Sleepy Hollow vacation rentals

Why visit Sleepy Hollow

1. Outdoor Adventures: Enjoy extensive recreational opportunities in urban parks and nature preserves, perfect for families and outdoor enthusiasts.
2. Scenic Hudson Valley: Explore the breathtaking scenery of the nearby Hudson Valley, known for its charming communities and picturesque landscapes.
3. Halloween Atmosphere: Experience the enchanting charm of Sleepy Hollow, especially during the Halloween season, perfect for spooky adventures.
4. Family-Friendly Activities: Engage in a variety of activities that cater to families, ensuring fun for all ages.
5. Diverse Accommodations: Choose from a range of vacation rentals, including cozy cottages and modern apartments, for a comfortable stay.

Popular types of accommodation in Sleepy Hollow

Explore the charm of Sleepy Hollow with our diverse selection of vacation rentals. Whether you prefer houses, cozy cottages, or modern apartments, you'll find the perfect getaway for your needs. Ideal for families or couples seeking a romantic retreat, Sleepy Hollow offers upscale amenities and tranquil surroundings. Discover the best in Hamptons vacation rentals and make your holiday unforgettable.

• Houses: The top choice for visitors in Sleepy Hollow, offering spacious and comfortable options for families or groups seeking a home-like atmosphere.
• apartments: A popular selection for those wanting a blend of convenience and style, ideal for solo travellers or couples.
• Cottages: Quaint and charming, these rentals provide a cozy retreat, perfect for a tranquil getaway.
• Condos: A well-liked option featuring modern amenities and often located in vibrant areas of Sleepy Hollow.
• Villas: Luxurious and spacious, these accommodations offer a premium experience for those looking to indulge.**

Top attractions in Sleepy Hollow

Sleepy Hollow, Illinois, is an ideal destination for outdoor enthusiasts and families, offering a stunning blend of scenery and culture. Visitors can explore diverse attractions, including event venues, urban parks, and nature preserves. This charming locale caters to those seeking family-friendly activities and immersive outdoor experiences, ensuring a memorable vacation for all. Enjoy the unique blend of natural beauty and local culture that Sleepy Hollow has to offer!

1. NOW Arena: Located 8.0km from Sleepy Hollow, NOW Arena is a vibrant entertainment facility offering a variety of events, from concerts to sports. Its family-friendly atmosphere makes it a great spot for all ages to enjoy live entertainment.
2. Santa's Village: Just 3.2km away, Santa's Village is a charming theme park that captures the magic of Christmas year-round. With rides, attractions, and festive activities, it's a delightful destination for families looking for fun and excitement.
3. Schaumburg Convention Center: Situated 20.9km from Sleepy Hollow, this event and conference venue caters primarily to business events. With modern facilities, it provides a professional environment for conventions and corporate gatherings.

Things to do recommended for couples

For a delightful couple's getaway in Sleepy Hollow, consider dining at Schaumburg Medieval Times for a unique experience, or indulge in luxury at Bridges of Poplar Creek Country Club. For ultimate relaxation, unwind together at Heavenly Massage, just a short drive away.

Things to do recommended for families

Your family will have a fantastic time exploring the Elgin Sports Complex for wellness and relaxation, enjoying exciting adventures at Brunswick Zone XL, and immersing yourselves in nature at Moraine Hills State Park, all within a short drive from Sleepy Hollow.

Things to do recommended for groups

Experience the thrill at the Grand Victoria Casino, just 8.0km away, or enjoy a captivating show at the Hemmens Cultural Center, located 6.4km from Sleepy Hollow. For a fun shopping day, visit the Arboretum of South Barrington, situated 9.7km from your base.

What do I need to keep in mind when booking a vacation in Sleepy Hollow

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it’s important to prioritise your preferences. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Sleepy Hollow with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Sleepy Hollow with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Sleepy Hollow: For many, a family getaway wouldn't be the same without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
• Planning for a long term stay visiting Sleepy Hollow: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Sleepy Hollow

Sleepy Hollow, Illinois, offers a delightful mix of outdoor adventures and family-friendly activities. Nearby, the picturesque Hudson Valley captivates with its stunning scenery and charming communities. As you explore, discover the enchanting atmosphere perfect for a Halloween getaway. With friendly locals and recreational spots, this region promises memorable experiences for everyone. Don't miss the chance to visit nearby cities that enhance your journey through this captivating area.

• West Dundee: Located a mere 1.3km from Sleepy Hollow, West Dundee is a vibrant city that attracts visitors seeking family-friendly activities and outdoor entertainment. The area boasts an array of attractions, including a notable arena entertainment facility and a lively casino for those looking to try their luck. Music enthusiasts can catch concerts at local venues, while thrill-seekers can enjoy the nearby theme park. The city's event conference venue and stadium add to the rich tapestry of activities available, making West Dundee a must-visit for a well-rounded travel experience.
• East Dundee: Situated just 1.6km from Sleepy Hollow, East Dundee offers a delightful blend of family fun and urban exploration. Visitors can indulge in retail therapy at the shopping centre and shopping mall, or enjoy the excitement of arena entertainment. Nature lovers can appreciate the nearby national state park, while sports fans can catch a game at the stadium. With its charming city atmosphere and numerous attractions, East Dundee ensures a fulfilling experience for travellers of all ages.
• Carpentersville: Located 4.8km from Sleepy Hollow, Carpentersville is known for its outdoor recreational opportunities and family-oriented attractions. The city features an arena entertainment facility and offers educational experiences, making it perfect for families. Visitors can enjoy activities at the local sports facility stadium or relax by the picturesque lake. With its emphasis on outdoor experiences and entertainment, Carpentersville presents a refreshing getaway for those looking to unwind and connect with nature.

Best time to go to Sleepy Hollow

If you're planning a trip to Sleepy Hollow, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.3°F (-5.4°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
February	24.6°F (-4.1°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
March	37.4°F (3.0°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
April	47.3°F (8.5°C)	Light Rain	Mostly Cloudy	Average	Average
May	59.4°F (15.2°C)	Light Rain	Mostly Sunny	Average	Average
June	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	72.9°F (22.7°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	71.4°F (21.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Average	Average
October	52.5°F (11.4°C)	Light Rain	Mostly Sunny	Average	Average
November	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Average
December	29.5°F (-1.4°C)	Light Rain	Mostly Cloudy	Average	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? It’s a great idea to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated area to plan exciting new adventures, pick up right where you left off, or easily manage your travel arrangements. You can now find the properties you've saved and booked neatly categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.