Photo by Wanderlustfemale

Search Cottages in New Windsor

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 90 Cottages in New Windsor with updated reviews, rates, and availability.

Mountain View escape

10.0 out of 10, Exceptional, (52)
"It’s adorable exactly What’s on the photos and equipped with everything you need for your stay definitely will be visiting it again. "
Mountain View escape

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is SAR 630
SAR 1,040 total
includes taxes & fees
30 Apr - 1 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (9)
" "
The price is SAR 1,594
SAR 3,000 total
includes taxes & fees
2 May - 3 May
Charming Cottage in the Heart of the Shawangunks

Chestnut on Willow Lake

The price is SAR 1,125
SAR 1,706 total
includes taxes & fees
28 Apr - 29 Apr
Chestnut on Willow Lake

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (16)
"Beautiful house. Really enjoyed the views even. Can only imagine what it round be like in the summer. The host always answered if I had questions and was informative with process. It was a great stay. Thank you!!!"
Be in Nature at this Gorgeous Riverfront Cabin

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

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

10.0 out of 10, Exceptional, (144)
"This cottage is right at the waterfall (a spillway) at one end of a beautiful rustic enclave with a stream and pond. It's equipped with many outdoor amenities including a barbecue, firepit, deck, and Adirondack chairs. The inside is tastefully furnished, well lit, has modern appliances, and come with cooking staples and condiments, as well as welcome snacks. The hosts are very responsive and friendly. We have family in the area, and they were very impressed too."
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (22)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

9.6 out of 10, Exceptional, (7)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
The price is SAR 326
SAR 692 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!

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

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"We had a great stay in this cozy cabin! The beds were comfortable and the views of the farm and deer were beautiful ! Communication with Ginny was quick and she let us adjust our dates of stay when needed. 😊"
The price is SAR 619
SAR 1,172 total
includes taxes & fees
27 Apr - 28 Apr
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Mountain House Escape - 1 Hour from NYC

10.0 out of 10, Exceptional, (7)
"We recently had the pleasure of staying at Deer Hill in Warwick, NY, and it truly exceeded our expectations. The property is set on three-acre expanse in a lovely, and ultra-quiet neighborhood. It was an ideal home for our annual family gathering, which includes our 3 adult children, spouses and two young grandchildren. The large in-ground pool was a hit, and was a source of fun and relaxation throughout our stay. The pool has a shallow end and an 8-foot deep end. The spacious great room served...
Mountain House Escape - 1 Hour from NYC

Cozy Haven: A Romantic Retreat in our Tiny House!

7.0 out of 10, Good, (9)
"we enjoyed the cozy home it is a nice place to get away"
The price is SAR 563
SAR 1,121 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Haven: A Romantic Retreat in our Tiny House!

Dreamy Hudson Valley Cottage w/ State Park Views

9.6 out of 10, Exceptional, (14)
"We had a quiet and relaxing stay. Great location for exploring Cold Spring and Beacon"
Dreamy Hudson Valley Cottage w/ State Park Views

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is SAR 1,313
SAR 1,951 total
includes taxes & fees
28 Apr - 29 Apr
Hickory on Willow Lake

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!

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake

This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

9.8 out of 10, Exceptional, (17)
"The cottage was perfect for our weekend trip to visit our son at West Point. A picturesque drive to West Point, the cottage was so cute and was full of thoughtful amenities. Had we had the time to cook, the kitchen was stocked with spices, condiments, and cooking oils to make it easy to do so. The complimentary coffee was perfect as we arrived late and the stores were closed. The host was easy to contact and so kind and thoughtful. We will definitely book again. "
The price is SAR 598
SAR 1,586 total
includes taxes & fees
28 Apr - 29 Apr
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

Stony Kill Ranch - Bohemian Paradise on Minnewaska

7.4 out of 10, Good, (3)
"Some friends and our pups were looking to spend a nice weekend upstate with our dogs to relax and spend time, and this place was perfect. The location is GREAT! It is near hiking trails, some breweries/orchards and while we didn’t go to dinner, there were restaurants around as well. The house was as described, spacious and had a lot to offer. We loved spending time in the hot tub and around the fire pit. The jam shed was a lot of fun for some in our group too! Check in was easy and when we had a...
Stony Kill Ranch - Bohemian Paradise on Minnewaska
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.
Don't see what you're looking for?
See all available properties in New Windsor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in New Windsor

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is SAR 972
SAR 1,256 total
includes taxes & fees
27 Apr - 28 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is SAR 630
SAR 1,040 total
includes taxes & fees
30 Apr - 1 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.