Chappaqua Vacation Rentals

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Nov 29 - Nov 30
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Dec 12 - Dec 14

Vacation Rentals in Chappaqua

Lobby
Stamford Suites

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (76)
"It was great"
United States
Natalie
$120 nightly
The price is $138
Nov 30 - Dec 1
Total with taxes and fees
Stamford Suites
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

Vacation Home in Southeast Yonkers

2.0 star property
8.0 out of 10, Very Good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveler
$687 nightly
The price is $769
Nov 30 - Dec 1
Total with taxes and fees
3BR Prime Luxury near NYC w Arcade Room
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very Good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$262 nightly
The price is $302
Dec 7 - Dec 8
Total with taxes and fees
Guesthouse at Norwalk Inn
Lounge
Luxury Apartments by Hyatus at The Asher

Aparthotel in Downtown Stamford

4.5 star property
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
Reception
Global Luxury Suites White Plains

Apartment in White Plains

3.5 star property
6.8 out of 10, (33)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
United States
Ramon
Global Luxury Suites White Plains
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Vacation Home in Greenwich

9.6 out of 10, Exceptional, (21)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
$220 nightly
The price is $248
Dec 7 - Dec 8
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
House | Living area
Modern Luxury Home w GameRoom & Parking

Vacation Home in Southeast Yonkers

3.0 star property
7.2 out of 10, Good, (5)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
Modern Luxury Home w GameRoom & Parking
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$272 nightly
The price is $308
Nov 30 - Dec 1
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Apartment in Scarsdale

9.0 out of 10, Wonderful, (4)
"Space was clean, nice, and hosts were very helpful and communicative."
United States
Steven C.
$282 nightly
The price is $323
Nov 30 - Dec 1
Total with taxes and fees
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Living area
Luxury NY Home close to NYC

Vacation Home in Southeast Yonkers

2.0 star property
Luxury NY Home close to NYC
Fridge, microwave, oven, stovetop
Marvelous 5-bedroom house with AC in Yonkers

Vacation Home in Bryn Mawr

2.0 star property
2.0 out of 10, (1)
"Cancelled my stay at check out time while I was at the NY airport— said there was a “power outage”. “Upgraded” me to a luxury property that turned out to be a dirty 3rd floor walk up. When I asked for a refund, they lied to VRBO and said I never showed up. I had to prove to VRBO with texts and phone records that they cancelled me. I suspected a bait and switch. Also, VRBO had to start an investigation because the phone number from the owner was an unknown number—my information had been...
United States
Amy L.
Marvelous 5-bedroom house with AC in Yonkers
In-room dining
Luxury Living in the Heart of NY

Vacation Home in Southeast Yonkers

4.0 star property
2.0 out of 10, (1)
"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."
United States
Ebony
Luxury Living in the Heart of NY
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Cottage in Croton-on-Hudson

9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Terrace/patio
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Vacation Home in Southeast Yonkers

8.2 out of 10, Very Good, (18)
"Great place great location"
United States
Daquan H.
$115 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Luxury House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Vacation Home in White Plains

4.0 star property
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
$446 nightly
The price is $510
Nov 30 - Dec 1
Total with taxes and fees
Luxury NY Home with Free Parking
Property grounds
Comfortable 1 family home in Tuckahoe that's near train

Vacation Home in Tuckahoe

$632 nightly
The price is $704
Nov 30 - Dec 1
Total with taxes and fees
Comfortable 1 family home in Tuckahoe that's near train
1 bedroom, iron/ironing board, free WiFi, bed sheets
Elegant Hideaway • Free Parking

Apartment in White Plains

10.0 out of 10, Exceptional, (1)
"This location was tranquil and close to everything I expected for meals and entertainment. Easy to get to and felt warm and inviting. Fayeem was responsive and helpful towards my requests. I look forward to staying here again. Thank you!"
United States
Moses A.
Elegant Hideaway • Free Parking
Property grounds
Waterfront Retreat Center for Health & Wellness

Vacation Home in New Rochelle

9.6 out of 10, Exceptional, (65)
"This was the perfect venue for our 50th high school reunion. Everyone loved the setting and it gave our small group a wonderful opportunity to reconnect!"
United States
Laura C.
$2,036 nightly
The price is $2,329
Dec 7 - Dec 8
Total with taxes and fees
Waterfront Retreat Center for Health & Wellness
Fridge, microwave, oven, stovetop
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

Apartment in South Side

7.6 out of 10, Good, (12)
"Great value!!"
United States
Shaun A.
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Fridge, microwave, oven, stovetop
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Vacation Home in Northeast Yonkers

8.8 out of 10, Excellent, (44)
"Perfect place and plenty of parking. "
United States
Alyssa M.
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
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

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Very appreciative of the complimentary EV charging. "
Kevin 1-night trip
Posted 3 days ago
Tarrytown House Estate

Find out more about Chappaqua

Everything you need to know about Chappaqua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chappaqua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chappaqua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chappaqua vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chappaqua. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chappaqua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chappaqua rentals

At Expedia, we put the best Chappaqua vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chappaqua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chappaqua vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chappaqua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Chappaqua?

Yes, we offer vacation rentals near the most popular sights in Chappaqua, or you can select a secluded option if you're looking for relaxation. Our travelers 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 vacation home rentals in Chappaqua?

3BR Prime Luxury near NYC w Arcade Room: This vacation home near Chappaqua is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Chappaqua?

Expedia has 4 vacation 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. Thomas J. Watson Research Center and Rockefeller State Park Preserve are a couple of places you'll find in the larger area.

What’s a vacation rental in Chappaqua like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Chappaqua. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.