Vacation Rentals in Chappaqua, NY

Family home in one of NY top-ranked school districts with Tennis court
10

Excellent

·
Chappaqua
·
4 br
·
Sleeps 6
·
Air Conditioning · Fireplace · Dishwasher ·
From
$1,048/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen
The Best of Both Worlds: For nature lovers but close to New York City
10

Excellent

·
Chappaqua
·
4 br
·
Sleeps 5
·
Outdoor Space · Air Conditioning · Fireplace ·
From
$600/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
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Private Chic Farmhouse Pool/HotTub/ Sunsets/6BR/Offices

No reviews

·
Thornwood
·
6 br
·
Sleeps 9
·
On Site Laundry · Pool · High Ceilings ·
From
$1,335/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Pool
High Ceilings
Private Pool
Hot Tub
Air Conditioning
Fireplace
Dishwasher
Other spaces
Deck, Workspace, Kitchen
Beautiful Private House; Golf, Hike, Fish, Swim, Relax

No reviews

·
Ossining
·
2 br
·
Sleeps 4
·
Pool · High Ceilings · Balcony ·
From
$539/night
Check availability
Property
House · 2 Beds · 4 baths
Amenities
Pool
High Ceilings
Private Pool
Air Conditioning
Fireplace
Dishwasher
Furnished
Oven
Other spaces
Balcony, Kitchen
Beautiful Brand New Private Duplex Unit in Lower Hudson Valley "Stone Haven"
10

Excellent

·
Briarcliff Manor
·
1 br
·
Sleeps 5
·
Pool · Smoking Allowed · Balcony ·
From
$249/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Pool
Smoking Allowed
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Residents Lounge
Other spaces
Balcony, Kitchen
Private estate with modern renovation in Armonk

No reviews

·
Armonk
·
4 br
·
Sleeps 8
·
Pool · Private Pool · Hot Tub ·
From
$1,619/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Pool
Private Pool
Hot Tub
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Other spaces
Kitchen
The Perfect Studio Getaway
9.4

Excellent

·
Briarcliff Manor
·
1 br
·
Sleeps 4
·
Outdoor Space · Air Conditioning · Furnished ·
From
$109/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Luxury 8 BR Estate with Pool and Tennis court
10

Excellent

·
Mount Kisco
·
8 br
·
Sleeps 16
·
Pool · Balcony · Smoking Allowed ·
From
$1,920/night
Check availability
Property
House · 8 Beds · 9 baths
Amenities
Pool
Smoking Allowed
Walk In Closets
Ev Charging
Air Conditioning
Fireplace
Dishwasher
Furnished
Other spaces
Balcony, Workspace, Kitchen
Luxury home filled with books and art, with great access. Sleeps up to fourteen.
9.5

Excellent

·
Mount Kisco
·
3 br
·
Sleeps 14
·
Hardwood Floor · Outdoor Space · Air Conditioning ·
From
$419/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Wheelchair Accessible
Other spaces
Kitchen
Hotel MTK Mount Kisco
7.9

Very good

·
Mount Kisco
·
1 br
·
Sleeps 4
·
On Site Laundry · Pool · Workspace ·
From
$160/night
Check availability
Property
Hotel · 1 Bed
Amenities
On Site Laundry
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Residents Lounge
Dry Cleaning Service
Other spaces
Workspace

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Round Hill Road Estate Home with 5 open acres

No reviews

·
Greenwich
·
6 br
·
Sleeps 8
·
Pool · Balcony · Private Pool ·
From
$750/night
Check availability
Property
House · 6 Beds · 7 baths
Amenities
Pool
Private Pool
Beach
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
A dream summer rental 30 miles from New York City in picturesque Bedford, NY!
10

Excellent

·
Bedford
·
4 br
·
On Site Laundry · Pool · Private Pool ·
From
$695/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Pool
Private Pool
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
Greenwich Back Country Farm House, Brand New, Amazing property, private escape!!
10

Excellent

·
Greenwich
·
5 br
·
Sleeps 10
·
Pool · Private Pool · Beach ·
From
$1,384/night
Check availability
Property
House · 5 Beds · 7 baths
Amenities
Pool
Private Pool
Beach
Hot Tub
Air Conditioning
Fireplace
Dishwasher
Furnished
Other spaces
Workspace, Kitchen
NEW! Briarcliff Manor Estate w/ Hudson River Views

No reviews

·
Briarcliff Manor
·
3 br
·
Sleeps 10
·
Air Conditioning · Fireplace · Dishwasher ·
From
$864/night
Check availability
Property
House · 3 Beds · 6 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen
Beautiful, Lake Side Private Suburban Home Away from Home!

No reviews

·
Armonk
·
4 br
·
Sleeps 1
·
Workspace · Air Conditioning · Dishwasher ·
From
$350/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Workspace, Kitchen
5-Br 3-bath Skylit Home on 3 Forested Acres
10

Excellent

·
Armonk
·
5 br
·
Sleeps 11
·
On Site Laundry · Assigned Parking · Balcony ·
From
$595/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
On Site Laundry
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen
Modern Cape in Historic Westchester, 45min from NYC ✨NEWLY RENOVATED ✨

No reviews

·
Thornwood
·
4 br
·
Sleeps 10
·
On Site Laundry · Mountains · Free Parking ·
From
$618/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
On Site Laundry
Mountains
Free Parking
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Sophisticated Country Living

No reviews

·
Katonah
·
4 br
·
Sleeps 6
·
Fitness Center · Outdoor Space · Air Conditioning ·
From
$1,249/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Fitness Center
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Bedford Post, A Luxury Authentic Country Inn Just An Hour From Manhattan

No reviews

·
Bedford
·
8 br
·
Sleeps 16
·
Air Conditioning · Fireplace · Furnished ·
From
$2,652/night
Check availability
Property
House · 8 Beds · 10 baths
Amenities
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Back Country Estate with Pool - Greenwich CT
9.6

Excellent

·
Greenwich
·
5 br
·
Sleeps 8
·
Pool · Fitness Center · Private Pool ·
From
$950/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Pool
Fitness Center
Private Pool
Beach
Air Conditioning
Fireplace
Dishwasher
Furnished
Other spaces
Workspace, Kitchen
Holiday cozy country cottage!
9.1

Excellent

·
Croton On Hudson
·
4 br
·
Sleeps 7
·
Lake · Waterfront · Mountains ·
From
$369/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Lake
Waterfront
Mountains
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Other spaces
Kitchen
Victorian Farmhouse with Pool near NYC

No reviews

·
Yorktown Heights
·
3 br
·
On Site Laundry · Pool · Workspace ·
From
$679/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Pool
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Other spaces
Workspace, Kitchen
The Red Hill Retreat - Woods Water History Privacy

No reviews

·
Croton-on-Hudson
·
3 br
·
Sleeps 8
·
Pool · Workspace · Air Conditioning ·
From
$400/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Pool
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Workspace, Kitchen
Cozy Place by the Hudson
10

Excellent

·
Ossining
·
2 br
·
Sleeps 3
·
Fitness Center · Assigned Parking · Mountains ·
From
$190/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Assigned Parking
Mountains
Air Conditioning
Dishwasher
Furnished
Wifi
Oven
Other spaces
Workspace, Kitchen
Home > New-york Vacation Rentals > Chappaqua Vacation Rentals
Updated: March 19, 2023

Learn about vacation rentals in

Chappaqua

Explore 2 vacation rentals near Chappaqua, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Chappaqua, you can see photos of Chappaqua vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Chappaqua vacation rentals in specific areas. Whether you’re looking for a Chappaqua staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Chappaqua is $600 per night and the highest price is $1,048 per night.
2 of the vacation rentals near Chappaqua are houses. The average bathroom count for a vacation house near Chappaqua is 4. The average price for vacation houses near Chappaqua is $824 per night. There are 1 vacation homes under this price. The most common amenities for vacation rentals near Chappaqua are: furnished, outdoor space, and dishwasher. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

4+ bed rentals

2 available

Getting around Chappaqua

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

3/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

5/10
Frequent public transit options are within walking distance.

Points of interest in Chappaqua

Groceries

0/10
No grocery stores within walking distance

Shopping

3/10
Some shops within walking distance

Cafes

5/10
Some cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Parks

4/10
Limited amount of park space nearby

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Chappaqua, NY FAQ

How many vacation rentals in Chappaqua are available?

There are currently 2 vacation rentals in Chappaqua available. Our vacation rentals in Chappaqua include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Chappaqua?

No, right now there are no pet friendly vacation rentals in Chappaqua. A pet friendly vacation rental in Chappaqua means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Chappaqua with a pool?

Yes there are vacation rentals with a pool available in Chappaqua, NY. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Chappaqua with internet access?

As of March 19, 2023, there are vacation rentals with internet access available in Chappaqua, New York. Check out more enjoyable destinations on Vacations by Zumper.

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