Chestnut Ridge Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Chestnut Ridge holiday rentals

Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is HK$3,517
HK$5,317 total
includes taxes & fees
15 Feb - 16 Feb
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
2.0 star property
Bryn Mawr
The price is HK$3,144
HK$4,526 total
includes taxes & fees
15 Feb - 16 Feb
Luxury 3 BR Near NYC with Easy Parking
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
The price is HK$1,556
HK$2,905 total
includes taxes & fees
16 Feb - 17 Feb
Luxury 3BR Family Home Game Room Parking
Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is HK$4,299
HK$6,082 total
includes taxes & fees
15 Feb - 16 Feb
Luxury NYC Home Game Room Free Parking
Living area

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is HK$860
HK$2,127 total
includes taxes & fees
22 Feb - 23 Feb
Luxe 1BR Oasis - Prime NY Stay
Property grounds

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train
Tuckahoe
The price is HK$3,048
HK$5,502 total
includes taxes & fees
15 Feb - 16 Feb
Comfortable 1 family home in Tuckahoe that's near train
Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is HK$1,556
HK$2,514 total
includes taxes & fees
16 Feb - 17 Feb
Spacious 3BR Luxe Escape near NYC
Private kitchen

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is HK$774
HK$2,030 total
includes taxes & fees
18 Feb - 19 Feb
Luxury 1BR located in Prime Yonkers Area
Free WiFi

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is HK$1,556
HK$2,905 total
includes taxes & fees
15 Feb - 16 Feb
Two Wash
Private kitchen

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 HK$1,946
HK$3,186 total
includes taxes & fees
16 Feb - 17 Feb
3BR Prime Luxury near NYC w Arcade Room
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is HK$930
HK$2,229 total
includes taxes & fees
2 Mar - 3 Mar
Luxury 3BR Home Game Room Free Parking
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is HK$860
HK$2,148 total
includes taxes & fees
15 Feb - 16 Feb
Elegant Hideaway with Free Parking
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,759
HK$3,308 total
includes taxes & fees
17 Feb - 18 Feb
Contemporary Cozy Cottage
Living area

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 HK$1,172
HK$2,555 total
includes taxes & fees
15 Feb - 16 Feb
Uscale 2BR Escape in the Heart of NYC
Exterior

The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.6 out of 10, Exceptional, (5 reviews)
"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!"
United States
Honna C.
The price is HK$4,953
HK$8,655 total
includes taxes & fees
15 Feb - 16 Feb
The Victorian Blue 25min to 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 HK$1,556
HK$2,897 total
includes taxes & fees
15 Feb - 16 Feb
Prime Luxe 3-BR NYC - Free Parking
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is HK$1,470
HK$2,379 total
includes taxes & fees
15 Feb - 16 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is HK$3,045
HK$7,313 total
includes taxes & fees
15 Mar - 16 Mar
NEW 45 Wolden Rd Ossining NY 10562
Interior

Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC

Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC
New Rochelle
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and responsive to all of my questions. This second floor, three bedroom, two bath apartment was nicely appointed. I wish I was able to be there for more than just one day. It was comfortable and perfect for my needs. Parking was adequate for two cars. I would definitely look this location again"
United States
Mechelle O.
The price is HK$3,111
HK$5,579 total
includes taxes & fees
17 Feb - 18 Feb
Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC
Interior

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,227
HK$2,264 total
includes taxes & fees
15 Feb - 16 Feb
Villa Verde B&B, bsm, Greenwood Lake NY
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 Chestnut Ridge Hotel Reviews

DoubleTree by Hilton Fairfield Hotel & Suites

DoubleTree by Hilton Fairfield Hotel & Suites

10/10 Excellent
"Easy entry & clean :)"
Joshua 1-night trip
Posted 1 day ago
DoubleTree by Hilton Fairfield Hotel & Suites

Find out more about Chestnut Ridge

Search for holiday rentals in Chestnut Ridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Chestnut Ridge using one of the methods below:

  • View our selection of featured holiday rentals in Chestnut Ridge
  • Use the map to find apartments and other holiday homes in the Chestnut Ridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chestnut Ridge while they last

Look no further and take a look at our great range of rental properties in Chestnut Ridge!

Frequently asked questions

Can I find a holiday rental in Chestnut Ridge?

Yes, there are holiday rentals close to the most popular sights in Chestnut Ridge, or you can select a more secluded option if you're looking for a relaxing stay. Chestnut Ridge is known for its festivals and university setting. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Chestnut Ridge has to offer?

Charming Entire Home/18m to Manhattan/Home Theater: This holiday home rental outside of Chestnut Ridge has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Chestnut Ridge?

Explore the area and family-friendly sights such as Westchester Skating Academy, or get out into nature at a spot like Buttermilk Falls Park. Sunbridge Institute and Rockland Community College are a couple of places you'll find in the wider area.

What are holiday rentals like in Chestnut Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestnut Ridge. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.