Chestnut Ridge Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

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

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, (138 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is CA $274
CA $461 total
includes taxes & fees
Jun 4 - Jun 5
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.
The price is CA $131
CA $187 total
includes taxes & fees
Jun 8 - Jun 9
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.6 out of 10, Excellent, (10 reviews)
"The bed was very comfortable! Loved the sitting area in the room! The downstairs of this location is an excellent restaurant! "
United States
Annette L.
The price is CA $126
CA $218 total
includes taxes & fees
Jun 8 - Jun 9
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

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.
The price is CA $176
CA $321 total
includes taxes & fees
Jun 4 - Jun 5
Cozy 1-bedroom retreat minutes from West Point!

Bright&Comfy 2bed/1ba in quiet White Plains duplex

Bright&Comfy 2bed/1ba in quiet White Plains duplex
White Plains
8.8 out of 10, Excellent, (6 reviews)
"Location was great! Clean house! Comfy beds! Great space! "
United States
Montana M.
The price is CA $325
CA $582 total
includes taxes & fees
Jun 17 - Jun 18
Bright&Comfy 2bed/1ba in quiet White Plains duplex

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
The price is CA $172
CA $293 total
includes taxes & fees
Jun 15 - Jun 16
Piermont Oasis

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.
The price is CA $498
CA $800 total
includes taxes & fees
Jun 14 - Jun 15
Gorgeous, 2- bedroom apartment walking distance to GWB!

Modern 1BR / Free Parking / Comfortable Stay

Modern 1BR / Free Parking / Comfortable Stay
Bryn Mawr
The price is CA $311
CA $696 total
includes taxes & fees
Jun 4 - Jun 5
Modern 1BR / Free Parking / Comfortable Stay

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.
The price is CA $311
CA $583 total
includes taxes & fees
Jun 4 - Jun 5
Contemporary Cozy Cottage

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is CA $271
CA $311 total
includes taxes & fees
Jun 4 - Jun 5
Harriman Outdoor Center - Mountain Laurel Cabin

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
The price is CA $161
CA $370 total
includes taxes & fees
Jun 14 - Jun 15
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

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
The price is CA $134
CA $342 total
includes taxes & fees
Jun 5 - Jun 6
Private 2-bedroom apartment, private entrance, MetLife Stadium World Cup 30 mins

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.
The price is CA $297
CA $568 total
includes taxes & fees
Jun 18 - Jun 19
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!
Englewood
7.4 out of 10, Good, (18 reviews)
"It was very clean and in a great area. "
United States
Kyle
The price is CA $137
CA $258 total
includes taxes & fees
Jun 9 - Jun 10
Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

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)
The price is CA $213
CA $422 total
includes taxes & fees
Jun 8 - Jun 9
Lake House King Suite near NYC/EWR/MetLife 10 min!

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is CA $226
CA $445 total
includes taxes & fees
Jun 14 - Jun 15
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

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, (31 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
The price is CA $243
CA $356 total
includes taxes & fees
Jun 4 - Jun 5
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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.
The price is CA $264
CA $490 total
includes taxes & fees
Jun 4 - Jun 5
The Classic Suite: 2BR close to NYC

Modern Apt-15mins to World Cup Stadium-30mins NYC

Modern Apt-15mins to World Cup Stadium-30mins NYC
Bloomfield
The price is CA $199
CA $252 total
includes taxes & fees
Jun 7 - Jun 8
Modern Apt-15mins to World Cup Stadium-30mins NYC

Spacious 3BR Home / Free Parking / Perfect for Families & Groups

Spacious 3BR Home / Free Parking / Perfect for Families & Groups
White Plains
The price is CA $561
CA $1,004 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 3BR Home / Free Parking / Perfect for Families & Groups
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chestnut Ridge. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Bergen County Zoo, 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.