Chappaqua Holiday Rentals

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Holiday Rentals in Chappaqua

Stamford Suites

4.0 star property
5.8 out of 10, (44)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is HK$1,208
HK$1,389 total
includes taxes & fees
9 Jul - 10 Jul
Stamford Suites

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is HK$4,702
HK$6,037 total
includes taxes & fees
9 Jul - 10 Jul
3BR Prime Luxury near NYC w Arcade Room

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (114)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is HK$1,499
HK$2,415 total
includes taxes & fees
14 Jul - 15 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

3BR Luxury Retreat with Easy Parking

2.0 star property
3.0 out of 10, (2)
"Could not get into the property "
The price is HK$3,917
HK$5,159 total
includes taxes & fees
12 Jul - 13 Jul
3BR Luxury Retreat with Easy Parking

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (60)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

8.0 out of 10, Very good, (16)
"Great place great location"
The price is HK$742
HK$1,058 total
includes taxes & fees
9 Jul - 10 Jul
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

Luxury NY Home 3BR with Easy Parking

3.0 star property
3.4 out of 10, (3)
"I was fooled by the pictures. Upon check-in, they require to zelle cleaing fee. When I finally got inside, I found absolutely nothing lux about this property, no comfort and hospitality. The broken floor welcome me, all 4 beds are broken, only 2 TVs, moldy restroom, zero confort. They left 4 towels for 6 people for 6 nights. I had to request more towels. I had to scoop water fromthe shower to flush in the toilet because water would not drain. Half roll toilet paper was left. If you take...
The price is HK$3,368
HK$4,545 total
includes taxes & fees
9 Jul - 10 Jul
Luxury NY Home 3BR with Easy Parking

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is HK$2,818
HK$3,241 total
includes taxes & fees
9 Jul - 10 Jul
Guesthouse at Norwalk Inn

Modern Luxury Home w GameRoom & Parking

3.0 star property
6.8 out of 10, (3)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is HK$3,744
HK$4,966 total
includes taxes & fees
9 Jul - 10 Jul
Modern Luxury Home w GameRoom & Parking

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (3)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Romantic retreat with stunning views of Croton River Gorge, a birder haven

Stylish Stay in City’s Best Spot- The Perfect Stay

Stylish Stay in City’s Best Spot- The Perfect Stay

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (34)
"Perfect place and plenty of parking. "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

10.0 out of 10, Exceptional, (19)
"This house is amazing and location on a tributary to the Long Island sound is incredibly scenic. We'd absolutely stay again!"
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

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

9.0 out of 10, Wonderful, (4)
"Greeted with such kindness and care. Loved looking out over the lake and taking the canoe out in the morning and jumping in the lake! Hope we can stay there again soon. "
The price is HK$1,406
HK$2,629 total
includes taxes & fees
10 Jul - 11 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

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

10.0 out of 10, Exceptional, (15)
"We had a great stay and had everything we needed!"
The price is HK$3,525
HK$6,798 total
includes taxes & fees
10 Jul - 11 Jul
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Luxury NY Home with Free Parking

4.0 star property
Luxury NY Home with Free Parking

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

9.0 out of 10, Wonderful, (6)
"Mark and his wife were great hosts. The house was very unique and a perfect location. The hosts were able to provide plenty of recommendations and were quick to respond. "
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Yonkers Apt w/ Balcony: Walk to Train Station!

8.8 out of 10, Excellent, (33)
"Excellent place to stay and very neatly as well very decor. The only issue was the parking was very narrow that cause me to have an incident on my car"
Yonkers Apt w/ Balcony: Walk to Train Station!
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 holiday rental in Chappaqua?

Yes, there are holiday rentals close to the most popular sights in Chappaqua, 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?

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

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. Travelers Rest and Thomas J. Watson Research Center 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.