Sleepy Hollow holiday rentals

We found 120 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of holiday rentals in Sleepy Hollow that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. You're sure to find a property to rent that has what everyone 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

Find the perfect holiday rental for your Sleepy Hollow getaway

Learn about the unique charm of Sleepy Hollow with a stay in a holiday home rental. One of the city's many top draws is its bars. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Sleepy Hollow

Do you want to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Sleepy Hollow a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Santa's Village (2.1 mi / 3.3 km)
  • Randall Oaks Golf Club (2.6 mi / 4.2 km)
  • Cabela's (5.1 mi / 8.2 km)
  • Villa Olivia Country Club (7.2 mi / 11.6 km)
  • The Water Works Indoor Water Park (10.3 mi / 16.5 km)
  • Topgolf (12.6 mi / 20.3 km)

Exploring the natural features in Sleepy Hollow

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Sleepy Hollow. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Elgin Sports Complex (5.4 mi / 8.7 km)
  • Crystal Lake Park (9.5 mi / 15.2 km)
  • Main Beach (9.5 mi / 15.3 km)
  • Fox River Preserve (11.4 mi / 18.4 km)
  • Fabyan Villa Museum & Japanese Garden (15.9 mi / 25.6 km)
  • Indian Trail Beach (5.9 mi / 9.6 km)

How to get to and around Sleepy Hollow

The nearest airport is in Chicago, IL (DPA-Dupage), located 13.4 mi (21.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago, IL (PWK-Chicago Executive), which is 20.5 mi (33 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Sleepy Hollow?

Season, length of stay and property type are some of the conditions that can affect the price of a holiday home. Simply click on your dates of travel to find your perfect fit. From cosy chalets to plush villas, all Stayz holiday homes offer amazing value.

How much does it cost to rent a beach house in Sleepy Hollow?

When you travel and the size and style of the property will influence the cost of your beachside escape. Put in your Sleepy Hollow travel dates to view your options on Stayz. Did someone just say "hot tub"? Use the filters to choose the features and amenities you want in your home.

What are the top attractions for families in Sleepy Hollow?

Keep your kids occupied at these awesome family-friendly attractions in Sleepy Hollow:

  • Santas Village
  • Epic Air Trampoline Park
  • Brunswick Zone XL

How old do you have to be to rent a holiday home in Sleepy Hollow?

The minimum required age is generally 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your preferred Sleepy Hollow holiday home before booking your stay.

How long can I rent a holiday home in Sleepy Hollow for?

The amount of time you can rent a Sleepy Hollow holiday home for is up to each property. Simply put in your travel dates to find available options offering extended stays. They come with all you require to make your extended getaway more comfortable such as laundries and air conditioning. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

More Holiday Rentals ideas

People also search for