
Holiday rentals near Westchester Country Club
We found 1,310 holiday rentals — enter your dates for availability
If you are looking to stay near Westchester Country Club, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Showing deals for:3 Oct - 10 Oct
Image gallery for BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

1010 out of 10 rating
Exceptional
(9 reviews)
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Jericho, NY
8% off
Price is NZ$46,000
NZ$46,000
NZ$6,571 per night
includes taxes & fees
Image gallery for Family Home near NY Beach, Private Workspace by Zen Living

1010 out of 10 rating
Exceptional
(5 reviews)
Family Home near NY Beach, Private Workspace by Zen Living
Glen Head, NY
8% off
Price is NZ$4,768
NZ$4,768
NZ$681 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat

9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
12% off
Price is NZ$9,496
NZ$9,496
NZ$1,357 per night
includes taxes & fees
Image gallery for Historic 6-Bdrm Tudor Estate w pool/tennis access

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Historic 6-Bdrm Tudor Estate w pool/tennis access
Stamford, CT
8% off
Price is NZ$23,885
NZ$23,885
NZ$3,412 per night
includes taxes & fees
Image gallery for ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home

1010 out of 10 rating
Exceptional
(25 reviews)
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Stamford, CT
8% off
Price is NZ$5,215
NZ$5,215
NZ$745 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
7% off
Price is NZ$7,522
NZ$7,522
NZ$1,075 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City

1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
19% off
Price is NZ$3,737
NZ$3,737
NZ$534 per night
includes taxes & fees
Image gallery for Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

9.69.6 out of 10 rating
Exceptional
(12 reviews)
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
New Rochelle, NY
13% off
Price is NZ$6,375
NZ$6,375
NZ$911 per night
includes taxes & fees
Image gallery for Stylish downstairs apartment. Walk to town, train, & beach ferry!

1010 out of 10 rating
Exceptional
(20 reviews)
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is NZ$4,725
NZ$4,725
NZ$675 per night
includes taxes & fees
Image gallery for The Suite at Pound Ridge

9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Suite at Pound Ridge
Pound Ridge, NY
8% off
Price is NZ$3,824
NZ$3,824
NZ$546 per night
includes taxes & fees
Image gallery for Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.89.8 out of 10 rating
Exceptional
(63 reviews)
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Huntington, NY
15% off
Price is NZ$4,223
NZ$4,223
NZ$603 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach

1010 out of 10 rating
Exceptional
(20 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, Connecticut
8% off
Price is NZ$9,179
NZ$9,179
NZ$1,311 per night
includes taxes & fees
Image gallery for Chic, Modern & Cozy~Walk to Train~Free Parking NYC

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Chic, Modern & Cozy~Walk to Train~Free Parking NYC
New Rochelle, NY
8% off
Price is NZ$4,673
NZ$4,673
NZ$668 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan

9.09.0 out of 10 rating
Wonderful
(18 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
15% off
Price is NZ$4,544
NZ$4,544
NZ$649 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach

1010 out of 10 rating
Exceptional
(7 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is NZ$8,632
NZ$8,632
NZ$1,233 per night
includes taxes & fees
Image gallery for Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Norwalk, CT
11% off
Price is NZ$3,555
NZ$3,555
NZ$508 per night
includes taxes & fees
Image gallery for Serene upstairs apt. Walk to town, train, & beach ferry!

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Serene upstairs apt. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is NZ$4,855
NZ$4,855
NZ$694 per night
includes taxes & fees
Image gallery for Downtown One Bedroom Suite Steps to Metro North

1010 out of 10 rating
Exceptional
(15 reviews)
Downtown One Bedroom Suite Steps to Metro North
Harrison, NY
16% off
Price is NZ$2,804
NZ$2,804
NZ$401 per night
includes taxes & fees
Image gallery for 2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room

1010 out of 10 rating
Exceptional
(12 reviews)
2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
Greenwich, CT
7% off
Price is NZ$1,877
NZ$1,877
NZ$268 per night
includes taxes & fees
Image gallery for Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks

8.48.4 out of 10 rating
Very good
(6 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$9,773
NZ$9,773
NZ$1,396 per night
includes taxes & fees
Image gallery for Gorgeous, 2- bedroom apartment walking distance to GWB!

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee, NJ
8% off
Price is NZ$2,961
NZ$2,961
NZ$423 per night
includes taxes & fees
Image gallery for Waterview House Walking Distance from Cove Beach

9.09.0 out of 10 rating
Wonderful
(20 reviews)
Waterview House Walking Distance from Cove Beach
Stamford, Connecticut
8% off
Price is NZ$11,120
NZ$11,120
NZ$1,589 per night
includes taxes & fees
Image gallery for The Village - Private apartment w/ parking 5 min walking

9.89.8 out of 10 rating
Exceptional
(8 reviews)
The Village - Private apartment w/ parking 5 min walking
Mamaroneck, NY
8% off
Price is NZ$2,472
NZ$2,472
NZ$353 per night
includes taxes & fees
Image gallery for Stylish Upscale Apt w/ Snack Bar & Sunny Deck

1010 out of 10 rating
Exceptional
(8 reviews)
Stylish Upscale Apt w/ Snack Bar & Sunny Deck
Huntington Station, NY
8% off
Price is NZ$3,008
NZ$3,008
NZ$430 per night
includes taxes & fees
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Find the best place to stay - Westchester Country Club
Luxurious 3 bedroom water front property
Sleeps 7 · 3 bedrooms · 2+ bathrooms
8.08.0 out of 10
Very goodvery good
Charming Mamaroneck | 3BR, 3BA, 22 Mi to Manhattan
Sleeps 10 · 3 bedrooms · 3 bathrooms
Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Charming 2BR villa with WiFi, in downtown Yonkers. 25 min from Time Square
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Charming 4-bedroom house with AC and WiFi 30 minute drive to New York City
Sleeps 7 · 4 bedrooms · 1 bathroom
3br + game rm abt 45min drive or easy train to NYC
Sleeps 11 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value