Chestnut Ridge Vacation Rentals

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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.
The price is CA $86
CA $247 total
includes taxes & fees
May 11 - May 12
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.
The price is CA $151
CA $288 total
includes taxes & fees
May 12 - May 13
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, (135 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is CA $257
CA $438 total
includes taxes & fees
May 11 - May 12
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 $129
CA $184 total
includes taxes & fees
May 15 - May 16
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
The price is CA $114
CA $314 total
includes taxes & fees
May 10 - May 11
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.
The price is CA $113
CA $202 total
includes taxes & fees
May 11 - May 12
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.
The price is CA $165
CA $285 total
includes taxes & fees
May 20 - May 21
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.
The price is CA $118
CA $241 total
includes taxes & fees
May 11 - May 12
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.
The price is CA $271
CA $510 total
includes taxes & fees
May 10 - May 11
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.
The price is CA $150
CA $463 total
includes taxes & fees
May 10 - May 11
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
The price is CA $154
CA $358 total
includes taxes & fees
May 14 - May 15
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.
The price is CA $232
CA $480 total
includes taxes & fees
May 12 - May 13
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)
The price is CA $211
CA $415 total
includes taxes & fees
May 11 - May 12
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.
The price is CA $279
CA $627 total
includes taxes & fees
May 17 - May 18
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.
The price is CA $277
CA $503 total
includes taxes & fees
May 10 - May 11
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
The price is CA $120
CA $307 total
includes taxes & fees
May 18 - May 19
Private apartment , 1 bedroom, bathroom, MetLife Stadium World Cup 30 minutes

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is CA $268
CA $308 total
includes taxes & fees
May 11 - May 12
Harriman Outdoor Center - Mountain Laurel Cabin

Homelike II

Homelike II
North Bergen
The price is CA $185
CA $361 total
includes taxes & fees
May 10 - May 11
Homelike II

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (33 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is CA $342
CA $626 total
includes taxes & fees
May 31 - Jun 1
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
The price is CA $240
CA $354 total
includes taxes & fees
May 10 - May 11
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.
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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 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.