Search Villas in Chestnut Ridge

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Villas in Chestnut Ridge

Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC
Exterior

Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC

10.0 out of 10, Exceptional, (77)
"Lovely stay at large and clean home with great kitchen and pool area. Lots of room for everyone and attentive hosts"
Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC
Family Fun Getaway near Cascade Lake in Warwick NY
Exterior

Family Fun Getaway near Cascade Lake in Warwick NY

7.6 out of 10, Good, (10)
"Our family really enjoyed our stay in this house! The game room especially was a big hit! We would definitely love to come back here again soon!"
Family Fun Getaway near Cascade Lake in Warwick NY
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Outdoor dining

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.4 out of 10, Exceptional, (18)
"We stayed here while visiting family for Thanksgiving. We loved the hot tub, space to run around and super comfy beds and linens. Would definitely visit again!"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Charming Getaway Villa
Pool

Charming Getaway Villa

2.0 star property
Charming Getaway Villa
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Outdoor spa tub

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
8.6 out of 10, Excellent, (8)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Luxury 5-Bdrm Getaway Near West Point
Property grounds

Luxury 5-Bdrm Getaway Near West Point

3.0 star property
10.0 out of 10, Exceptional, (3)
"Stayed for 3 nights with friends and family had an absolute blast! Amazing house! 100% would book this house again. I highly recommend this house. Very clean and very comfortable. If you had any questions owner would get back to you very quickly. Overall 10/10 stay!"
Luxury 5-Bdrm Getaway Near West Point
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Exterior

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Hudson Valley Estate on 4 Acres w/ Private Pool!
Exterior

Hudson Valley Estate on 4 Acres w/ Private Pool!

Hudson Valley Estate on 4 Acres w/ Private Pool!
Hudson Valley Estate on 4 Acres w/ Private Pool!
Interior

Hudson Valley Estate on 4 Acres w/ Private Pool!

3.0 star property
Hudson Valley Estate on 4 Acres w/ Private Pool!
Scenic Spring Home With Outdoor Dining Charm
Villa | 5 bedrooms

Scenic Spring Home With Outdoor Dining Charm

2.0 star property
Scenic Spring Home With Outdoor Dining Charm
NYC Hidden Chatteau
Exterior

NYC Hidden Chatteau

NYC Hidden Chatteau
Luxury 9BR Retreat w/Pool & Hot Tub
Exterior

Luxury 9BR Retreat w/Pool & Hot Tub

Luxury 9BR Retreat w/Pool & Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestnut Ridge Hotel Reviews

DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

10/10 Excellent
"STAFF WAS VERY CURTEOUS AND HELPFUL. EVERYTHING SMELLED REALLY NICE AND THE ROOMS ARE VERY NICE, BEDS ARE COMFY AFTER A LONG TRIP!"
Barb 1-night trip
Posted 8 days ago
DoubleTree by Hilton Fort Lee - George Washington Bridge

Frequently asked questions

Why book your villa in Chestnut Ridge with Expedia?
Expedia makes it a breeze to find your ideal villa in Chestnut Ridge. Vacationing with the kids? Use our helpful filters to look for stays with amenities like WiFi and a pool. If you have a fixed budget, select how much you'd like to spend and your preferred star rating. We'll help you find the perfect stay in tune with your taste and style.
How can I find cheap villas in Chestnut Ridge?
Expedia can help you easily locate cheap villas in Chestnut Ridge. Use our filter tool to choose amenities, budget and star rating to refine your search and find a fantastic place to stay in just a few keystrokes.