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Vacation rentals in Chappaqua

Vacation rentals in Chappaqua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chappaqua

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Peace and Wonder of New York
    Entire house · 7 guests · 7 beds · 2 bathrooms
    Peace and Wonder of New York

    Enjoy the comfort, quietness, and nature atmosphere of a charming residence in the suburbs of New York City. With five minutes walking distance to the train station and 50 minutes ride to Gran Central (at the center of New York City), you can combine the comfort and peacefulness of one of the most charming towns in Westchester with the excitement of the Big Apple.

    What guests are saying:

    “A great home in a wonderful setting. Very close to Chappaqua village, an easy walk to shops and restaurants as well as the train. The house is a beautiful antique with an eclectic and somewhat modern bent to the decor. All appliances and amenities are modern and functional. It’s important to note that the bathrooms are on the second and third floors and the stairs are wood and somewhat unforgiving. The house is bright and airy and very comfortable. We enjoyed our stay and may well return!”

  • Haverstraw Hospitality Suite
    SUPERHOSTEntire guest suite · 3 guests · 2 beds · 1 bathroom
    Haverstraw Hospitality Suite

    Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Loveseat turns into a twin sleeper for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

    What guests are saying:

    “Nice studio apartment with hot water and comfortable bed. Space was clean and thoughtfully arranged. Hosts were friendly and helpful.”

  • Adirondacks in Westchester
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1.5 bathrooms
    Adirondacks in Westchester

    Located on quiet, private 5.5 acre estate with swimmable lake, fantastic landscape. Complete privacy, like being in the Adirondacks, but just one hour from NYC. Cottage has high end appliances (Sub-Zero, Miele) with separate road and entrance. Perfect for a getaway from NYC and easily accessible by car or train (Stamford station). Can be combined with Adirondacks in Westchester 2 to provide an additional bedroom in a separate building to accommodate a total of four guests. Excellent wifi.

    What guests are saying:

    “Beautiful home in harmony with nature, spectacular view from every room, incredible porch, close to lots of great dining and other options. We loved eating at the Kitchen Table for breakfast and Lucia's for dinner, both less than 20 minutes away.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Chappaqua holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chappaqua

Luxury 2bd⭐Comfort+Style⭐
SUPERHOSTEntire flat
Luxury 2bd⭐Comfort+Style⭐
Price:€115 / night
The Babbling Brook
SUPERHOSTEarth house
The Babbling Brook
Price:€89 / night
The Little Cottage in the Woods
SUPERHOSTEntire cottage
The Little Cottage in the Woods
Price:€102 / night
Cozy studio in lovely neighborhood
SUPERHOSTEntire flat
Cozy studio in lovely neighborhood
Price:€71 / night
Little Red Barn
SUPERHOSTEntire cottage
Little Red Barn
Price:€133 / night
The Carriage House: Vacation Home & Retreat
SUPERHOSTEntire house
The Carriage House: Vacation Home & Retreat
Price:€186 / night
Chic and Cozy 2BD 1920's Cottage
SUPERHOSTEntire house
Chic and Cozy 2BD 1920's Cottage
Price:€158 / night
Warm & Cozy unit w/private entrance near mountains
SUPERHOSTPrivate room
Warm & Cozy unit w/private entrance near mountains
Price:€66 / night
A family friendly place- access 287 and Tappan Zee
SUPERHOSTEntire flat
A family friendly place- access 287 and Tappan Zee
Price:€65 / night
Comfortable Colonial Urban retreat.
SUPERHOSTEntire guest suite
Comfortable Colonial Urban retreat.
Price:€72 / night
Not available any more
SUPERHOSTPrivate room
Not available any more
Price:€36 / night
Comfortable & Clean Private Bedroom in Greenwich
SUPERHOSTPrivate room
Comfortable & Clean Private Bedroom in Greenwich
Price:€49 / night
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