Sleepy Hollow holiday homes

We found holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Sleepy Hollow that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a hot tub and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Sleepy Hollow getaway

Learn about the unique charm of Sleepy Hollow with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Sleepy Hollow

Do you want to find attractions to see in the city? Venture out of your cosy holiday rental and experience everything that Sleepy Hollow has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Gillette Country Club (3.5 mi / 5.6 km)
  • Energy Capital Sports Complex (3.4 mi / 5.4 km)
  • Bell Nob Golf Club (7.4 mi / 11.9 km)

How to get to and around Sleepy Hollow

Fly into Gillette, WY (GCC-Campbell County), the closest airport, located 9.4 mi (15.2 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Sleepy Hollow?
The average price for a holiday home in Sleepy Hollow can vary based on factors including property type, length of stay and time of year. Whether you’re thinking about a sprawling villa with lots of space or a cosy condo just enough for two, just enter your travel dates to find stays with terrific value.
How much does it cost to rent a beach house in Sleepy Hollow?
The average price for a holiday home by the beach in Sleepy Hollow depends on when you’re visiting the area and the style and size of property you’re searching for. You can easily and quickly find prices on Bookabach by entering your preferred travel dates. Then use the handy filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
What are the top attractions for families in Sleepy Hollow?
There are plenty of fabulous things to do and see with the family in Sleepy Hollow, including:

  • Rockpile Museum
  • Campbell County Convention and Visitors Bureau
  • AVA Community Art Centre

How old do you have to be to rent a holiday home in Sleepy Hollow?
The minimum age can vary across properties on Bookabach, so check the rules of the holiday home in Sleepy Hollow you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Sleepy Hollow for?
The amount of time you can book a Sleepy Hollow holiday home for is down to each property. Simply enter your dates of travel to browse available options that offer long-term stays. They come with all you need to make your extended getaway more enjoyable like kitchens and laundries. Some holiday homes might also offer weekly or monthly discounts, so you can have a longer stay for less.

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