Sleepy Hollow which includes a pond and a house

Holiday Homes in Hudson Valley

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Featured Holiday Homes in Hudson Valley

Our top choices for Hudson Valley holiday homes

"The host is very responsive and the listing is accurate about what to expect with the property."

includes taxes & fees

2 Sept - 3 Sept

includes taxes & fees

4 Sept - 5 Sept

"The steps upstairs were worrisome, if you have any knee issues - this may not be the best option for a VRBO.This home was super clean, and beautiful however. Plenty of parking space for your guest.All supplies were provided."

includes taxes & fees

1 Sept - 2 Sept

"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."

includes taxes & fees

16 Sept - 17 Sept

"three couples stayed at this very unique, clean, cozy container home. I had never stayed in a container home and this place was very cool. Great outdoor space as well. Highly recommend and would definitely stay here again especially if attending something at Bethel Woods."

includes taxes & fees

2 Sept - 3 Sept

includes taxes & fees

30 Aug - 31 Aug

includes taxes & fees

31 Aug - 1 Sept

"Very clean house and great service "

includes taxes & fees

4 Sept - 5 Sept

"Hidden Gem, very cozy and perfect for a quiet weekend getaway. "

includes taxes & fees

2 Sept - 3 Sept

"Thank you so much for an amazing stay"

includes taxes & fees

23 Sept - 24 Sept

"What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. "

includes taxes & fees

4 Sept - 5 Sept

includes taxes & fees

29 Sept - 30 Sept

"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"

includes taxes & fees

4 Sept - 5 Sept

"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "

includes taxes & fees

31 Aug - 1 Sept

"The place was clean and just like the pictures. The hosts we great and communication was great. Definitely will stay here again. Already recommended it to a few friends!"

includes taxes & fees

11 Sept - 12 Sept

"The house was beautiful. It was conveniently located to many stores on main street. The pictures are very accurate. We had such a great stay here. Cannot thank you enough!"

includes taxes & fees

4 Sept - 5 Sept

"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"

includes taxes & fees

10 Sept - 11 Sept