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Chestnut Ridge Holiday Rentals

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Our top choices for Chestnut Ridge holiday rentals

1. The Arches Suites

The Arches Suites
2.0 star property
Bronx
The price is AU$348
includes taxes & fees
18 Nov - 19 Nov
The Arches Suites

2. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Megan D.
The price is AU$303
includes taxes & fees
2 Nov - 3 Nov
Piermont Oasis

3. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is AU$406
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

4. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is AU$450
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1

5. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (27 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is AU$592
includes taxes & fees
19 Oct - 20 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

6. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveller
The price is AU$189
includes taxes & fees
20 Oct - 21 Oct
1 King Bed | Non-Smoking

7. 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)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is AU$505
includes taxes & fees
3 Nov - 4 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

8. Cozy Furnished Ranch! Pet friendly!

Cozy Furnished Ranch! Pet friendly!
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 AU$789
includes taxes & fees
19 Oct - 20 Oct
Cozy Furnished Ranch! Pet friendly!

9. 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AU$472
includes taxes & fees
20 Oct - 21 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

10. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (53 reviews)
"Great location in the heart of Warwick, NY. Easy to walk around town and visit the local restaurants!"
United States
Francis
The price is AU$357
includes taxes & fees
1 Nov - 2 Nov
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

11. Gorgeous, 2- bedroom apartment walking distance to GWB!

Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee
9.8 out of 10, Exceptional, (16 reviews)
"Property was as described. Host communication was top notch. Great place to stay!"
United States
faidat j.
The price is AU$528
includes taxes & fees
19 Oct - 20 Oct
Gorgeous, 2- bedroom apartment walking distance to GWB!

12. 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 AU$197
includes taxes & fees
19 Oct - 20 Oct
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

13. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is AU$1,173
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home

14. 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 AU$379
includes taxes & fees
20 Oct - 21 Oct
Lake House King Suite near NYC/EWR/MetLife 10 min!

15. '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, (3 reviews)
"Great stay!"
United States
Ann S.
The price is AU$445
includes taxes & fees
1 Nov - 2 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

16. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is AU$613
includes taxes & fees
26 Oct - 27 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

17. The Homey Suite: 1BR with Luxe Amenities

The Homey Suite: 1BR with Luxe Amenities
Paterson
The price is AU$413
includes taxes & fees
20 Oct - 21 Oct
The Homey Suite: 1BR with Luxe Amenities

18. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (43 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is AU$757
includes taxes & fees
3 Nov - 4 Nov
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

19. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is AU$1,504
includes taxes & fees
3 Nov - 4 Nov
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.
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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, 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 favourite 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 depend 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 AU$461 per night. Entering your travel dates in the search wizard might find you 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?

Modern Luxury Home w GameRoom & Parking: This holiday 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 that 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 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.