A person sitting on a large fallen tree in a grassy field with colorful autumn trees in the background.

Photo by Marina Timo

Westchester County holiday rentals

We found 1,493 holiday rentals — enter your dates for availability

Discover a selection of 136 homes, 98 apartments and other holiday rentals in Westchester County that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, such as Wi-Fi and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Popular Westchester County destinations on Stayz

A long, straight pathway flanked by neatly trimmed hedges and trees, leading to a distant structure.

Yonkers

A lighthouse, a metal bridge, and calm water at sunset.

Tarrytown

A city skyline at dusk with illuminated buildings and a clear sky.

White Plains

A cityscape at dusk with a prominent tall building, a mix of modern and older architecture, and a grassy park area.

New Rochelle

A lighthouse with a metal bridge over water during sunset.

Sleepy Hollow

Long Exposure Sunset at Hudson River, NY

Peekskill

Holiday rentals with weekly discounts – Westchester County

Showing deals for:13 Nov - 20 Nov

Exceptional

(10 reviews)

Mountain Brook Cabin w/ 4-bedroom in lovely Cornwall with Jacuzzi Tub and Sauna

Mountainville

11% off

AU$8,596

for 7 nights, 1 cabin

AU$1,228 per night

includes taxes & fees

Exceptional

(31 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off

AU$10,997

for 7 nights, 1 home

AU$1,571 per night

includes taxes & fees

Wonderful

(13 reviews)

Modern Luxury Loft with Artful Vibes

Yonkers

8% off

AU$2,421

for 7 nights, 1 home

AU$346 per night

includes taxes & fees

Shorefront area, down by the water. You can swim here.

Garden with view of Tea House. Indoor access to the Tea House is not available.

Inglenook and grand staircase in the living room.

Atrium with entrance to the pergola and BBQ area.

Exceptional

(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

10% off

AU$15,852

for 7 nights, 1 home

AU$2,265 per night

includes taxes & fees

Exceptional

(49 reviews)

Quaint duplex with private yard. Walk to beach, dining, & shopping!

Greenwich

7% off

AU$3,292

for 7 nights, 1 home

AU$470 per night

includes taxes & fees

Exceptional

(6 reviews)

Darien family home on a Cul de Sac with pond.

Darien

8% off

AU$8,924

for 7 nights, 1 home

AU$1,275 per night

includes taxes & fees

Exceptional

(75 reviews)

Cozy house on the Hudson

Ossining

8% off

AU$2,623

for 7 nights, 1 home

AU$375 per night

includes taxes & fees

Autumn at the cottage, leaves from our favorite tree a Red Maple.

The pool and the lounge area available from May- September.

Enjoy the view of the lake from the kitchen/ living room.

Exceptional

(16 reviews)

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster

25% off

AU$2,385

for 7 nights, 1 room

AU$341 per night

includes taxes & fees

Exceptional

(21 reviews)

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Carmel

12% off

AU$6,386

for 7 nights, 1 home

AU$912 per night

includes taxes & fees

Exceptional

(15 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off

AU$1,892

for 7 nights, 1 apartment

AU$270 per night

includes taxes & fees

Exceptional

(20 reviews)

Piermont Oasis

Piermont

8% off

AU$1,548

for 7 nights, 1 apartment

AU$221 per night

includes taxes & fees

Exceptional

(8 reviews)

Modern 2BR Near NYC • Free Parking • Quiet Area

Yonkers

16% off

AU$1,728

for 7 nights, 1 apartment

AU$247 per night

includes taxes & fees

Very good

(13 reviews)

❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC

Stamford

7% off

AU$1,778

for 7 nights, 1 apartment

AU$254 per night

includes taxes & fees

Exceptional

(9 reviews)

NewRo Chic Retreat- 3 Bdrms 30 min to NYC

New Rochelle

15% off

AU$3,795

for 7 nights, 1 apartment

AU$542 per night

includes taxes & fees

Exceptional

(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off

AU$1,435

for 7 nights, 1 apartment

AU$205 per night

includes taxes & fees

Exceptional

(11 reviews)

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

12% off

AU$3,490

for 7 nights, 1 home

AU$499 per night

includes taxes & fees

Exceptional

(7 reviews)

NEW MODERN 1 BEDROOM APT MINUTES FROM NYC!

Bogota

7% off

AU$1,959

for 7 nights, 1 apartment

AU$280 per night

includes taxes & fees

Exceptional

(86 reviews)

Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

New York

6% off

AU$2,555

for 7 nights, 1 apartment

AU$365 per night

includes taxes & fees

Exceptional

(9 reviews)

Luxurious 3BR/2BA Modern Haven Downtown Stamford

Stamford

8% off

AU$5,215

for 7 nights, 1 apartment

AU$745 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Westchester County

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Sleeps 13 · 5 bedrooms · 4+ bathrooms

Hudson Valley Getaway for Families

Sleeps 12 · 6 bedrooms · 2+ bathrooms

Waterfront Retreat Center for Health & Wellness

Sleeps 20 · 8 bedrooms · 5+ bathrooms

Hudson River Valley Estate - Events Allowed

Sleeps 12 · 6 bedrooms · 5 bathrooms

Premier Host

Luxury Estate • 8 bedrooms • Pool • Hot Tub • Private access to Lake • 1hr NYC

Sleeps 20 · 8 bedrooms · 5+ bathrooms

Premier Host

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Sleeps 4 · 1 bedroom · 1+ bathroom

The historical area of Westchester County awaits your stay

Enjoy the area's history, art galleries and entertainment with a rental holiday home in Westchester County. Well known for its wildlife, sporting events and hiking, this welcoming city won't disappoint. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Westchester County

Are you searching for attractions to visit while you're in town? Venture out of your holiday home and experience everything that Westchester County has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

Rockland Bakery (10.8 mi / 17.3 km)
Legoland Discovery Center Westchester (11.3 mi / 18.2 km)
Rye Playland (12.5 mi / 20.1 km)
Chelsea Piers (15.4 mi / 24.7 km)
Putnam County Golf Course (18.4 mi / 29.7 km)
Bergen County Zoo (18.5 mi / 29.7 km)

Exploring the natural features in Westchester County

Whether you're looking for fun outdoor activities or just want to take in the scenery, Westchester County is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Central Park (25.2 mi / 40.6 km)
Flushing Meadows-Corona Park (26.2 mi / 42.1 km)
Bryant Park (27.3 mi / 43.9 km)
Rockefeller State Park Preserve (2.3 mi / 3.7 km)
Nyack Beach State Park (6.1 mi / 9.8 km)
Croton Point Park (6.6 mi / 10.7 km)

Travelling to and around Westchester County

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 6 mi (9.6 km) from the city centre.

If you're travelling by train, Ossining Station, White Plains Metro-North Railroad Station and Croton-Harmon Station are the main stations that serve the city. You might consider catching a ride on the metro at Mount Vernon West Station for ease of access to the rest of the city.

Frequently asked questions

What is the best area to stay in Westchester County when booking a holiday home?

Among the more popular areas to book your holiday home in Westchester County is Yonkers. Spend your getaway here and have fun visiting its leading attractions, including Empire City Casino and Yonkers Raceway.

What is the most popular type of holiday home accommodation in Westchester County?

The most in-demand types of holiday homes in Westchester County are houses. Searching for something different? Stayz has many options to match our guests' requirements, so you'll see holiday homes in all sizes, and for all budgets. The ideal home away from home is waiting for you — find yours today.

How much does it cost to rent a holiday home in Westchester County?

The average price for a holiday home in Westchester County depends on a number of factors, including season, length of stay and property type. Whether you'd like a sprawling house with room for friends and family or a cosy condo ideal for just you and the kids, just enter your travel dates to view stays with fantastic value.

How much does it cost to rent a beach house in Westchester County?

When you travel and the style and size of the property will influence the cost of your beachside holiday home. Click on your Westchester County travel dates to view your options on Stayz. Can't live without a hot tub? Use the filters to choose the features and amenities you want in your home.

What are popular home amenities in Westchester County?

Some of the most popular home amenities people search for in Westchester County are off-street parking options, a fridge and a microwave oven. Whether you're hitting the road with family, pals or even pets, Stayz holiday homes provide the best amenities for chilling out with the people you love.

Are there large group holiday homes in Westchester County?

Westchester County has 34 holiday homes that can fit 10 or more guests. These stays come with plenty of space to enjoy good times with family and friends.

What are the top attractions for families in Westchester County?

Keeping the kids amused during your holiday in Westchester County is a cinch with these leading family-friendly attractions:

Empire City Casino
Capitol Theatre
The Westchester Mall

Can I find two-bedroom holiday homes in Westchester County?

Take your pick of 32 two-bedroom holiday homes in Westchester County. Settle the kids into the second room or maybe fill it with a couple of your favourite people. There's enough space for whoever's fortunate enough to be joining your adventure.

Are there holiday homes with WiFi in Westchester County?

Choose from 78 holiday homes with WiFi in Westchester County. If you want to disconnect from daily life during your escape, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Westchester County?

Age restrictions can differ between properties on Stayz, so be sure to check the rules of the holiday home in Westchester County you're interested in. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Westchester County for?

The length of time you can rent a holiday home in Westchester County is up to the property. Just enter your desired dates to display a list of options offering extended stays. With many features like air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to discover somewhere just right to call your home away from home in Westchester County.

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