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Chappaqua Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Chappaqua vacation rentals

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 ￥15,243
￥21,750 total
includes taxes & fees
Jun 22 - Jun 23
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (129 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is ￥23,227
￥26,711 total
includes taxes & fees
Jul 9 - Jul 10
Stamford Suites
Shower, towels, soap, toilet paper

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
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 ￥21,770
￥44,390 total
includes taxes & fees
Jul 5 - Jul 6
Charming 1-bedroom apartment in Carmel with WiFi, AC
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥51,711
￥59,467 total
includes taxes & fees
Jul 5 - Jul 6
Guesthouse at Norwalk Inn
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is ￥38,702
￥77,969 total
includes taxes & fees
Jun 27 - Jun 28
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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 ￥20,158
￥62,719 total
includes taxes & fees
Jun 21 - Jun 22
House on the Babbling Brook- Quiet 2BR + King Bed!
Living area

Stamford Hideaway w/ Fire Pit

Stamford Hideaway w/ Fire Pit
Cove - East Side - Shippan
The price is ￥23,953
￥58,395 total
includes taxes & fees
Jul 7 - Jul 8
Stamford Hideaway w/ Fire Pit
Property grounds

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
The price is ￥19,351
￥33,945 total
includes taxes & fees
Jul 6 - Jul 7
Piermont Oasis
Luxury House | Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is ￥306,394
￥366,807 total
includes taxes & fees
Jun 27 - Jun 28
Two Wash
Luxury House, Garden View | Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (3 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is ￥57,233
￥88,064 total
includes taxes & fees
Jul 4 - Jul 5
Modern Comfort in the Heart of NYC
Smart TV

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

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is ￥217,701
￥315,949 total
includes taxes & fees
Jun 21 - Jun 22
Spacious 3BR Home / Free Parking / Perfect for Families & Groups
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, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥36,293
￥68,001 total
includes taxes & fees
Jun 21 - Jun 22
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingFA

Stylish Home With Free ParkingFA
Downtown Stamford
The price is ￥54,197
￥74,827 total
includes taxes & fees
Jul 2 - Jul 3
Stylish Home With Free ParkingFA
Luxury Apartment | Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is ￥56,441
￥87,171 total
includes taxes & fees
Jun 28 - Jun 29
Luxury 1BR located in Prime Yonkers Area
Smart TV

Spacious 2 Bedroom Home / Parking Included / Near NYC

Spacious 2 Bedroom Home / Parking Included / Near NYC
Bryn Mawr
The price is ￥65,310
￥118,869 total
includes taxes & fees
Jun 21 - Jun 22
Spacious 2 Bedroom Home / Parking Included / Near NYC
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is ￥153,197
￥194,651 total
includes taxes & fees
Jun 21 - Jun 22
Prime Luxe 3-BR NYC - Free Parking
Property grounds

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
The price is ￥36,284
￥48,024 total
includes taxes & fees
Jun 26 - Jun 27
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Villa, Garden View | Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"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...
United States
Jorge
The price is ￥306,470
￥374,558 total
includes taxes & fees
Jun 23 - Jun 24
Luxury NYC Home Game Room Free Parking
House (5 Bedrooms) | Interior

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
3.0 star property
White Plains
The price is ￥29,518
￥114,739 total
includes taxes & fees
Jul 14 - Jul 15
3 Mi to Downtown: Spacious White Plains Home
Offices

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is ￥23,227
￥50,422 total
includes taxes & fees
Jun 26 - Jun 27
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to 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 Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Atrium is beautiful. Room was clean and modern."
Stacey 2-night trip
Posted 8 hours ago
Hyatt Regency Greenwich

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 vacation rental in Chappaqua?

Yes, we offer vacation rentals in Chappaqua near Chappaqua Performing Arts Center, or you can select a more secluded option if you want a relaxing stay. 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?

Cheerful Home in Yonkers NY: This vacation home rental near Chappaqua comes with WiFi so you can feel at home during your trip.

How many vacation rentals will I find in Chappaqua?

Expedia has 3 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. Chappaqua Performing Arts Center and Jacob Burns Film Center Theater 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.