Chappaqua vacation rentals

We found 132 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Scroll through and select from vacation rentals in Chappaqua to find one that's perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a hot tub. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

The lively area of Chappaqua awaits your stay

The area's opera and entertainment are just a few of the reasons to vacation in Chappaqua. This city is well-known for its sporting events and restaurants. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Chappaqua

Are you hoping to find top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Chappaqua a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Rockland Bakery (12.9 mi / 20.7 km)
  • Rye Playland (14.2 mi / 22.8 km)
  • Legoland Discovery Center Westchester (14.2 mi / 22.9 km)
  • Chelsea Piers (15 mi / 24.1 km)
  • Grand Prix New York / Spins Bowl (4.8 mi / 7.7 km)
  • Stanwich Club (7.6 mi / 12.2 km)

Exploring the natural landscape of Chappaqua

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Chappaqua is a great place to get out in nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Rockefeller State Park Preserve (5.1 mi / 8.2 km)
  • Croton Point Park (6.9 mi / 11.1 km)
  • Nyack Beach State Park (8.1 mi / 13.1 km)
  • Rockland Lake State Park (8.6 mi / 13.8 km)
  • Franklin D. Roosevelt State Park (9.2 mi / 14.7 km)
  • Buttermilk Falls Park (10.7 mi / 17.3 km)

How to get to and around Chappaqua

Fly into Westchester County Airport (HPN), the closest airport, located 7 mi (11.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 20.6 mi (33.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chappaqua?

The most sought-after types of vacation rentals in Chappaqua are houses. Ready for more choices? Vrbo has many options to match our guests' unique needs, so you'll see properties in lots of shapes and sizes. The ideal fit is waiting for you — book yours today.

How much does it cost to rent a vacation rental in Chappaqua?

A range of things can affect what you'll pay for a vacation rental in Chappaqua, such as the length of stay, season and type of property. However, all of our vacation homes have something in common — excellent value. Just add your travel dates to find your perfect match.

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

The average price for a vacation home close to the beach in Chappaqua depends on when you're traveling and the type and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then use our filters to select the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.

What are popular rental amenities in Chappaqua?

A garden, a fireplace and a firepit rank as the most popular rental amenities in Chappaqua. Whether you're taking to the road as a party of one, with a partner or as a family, Vrbo will help you find a vacation home that suits your style with all the features you need.

How old do you have to be to rent a vacation rental in Chappaqua?

We advise checking with the Chappaqua vacation rental you want on Vrbo as the age limit varies. However, it's typically 16, 18 or 21.

How long can I rent a vacation rental in Chappaqua for?

The amount of time you can book a Chappaqua vacation home for differs depending on the property. Just tap in your travel dates to find options offering extended stays. They come with the things you need to make your extended vacation more comfortable and convenient, such as kitchens and laundries. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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