Villa holiday rentals in Illinois

Rockford’s Historic Villa + CLOSE to city!

Experience the timeless elegance of Jesse Barloga's renowned architecture from the 1920s at our spacious and centrally located historic residence in Rockford, Illinois. This exquisite Italian Villa, nestled in the charming Brown Hills area near the Rock River, offers unparalleled proximity to the Rock River bike path, YMCA, and Nicholson Conservatory and is close to Downtown life. Immerse yourself in the convenience of accessing the region's finest attractions, many just a short stroll away!

Hot Tub & Sauna: Hoffman Estates Villa in Elgin!

Pets Welcome w/ Fee | 2 Kitchens | Cookout Ready | Quiet 80 Acres This tranquil retreat offers rustic luxury with plenty of space to relax and reconnect. A spacious living and dining area makes it ideal for family gatherings. Set on a peaceful estate, the home features serene views of nature and horses. While it feels secluded, it’s just 36 miles from downtown Chicago, offering easy access to city amenities. You can even watch the Hoffman Estates fireworks from this 6-bedroom, 5-bath home!

Copperfield - Unit 1 - 5 Bed/4 Bath

Come stay at one of the coolest vacation rentals in South Central Illinois. Originally built in 1918 by a member of the Kohl family, this building has been a focal point of downtown Centralia ever since. The property features old world architecture, with its solid brick structure and rich woodwork, and spectacular courtyard. Newly remodeled with a fresh look and an old world feel, it is a comfortable place for friends and families to stay. This is the main unit of 2 in the building.

All SeasonVilla-Starved Rock area!

Spacious Vacation Villa in Starved Rock Country. Perfect for getting outdoors, exploring the area or just staying nestled in to enjoy this cozy home. So much to do within 15 minutes or less-hiking at Starved Rock and Matthiessen State Park (all season beauty), canoeing, horseback riding, river cruise, sky diving, fests throughout year and more. Or kick back-eat in, play games, watch movies and relax! Whatever you choose it's a great getaway near Chicago and the suburbs to enjoy.

Rooftop | Villa | Events

Gorgeous designer space, a mini Villa but large throughout making it light, bright, airy with feelings of calm and tranquility. Party Backyard/Rooftop Indoor features Luminaire Chandeliers, 10 feet ceilings, Grand Piano, Music Box etc. Huge backyard offer spaces to entertain. You’re booking a private residence: Three levels of home exclusive to your guests/party. Guest can view cameras of all entrances; Roof deck, Front, Back & Alley via Monitor (HDMI-1) 24/7 record.

5 Bedroom 4 Bathroom Beauty

Safe area, spacious, near shopping, hospitals, airport, schools, gym, & park. 5 bedrooms, 3 queen beds, 1 full sized bed, 1 queen sleeper sofa, 3 1/2 baths, washer & dryer, great appliances. 5th bedroom with egress window in basement. No cleaning fee, but please clean up after yourselves. Strip beds that were used & place used linens in the laundry room . If you use the dryer, check the lint screen in the door and clean after each use. Absolutely no pets.

📽🍿🎬 “THE MOVIE HOUSE” 🎬🍿📽

The Movie house in Southern Illinois is the place to stay! Located in a quiet community & conveniently located near Herrin Hospital, I-57, Aisin & a short drive to Marion's Veterans Airport. Master bedroom with king bed, walk-in closet. 2nd bedroom with queen bed. 2 Baths. Movie theater room with a great collection of DVDs that you haven't seen in years plus FREE POPCORN! 1 car garage & laundry available for guest use. Highly rated!!

Luxury Chic Villa with Fireplace

This luxurious villa is located in the bustling town of Ottawa which is known as the scenic gateway to Starved Rock State Park. It is filled with all sorts of character which is represented by its stylish and chic decor. The indoor fireplace makes for cozy nights spent unwinding and relaxing while enjoying time and making memories with family and friends. Downtown offers many shops, restaurants, as well as breweries to its visitors!

HUGE!3BRPrivateHome+Garage+360°Roof+HotTub+EV+12pp

🎉 3-Story 1,700 sqft Home | Sleeps 12 🎉 ✅DM for YOUR SPECIAL RATE! 🎯 Free Private Garage 🎯 Hot Tub 🎯 360° Roof Deck with Skyline + Willis Tower Views Perfect for family trips, romantic escapes, or friend getaways! ✨ Private keyless entry 🛏 Luxury KING, 2 QUEEN beds + cozy fireplace 🍽 Full kitchen + balcony 📺 3 Smart TVs (Netflix, Disney+, Prime) 🚀 Super-fast WiFi Book now for your unforgettable Chicago stay!

Merry Mansion

A meticulous $2MM restoration revealed the true elegance of this amazing property. Perfect for family gatherings, your own rehearsal or large dinner party. If you enjoy history mixed with luxury, this place is for you. Located by the Mississippi River bridge to Dubuque and only 12 miles from the historic town of Galena, the area offers an abundance of activities. Well behaved children and pets are welcome.

Spring Creek Sanctuary-2BR-Owners’ Club Access

Welcome to Spring Creek Sanctuary! This 2BR/2BA condo in Galena Territory offers comfort and nature. Relax by the wood-burning fireplace, cook in the modern kitchen, or unwind on the private deck with wooded views. Enjoy Owners’ Club amenities—pools, fitness, game room, tennis—plus nearby golf, trails, and Lake Galena. Just 15 minutes to historic downtown Galena, shopping, dining, and wineries!

Grand Bear Resort Vacation Villa

The Villa is surrounded by the breathtaking natural beauty, rich history and outdoor adventures of La Salle County. It is minutes from Starved Rock State Park and Matthiessen State Park. Enjoy rafting and boating on the Illinois River, tee off at Senica's Oak Ridge Golf Club and sip wine at the Illinois River or August Hill Wineries.