Holiday rentals in South Barrington

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

Casa de Chicago in Schaumburg!

The home is a fully remodeled cozy townhouse with 3 bedrooms and 2 full bathrooms. The first bedroom is a master suite with a king size bed, second bedroom has a queen bed and the third room has a bunk bed that the kids love. The neighborhood has a kids playground, walking trail and plenty of greenery. We are about 10-15 minutes away from the most famous Woodfield mall and Schaumburg city center. Very close to many corporate offices. 3 minutes away from Target, Jewel Osco and many restaurants.

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.

Family Friendly | Backyard+Games | ORD | Workspace

Stylish 4BR Suburban Sanctuary near O'Hare & Chicago 🔥 Relax in backyard oasis with fire pit & pergola 🎮 Game room packed with air hockey, foosball, darts & kids' fort 📺 5 TVs & board games 🍽️ Fully stocked kitchen 💼 Work desk with ergonomic chair 👶 High chair & Pack 'n Play 🚗 17 miles from O’Hare, 35 miles from Chicago & 6 miles from Schaumburg Convention Center 📝 Garage is not available for guests' use. House has stairs. 1BR on main floor. 3 BRs on 2nd floor. Games room in basement.

Sunny 1BR Apartment in the Surburbs

This cozy 1-bedroom apartment offers a peaceful retreat with easy access to everything Arlington Heights has to offer. Located on a quiet, tree-lined street, you're just a short walk away from Downtown Arlington Heights, featuring local cafés, restaurants, and shops. Metra station is nearby, providing quick, direct access to downtown Chicago in under 40 minutes. Whether you're here for work or leisure, enjoy the comfort of a relaxing atmosphere perfect for unwinding after a busy day.

Private Room w/ attached bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

Private Room in Elgin Treehouse

Feel like you are in a treehouse in this cozy Mid Century home nestled on a hill on 3 acres of wooded property in a quiet, private neighborhood right outside Chicago. This space offers a private bedroom and private bathroom. It is 0.5 miles from Interstate 90, 3 miles from the Metra station that goes straight to downtown Chicago, and 25 miles from O’Hare international airport. This home backs up to Tyler Creek Forest Preserve, so enjoy the privacy and wildlife!

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Cozy, Peaceful, and Beautiful Private Room

This beautiful, private and cozy room is located in a mid-to-high end neighborhood. You will find the Fox River and its beaches just minutes away, and several conservation areas including Moraine Hills State Park within minutes distance. Nearby you will find many recreational activities such as boating, fishing, paddle boating, kayaking, tube floating and boat rental. In addition, there are several restaurants and grocery stores nearby for your convenience.

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Streamwood Comfort House

Enjoy and relaxing in this home located in a quiet-safe neighborhood, just minutes away from shops, restaurants, nature reserves and the expressway. Perfect for families, couples or business travelers, this property offers all the comforts of home with a touch of luxury. Enjoy modern comfort with a full kitchen, nice bathrooms and cozy fireplace. Stay active with exercise equipment, unwind at the bar or spend time in the backyard with firepit and grill.