Search Chestnut Ridge Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Chestnut Ridge

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (118)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
$288 nightly
The price is $326
Aug 6 - Aug 7
Total includes taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and granite countertops.

Hudson Valley Retreat w/ Pool Near Greenwood Lake

10.0 out of 10, Exceptional, (6)
"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!"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Relax in this inviting living room with a sofa, armchair, and woven coffee table, surrounded by natural elements and a large sliding glass door.

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

9.6 out of 10, Exceptional, (13)
"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Lovely Home Near FDU & Holy Name Hospital!
Enjoy cooking in this well-equipped kitchen with a gas stove, oven, and microwave.

Lovely Home Near FDU & Holy Name Hospital!

3.0 star property
8.0 out of 10, Very Good, (1)
Lovely Home Near FDU & Holy Name Hospital!
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Relax on the deck with a kayak nearby, surrounded by trees and a traditional building in the background.

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (5)
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelent House 👏👌👌"
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Relax in this stylish living room with a comfortable sofa, large mirror, and decorative artwork.

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC

Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC
Family Home Close to Warwick, 5 Mi to Lake!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

3.0 star property
Family Home Close to Warwick, 5 Mi to Lake!
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Kitchen equipped with microwave, stove, and dishwasher, offering a view of the outdoors.

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (151)
"The property was very clean and the view atmosphere was amazing"
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
A romantic cottage and artist's retreat looking down over an enchanted lake
Relax on the deck with Adirondack chairs and a small table, surrounded by lush foliage.

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (99)
"It was an awesome stay we loved the couple days we got to spend there!!"
A romantic cottage and artist's retreat looking down over an enchanted lake
Lakefront Getaway : Mountain & Lakes views
Relax by the serene lake with a warm fire pit, comfortable seating, and a tranquil view.

Lakefront Getaway : Mountain & Lakes views

9.8 out of 10, Exceptional, (6)
"Very nice, quiet place for couple summer getaway. We enjoyed our stay. "
Lakefront Getaway : Mountain & Lakes views
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Enjoy meals in this dining area with a long table and four chairs, a fireplace, and a large window.

NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

10.0 out of 10, Exceptional, (5)
"The house is even more beautiful than the photos. From the spa-like bathrooms, to toys and books for kids, to the little extra amenities like qtips and bandaids, it was the perfect getaway for everyone in our party of all ages."
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Cozy room in peaceful North Bergen near NYC 15minutes via Ferrys.
Kitchen features a central island with a stove, oven, and sink, as well as a refrigerator and microwave.

Cozy room in peaceful North Bergen near NYC 15minutes via Ferrys.

Cozy room in peaceful North Bergen near NYC 15minutes via Ferrys.
Relaxing New York Home w/ Boat Dock & Lake View!
Relax in this inviting living room with a comfortable sofa, armchair, and fireplace.

Relaxing New York Home w/ Boat Dock & Lake View!

3.0 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
Relax in a shaded outdoor space with a view of the water, perfect for dining or unwinding.

Greenwood Lake Cottage w/ Shared Dock & Hot Tub!

10.0 out of 10, Exceptional, (2)
"Very clean, comfortable and owner was very nice. Will stay again in the future"
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and range, along with ample cabinetry and a countertop.

Decked-Out Home: Hot Tub, Pool, Fire Pit & More!

8.6 out of 10, Excellent, (4)
"The house had everything you need to have a great family getaway. The kitchen appliances were all top of the line and the pool was heated and clean. The host was extremely attentive and the surrounding area had lots to do."
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
Home: 2 Mi to Thayer Gate at U.s. Military Academy
Enjoy cooking in this well-equipped kitchen with a microwave, toaster, oven, and dishwasher.

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property
Home: 2 Mi to Thayer Gate at U.s. Military Academy
3 Mi to Downtown: Spacious White Plains Home
House (5 Bedrooms) | Interior

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home
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

Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

10/10 Excellent
"Very comfortable "
Maricelis 2-night trip
Posted 21 hours ago
Days Inn by Wyndham Wayne