Chappaqua Vacation Rentals

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Check prices for these dates

Tonight
Jun 30 - Jul 1
Tomorrow
Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Vacation Rentals in Chappaqua

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

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is ￥55,256
￥107,521 total
includes taxes & fees
Jul 1 - Jul 2
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Waterview House Walking Distance from Cove Beach
TV, fireplace, books, stereo

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is ￥90,551
￥161,548 total
includes taxes & fees
Jul 30 - Jul 31
Waterview House Walking Distance from Cove Beach
Stylish Beach Home near Stamford Downtown/Beach
Property grounds

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is ￥74,639
￥138,447 total
includes taxes & fees
Jul 7 - Jul 8
Stylish Beach Home near Stamford Downtown/Beach
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is ￥42,382
￥84,034 total
includes taxes & fees
Jul 13 - Jul 14
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
New Beach Home near Stamford Downtown/Shippan
Terrace/patio

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (21)
"Great home with fun ping pong table!"
The price is ￥119,336
￥197,266 total
includes taxes & fees
Jul 5 - Jul 6
New Beach Home near Stamford Downtown/Shippan
The Luxury downtown. Pool Jim basketball
Iron/ironing board, WiFi, bed sheets

The Luxury downtown. Pool Jim basketball

The price is ￥28,930
￥37,030 total
includes taxes & fees
Jul 9 - Jul 10
The Luxury downtown. Pool Jim basketball
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live
Offices

The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

The price is ￥44,118
￥79,521 total
includes taxes & fees
Jul 1 - Jul 2
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Private kitchen

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is ￥36,018
￥64,999 total
includes taxes & fees
Jul 29 - Jul 30
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Miscellaneous

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

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is ￥42,527
￥83,767 total
includes taxes & fees
Jul 1 - Jul 2
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
The West Lane Inn - Queen Room
1 bedroom, iron/ironing board, internet, bed sheets

The West Lane Inn - Queen Room

9.4 out of 10, Exceptional, (3)
"Vert nice property, very nice and accommodating proprietor and staff."
The price is ￥54,063
￥61,006 total
includes taxes & fees
Jul 2 - Jul 3
The West Lane Inn - Queen Room
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

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

8.8 out of 10, Excellent, (3)
"It was beautiful and quite. A hidden gem."
The price is ￥23,433
￥44,740 total
includes taxes & fees
Jul 1 - Jul 2
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Family getaway.Commuter's Dream.Weddings&Events.Content House.Luxury Smart Home
Property grounds

Family getaway.Commuter's Dream.Weddings&Events.Content House.Luxury Smart Home

10.0 out of 10, Exceptional, (1)
"Wow! I wish we could have stayed here more than just one night! The host was so accommodating of our last-minute reservation and provided friendly and thoughtful assistance throughout our stay. This home is stunning! Careful planning and top-of-the-line finishes clearly went into every detail of this beautiful family home and we were so comfortable in every space. Larchmont train station is just steps away and made our travel to NYC a breeze. The home truly has a park-like feel and the house is...
The price is ￥216,975
￥314,152 total
includes taxes & fees
Jul 7 - Jul 8
Family getaway.Commuter's Dream.Weddings&Events.Content House.Luxury Smart Home
Luxury 3Bed Private Apartment Near Manhattan
Smart TV, computer monitors, printers

Luxury 3Bed Private Apartment Near Manhattan

9.0 out of 10, Wonderful, (18)
"Host was very accommodating and easy to communicate with!"
The price is ￥54,280
￥98,151 total
includes taxes & fees
Jul 1 - Jul 2
Luxury 3Bed Private Apartment Near Manhattan
Upscale Relax near Yankee Stadium, and Columbia University "14 min drive"
Interior

Upscale Relax near Yankee Stadium, and Columbia University "14 min drive"

2.0 out of 10, (1)
"The sheets were way over bleached and burned my skin. The bed is way too soft and the sofa is uneven and sinks. The area is quite scary especially at night, and it is surrounded by vacant lots and construction zones. Most of the other stores in this building are closed, and homeless people walking around. The cleaning products use have a distinctively bad smell that even the air conditioning couldn’t eliminate, and the air conditioners are so loud you can’t hear the tv if they are running."
The price is ￥18,551
￥51,494 total
includes taxes & fees
Jul 1 - Jul 2
Upscale Relax near Yankee Stadium, and Columbia University "14 min drive"
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Living area

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

9.8 out of 10, Exceptional, (7)
"Great spot, wonderful host. Would recommend to anyone!"
The price is ￥32,546
￥61,764 total
includes taxes & fees
Jul 2 - Jul 3
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Miscellaneous

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is ￥64,962
￥125,269 total
includes taxes & fees
Jul 6 - Jul 7
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Comfortable 1 family home in Tuckahoe that's near train
Dining

Comfortable 1 family home in Tuckahoe that's near train

The price is ￥56,414
￥102,784 total
includes taxes & fees
Jul 4 - Jul 5
Comfortable 1 family home in Tuckahoe that's near train
TheVictorianBlue|25min to NYC
Fridge, microwave, oven, stovetop

TheVictorianBlue|25min to NYC

9.6 out of 10, Exceptional, (5)
"The accommodations were fantastic, with spacious rooms, modern amenities, and breathtaking views. Additionally, the host was incredibly accommodating, ensuring that every aspect of my stay was comfortable and enjoyable. I highly recommend this property to anyone looking for a perfect getaway with a gracious host!"
The price is ￥127,211
￥211,296 total
includes taxes & fees
Jul 1 - Jul 2
TheVictorianBlue|25min to NYC
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Smart TV

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

The price is ￥24,591
￥46,656 total
includes taxes & fees
Jul 1 - Jul 2
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is ￥86,645
￥111,253 total
includes taxes & fees
Jul 1 - Jul 2
3BR Prime Luxury near NYC w Arcade Room
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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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 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. Travelers Rest and Thomas J. Watson Research Center 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.