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Chestnut Ridge Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chestnut Ridge holiday rentals

A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

1. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is RM2,685
RM5,024 total
includes taxes & fees
28 Sept - 29 Sept
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern kitchen with white cabinets, a central island with stools, a stone accent wall, a flat-screen TV, and a beige sofa with teal cushions.

2. Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is RM1,316
RM2,080 total
includes taxes & fees
2 Oct - 3 Oct
Luxury 1BR located in Prime Yonkers Area
A modern living room with a stone wall, a flat-screen TV, a white sofa, and a kitchen area with a bar counter and chairs.

3. Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
2.0 out of 10, (2 reviews)
"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...
United States
Dianelly
The price is RM1,280
RM2,039 total
includes taxes & fees
28 Sept - 29 Sept
Luxe 1BR Oasis - Prime NY Stay
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

4. Nyc-area Escape Near River, Trails & Mta!

Nyc-area Escape Near River, Trails & Mta!
3.0 star property
Ossining
Nyc-area Escape Near River, Trails & Mta!
A modern living room with a white sofa, a glass coffee table, and a marble-patterned rug.

5. Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
5.0 out of 10, (12 reviews)
"Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ... Will use this management and property owner in our upcoming short terms rentals....."
United States
abdelwahab
The price is RM2,444
RM3,342 total
includes taxes & fees
28 Sept - 29 Sept
Modern Luxury Home w GameRoom & Parking
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

6. Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is RM3,483
RM4,504 total
includes taxes & fees
28 Sept - 29 Sept
Two Wash
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

7. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is RM1,280
RM2,079 total
includes taxes & fees
2 Oct - 3 Oct
Uscale 2BR Escape in the Heart of NYC
Two high-rise buildings with illuminated blue lines, a visible water tank, and a sign indicating a restaurant.

8. Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (634 reviews)
"Property is a scam. It looks nothing like the photos. Nothing is luxury about it. Sheets were dirty . Chairs was filthy. O /10"
United States
Delthia
The price is RM528
RM989 total
includes taxes & fees
4 Oct - 5 Oct
Global Luxury Suites at The Arches
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

9. Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is RM1,475
RM2,257 total
includes taxes & fees
30 Sept - 1 Oct
Luxury 3 BR Near NYC with Easy Parking
A modern living room with a sofa, armchairs, and a glass coffee table.

10. Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is RM2,383
RM3,273 total
includes taxes & fees
28 Sept - 29 Sept
Luxury 5 BR Home Free Parking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

11. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is RM1,650
RM2,567 total
includes taxes & fees
28 Sept - 29 Sept
Luxury NYC Home with Free Parking for 12
A modern living room with a beige sectional sofa, a green armchair, a marble-patterned rug, a gold coffee table, and a flat-screen TV mounted on a white wall.

12. Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
4.8 out of 10, (5 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is RM1,152
RM1,895 total
includes taxes & fees
2 Oct - 3 Oct
Luxury 3BR Family Home Game Room Parking
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

13. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is RM2,200
RM3,057 total
includes taxes & fees
28 Sept - 29 Sept
Prime Luxe 3-BR NYC - Free Parking
A breakfast buffet with pastries, fruits, and a coffee station.

14. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is RM3,667
RM4,691 total
includes taxes & fees
28 Sept - 29 Sept
3BR Prime Luxury NY - Free Parking
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

15. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is RM2,017
RM2,914 total
includes taxes & fees
28 Sept - 29 Sept
Luxury NYC Home Game Room Free Parking
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

16. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is RM730
RM1,442 total
includes taxes & fees
28 Sept - 29 Sept
Elegant Hideaway with Free Parking
A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

17. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is RM1,650
RM2,453 total
includes taxes & fees
2 Oct - 3 Oct
Spacious 3BR Luxe Escape near NYC
A modern kitchen with white cabinetry, a dining area with a glass table, and a view of the outdoors through large windows.

18. Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
3.6 out of 10, (4 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is RM1,650
RM2,453 total
includes taxes & fees
11 Oct - 12 Oct
Modern Comfort in the Heart of NYC
A modern living room with a white sofa, a glass coffee table, and a round armchair. There is a wooden floor and a large window with curtains.

19. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
2.0 out of 10, (3 reviews)
"Very inaccurate listing upon arriving host called me stating I could not stay at property due to issues on their end instead of offering a refund I was sent to a different property that was a 1 bedroom with 1 bed that was clearly not cleaned instead of the 3 bedroom 5 bed luxury house I initially booked I explained this would not work for me and my 4 other guests and got told there was no other choice and hung up on, me and my guests had no option beside to go back home very bad experience DO...
United States
Gerald
The price is RM1,650
RM2,453 total
includes taxes & fees
2 Oct - 3 Oct
Spacious 3BR Luxe Escape near NYC
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

Meadowlands Plaza Hotel

Meadowlands Plaza Hotel

10/10 Excellent
"Endroit plutôt propre. Près de Met Life stadium. Times Square en moins de 30 minutes en autobus. Propre et personnel courtois"
Martin 2-night trip
Posted 12 hours ago
Meadowlands Plaza Hotel

Find out more about Chestnut Ridge

Search for holiday rentals in Chestnut Ridge on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Chestnut Ridge using one of the methods below:

  • View our selection of featured holiday rentals in Chestnut Ridge
  • Use the map to find apartments and other holiday homes in the Chestnut Ridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chestnut Ridge while they last

Look no further and take a look at our great range of rental properties in Chestnut Ridge!

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 Rockland Lake State 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.