Chappaqua Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Chappaqua holiday rentals

Living area
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (22 reviews)
"Great service and very clean 👌 "
United States
JEAN
The price is S$126
includes taxes & fees
18 Jan - 19 Jan
The Mansion Hotel-style
Exterior
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (87 reviews)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is S$193
includes taxes & fees
13 Jan - 14 Jan
Stamford Suites
Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is S$532
includes taxes & fees
13 Jan - 14 Jan
Guesthouse at Norwalk Inn
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is S$334
includes taxes & fees
15 Jan - 16 Jan
Luxury 1BR located in Prime Yonkers Area
Living area
Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is S$350
includes taxes & fees
25 Jan - 26 Jan
Luxe 1BR Oasis - Prime NY Stay
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is S$339
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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 S$409
includes taxes & fees
13 Jan - 14 Jan
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Living area
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
The price is S$421
includes taxes & fees
13 Jan - 14 Jan
Uscale 2BR Escape in the Heart of NYC
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is S$414
includes taxes & fees
13 Jan - 14 Jan
Spacious 3BR Luxe Escape near NYC
Living area
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is S$485
includes taxes & fees
13 Jan - 14 Jan
Luxury 3BR Home Game Room Free Parking
Dining
Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is S$477
includes taxes & fees
13 Jan - 14 Jan
Prime Luxe 3-BR NYC - Free Parking
Living area
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
The price is S$478
includes taxes & fees
13 Jan - 14 Jan
Luxury 3BR Family Home Game Room Parking
Free WiFi
Two Wash

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is S$478
includes taxes & fees
13 Jan - 14 Jan
Two Wash
Private kitchen
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"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 traveller
The price is S$525
includes taxes & fees
13 Jan - 14 Jan
3BR Prime Luxury near NYC w Arcade Room
Dining
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is S$876
includes taxes & fees
13 Jan - 14 Jan
Luxury NYC Home with Free Parking for 12
Living area
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is S$745
includes taxes & fees
13 Jan - 14 Jan
Luxury 3 BR Near NYC with Easy Parking
5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is S$1,145
includes taxes & fees
21 Jan - 22 Jan
NEW 45 Wolden Rd Ossining NY 10562
Dining
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
The price is S$814
includes taxes & fees
13 Jan - 14 Jan
Modern Comfort in the Heart of NYC
Living area
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is S$1,002
includes taxes & fees
13 Jan - 14 Jan
Luxury NYC Home Game Room Free Parking
Living area
Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
The price is S$1,128
includes taxes & fees
13 Jan - 14 Jan
Luxury 5 BR Home Free Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chappaqua Hotel Reviews

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

10/10 Excellent
"Good "
NADINE 2-night trip
Posted 11 hours ago
EVEN Hotel Norwalk by IHG

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 of 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 Grand Prix New York / Spins Bowl, 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 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.