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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Chappaqua vacation homes

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AED 588
AED 1,235 total
includes taxes & fees
6 May - 7 May
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 777
AED 1,491 total
includes taxes & fees
10 May - 11 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV, fireplace, books, stereo

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is AED 962
AED 2,164 total
includes taxes & fees
10 May - 11 May
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (33 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AED 698
AED 1,269 total
includes taxes & fees
20 May - 21 May
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AED 459
AED 1,429 total
includes taxes & fees
5 May - 6 May
House on the Babbling Brook- Quiet 2BR + King Bed!
Fridge, microwave, oven, stovetop

Modern 1BR Apt / Free Parking / Near NYC

Modern 1BR Apt / Free Parking / Near NYC
White Plains
10.0 out of 10, Exceptional, (1 review)
"Very clean, fully stocked with all you need to cook full meals. If coming back to the area, 10/10 would stay again."
United States
Mike J.
The price is AED 404
AED 1,235 total
includes taxes & fees
5 May - 6 May
Modern 1BR Apt / Free Parking / Near NYC
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (33 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is AED 918
AED 1,638 total
includes taxes & fees
31 May - 1 Jun
Contemporary Cozy Cottage
Property grounds

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Excellent home, met all expectations, and attentive staff"
United States
Steve G.
The price is AED 1,366
AED 3,260 total
includes taxes & fees
5 May - 6 May
New Beach Home near Stamford Downtown/Shippan
Living area

Cheerful Home in Yonkers NY

Cheerful Home in Yonkers NY
Lincoln Park
7.6 out of 10, Good, (4 reviews)
"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 2,163 total
includes taxes & fees
5 May - 6 May
Cheerful Home in Yonkers NY
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
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is AED 347
AED 495 total
includes taxes & fees
8 May - 9 May
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
In-room safe, iron/ironing board, travel crib, free WiFi

2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly

2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly
Bryn Mawr
The price is AED 992
AED 2,076 total
includes taxes & fees
5 May - 6 May
2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is AED 731
AED 876 total
includes taxes & fees
6 May - 7 May
Luxury home near West Point
Smart TV

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups

Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups
White Plains
2.0 out of 10, (1 review)
"DO NOT RENT FROM THIS HOST!!! After paying an additional 150 for an early check-in to expedite the process, we were in route when I received a call stating a pipe burst in the unit. They placed us in a smaller unit with a tiny kitchen and without a washer/dryer that was 10 mins farther. I called and text persistently for 4 days before we moved into the original unit. There were no signs of any repair. The bathrooms in this unit is very small, the vents are covered in dust, the adjacent neighbors...
United States
Katrina O.
The price is AED 992
AED 1,891 total
includes taxes & fees
5 May - 6 May
Comfortable 3BR Home / 4 Queen Beds / Free Parking / Perfect for Groups
3 bedrooms, desk, iron/ironing board, free WiFi

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 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 AED 518
AED 1,666 total
includes taxes & fees
5 May - 6 May
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is AED 459
AED 1,666 total
includes taxes & fees
5 May - 6 May
3BR West Point Retreat-3min to Back Gate+ King Bed
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is AED 735
AED 1,192 total
includes taxes & fees
7 May - 8 May
Luxury House Near West Point
Dining

Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is AED 992
AED 2,017 total
includes taxes & fees
5 May - 6 May
Spacious 3BR Home / Free Parking / Perfect for Families & Groups
Outdoor dining

Stamford : The Comfy Cove Hideout

Stamford : The Comfy Cove Hideout
Cove - East Side - Shippan
The price is AED 347
AED 1,002 total
includes taxes & fees
29 May - 30 May
Stamford : The Comfy Cove Hideout
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (6 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 795
AED 1,404 total
includes taxes & fees
11 May - 12 May
Fabulous 3bdrm Home w/parking!
Luxury Apartment | Living area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is AED 1,477
AED 2,200 total
includes taxes & fees
5 May - 6 May
Luxury 3 BR Near NYC with Easy Parking
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

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

8/10 Good
"The room I was in the shade did not work The lighting could be better The bathroom was an accesible and think the drain should’ve been across the shower I also encountered a very unprofessional desk person"
Yvette 6-night trip
Posted 7 hours ago
Hampton Inn & Suites Yonkers