Sleepy Hollow which includes a house and a pond

Search Hudson Valley Cottage Rentals from CA $193

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Hudson Valley Cottages

Our top choices for Hudson Valley cottages

"A beautiful quiet setting! "

CA $449 total

includes taxes & fees

Sep 2 - Sep 3

"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "

"It’s adorable exactly What’s on the photos and equipped with everything you need for your stay definitely will be visiting it again. "

"The cabin is in a great location for hiking and outdoor activities. We enjoyed the dog park and hiking trails close by. "

"Had a wonderful "

"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"

"Very cool chill place to stay. Totally enjoyed my stay very relaxing."

"We really enjoyed our stay! The space was very nice & beautiful during the fall!"

"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…."

CA $423 total

includes taxes & fees

Sep 8 - Sep 9

"It's so peaceful there. It was lovely."

"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "

"We had a marvelous visit!"

"The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need."

CA $999 total

includes taxes & fees

Aug 23 - Aug 24

"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "

"Amazing floors, bathroom showers (wow!), and an awesome kitchen."

"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."

CA $427 total

includes taxes & fees

Sep 7 - Sep 8

CA $298 total

includes taxes & fees

Aug 24 - Aug 25

"Enjoyed our stay!"

"The property was Great! It was close to town, but far enough away for a little peace and quiet. The place itself was very clean, comfortable, and great for a couples weekend retreat."