Chappaqua Holiday Rentals

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Our top choices for Chappaqua holiday rentals

9.8 out of 10, Exceptional, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$585
HK$2,011 total
includes taxes & fees
19 Jan - 20 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is HK$729
HK$1,487 total
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$710
HK$2,680 total
includes taxes & fees
16 Jan - 17 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is HK$741
HK$3,126 total
includes taxes & fees
21 Jan - 22 Jan
Sleek Escape: Modern 3 BR- 4 Min from West Point !
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is HK$624
HK$2,803 total
includes taxes & fees
21 Jan - 22 Jan
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is HK$1,209
HK$2,468 total
includes taxes & fees
16 Jan - 17 Jan
The Hideaway
2.0 star property
The price is HK$772
HK$2,025 total
includes taxes & fees
18 Jan - 19 Jan
Luxury 1BR located in Prime Yonkers Area

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is HK$780
HK$2,054 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,053
HK$2,163 total
includes taxes & fees
16 Jan - 17 Jan
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.8 out of 10, Exceptional, (15 reviews)
"As described. Clean, responsive, great location, great communication. Staying again when avaliable!"
United States
Robert E.
The price is HK$975
HK$2,277 total
includes taxes & fees
16 Jan - 17 Jan
Cozy secret apartment with free parking in Yonkers
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is HK$762
HK$1,835 total
includes taxes & fees
20 Jan - 21 Jan
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
3.0 star property
The price is HK$1,224
HK$2,477 total
includes taxes & fees
16 Jan - 17 Jan
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
9.8 out of 10, Exceptional, (90 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is HK$820
HK$2,071 total
includes taxes & fees
20 Jan - 21 Jan
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is HK$1,552
HK$2,508 total
includes taxes & fees
19 Jan - 20 Jan
Spacious 3BR Luxe Escape near NYC

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is HK$858
HK$2,121 total
includes taxes & fees
25 Jan - 26 Jan
Luxe 1BR Oasis - Prime NY Stay
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is HK$1,000
HK$2,078 total
includes taxes & fees
23 Jan - 24 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Apartment in Piermont

Piermont Oasis
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is HK$936
HK$1,641 total
includes taxes & fees
4 Feb - 5 Feb
Piermont Oasis

Holiday Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is HK$1,187
HK$2,396 total
includes taxes & fees
18 Jan - 19 Jan
Lovely 3BR Home with parking-Walk to WP Gate!
8.2 out of 10, Very good, (18 reviews)
"Great place great location"
United States
Daquan H.
The price is HK$737
HK$1,051 total
includes taxes & fees
18 Jan - 19 Jan
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
2.0 star property
The price is HK$1,170
HK$2,548 total
includes taxes & fees
18 Jan - 19 Jan
Uscale 2BR Escape in the Heart of NYC
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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Top Chappaqua Hotel Reviews

Find out more about Chappaqua

Search for holiday rentals in Chappaqua on Expedia! You can easily find your home rentals, villas, holiday apartments in Chappaqua using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chappaqua!

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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Chappaqua is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Grand Prix New York / Spins Bowl, or get out into nature at a spot like Hardscrabble Wilderness Area. Thomas J. Watson Research Center and Teatown Lake Reservation 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.