Destination guide

Choose a vacation rental for your Sleepy Hollow getaway

Learn about the unique charm of Sleepy Hollow with a stay in a private vacation home. One of the city's many top draws is its bars. If you're looking for accommodations 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

Are you hoping to discover attractions to visit in the area? Venture out of your cozy vacation rental and experience everything that makes Sleepy Hollow a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Raging Buffalo Snowboard Ski Park (3.3 mi / 5.3 km)
  • Terrace Hill Golf Course (6.3 mi / 10.1 km)
  • Villa Olivia Country Club (7.2 mi / 11.6 km)
  • Bridges of Poplar Creek Country Club (8.9 mi / 14.3 km)
  • Makray Memorial Golf Club (10.2 mi / 16.4 km)
  • The Water Works Indoor Water Park (10.3 mi / 16.5 km)
Natural features

Exploring the natural features in Sleepy Hollow

Whether you're an active traveler or just want to appreciate the scenery, Sleepy Hollow is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Three Oaks Recreation Area (8.6 mi / 13.8 km)
  • Crystal Lake Park (9.5 mi / 15.3 km)
  • Baker's Lake Nature Preserve (9.6 mi / 15.4 km)
  • Veterans Acres Park (10.7 mi / 17.2 km)
  • Fox River Preserve (11.4 mi / 18.4 km)
  • Deer Grove Forest Preserve (12.5 mi / 20.1 km)
How to get there

Transportation 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're unable to find a flight that fits your schedule, you might consider flying into Chicago, IL (PWK-Chicago Executive), which is 20.5 mi (33 km) away.

Where to stay around Sleepy Hollow, IL?

Our 2019 property listings offer a large selection of 26 vacation rentals near Sleepy Hollow. From 16 Houses to 2 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Sleepy Hollow for a holiday or a weekend are on Vrbo.

What are the popular point of interests near where I can stay when traveling to Sleepy Hollow?

Vrbo offers a large selection of vacation rentals near lovely places in Sleepy Hollow. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Raging Buffalo Snowboard Ski Park: 73 vacation rentals
  • Woodfield Mall: 271 vacation rentals
  • Schaumburg Convention Center: 240 vacation rentals
  • Morton Arboretum: 199 vacation rentals
  • Geneva Commons: 86 vacation rentals

But there are many other points of interest around Sleepy Hollow listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Sleepy Hollow?

Yes, of course. Vrbo has 16 Houses in Sleepy Hollow. Our other popular types of vacation rentals in Sleepy Hollow include:

  • Condos/Apartments: 2 rentals available
  • Townhouses: 3 rentals available
  • Studios: 3 rentals available

Can I find a vacation rental with pool in Sleepy Hollow?

Yes, you can select your preferred vacation rental with pool among our 2 vacation rentals with pool available in Sleepy Hollow. Please use our search bar to access the selection of vacation rentals available.