Search Chestnut Ridge Cottage Rentals from CA $239

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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Browse Select Chestnut Ridge Cottages

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is CA $239
CA $348 total
includes taxes & fees
Feb 25 - Feb 26
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Pool

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

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Cozy Designer Cottage with Saltwater Pool
Pool

Cozy Designer Cottage with Saltwater Pool

10.0 out of 10, Exceptional, (2)
"Beautiful neighborhood. Safe easy accress. "
Cozy Designer Cottage with Saltwater Pool
Putnam Valley Vacation Rental: Patio & Lake Views!
Fridge, microwave, stovetop, coffee/tea maker

Putnam Valley Vacation Rental: Patio & Lake Views!

9.8 out of 10, Exceptional, (12)
"Cozy, clean property. We had everything we needed for a 3-night stay for West Point Family Weekend. Several stores & restaurants conveniently nearby. Host Neury was most accommodating. Incredible views & scenery!!"
Putnam Valley Vacation Rental: Patio & Lake Views!
Putnam Valley Vacation Rental: Patio & Lake Views!
Cottage (3 Bedrooms) | Private kitchen

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!
Lovely Home Near FDU & Holy Name Hospital!
House (2 Bedrooms) | Interior

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

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

9.4 out of 10, Exceptional, (96)
"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
Beautiful Cottage in Hudson Valley w/Pool & Views
Smart TV, fireplace

Beautiful Cottage in Hudson Valley w/Pool & Views

10.0 out of 10, Exceptional, (11)
"The house was beautifully decorated and furnished well. We enjoyed the large kitchen. The host responded to questions quickly and well. It is a beautiful region. Views were lovely, and roads and driveway were scraped of snow before we had time to think about it. "
Beautiful Cottage in Hudson Valley w/Pool & Views
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!
Exterior

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!
Lakefront Getaway : Mountain & Lakes views
Outdoor dining

Lakefront Getaway : Mountain & Lakes views

10.0 out of 10, Exceptional, (4)
"The property is beautiful and relaxing, exactly what we needed. The house is cozy with full amenities needed if you were staying longer than just a few nights."
Lakefront Getaway : Mountain & Lakes views
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Interior

Charming Mamaroneck Home ~ 22 Mi to Manhattan

3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Relaxing New York Home w/ Boat Dock & Lake View!
Miscellaneous

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

2.5 star property
Relaxing New York Home w/ Boat Dock & Lake View!
Charming Highland Falls Home < 2 Mi to West Point!
Exterior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
Fridge, microwave, stovetop, dishwasher

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

8.6 out of 10, Excellent, (4)
"Ok, the house is lovely. The pool is great. The host was a responsive and clear communicator. However, - the stove was broken. The oven door was locked and the electric igniter would click constantly even if we were not using the range. - the kitchen is not well equipped for cooking. The only two pans were tiny omelette pans. The toaster is broken. - the awning on the porch doesn’t work which seemed east enough to fix. - several of the beds are very uncomfortable - I disclosed when booking...
Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
View from property

Greenwood Lake Cottage w/ Shared Dock & Hot Tub!

10.0 out of 10, Exceptional, (2)
"Very clean, convenient, accessible and the host’s are Great too! Will stay again when in town"
Greenwood Lake Cottage w/ Shared Dock & Hot Tub!
Ossining Vacation Rental Near River, Trails & Mta!
House (5 Bedrooms) | Private kitchen

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Microwave, oven, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

3.0 star property
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Classic Teaneck Colonial Home With A Modern Touch
House (3 Bedrooms) | Private kitchen

Classic Teaneck Colonial Home With A Modern Touch

3.0 star property
Classic Teaneck Colonial Home With A Modern Touch
Serene Greenwood Lake Vacation Rental w/ Fire Pit!
Terrace/patio

Serene Greenwood Lake Vacation Rental w/ Fire Pit!

3.0 star property
Serene Greenwood Lake Vacation Rental w/ Fire Pit!
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Outdoor spa tub

'the Glabin: Garrison Gem w/ Deck & Fire Pit!

3.0 star property
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
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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Other property types in Chestnut Ridge

Global Luxury Suites at The Arches
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (395)
"Perfect!"
The price is CA $147
CA $302 total
includes taxes & fees
Feb 25 - Feb 26
Global Luxury Suites at The Arches
Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF
Fridge, microwave, oven, stovetop

Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF

9.2 out of 10, Wonderful, (16)
"I will definitely stay again. Perfect location for your stay in NYC. Sound proof window to block the NYC life. This property has everything you need to feel “at home.” Mary is awesome!"
Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF
Great Looking Studio apartment in NYC Brownstone
Living area

Great Looking Studio apartment in NYC Brownstone

9.0 out of 10, Wonderful, (11)
"I recently had the pleasure of staying at this exceptional VRBO property in the heart of Harlem, and it truly exceeded all expectations! I was born and raised in Harlem and the place felt like home, I would definitely stay here again on future trips.The charm of the original 1900s brownstone is breathtaking, with its high ceilings, intricate pocket doors, and a stunning gold statue that greets you upon entry, setting the tone for a unique and memorable experience. The location is unbeatable—just...
The price is CA $248
CA $364 total
includes taxes & fees
Feb 25 - Feb 26
Great Looking Studio apartment in NYC Brownstone
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.

Frequently asked questions

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What is there to do in Chestnut Ridge near my cottage?
Once you’ve checked in to your hotel, get out and discover the fantastic things Chestnut Ridge has on offer. Sunbridge Institute is a top attraction to add to your itinerary.