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Chestnut Ridge Vacation Rentals

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Our top choices for Chestnut Ridge vacation rentals

Spacious 3b/3b Mediterranean in White Plains

Spacious 3b/3b Mediterranean in White Plains
White Plains
9.2 out of 10, Wonderful, (16 reviews)
"This was a wonderful property. It was very charming and had everything we could need. Great neighborhood, lots of room very comfortable. We would definitely stay there again. Great host response!"
United States
Nancy K.
Spacious 3b/3b Mediterranean in White Plains

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, (7 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 CA $216
CA $511 total
includes taxes & fees
Jul 14 - Jul 15
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Upscale Downtown 2BR | Lux Amenities | Laundry

Upscale Downtown 2BR | Lux Amenities | Laundry
White Plains
8.6 out of 10, Excellent, (4 reviews)
"Great stay, great location! Customer service was very responsive "
United States
Jeffrey T.
Upscale Downtown 2BR | Lux Amenities | Laundry

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.6 out of 10, (45 reviews)
"The room was so clean and the view was amazing! Check in was also super easy."
United States
Alexis
Global Luxury Suites White Plains

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is CA $1,348
CA $1,713 total
includes taxes & fees
Jun 28 - Jun 29
Prime Luxe 3-BR NYC - Free Parking

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 CA $1,419
CA $1,792 total
includes taxes & fees
Jun 30 - Jul 1
3BR Prime Luxury NY - Free Parking

Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC
White Plains
The price is CA $1,277
CA $1,948 total
includes taxes & fees
Jun 29 - Jun 30
Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access

Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access
White Plains
The price is CA $792
CA $1,313 total
includes taxes & fees
Jun 28 - Jun 29
Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access

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 CA $2,696
CA $3,295 total
includes taxes & fees
Jun 29 - Jun 30
Luxury NYC Home Game Room Free Parking

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
3.0 star property
White Plains
The price is CA $301
CA $1,012 total
includes taxes & fees
Jul 14 - Jul 15
3 Mi to Downtown: Spacious White Plains Home

African Oasis Luxury Inn at the Gallery in Fleetwood

African Oasis Luxury Inn at the Gallery in Fleetwood
North Side
The price is CA $2,044
CA $3,136 total
includes taxes & fees
Jun 28 - Jun 29
African Oasis Luxury Inn at the Gallery in Fleetwood

The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (8 reviews)
"The accommodations were fantastic, with spacious rooms, modern amenities, and breathtaking views. Additionally, the host was incredibly accommodating, ensuring that every aspect of my stay was comfortable and enjoyable. I highly recommend this property to anyone looking for a perfect getaway with a gracious host!"
United States
Honna C.
The price is CA $899
CA $1,669 total
includes taxes & fees
Jun 29 - Jun 30
The Victorian Blue 25min to NYC

The Subterranean Haven

The Subterranean Haven
North Side
8.8 out of 10, Excellent, (10 reviews)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
United States
Hannah R.
The price is CA $284
CA $450 total
includes taxes & fees
Jun 28 - Jun 29
The Subterranean Haven

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.4 out of 10, (6 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is CA $639
CA $926 total
includes taxes & fees
Jun 29 - Jun 30
NY Luxury Apt Free Parking in PRIME Area

Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.2 out of 10, Wonderful, (5 reviews)
"It was excellent!! "
United States
Henry C.
The price is CA $252
CA $477 total
includes taxes & fees
Jun 28 - Jun 29
Garden Loft with Patios & Green Space · Westchester Retreat

Spacious 3BR Home • Free Parking • Convenient NYC Access • Perfect for Families

Spacious 3BR Home • Free Parking • Convenient NYC Access • Perfect for Families
Southeast Yonkers
The price is CA $447
CA $884 total
includes taxes & fees
Jun 28 - Jun 29
Spacious 3BR Home • Free Parking • Convenient NYC Access • Perfect for Families

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 $134
CA $191 total
includes taxes & fees
Jun 28 - Jun 29
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

near MetroNorth Station 2 BR | Kitchen + W/D

near MetroNorth Station 2 BR | Kitchen + W/D
White Plains
8.4 out of 10, Very good, (16 reviews)
"Very nice people on site. Pet friendly and great location. "
United States
Julie E.
near MetroNorth Station 2 BR | Kitchen + W/D

Family Friendly 2BR | Full Kitchen | Downtown White Plains

Family Friendly 2BR | Full Kitchen | Downtown White Plains
White Plains
7.8 out of 10, Good, (8 reviews)
"Everything was great , clean beautifull quiet place love it!!"
United States
Kenia S.
Family Friendly 2BR | Full Kitchen | Downtown White Plains

Cozy 4BR Home • Free Street Parking • Quick NYC Access • Perfect for Families

Cozy 4BR Home • Free Street Parking • Quick NYC Access • Perfect for Families
Southeast Yonkers
The price is CA $447
CA $884 total
includes taxes & fees
Jun 28 - Jun 29
Cozy 4BR Home • Free Street Parking • Quick NYC Access • Perfect for Families
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?

Lakefront Paradise Pool + Paddle Boats Sleeps 12: This vacation home rental outside of Chestnut Ridge offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your vacation with a garden and a selection of games.

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 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.