Chestnut Ridge Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Chestnut Ridge

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (491)
"Really enjoyed the stay here. "
Global Luxury Suites at The Arches

Cozy vintage studio in New York City brownstone!

10.0 out of 10, Exceptional, (2)
"Neighborhood was quiet at night. Subway was only a few blocks away. Parking garage was around the corner. We enjoyed our stay."
The price is ¥21,207
¥44,957 total
includes taxes & fees
Sep 9 - Sep 10
Cozy vintage studio in New York City brownstone!

Chic Designer Apt for 6, City Skyline Views, near Times Square!

10.0 out of 10, Exceptional, (9)
Chic Designer Apt for 6, City Skyline Views, near Times Square!

Chic Studio apartment in Brownstone with WiFi. Very quiet building.

9.0 out of 10, Wonderful, (12)
"Place had all we needed, was comfortable and was an all around easy experience. Would stay there again! "
Chic Studio apartment in Brownstone with WiFi. Very quiet building.

Beautiful cozy two bedroom apartment in great location of NYC!!

8.6 out of 10, Excellent, (36)
"It’s a very beautiful roomy, clean, cozy 2 bedroom apartment! My family visiting fromout of state had a beautiful time! Will book again for my future guest!"
Beautiful cozy two bedroom apartment in great location of NYC!!

Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

9.6 out of 10, Exceptional, (14)
"I had an amazing time staying here. The place was spacious and clean, I felt very safe and comfortable. The beds are excellent- very comfortable. I will be staying here again during my next trip to NY! "
Spacious 4-bedroom apartment in delightful NYC Manhattan sleeps 9

Elevated City Views: Modern & Stylish Retreat near Times Square

10.0 out of 10, Exceptional, (2)
"Beautiful views - the property is high up. The kitchen was nice to make some food at and had supplies. Check in instructions were clear. The place was clean as well. There is free parking on the street - just read the signs. One downside - The AC in the bedroom was pretty loud if you can’t sleep with loud noises. Quiet building though you can hear outside noises."
Elevated City Views: Modern & Stylish Retreat near Times Square

Entire Modern Apartment in Manhattan

7.4 out of 10, Good, (9)
"An option for an overnight stay for a couple of days. Everything is old, the hotel level is 2 stars. The location is convenient, transport is nearby, but it was scary to return late."
Entire Modern Apartment in Manhattan

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
8.0 out of 10, Very Good, (1)
"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."
The price is ¥88,071
¥113,087 total
includes taxes & fees
Sep 9 - Sep 10
3BR Prime Luxury near NYC w Arcade Room

3-bedroom condo in Central Park, Manhattan, Times Square!

9.6 out of 10, Exceptional, (18)
"Great location and host"
3-bedroom condo in Central Park, Manhattan, Times Square!

Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

2.0 star property
10.0 out of 10, Exceptional, (48)
"Great place. Great stay. Would stay again "
The price is ¥27,127
¥52,326 total
includes taxes & fees
Sep 10 - Sep 11
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

GORGEOUS Large Charming HOME with 3baths, Central Air, Washer/Dryer, Parking

2.0 star property
10.0 out of 10, Exceptional, (2)
"I am writing to provide a review for the property we recently stayed at. It was truly an amazing place with a perfect location that suited all of our needs. The property had everything we needed to make our stay comfortable and enjoyable.Everything was to the tea, amazing and up to date, furniture, and appliances and moreFurthermore, the host provided excellent correspondence throughout our stay, which was greatly appreciated. I highly recommend staying here again and would enthusiastically give...
The price is ¥30,876
¥101,871 total
includes taxes & fees
Sep 1 - Sep 2
GORGEOUS Large Charming HOME with 3baths, Central Air, Washer/Dryer, Parking

Colombia University 3Bedroom 1 1/2 Bath Across Cathedral of St. John the Divine

Colombia University 3Bedroom 1 1/2 Bath Across Cathedral of St. John the Divine

Stunning 2BR next to Bronx Zoo

2.0 out of 10, (2)
"This property was at most the horrible experience. Property is not at all where it states on the website. When we arrived the ceiling was falling due to an old leakage and when I communicated with someone in charge of property, they said maintenance will come. We stood for a week and they came at the second to last day of our stay. It was cold every morning and the windows were patched with garbage bags. Everything was prone to disconnect from walls such as everything in bathroom. In addition to...
The price is ¥26,318
¥62,011 total
includes taxes & fees
Sep 11 - Sep 12
Stunning 2BR next to Bronx Zoo

Large 1-bedroom apartment in New York City- Manhattan

Large 1-bedroom apartment in New York City- Manhattan

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

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (36)
"Short trip. great place to stay . Very cozy . Family loved it "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"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 ¥73,635
¥96,959 total
includes taxes & fees
Sep 1 - Sep 2
Modern Luxury Home w GameRoom & Parking

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

10.0 out of 10, Exceptional, (1)
"I chose this apartment for its location primarily and it was a hit. Since we were traveling and staying for two weeks with a toddler and a new baby I was looking for it to also have an outdoor space, and it was wonderful as seen in the pictures. For personal reasons I had to change my dates a few days before my booking was coming up, the hosts had no problem to accommodate my needs. During our stay, we even had the opportunity to meet the neighbor next door and visit her garden. The neighborhood...
The price is ¥24,995
¥47,423 total
includes taxes & fees
Sep 29 - Sep 30
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (120)
"It has an incredible mountain and water view. "
The price is ¥27,642
¥45,075 total
includes taxes & fees
Sep 8 - Sep 9
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chestnut Ridge Hotel Reviews

Find out more about Chestnut Ridge

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!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Chestnut Ridge?

Yes, we give you a choice of vacation rentals near popular attractions in Chestnut Ridge, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental in Chestnut Ridge?

3BR Prime Luxury near NYC w Arcade Room: This vacation home rental outside of Chestnut Ridge 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.

What can I see and do in Chestnut Ridge?

Explore the area and family-friendly sights such as Hudson River Museum, or get out into nature at a spot like Buttermilk Falls Park. Sunbridge Institute and Woodbury Common Premium Outlets are a couple of places you'll find in the larger area.

What are vacation rentals like in Chestnut Ridge?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Chestnut Ridge. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.