We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Apartments in Chappaqua, NY and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $485 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Chappaqua area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    Chappaqua
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection

    The following rentals are within 15 kilometres of Chappaqua, New York.

    1 / 18
    5 of 5 stars (1) Excellent
    Cortlandt Manor
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 25
    4.5 of 5 stars (3) Very good
    White Plains
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 17
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 370374 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property is located in downtown White Plains.... View all property information
    Location Information
    White Plains, Westchester County 10601
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Great master bed room with a queen size bed. Close to shops, restaurants, city park, and within walking distance to the Metro North train station with service to Midtown New York City Grand Central station. Easy access to Hwy and downtown White Plains, Westchester county center and White Plains... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 18
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 370348 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property in White Plains offers top-quality living... View all property information
    Location Information
    White Plains, Westchester County 10606
    Cortlandt Manor
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Grill
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is an independent room with separate access. The room is fully furnished with a queen bed, breakfast table, couch, Cable TV and internet. The room also has a separate kitchen and a shared laundry. The guests are allowed to cook with an electric /induction stove.Two miles from Annesville creek... View all property information
    Location Information
    Cortlandt Manor, Westchester County 10567
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This apartment has a very nice view. It is convenient to supermarket and other stores. Buses and Transit Center to NYC minutes away. This is a share in a 2 bedroom apartment. There are 2 bathrooms and the place is very sunny. Need a quiet, discreet roommate. The cable, gas & electric, internet... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 4
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373800 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 6
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373827 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The apartment is attached to the main house with a separate,private entrance. The apartment exits onto a patio next to the pool. It has a living room, bathroom and kitchen. Fully furnished. It is located on 3 acres of lawn and woodland. It is quiet. We are 48 minutes by train from mid... View all property information
    Location Information
    Croton on Hudson, Westchester County 10520
    1 / 6
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373635 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 5
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373792 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 6
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373824 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10601
    1 / 5
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373797 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 6
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373802 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373822 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    Croton on Hudson
    8 Bedrooms, 7 Bathrooms, Sleeps 24 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Housekeeping...
    • Patio
    • DVD Player
    • Washer
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Secluded and Private estate on over 100 protected acres.this historically significant 1895 estate boasts a lot of extras. Tennis court, hiking trails, fishing, golf course 4 miles away, meticulously maintained, each room tastefully decorated, immaculate. Cook's gourmet kitchen includes Viking... View all property information
    Location Information
    Croton on Hudson, Westchester County 10520
    1 / 18
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 370357 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property in White Plains offers top-quality living... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 4
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373644 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10603
    Get the List
    Ossining
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great view from the Hill! Close to highways. Easy access to Manhattan, Hudson River and Teatown Preserve. Old Aqua Duct Trail in neighborhood. Impressive and spacious house with wood floors. Large finished basement. 5 minutes Metro North Croton-Harmon train station, 46 minutes train trip to Grand... View all property information
    Location Information
    Ossining, Westchester County 10562
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373740 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10601
    1 / 5
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373639 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10601
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373804 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373647 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10601
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373617 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 7
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373787 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 7
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373650 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 6
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373631 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 7
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373795 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 6
    White Plains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373614 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a modern, luxury high-rise located just steps away from the vibrant... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 3
    White Plains
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373221 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Enjoy luxurious amenities, including a brand new fully serviced 24-hour fitness center... View all property information
    Location Information
    White Plains, Westchester County 10601
    White Plains
    Private Room, 6 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Simple, yet refined. A peaceful oasis just twenty minutes north of New York City-- ah, the birds and the serenity! <BR>Centrally located in Westchester County, this quaint home boasts close proximity to the “Big Apple” with everything you want or need without all the hustle and bustle! <BR>It is a... View all property information
    Location Information
    White Plains, Westchester County 10605