Chestnut Ridge Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chestnut Ridge vacation rentals

A modern interior with a sectional sofa, a glass wall, and a wooden bookshelf.

1. The Arches Suites

The Arches Suites
2.0 star property
Bronx
8.0 out of 10, Very good, (1 review)
"I had a great stay here, the manager and staff were very accessible and helpful with needs or questions. The room was beautiful and more than what I expected with amenities. I appreciated the location because the train was a short 10 min walk, I definitely plan to stay here again the next time I return to NYC. Thank you to the staff, I will be returning! ❤️"
United States
Anonymous traveler
$215 nightly
The price is $250
Nov 19 - Nov 20
Total with taxes and fees
The Arches Suites
A spacious living room with a fireplace, a ceiling fan, and a large window.

2. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
$457 nightly
The price is $539
Nov 30 - Dec 1
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
$947 nightly
The price is $1,054
Nov 16 - Nov 17
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
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

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Chestnut Ridge Hotel Reviews

An indoor swimming pool with clear water, sunroof, and lounge chairs.
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
Nanuet

10/10 Excellent

Beautiful hotel.
United States
Brenda
Reviewed November 26, 2024
DoubleTree by Hilton Hotel Nanuet

Find out more about Chestnut Ridge

Everything you need to know about Chestnut Ridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Ridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestnut Ridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chestnut Ridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestnut Ridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chestnut Ridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chestnut Ridge rentals

At Expedia, we put the best Chestnut Ridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chestnut Ridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestnut Ridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestnut Ridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Modern Luxury Home w GameRoom & Parking: This vacation home rental outside Chestnut Ridge is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

What can I see and do in Chestnut Ridge?

Explore the area and family-friendly sights such as Rockland Bakery, 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.