68+ Vacation Rentals & Holiday Homes in Sleepy Hollow |
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Sleepy Hollow Accommodations - Hotels & Rentals

About Sleepy Hollow Vacation Rentals

Discover More than 68 Incredible Getaway Rentals Available in Sleepy Hollow. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Sleepy Hollow.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Sleepy Hollow, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Sleepy Hollow. The Average Size of Places to Stay Near Sleepy Hollow is 726.82 ft², with Prices Averaging US $262 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Sleepy Hollow. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Sleepy Hollow

Type Count
Vacation Homes 25
Holiday Apartments 22

Use these Quick Filters to Find a Vacation Rental in Sleepy Hollow

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Sleepy Hollow with Online Reservations.

Weather in Sleepy Hollow, IL

View the weather forecast for Sleepy Hollow before booking your Sleepy Hollow Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Sleepy HollowGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Sleepy HollowGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Schaumburg Convention Center
Woodfield Mall
Sears Center
Legoland Discovery Center
Schaumburg Medieval Times
Wheaton College
Grand Victoria Casino
Arcada Theater
Volo Auto Museum
Central Dupage Hospital
Alexian Brothers Medical Center
Arboretum of South Barrington
Randhurst Village
Harper College
Santa's Village
Villa Olivia Country Club
French Market
Delnor Community Hospital
Deer Park Town Center
Woodstock Opera House

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


West Dundee 35 Properties

Frequently Asked Questions About Sleepy Hollow?

What are the top hotels, lake houses & vacation rentals in Sleepy Hollow?

We provide an array of great vacation destinations in Sleepy Hollow. If you are looking to stay in or around the Sleepy Hollow area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Sleepy Hollow:

How many hotels, resorts, or rentals are available in Sleepy Hollow?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 68 in the Sleepy Hollow area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Sleepy Hollow.


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Online Reservation in Sleepy Hollow

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