Vacation rentals in Sleepy Hollow

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Waterfront 2 Room Studio w/Kitchenette, Downtown

Casual Living - Prairie Trail Apartment Studio apartment overlooking the Fox River. Walking distance to downtown Algonquin with kitchenette and bathroom. Free business class wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. Relax, get a restful sleep, and enjoy your visit. Little touches & the extra effort assure you have an awesome stay.

SUPER MEMORY FOAM BED, EZ smart entry. Cable TV

Enjoy a super sleep on a queen size SUPER LUXURY memory foam bed! Couch, desk & more. Beautiful, safe area , homes built around huge trees that are decades old! Water Park, bating range, shopping, Great BUFFETS and other restaurants near! Free Netfil &Prime, Wi-Fi, Free access to laundry room (for stays 2 or more days) Microwave, fridge, spring water & more outside room. Enjoy sitting in one of the several outdoor seating arrangements either on the balcony or on the ground floor

Little lady on Lincoln- Fully stocked coffee bar

Relax in style at this peaceful, centrally located retreat. Designed with a modern and chic touch, this home offers a clean, cozy atmosphere with a hint of luxury. Just minutes from the scenic Riverwalk and the lively downtown filled with dining, and nightlife. For nature lovers, Raceway Woods offers the perfect escape for jogging and biking. Attending a wedding? You’ll love being only 2 minutes from the beautiful Brix on the Fox venue. A refined yet cozy stay perfect for any occasion!

Farmhouse for Nature Lovers

Welcome to our family-friendly farmhouse, where the Fox River, delightful walking & biking paths, parks and restaurants are just minutes away! Explore all the area has to offer, then return “home” to relax and unwind in our private, two-story guest home. Our farmhouse offers a deck to lounge on, an open side yard to throw a ball around, A/C, full kitchen, free parking, baby gear, comfortable beds (including a Cal King!), laundry, a designated work space and more!

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

05a. Common Room King

We have a King-sized bed in a Common Room. This is in a shared common room space. Up to 3 other guests my be booked in this room. The room has limited storage and NO DOOR. This space is best for those with little to no bags. Breakfast is included in your stay. We keep the pantry stocked with eggs, bacon, milk, orange juice, jam, bread, fruit, pancake mix, coffee and tea. Any of these items can be used to make yourself breakfast in the morning.

Fully Renovated and Updated Home

Escape to this inviting 3-bedroom townhome, your perfect Elgin retreat. Unwind in style with two plush queen beds and a comfortable full bed, ensuring restful nights. Two modern bathrooms offer convenience and privacy. Electric vehicle owners will appreciate the dedicated charger. Explore the vibrant city of Chicago, just a 45-minute drive away. With Route 90 just 5 minutes away, you're well-connected to explore the area.