Chappaqua Holiday Rentals

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Holiday Rentals in Chappaqua

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AU$306
includes taxes & fees
9 Mar - 10 Mar
Stamford Suites

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"This property was perfect for my family..The views was breathtaking. Clean apartment! I loved that there was a wash n dryer..I have a 7 month old baby so it was perfect..The apartment came with pots and pans, cups plates for cooking on the days we stayed in…I can’t wait to stay again soon! Just fabulous!! "
Global Luxury Suites White Plains

Chic, Modern & Cozy~Close to NYC Free Parking!

9.6 out of 10, Exceptional, (4)
"The location was perfect for my trip to the area. Loved the easy access and parking."
Chic, Modern & Cozy~Close to NYC Free Parking!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is AU$390
includes taxes & fees
24 Feb - 25 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (13)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (38)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is AU$505
includes taxes & fees
9 Mar - 10 Mar
Guesthouse at Norwalk Inn

Luxurious Riverside Ranch with Panoramic Views

Luxurious Riverside Ranch with Panoramic Views

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (25)
"Akuvi is an outstanding host. Prior to and during our stay he was immediately responsive to all of the messages/requests I sent him. The listing on VRBO is accurate and if you look at the description and pictures you'll get exactly what you're looking at"
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Cozy and beautiful house

10.0 out of 10, Exceptional, (20)
"Property owner was great at communicating and the house was perfect!"
Cozy and beautiful house

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Luxury 3Bed Private Apartment Near Manhattan

9.2 out of 10, Wonderful, (11)
"Host was very accommodating and easy to communicate with!"
The price is AU$840
includes taxes & fees
24 Feb - 25 Feb
Luxury 3Bed Private Apartment Near Manhattan

Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

7.8 out of 10, Good, (7)
"Unit was exactly as listed, very cozy! 10/10 would recommend! Unit was lovely, and the host was amazing! Would definitely book again!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (9)
"This was amazing Thanksgiving with my family. The house is amazing Jon was amazing host and his recommendation for food made you feel like million dollars. Can not thank you enough to share your beautiful home with us and see you in the summer."
Welcome to Villa Seabird, Luxury Escape on Long Island Sound

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (94)
"I cannot say enough good things about Deirdre's beautiful home and how grateful my family was to be able to stay here during our visit to Stamford. The house is perfect for a family with younger kids; they were so excited to have their very own play room! The rooms and bathrooms are well equipped with everything you might need, as was the kitchen. Deirdre in particular was so communicative and helpful with all of our questions. We very much hope to have an excuse to stay here again!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Cozy secret apartment with free parking in Yonkers

9.6 out of 10, Exceptional, (4)
"My stay was comfortable. Host was a consistent communicator who notified me with notes about the space, like controlling the heat. When any issues arose, like someone coming out to check the boiler, i was informed it would affect the heat for a couple hours. Great place to stay. Only thing to note is the apartment is on the first floor; you do hear walking happening above. But it never affected my sleep."
The price is AU$354
includes taxes & fees
24 Feb - 25 Feb
Cozy secret apartment with free parking in Yonkers

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is AU$590
includes taxes & fees
24 Feb - 25 Feb
Contemporary Cozy Cottage

New Modern Apartment

The price is AU$238
includes taxes & fees
24 Feb - 25 Feb
New Modern Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Chappaqua you may be interested in

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1006)
"Customer service "
The price is AU$226
includes taxes & fees
27 Feb - 28 Feb
EVEN Hotel Norwalk by IHG

Armoni Inn & Suites

3.5 star property
6.2 out of 10, (1857)
"."
The price is AU$94
includes taxes & fees
22 Mar - 23 Mar
Armoni Inn & Suites

Royal Regency Hotel

3.5 star property
8.2 out of 10, Very good, (1994)
"perfect "
The price is AU$201
includes taxes & fees
9 Mar - 10 Mar
Royal Regency Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Chappaqua?

Yes, there are holiday rentals close to the most popular sights in Chappaqua, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chappaqua has a good selection of restaurants. Make sure you have time to check out the sporting events and entertainment choices during your trip.

What are some of the best holiday rentals that Chappaqua has to offer?

Over Sized Colonial on Private Road. : This holiday home rental outside of Chappaqua is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Chappaqua?

Expedia has 3 holiday rentals for your stay in Chappaqua.

What’s there to see and do in Chappaqua?

Explore the area and family-friendly sights such as Bruce Museum of Arts and Science, or get out into nature at a spot like Hardscrabble Wilderness Area. Jacob Burns Film Center Theater and Travelers Rest are a couple of places you'll find in the wider area.

What’s a holiday rental in Chappaqua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chappaqua. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.