Entire home

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

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

A spacious living area with a fireplace, a large island with bar stools, and a modern kitchen with stainless steel appliances.
A spacious living room with a fireplace, a flat-screen TV, and a comfortable seating area.
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.
A spacious living room with a dark wood floor, a grey sectional sofa, a white sofa, and a coffee table. There is a dining area with a table and chairs visible in the background.
A hallway with a wooden door, a potted plant, a console table with a vase, and wall-mounted lights.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
4 bedrooms4 bathroomsSleeps 6

Popular amenities

  • Patio
  • On-site fitness centre
  • Barbecue
  • Air-conditioning
  • Internet
  • Refrigerator

Explore the area

View 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)
    ‪79 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.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Property grounds
Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise
Croton-on-Hudson
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
8.8 out of 10, Excellent, (3 reviews)
Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise

House Rules

Check in after 4:00 PM
Check out before 11:00 AM
default

Children

Children allowed: ages 3–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 2095774vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Chappaqua

Located in Chappaqua, this holiday home is in the city centre and on a river. Rockefeller Archive Center and Ossining Historical Society are cultural highlights, and travellers looking to shop may want to visit The Westchester Mall and Greenwich Avenue. Ready for a night out? Consider Travelers Rest and West Nyack Levity Live Comedy Club. Spend some time exploring the area's activities, including birdwatching.
View more Holiday homes in ChappaquaOpens in a new window
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 - 3.5 km
  • Chappaqua Performing Arts Center - 5 min drive - 4.9 km
  • Rockefeller State Park Preserve - 6 min drive - 6.3 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
  • ‪The Pleasantville Diner - ‬5 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪The Taco Project - ‬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 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 2.9 mi (4.7 km) from Hardscrabble Wilderness Area and within 6 miles (10 km) of Rockefeller State Park Preserve and Travelers Rest. Union Church of Pocantico Hills and Northern Westchester Hospital 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.
Learn moreOpens in a new window
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 review

10/10 Excellent

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
Response from VrboOwner on 9 Apr 2025
It was a pleasure having you at my home Gregory. You are always invited back. Gary
Verified review

10/10 Excellent

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
Response from VrboOwner on 27 Aug 2024
Matt was a great tenant to have. My home was spotless and everything was in order.
Verified review

10/10 Excellent

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
Response from VrboOwner on 4 Sept 2025
Thanks Megan, It was a pleasure to have you and your family. Gary
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 15 Aug 2023
Ian Zinn and family were the perfect guests. They were very respectful and left my house in perfect condition. They are always invited to come back.

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.
Tell us how we can improve our siteShare feedback