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Family home in one of NY top-ranked school districts with Tennis court

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Living room
Front of house. Facing woods.
Back patio with table and fire pit.
Outdoor dining
Property grounds

Reviews

10 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 63000 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Gym
  • Outdoor space

Explore the area

View in a map
Chappaqua, NY
  • Place, Jacob Burns Film Center Media Arts Lab
    ‪3 min drive‬
  • Place, Jacob Burns Film Center Theater
    ‪3 min drive‬
  • Place, Hardscrabble Wilderness Area
    ‪4 min drive‬
  • Airport, New York, NY (LGA-LaGuardia)
    ‪63 min drive‬

Rooms & beds

4 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed

Bedroom 4

1 Single Bed

4 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Family home in one of NY top-ranked school districts with Tennis court

Beautiful, fully updated open floor plan family home. Recently renovate kitchen with all new top of the line appliances. Tennis court allows for perfect play space for children (bikes, roller skates and play dates). Fireplace in living room, lower level and fire pit in yard. Ten minute walk to Metro North and 45 minute ride to Mid Town Manhattan. Fully equipped lower level office (with fire place and floor-to-ceiling windows) or use as nanny quarters with private entrance. Living room has second fireplace. Roaring Brook school elementary school, Bell Middle School and Greeley High School. 4th bedroom has built in bunkbeds in addition to queen bed (which kids love for sleepovers). Available fully furnished with Dakota Jackson and Restoration hardware furnishings or unfurnished.
Master bathroom has Jacuzzi whirlpool and steam shower. Kid's bedrooms have Jack and Jill bathroom. 1.5 acre wonderful tree setting. Nice plantings. Very private and quiet. 2 car garage and big driveway to fit several cars.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Gym
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
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Children

Children allowed: ages 3–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Chappaqua

Located in Chappaqua, this holiday home is in the city centre and on a river. Jacob Burns Film Center Theater and Rockefeller Archive Center are cultural highlights, and travellers looking to shop may want to visit The Westchester Mall and Greenwich Avenue. Westchester County Center and Jacob Burns Film Center Media Arts Lab are also worth visiting. Spend some time exploring the area's activities, including birdwatching.
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Map
Chappaqua, NY

What's nearby

  • Jacob Burns Film Center Media Arts Lab - 3 min drive - 3.5 km
  • Jacob Burns Film Center Theater - 3 min drive - 3.9 km
  • Hardscrabble Wilderness Area - 4 min drive - 2.5 km
  • Chappaqua Performing Arts Center - 4 min drive - 5.4 km
  • Rockefeller State Park Preserve - 5 min drive - 6.0 km

Getting around

  • Croton-Harmon Station - 17 min drive
  • White Plains, NY (HPN-Westchester County) - 15 min drive

Restaurants

  • ‪Bobo’s Cafe - ‬17 min walk
  • ‪Starbucks - ‬6 min drive
  • ‪The Pleasantville Diner - ‬5 min drive
  • ‪Sweetgreen - ‬6 min drive
  • ‪Pub Street - ‬4 min drive

Frequently asked questions

Is Family home in one of NY top-ranked school districts with Tennis court pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Family home in one of NY top-ranked school districts with Tennis court?

As of 26 Mar 2026, prices found for a 1-night stay for 2 adults at Family home in one of NY top-ranked school districts with Tennis court on 26 Mar 2026 start from £373, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Family home in one of NY top-ranked school districts with Tennis court?

On-site parking is available at the property.

What time is check-in at Family home in one of NY top-ranked school districts with Tennis court?

Check-in begins at 4:00 PM.

What time is check-out at Family home in one of NY top-ranked school districts with Tennis court?

Checkout is at 11:00 AM.

Where is Family home in one of NY top-ranked school districts with Tennis court located?

Located in the heart of Chappaqua, this golf holiday home is within 3 miles (5 km) of Jacob Burns Film Center Theater, Hardscrabble Wilderness Area and Jacob Burns Film Center Media Arts Lab. Rockefeller State Park Preserve and Travelers Rest are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Gregory L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

We loved our time at Gary's house. The location is excellent and Gary is wonderful host. Would highly recommend and definitely love to stay again next time we visit Chappaqua!
Stayed 10 nights in Mar 2025
Verified

10/10 Excellent

Matt L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Chappaqua home

Gary was is great host who made our stay at his home very comfortable. Great location and a beautiful home.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Megan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our visit to Chappaqua and this home. Communication with the owner was easy. The home provided plenty of space for our multigenerational family. We enjoyed the town of Chappaqua, visiting the farmers market, riding the train into NYC, and surrounding communities. Would definitely return and stay at this property again!
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful rental in Chappaqua!

We have absolutely loved staying at Gary’s home. Everything is clean and in perfect condition. Our family was very comfortable in the renovated kitchen and the open family room with high ceilings was very inviting. My children loved the upstairs hot tub in the master bedroom, as well as the tennis courts. Gary was a pleasure to work with and answered any questions we had. He is very kind and we felt very at home in this space. The location is perfect - just near the center of Chappaqua.
Stayed 28 nights in Aug 2024
Verified

10/10 Excellent

Harry P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A beautiful home in an idyllic setting

This is a beauty home with exquisite grounds. The house is very well appointed and we could not have wanted more. The owner, Gary, was responsive to any questions and it clearly important to him that we have a wonderful stay.
Stayed 21 nights in Jul 2021
Verified

10/10 Excellent

Ian Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family home

Great family home and and great hosts. Also bonus tennis court where our kids took lessons with a private coach recommended by the hosts. The owners could not have been more responsive and kind. Lovely people. Highly recommend!
Stayed 29 nights in Jun 2021

About the host

Hosted by Gary

Host profile image
We are a mature professional couple who keep the home immaculate.

Why they chose this property

Chappaqua is an historic amazing town with wonderful restaurants and great schools. Very safe town with no crime. We are in a very nice neighborhood with wonderful neighbors. You can walk to town in less than 10 minutes. The house has a long driveway and is set back from the road and faces trees and is very private and quiet. Great hardcourt tennis court. Kids love our stone wishing well that is child proof. Beautiful mature trees and planting and a 150 year old Sycamore tree.
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