstanding(40 ratings)
Croton-on-Hudson, Yorktown, Westchester County
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Pet-friendly rentals in Westchester County

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

Apartment Elmsford
from $140 per night
2 guests ∙ 1 bedroom

Apartment

Elmsford, Greenburgh, Westchester County
Pet-friendly
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House Ossining
from $738 per night
House ∙ 13 guests ∙ 5 bedrooms

Family-friendly vacation home with garden, private pool & BBQ | Perfect for remote work | Pets are welcome

4.5
Excellent(15 ratings)
Ossining, Westchester County, New York, United States
Pet-friendly
View deal
House Dobbs Ferry
from $1,000 per night
House ∙ 16 guests ∙ 7 bedrooms

Child-friendly lovely vacation home with garden, terrace & barbecue | City view | Good for workation | Dogs allowed

4.7
Excellent(12 ratings)
Dobbs Ferry, Greenburgh, 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

Apartment Ossining
from $754 per night
Apartment ∙ 13 guests ∙ 5 bedrooms

Child-friendly apartment with garden & pool | Pets allowed

Ossining, Westchester County, New York, United States
Pool
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House South Side
from $110 per night
House ∙ 2 guests ∙ 1 bedroom

Beautiful house with garden, pool & patio

3.6
Good(7 ratings)
South Side, Mount Vernon, Westchester County
Pool
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House Croton-on-Hudson
from $498 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped charming vacation home with yard, barbecue & private pool | Suitable for remote work

5.0
Outstanding(8 ratings)
Croton-on-Hudson, Yorktown, Westchester County
Pool
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See all offers with pool

Best vacation rental offers in Westchester County

House Heritage Hills
from $518 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly house with patio, yard & grill | Lake view | Good for workation

5.0
Outstanding(2 ratings)
Heritage Hills, Somers, Westchester County
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Apartment South Side
from $352 per night
Apartment ∙ 4 guests ∙ 3 bedrooms

Beautiful holiday apartment with 3 bedrooms for 4 persons

South Side, Mount Vernon, Westchester County
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Apartment White Plains
from $240 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Children-friendly holiday apartment with garden | Perfect for remote work | Dogs allowed

5.0
Outstanding(8 ratings)
White Plains, Westchester County, New York, United States
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House Mamaroneck
from $2,270 per night
House ∙ 12 guests ∙ 6 bedrooms

Family-friendly vacation home with patio, garden & barbeque | Nature view | Good for workation

5.0
Outstanding(6 ratings)
Mamaroneck, Rye, Westchester County
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Apartment New Rochelle
from $375 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with barbecue, pool & patio | Perfect for remote work

New Rochelle, Westchester County, New York, United States
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Apartment Southeast Yonkers
from $103 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Wonderful rental apartment with 1 bedroom for 2 persons

4.7
Excellent(6 ratings)
Southeast Yonkers, Yonkers, Westchester County
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House Port Chester
from $793 per night
House ∙ 11 guests ∙ 3 bedrooms

Vacation home with garden, BBQ & terrace

5.0
Outstanding(5 ratings)
Port Chester, Rye, Westchester County
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Apartment Elmsford
from $141 per night
2 guests ∙ 1 bedroom

Apartment

Elmsford, Greenburgh, Westchester County
View deal
Apartment White Plains
from $195 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental apartment with 1 bedroom for 2 persons

5.0
Outstanding(13 ratings)
White Plains, Westchester County, New York, United States
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House Chappaqua
from $661 per night
House ∙ 6 guests ∙ 4 bedrooms

Family-friendly house with hot tub, grill & terrace | City view

5.0
Outstanding(12 ratings)
Chappaqua, New Castle, Westchester County
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House Getty Square
from $140 per night
House ∙ 4 guests ∙ 2 bedrooms

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

4.4
Very good(20 ratings)
Getty Square, Yonkers, Westchester County
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House New Rochelle
from $582 per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, BBQ & yard

4.9
Outstanding(8 ratings)
New Rochelle, Westchester County, New York, United States
View deal
House Northeast Yonkers
from $318 per night
House ∙ 5 guests ∙ 3 bedrooms

House with garden & terrace | Perfect for remote work

4.7
Excellent(28 ratings)
Northeast Yonkers, Yonkers, Westchester County
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House Pound Ridge
from $1,150 per night
House ∙ 15 guests ∙ 6 bedrooms

Family-friendly wonderful house with yard, patio & jacuzzi | Nature view | Suitable for remote work

4.8
Outstanding(68 ratings)
Pound Ridge, Westchester County, New York, United States
View deal
House Yorktown Heights
from $953 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden, barbecue & jacuzzi | Good for workation

5.0
Outstanding(6 ratings)
Yorktown Heights, Yorktown, Westchester County
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Apartment White Plains
from $218 per night
Apartment ∙ 2 guests ∙ 2 bedrooms

Child-friendly apartment with garden, grill & patio | City view | Suitable for remote work | Pet-friendly

4.9
Outstanding(18 ratings)
White Plains, Westchester County, New York, United States
View deal
House Pound Ridge
from $799 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with garden, jacuzzi & grill | Nature view | Suitable for remote work | Dogs allowed

4.9
Outstanding(11 ratings)
Pound Ridge, Westchester County, New York, United States
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House Pound Ridge
from $1,578 per night
House ∙ 10 guests ∙ 5 bedrooms

House with hot tub, terrace & garden | Mountain view

4.8
Outstanding(13 ratings)
Pound Ridge, Westchester County, New York, United States
View deal
House Bedford
from $795 per night
House ∙ 7 guests ∙ 4 bedrooms

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

5.0
Outstanding(7 ratings)
Bedford, Westchester County, New York, United States
View deal
House Pound Ridge
from $347 per night
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly spacious vacation home with grill & garden | Good for workation | Dogs allowed

4.9
Outstanding(17 ratings)
Pound Ridge, Westchester County, New York, United States
View deal
House Mount Kisco
from $566 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with barbeque & jacuzzi | Lake view | Pet-friendly

3.7
Good(6 ratings)
Mount Kisco, Westchester County, New York, United States
View deal
Apartment Rye Brook
from $338 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with grill | Good for workation

4.9
Outstanding(53 ratings)
Rye Brook, Rye, Westchester County
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House Getty Square
from $118 per night
House ∙ 2 guests ∙ 2 bedrooms

Vacation home with yard

4.8
Outstanding(8 ratings)
Getty Square, Yonkers, Westchester County
View deal
House Cortlandt
from $373 per night
House ∙ 6 guests ∙ 3 bedrooms

House with patio | Good for workation

5.0
Outstanding(25 ratings)
Cortlandt, Cortlandt Manor, Westchester County
View deal
House Montrose
from $420 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful vacation home with yard & terrace

Montrose, Cortlandt Manor, Westchester County
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House South Salem
from $488 per night
House ∙ 5 guests ∙ 3 bedrooms

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

4.5
Excellent(19 ratings)
South Salem, Lewisboro, Westchester County
View deal
House Ossining
from $292 per night
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly lovely house with barbecue & patio

5.0
Outstanding(9 ratings)
Ossining, Westchester County, New York, United States
View deal
Cabin South Salem
from $250 per night
Cabin ∙ 6 guests ∙ 1 bedroom

Cottage with yard, patio & barbeque | Lake view

4.8
Outstanding(13 ratings)
South Salem, Lewisboro, Westchester County
View deal
House Mamaroneck
from $177 per night
House ∙ 4 guests ∙ 2 bedrooms

House with 2 bedrooms for 4 persons

4.9
Outstanding(26 ratings)
Mamaroneck, Rye, Westchester County
View deal
House Bryn Mawr
from $281 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with terrace & BBQ

5.0
Outstanding(10 ratings)
Bryn Mawr, Yonkers, Westchester County
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Show all 1335 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 June, with an average accommodation price of $426. In contrast, January and the period of 1/16 – 1/23 are the most affordable in the year, with vacation rental prices at $402 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 June (6/5 – 6/12), 95% of the vacation rentals in Westchester County have already been booked. It's easiest to find a vacation rental in Westchester County in September - 85% of the holiday rentals in the area are still available.

And we love our apartments

Children-friendly house with patio, yard & grill | Lake view | Good for workation
Beautiful holiday apartment with 3 bedrooms for 4 persons
Children-friendly holiday apartment with garden | Perfect for remote work | Dogs allowed
Family-friendly vacation home with patio, garden & barbeque | Nature view | Good for workation
Holiday apartment with barbecue, pool & patio | Perfect for remote work
Show all 1335 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 496 rentals
🌙 Minimum price starting at $67
🐾 Pet friendly vacation homes 489 rentals
🏡 Rentals available 1,286 rentals

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