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
In two months
In three months
In four months

Our top choices for Chestnut Ridge vacation rentals

Affordable NYC Luxury: Warm & Inviting Stay, Walk to Riverside Views

Affordable NYC Luxury: Warm & Inviting Stay, Walk to Riverside Views
Edgewater
10.0 out of 10, Exceptional, (2 reviews)
"Our stay in Edgewater was incredible. The house is so beautiful and lovely. Abby & Mary are incredible. We world be back soon. "
United States
ariel n.
$206 nightly
The price is $227
May 14 - May 15
Total with taxes and fees
Affordable NYC Luxury: Warm & Inviting Stay, Walk to Riverside Views

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$192 nightly
The price is $210
May 13 - May 14
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

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, (137 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
$269 nightly
The price is $318
May 17 - May 18
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
$115 nightly
The price is $135
May 15 - May 16
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Private 2-bedroom apartment, private entrance, MetLife Stadium World Cup 30 mins

Private 2-bedroom apartment, private entrance, MetLife Stadium World Cup 30 mins
Paterson
10.0 out of 10, Exceptional, (1 review)
"The comfort and safety "
United States
Jolena
$216 nightly
The price is $232
May 13 - May 14
Total with taxes and fees
Private 2-bedroom apartment, private entrance, MetLife Stadium World Cup 30 mins

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (16 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
$131 nightly
The price is $148
May 13 - May 14
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
$187 nightly
The price is $208
May 19 - May 20
Total with taxes and fees
Piermont Oasis

Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.
North Bergen
9.6 out of 10, Exceptional, (4 reviews)
"Everything was great! Host communicated very well, listing was accurate, nice apartment. Great stay, would highly recommend!"
United States
Bennett B.
$156 nightly
The price is $176
May 13 - May 14
Total with taxes and fees
Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

Gorgeous, 2- bedroom apartment walking distance to GWB!

Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee
10.0 out of 10, Exceptional, (12 reviews)
"Yes nice place"
United States
Scott b.
$335 nightly
The price is $370
May 17 - May 18
Total with taxes and fees
Gorgeous, 2- bedroom apartment walking distance to GWB!

Modern 1BR Apt / Free Parking / Near NYC

Modern 1BR Apt / Free Parking / Near NYC
White Plains
10.0 out of 10, Exceptional, (1 review)
"Very clean, fully stocked with all you need to cook full meals. If coming back to the area, 10/10 would stay again."
United States
Mike J.
$296 nightly
The price is $339
May 17 - May 18
Total with taxes and fees
Modern 1BR Apt / Free Parking / Near NYC

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (39 reviews)
"The Luxe Loft 1 is a beautiful place, meticulously cared for and appointed, and in a prime location to enjoy Warwick, NY. Communication was excellent, check-in directions clear and perfect. I can't wait to rent it again!!"
United States
Charles
$232 nightly
The price is $262
May 14 - May 15
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (91 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
$305 nightly
The price is $349
May 13 - May 14
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Lake House King Suite near NYC/EWR/MetLife 10 min!

Lake House King Suite near NYC/EWR/MetLife 10 min!
Passaic
10.0 out of 10, Exceptional, (1 review)
$278 nightly
The price is $306
May 26 - May 27
Total with taxes and fees
Lake House King Suite near NYC/EWR/MetLife 10 min!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Warwick
10.0 out of 10, Exceptional, (5 reviews)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
$381 nightly
The price is $431
May 18 - May 19
Total with taxes and fees
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

The Classic Suite: 2BR close to NYC

The Classic Suite: 2BR close to NYC
Paterson
10.0 out of 10, Exceptional, (1 review)
"The property has everything we needed for a two night stay. Driving to NYC is approximately 40 mins. We like how this apartment was modernly designed. The check in and check out process was easy - detailed instruction provided. Would stay again. "
United States
Yue Z.
$367 nightly
The price is $367
May 13 - May 14
Total with taxes and fees
The Classic Suite: 2BR close to NYC

Private apartment , 1 bedroom, bathroom, MetLife Stadium World Cup 30 minutes

Private apartment , 1 bedroom, bathroom, MetLife Stadium World Cup 30 minutes
Paterson
$216 nightly
The price is $221
May 15 - May 16
Total with taxes and fees
Private apartment , 1 bedroom, bathroom, MetLife Stadium World Cup 30 minutes

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
$222 nightly
The price is $225
May 13 - May 14
Total with taxes and fees
Harriman Outdoor Center - Mountain Laurel Cabin

Homelike II

Homelike II
North Bergen
$235 nightly
The price is $265
May 13 - May 14
Total with taxes and fees
Homelike II

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
$394 nightly
The price is $451
May 31 - Jun 1
Total with taxes and fees
Contemporary Cozy Cottage

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (30 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
$221 nightly
The price is $249
May 13 - May 14
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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

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 $208 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?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This vacation home rental outside of Chestnut Ridge is located next to a golf course and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

What can I see and do in Chestnut Ridge?

Explore the area and family-friendly sights such as Legoland Discovery Center Westchester, 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 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.