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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Chappaqua

Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is AED 345
AED 1,469 total
includes taxes & fees
10 Dec - 11 Dec
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AED 471
AED 979 total
includes taxes & fees
11 Dec - 12 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Terrace/patio
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Southeast Yonkers
8.2 out of 10, Very Good, (18)
"Great place great location"
United States
Daquan H.
The price is AED 347
AED 495 total
includes taxes & fees
13 Dec - 14 Dec
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Carmel Hamlet
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 612
AED 1,304 total
includes taxes & fees
15 Dec - 16 Dec
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside
9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
The price is AED 578
AED 1,209 total
includes taxes & fees
14 Dec - 15 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Outdoor dining
45 Minutes from NYC, Entire House near Stamford Downtown,

45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford
10.0 out of 10, Exceptional, (20)
"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"
United States
Megan P.
The price is AED 606
AED 1,382 total
includes taxes & fees
17 Dec - 18 Dec
45 Minutes from NYC, Entire House near Stamford Downtown,
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls
10.0 out of 10, Exceptional, (7)
"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "
United States
Matt D.
The price is AED 690
AED 1,269 total
includes taxes & fees
5 Jan - 6 January 2026
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 641
AED 1,220 total
includes taxes & fees
11 Dec - 12 Dec
Fabulous 3bdrm Home w/parking!
Luxury House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4.0 star property
White Plains
8.0 out of 10, Very Good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is AED 1,226
AED 1,766 total
includes taxes & fees
10 Dec - 11 Dec
Luxury NY Home with Free Parking
Exterior
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
Norwalk
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
The price is AED 988
AED 2,165 total
includes taxes & fees
7 Jan - 8 January 2026
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Property grounds
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac
10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
The price is AED 1,240
AED 2,649 total
includes taxes & fees
11 Dec - 12 Dec
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Marina
Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach

Cove - East Side - Shippan
10.0 out of 10, Exceptional, (23)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is AED 1,098
AED 2,676 total
includes taxes & fees
11 Dec - 12 Dec
Stylish Beach Home near Stamford Downtown/Beach
Interior
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is AED 826
AED 1,542 total
includes taxes & fees
10 Dec - 11 Dec
Contemporary Cozy Cottage
Outdoor dining
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

West Side
9.4 out of 10, Exceptional, (6)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is AED 1,021
AED 2,052 total
includes taxes & fees
15 Dec - 16 Dec
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is AED 1,516
AED 3,422 total
includes taxes & fees
5 Jan - 6 January 2026
Foliage at Westchester Manor - Near Sleepy Hollow
Property grounds
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

North Stamford
10.0 out of 10, Exceptional, (105)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
The price is AED 1,603
AED 3,456 total
includes taxes & fees
14 Dec - 15 Dec
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
TV
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3)
"We chose to stay here for a family event nearby. We found the property very clean and comfortable throughout our stay and would not hesitate to book it again. Although this trip wasn’t about adventuring elsewhere, we know it is convenient to many great places in Fairfield County, Connecticut, as well as New York."
United States
Ellen L.
The price is AED 904
AED 1,898 total
includes taxes & fees
14 Dec - 15 Dec
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Private kitchen
Aspen In Airmont NY

Aspen In Airmont NY

Airmont
10.0 out of 10, Exceptional, (7)
"We had an excellent stay in this beautiful house. Favorite thing is the magnificent dining table."
United States
Yides W.
Aspen In Airmont NY
Exterior
Cheerful Home in Yonkers NY

Cheerful Home in Yonkers NY

Lincoln Park
7.6 out of 10, Good, (4)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
The price is AED 918
AED 2,119 total
includes taxes & fees
31 Dec - 1 January 2026
Cheerful Home in Yonkers NY
Fridge, microwave, oven, stovetop
Peaceful 5 Bedroom 3 Bathroom House - 30 min from NYC

Peaceful 5 Bedroom 3 Bathroom House - 30 min from NYC

Tuckahoe
9.4 out of 10, Exceptional, (8)
"Lots of sleeping and common space. Super easy to work with the owner."
United States
Dorian L.
The price is AED 1,616
AED 3,759 total
includes taxes & fees
31 Dec - 1 January 2026
Peaceful 5 Bedroom 3 Bathroom House - 30 min from 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

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

10/10 Excellent
"Smooth check-in, very nice , clean room. Excellent location "
donna 1-night trip
Posted 1 day ago
Hyatt Place New York/Yonkers