Holiday Homes in Sleepy Hollow

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

Featured Holiday Homes in Sleepy Hollow and around

Enjoy meals in this kitchen with a window and dining area nearby.

"Perfect for traveling as a family. Would definitely visit again "

Guests can enjoy a deck with a railing leading to a charming home.

"The property was very clean and comfortable!"

Sit and enjoy a meal in the charming outdoor seating area, surrounded by lush greenery and historic architecture.

"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"

includes taxes & fees

4 Aug - 5 Aug

Enjoy cooking in this well-lit kitchen with a black cooktop, dishwasher, and large window offering a view of the outdoors.

"Great location. Nice clean home. "

includes taxes & fees

18 Aug - 19 Aug

Relax by the pool surrounded by lounge chairs and barbecue grills.

"The house was very clean and spacious. A lot of activities to do "

includes taxes & fees

4 Aug - 5 Aug

Relax on the patio with a sofa set, armchairs, and a small table, surrounded by a lush lawn and trees.

"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."

includes taxes & fees

5 Aug - 6 Aug

Enjoy cooking in this kitchen with a granite countertop, wooden cabinetry, and stainless steel appliances.

"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "

includes taxes & fees

13 Aug - 14 Aug

Features a clean design with white cabinetry, hexagonal tile backsplash, and a dishwasher, stove, and ample counter space.

"Nice house, good location"

Relax by the pool surrounded by lush trees and a serene water view.

"Great host great home great trip"

Relax in this inviting living space with a comfortable sofa, flat-screen TV, and natural light pouring in through the window above the door.

"Perfect location Very clean house and lots of rooms"

Fully equipped kitchen with microwave, gas range, and dishwasher.

"Rented this spot because it was central to several family members living in surrounding cities. Had a great large backyard for the kids and nice deck for the adults. House was comfortable and and perfect for us."

includes taxes & fees

4 Aug - 5 Aug

Relax in this stylish living room with a sofa, armchairs, and a flat-screen TV.

"Great Location and spacious with four bedrooms. Worked well with three adult children."

includes taxes & fees

27 Aug - 28 Aug

Enjoy cooking in this well-lit kitchen with a central island, sink, and convenient appliances.

"The property was good. it has a plethora of books, antiques and comfort. Although it is an older home it was comfortable, just watch your head in the upstairs bedrooms. "

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, set against a clean, minimalist backdrop.

"This was a wonderful house . very clean and organized . Will definitely stay here again. "

Relax in this inviting living space, featuring a comfortable sofa, bookshelf, and piano.

"Our family had to make a short notice trip to Chicago for a few nights and found this property. It was exactly as advertised. It was a great fit for a family if you’re preferring space over a hotel room."