Vacation rentals in Westchester County

Vacation rentals in Westchester County

Start comparing over 100 rentals in Westchester County and book at the best price!

Find offers

Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
 & higher

Vacation Rentals in Westchester County

Vacation rental for 2 people, with yard in Westchester County
Vacation rental for 2 people, with yard
1 bedroom
4.9
(20 reviews)
from $225 / night
Vacation rental for 2 people in Westchester County
Vacation rental for 2 people
1 bedroom
from $85 / night
Vacation rental for 2 people in Westchester County
Vacation rental for 2 people
1 bedroom3.7mi to the beach
3.6
(4 reviews)
from $98 / night
Vacation rental for 2 people in Westchester County
Vacation rental for 2 people
2 bedrooms1.3mi to the beach
from $285 / night

Popular Vacation Rentals in Westchester County

Vacation apartment for 2 people, with yard in Westchester County
Vacation apartment for 2 people, with yard
1 bedroom6.1mi to the beach
3.2
(15 reviews)
from $68 / nightFREE cancellation
Hotel for 2 people, with yard, with pets in Westchester County
Hotel for 2 people, with yard, with pets
1 bedroom
3.3
(891 reviews)
from $78 / night
Hotel for 3 people, with pool and terrace in Westchester County
Hotel for 3 people, with pool and terrace
1 bedroom4.1mi to the beach
4.1
(840 reviews)
from $92 / night
Vacation rental for 2 people in Westchester County
Vacation rental for 2 people
1 bedroom1.4mi to the beach
from $255 / night

Vacation rentals with free cancellation

Hotel for 3 people, with terrace in Westchester County
Hotel for 3 people, with terrace
1 bedroom6.1mi to the beach
3.9
(1318 reviews)
from $113 / nightFREE cancellation
Hotel for 4 people, with pool in Westchester County
Hotel for 4 people, with pool
1 bedroom4.5mi to the beach
4.4
(2470 reviews)
from $88 / nightFREE cancellation
Hotel for 6 people, with pool, with pets in Westchester County
Hotel for 6 people, with pool, with pets
1 bedroom4.1mi to the beach
4.2
(1626 reviews)
from $128 / nightFREE cancellation
Hotel for 2 people in Westchester County
Hotel for 2 people
1 bedroom6.3mi to the beach
4.1
(158 reviews)
from $140 / nightFREE cancellation

Pet-friendly Vacation Rentals

Vacation rental for 6 people, with pool and yard, with pets in Westchester County
Vacation rental for 6 people, with pool and yard, with pets
4 bedrooms
5.0
from $1,274 / night
Vacation rental for 5 people, with yard in Westchester County
Vacation rental for 5 people, with yard
2 bedrooms
4.0
(2 reviews)
from $400 / night
Vacation rental for 5 people, with yard in Westchester County
Vacation rental for 5 people, with yard
2 bedrooms1.5mi to the beach
5.0
(2 reviews)
from $214 / night
Vacation rental for 7 people, with yard, with pets in Westchester County
Vacation rental for 7 people, with yard, with pets
3 bedrooms1.5mi to the beach
5.0
(4 reviews)
from $439 / night

Vacation Rentals with Pool

Vacation rental for 4 people, with yard and pool in Westchester County
Vacation rental for 4 people, with yard and pool
2 bedrooms
from $477 / night
Vacation rental for 7 people, with pool and yard in Westchester County
Vacation rental for 7 people, with pool and yard
4 bedrooms
5.0
from $562 / night
Vacation rental for 8 people, with yard and pool in Westchester County
Vacation rental for 8 people, with yard and pool
4 bedrooms1.3mi to the beach
5.0
(2 reviews)
from $731 / night
Vacation rental for 8 people, with pool in Westchester County
Vacation rental for 8 people, with pool
6 bedrooms
from $125 / night

Vacation Rentals with Internet

Vacation rental for 4 people, with yard in Westchester County
Vacation rental for 4 people, with yard
1 bedroom
4.7
(11 reviews)
from $107 / night
Vacation rental for 4 people in Westchester County
Vacation rental for 4 people
2 bedrooms5.7mi to the beach
4.9
(6 reviews)
from $472 / night
Vacation rental for 4 people, with yard in Westchester County
Vacation rental for 4 people, with yard
2 bedrooms1.5mi to the beach
4.8
(4 reviews)
from $261 / night
Vacation rental for 6 people in Westchester County
Vacation rental for 6 people
3 bedrooms
from $541 / night

Find Vacation Rentals in Westchester County

Map

Highlights Westchester County

  • Untermyer Park
  • Historic sites
  • Family-friendly activities
  • Downtown district

Most popular in Westchester County

Pool 8
Internet 44
Pets allowed 16
Balcony/Terrace 13
TV 56
Air conditioning 45

Popular Destinations in Westchester County

Prices and availability

Vacation rental prices Westchester County

$347for 20 Aug - 27 Aug
$345 annual average
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Average price per week

Vacation rentals availability Westchester County

1%for 20 Aug - 27 Aug
45% annual average
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Percentage of available rentals

Vacation rentals in Westchester County

A quaint New York escape

Set in the Hudson Valley area just north of New York City, Westchester County deserves a spot on every traveler’s bucket list. Westchester County offers a lush, natural landscape with the Hudson River to the west and the Long Island Sound to the east. Explore quaint small towns, historic architecture, endless green parks, top-rated restaurants, and a variety of outdoor offerings. Families, couples, and nature lovers will all find something interesting to discover here.

Finding your perfect Westchester County rental

Enjoy a memorable getaway in the Northeast with a charming Westchester County vacation rental. The county is home to a variety of rentals, with something for every type of traveler. Stay in a cozy rental with a garden in one of the many quiet villages in the region. Oversized rentals are available for large groups and families, with enough space to comfortably accommodate everyone. The majority of rentals in this area come with fully equipped kitchens, cozy decor, air-conditioning, high-speed internet, and washing machines. Pet-friendly rentals are available for people traveling with pets.

Vacations in Westchester County

The area and getting around

Arriving in Westchester County

If you’ll be arriving by plane, the closest major airport to Westchester County is LaGuardia Airport, which is 31 miles, or a 36-minute drive. Westchester County also has its own small, regional airport in White Plains called Westchester County Airport. This airport only has domestic flights. Rental car companies are available at both airports and in several of the nearby towns if you plan to rent a car during your stay.

Getting around Westchester County

The area of Westchester County spans 500 miles, so you will need a car to get around during your visit. If you’ll be staying in one of the cities, a car is not totally necessary as you can rely on walking, biking, taxis, or Uber to get around. The downtown areas of each town and city in the county are walkable.

Travelers and activities

Westchester County for history buffs

Westchester County is full of historic sites and points of interest. Visit the spectacular historic Kykuit, a former Rockefeller estate which is now home to an extensive collection of modern sculptures, ancient ceramics, beautiful gardens and sculptures. Sunnyside is another historic site and the former home of Washington Irving. You can take a tour of the immaculately preserved home to learn about the life of the renowned writer.

Westchester County for families

Families will have plenty to explore and discover together in Westchester County. Visit Playland, a Long Island Sound amusement park with a variety of fun activities and games for kids. LEGOLAND Discovery Center is another must-visit for families with children, where kids can explore an imaginative world made of Lego’s.

Westchester County is made up of 6 cities, 19 towns, and 20 villages.

Top 5 travel tips in Westchester County

1. Stroll the stunning Untermyer Gardens

Set in Yonkers, Westchester County, Untermyer Park is a spectacular historic 43-acre urban park with a variety of outdoor garden exhibits, scenic views of the Hudson River, and spectacular art structures. Spend a couple of hours walking around enjoying the fresh air and the beautiful surroundings.

2. Visit the Lyndhurst Estate

Lyndhurst is a historic estate set on a 67-acre park near the Hudson River. Here you can stroll the grounds, learn about the fascinating history of the Gothic Revival mansion, see the rose garden, and walk along the Hudson River.

3. Enjoy the water

Sandwiched between the Hudson River and the Long Island Sound, Westchester is full of opportunities to enjoy a variety of water sports and activities. Rent stand-up-paddleboards or kayaks and float down the river. You can access the river at George’s Island and Croton Point parks. Head to Playland’s Beach or Glen Island Park with your beach gear and enjoy lounging on the sand under the sun for a nice beach day during the summer months.

4. Visit the charming downtown areas

There are several charming towns and quaint villages throughout Westchester County with walkable downtown districts. Visit the downtown district of White Plains where you’ll find an impressive collection of shops, restaurants, malls, and cafés. The waterfront village of Rye is also home to a lovely historic downtown district where you can explore a variety of historic sites and fun, family-friendly activities.

5. Visit Sleepy Hollow

Did you know that Sleepy Hollow is not just a folk legend but an actual village in New York’s Hudson Valley region? It is the setting in the famous 1820 book, “The Legend of Sleepy Hollow.” Take a day trip to Sleepy Hollow and walk around the village where you can visit the famous railway station, church, and graveyard. Guided tours are available so that you can learn about the unique history of specific sites around the village.

FAQs: Vacation Rentals in Westchester County

On average, what was the cost for vacation rentals in Westchester County last year?

Westchester County is one of the cheapest destinations in the USA. For a stay here you pay around $354 per night.

When are vacation rentals cheaper in Westchester County?

]If you would like to get the most out of your money, the most budget-friendly months to visit Westchester County are February ($311 the average per night for accommodation), May ($338), and March ($343).

When are vacation rentals more expensive in Westchester County?

At the time of booking a vacation rental in Westchester County, the highest prices are usually found in the month of August (with an average of $395 per night), followed by July ($383), and then June ($371).

Should I plan a trip to Westchester County well in advance?

If you decide to put Westchester County on your bucket list, we recommend organizing your vacation long before you go because it is usually very high in demand, with an annual average of 87% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

The best months to find free accommodation in Westchester County are February (the average amount of properties that are available reached 27% of the total last year), March (26%), and January (25%).

How many vacation rentals does Holidu have in Westchester County?

Our inventory features around 160 vacation rentals from 3 partners, giving you plenty of choices when searching for your next dream vacation rental!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Vacation Rentals in Westchester CountyBooking.com Vacation Rentals in Westchester County
Airbnb Vacation Rentals in Westchester CountyAirbnb Vacation Rentals in Westchester County
Vrbo Vacation Rentals in Westchester CountyVrbo Vacation Rentals in Westchester County
Bookiply Vacation Rentals in Westchester CountyBookiply Vacation Rentals in Westchester County
FeWo-direkt Vacation Rentals in Westchester CountyFeWo-direkt Vacation Rentals in Westchester County
Abritel Vacation Rentals in Westchester CountyAbritel Vacation Rentals in Westchester County
HRS Vacation Rentals in Westchester CountyHRS Vacation Rentals in Westchester County
500+ more
  1. Vacation Rentals
  2. USA
  3. New York State
  4. Hudson Valley
  5. Westchester County