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Holiday Rentals in Chestnut Ridge

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Our top choices for Chestnut Ridge holiday rentals

1. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay! "
United States
Megan D.
The price is €186
includes taxes & fees
8 Sept - 9 Sept
Piermont Oasis

2. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 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 €182
includes taxes & fees
9 Aug - 10 Aug
Cozy 1-bedroom retreat minutes from West Point!

3. 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 €121
includes taxes & fees
10 Aug - 11 Aug
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

4. '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 €272
includes taxes & fees
9 Aug - 10 Aug
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

5. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is €197
includes taxes & fees
7 Sept - 8 Sept
Harriman Outdoor Center - Mountain Laurel Cabin

6. 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
9.8 out of 10, Exceptional, (7 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 €157
includes taxes & fees
11 Aug - 12 Aug
Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

7. NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.8 out of 10, (7 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is €235
includes taxes & fees
18 Aug - 19 Aug
NY Luxury Apt Free Parking in PRIME Area

8. 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 €297
includes taxes & fees
12 Aug - 13 Aug
The Classic Suite: 2BR close to NYC

9. Spacious 900 sf 2-bedroom, private street entrance, near GW Bridge

Spacious 900 sf 2-bedroom, private street entrance, near GW Bridge
Paterson
6.0 out of 10, (2 reviews)
"The comfort and safety "
United States
Jolena
The price is €279
includes taxes & fees
7 Sept - 8 Sept
Spacious 900 sf 2-bedroom, private street entrance, near GW Bridge

10. 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, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is €136
includes taxes & fees
7 Sept - 8 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

11. 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, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is €290
includes taxes & fees
12 Aug - 13 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

12. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is €306
includes taxes & fees
21 Aug - 22 Aug
Elegant Hideaway with Free Parking

13. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
9.8 out of 10, Exceptional, (8 reviews)
"We had such a nice and peaceful stay! Shelton’s place was super clean, quiet, comfortable, and had everything we needed. Would definitely stay here again! "
United States
Katie M.
The price is €316
includes taxes & fees
23 Aug - 24 Aug
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

14. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is €245
includes taxes & fees
7 Sept - 8 Sept
Harriman Outdoor Center - Cranberry Cabin

15. 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, (45 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is €243
includes taxes & fees
13 Aug - 14 Aug
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

16. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (8 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
The price is €458
includes taxes & fees
11 Aug - 12 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake

17. Cozy Furnished Ranch! Pet friendly! 22 min. to MetLife Stadium!

Cozy Furnished Ranch! Pet friendly! 22 min. to MetLife Stadium!
Fair Lawn
9.8 out of 10, Exceptional, (9 reviews)
"Charlie was great house was very clean well kept and had all the amenities you can think of place with dog friendly and had a huge backyard that we were allowed to let our dogs roam. This is a hidden gem in Fairlawn, New Jersey. "
United States
Anonymous traveller
The price is €524
includes taxes & fees
1 Sept - 2 Sept
Cozy Furnished Ranch! Pet friendly! 22 min. to MetLife Stadium!

18. 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 €267
includes taxes & fees
10 Aug - 11 Aug
Lake House King Suite near NYC/EWR/MetLife 10 min!

19. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

20. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, Wonderful, (6 reviews)
"It was excellent!! "
United States
Henry C.
The price is €324
includes taxes & fees
31 Aug - 1 Sept
Garden Loft with Patios & Green Space · Westchester Retreat
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

Everything you need to know about Chestnut Ridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Ridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chestnut Ridge holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestnut Ridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestnut Ridge holiday rentals we have selected for you start as low as €157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chestnut Ridge rentals

At Expedia, we put the best Chestnut Ridge holiday 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 holiday.

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 holiday rental in Chestnut Ridge?

Yes, there are holiday rentals close to the most popular sights in Chestnut Ridge, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Chestnut Ridge has to offer?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This holiday home rental outside of Chestnut Ridge is located next to a golf course, and has a balcony, a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

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 wider area.

What are holiday rentals like in Chestnut Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestnut Ridge. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.