Chappaqua Holiday Rentals from €120: Search Short-Term Rentals

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

PureHeart House, Spacious, 3bdr30 MN from Manhattan. NYC : This holiday home rental outside of Chappaqua is located next to a golf course, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

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In two weeks

In two months

In three months

In four months

Our top choices for Chappaqua holiday rentals

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

Greenwich

Crystal

includes taxes & fees

1 Jun - 2 Jun

Ossining Vacation Rental Near River, Trails & Mta!

Ossining

includes taxes & fees

31 May - 1 Jun

Modern Comfort in the Heart of NYC

Southeast Yonkers

Angel

includes taxes & fees

31 May - 1 Jun

Contemporary Cozy Cottage

Lake Peekskill

Mauro C.

includes taxes & fees

31 May - 1 Jun

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

White Plains

includes taxes & fees

31 May - 1 Jun

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester

Christina

includes taxes & fees

31 May - 1 Jun

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

Waterside

Sara C.

includes taxes & fees

1 Jun - 2 Jun

Luxury NYC Home Game Room Free Parking

White Plains

"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...

Jorge

includes taxes & fees

31 May - 1 Jun

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Top Chappaqua Hotel Reviews

Hyatt Regency Greenwich

10/10 Excellent

"Large room"

La Quinta Inn & Suites by Wyndham Stamford / New York City

2/10 Terrible

"Unfortunately, I was unable to make this trip due to medical issue. I tried to cancel booking through Expedia, at 5:30, and was told I couldn't cancel and the Hotel was keeping an amount of money, which was more I paid for the room. That was a refundable booking as well. Expedia was going to reach out to the hotel directly to see if they would waive the cancelation price, but the hotel didn't. Next step was filing a claim with the travel insurance company - this entire process is pain staking. I will see what happens from there. The rating was solely based on the Hotel staff not working with Expedia or even forgiving a portion of the room price. So much for refundable bookings, I guess they only work when there is no last minute documented emergency involved."

EVEN Hotel Norwalk by IHG

6/10 Okay

"This is not a family friendly hotel, at least not for us. I (52F) was traveling with my 78-year-old mother. The bathroom has a non-locking, lightly frosted sliding door, and it was very easy to see the outline of the person on the other side of the bathroom door. This door also opened directly in view of the beds, so there was no way to retain any modesty. Since we were told at the front desk that all the rooms were set up that way, we had to obtain an extra sheet and hang it awkwardly over the sliding door to feel comfortable using the bathroom. Otherwise, the room was fine, so if you are traveling alone or with your significant other you may not mind it. I personally would not stay there again with anyone besides my spouse."

Find out more about Chappaqua

Everything you need to know about Chappaqua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chappaqua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chappaqua holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chappaqua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chappaqua holiday rentals we have selected for you start as low as €120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chappaqua rentals

At Expedia, we put the best Chappaqua holiday 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 holiday.

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.

Frequently asked questions

Can I find a holiday rental in Chappaqua?

Yes, there are holiday rentals in Chappaqua close to Chappaqua Performing Arts Center, 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?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This holiday home rental outside of Chappaqua is located next to a golf course, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

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. Chappaqua Performing Arts Center 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.

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Check prices for these dates

Our top choices for Chappaqua holiday rentals

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