Sleepy Hollow Vacation Rentals, Illinois: house rentals & more

Discover a selection of vacation rentals in Sleepy Hollow that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you expect for your stay, which might include WiFi and a fireplace. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Find the best place to stay - Sleepy Hollow

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

Sleeps 5 · 2 bedrooms · 2 bathrooms

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Sleepy Hollow

Image of Hip Urban Loft - Small Town Charm- 124 LOFTS #3

Premier Host

Very comfy room

Find the perfect vacation rental for your Sleepy Hollow getaway

Experience the unique character of Sleepy Hollow with a stay in a vacation home rental. One of the city's many top draws is its bars. If you're looking for accommodations with space to entertain friends and family, Vrbo 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 find attractions to visit during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Sleepy Hollow a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

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)
Epic Air Trampoline Park (7.8 mi / 12.6 km)
The Water Works Indoor Water Park (10.3 mi / 16.5 km)

Exploring the natural features in Sleepy Hollow

Whether you're looking for adventure or just want to spend some time taking in the scenery, Sleepy Hollow is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

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)
Fabyan Villa Museum & Japanese Garden (15.9 mi / 25.6 km)
Indian Trail Beach (5.9 mi / 9.6 km)
Three Oaks Recreation Area (8.4 mi / 13.5 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 center. 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 vacation rental in Sleepy Hollow?

Season, length of stay and property type are some of the conditions that can affect the price of a vacation home. Simply click on your dates of travel to find your perfect fit. From cozy chalets to plush villas, all Vrbo vacation rentals 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 Vrbo. Did someone just say "hot tub"? Use the filters to choose the features and amenities you want in your rental.

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 vacation rental in Sleepy Hollow?

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

How long can I rent a vacation rental in Sleepy Hollow for?

The amount of time you can rent a Sleepy Hollow vacation rental 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 Vrbo vacation rentals may also offer weekly or monthly discounts, so you can hang around longer for less.