Villa holiday rentals in Illinois

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Top-rated villa rentals in Illinois

Guests agree: these villas are highly rated for location, cleanliness and more.

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The exterior of the Italian Villa is framed by lush greenery and trees, showcasing a warm beige stucco facade. A charming front entrance is highlighted by a decorative archway, flanked by windows with blue shutters, and adorned with flowering plants along the pathway.

Villa in Rockford

4.43 out of 5 average rating, 7 reviews

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!

The exterior of a spacious home is showcased, featuring a light gray facade with a variety of architectural details. Lush green grass and landscaped flower beds surround the entrance, complemented by a welcoming front porch with chairs and vibrant potted plants.

Villa in Wilmette

Luxury Chicago-Wilmette High End Private Residence

Our Property Is Best Described by Our Guests : 5/5 Amazing location and space to breathe We needed a long term place to stay, and wanted a place to LIVE. We needed a home and this was the perfect answer. Located in a beautiful safe neighborhood, literally minutes from the lake, from Old Orchard mall, grocery stores, and everything else we needed. Only a 5 minute drive to a park and ride for the train. Very quiet despite proximity to everything Perfect 10+ We will be back just ! Thank you!

A spacious brick home with a prominent entrance is surrounded by lush greenery. The circular driveway provides ample parking space, and large windows offer a welcoming appearance. A tree and shrubs enhance the natural scenery, creating a peaceful setting.

Villa in Elgin

4.25 out of 5 average rating, 12 reviews

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!

Guest favourite

The exterior of the historic brick building is showcased, featuring multiple levels and a covered porch. Large windows offer a glimpse into the spacious interiors. Green grass surrounds the property, complemented by trees that provide shade, creating an inviting and open atmosphere.

Villa in Centralia

4.97 out of 5 average rating, 93 reviews

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.

Guest favourite

A fully equipped kitchen is present, featuring wooden cabinetry and a spacious countertop with seating for six at a rustic dining table. Appliances include a refrigerator, dishwasher, oven, and microwave. Large windows allow natural light to brighten the area, with warm wooden accents enhancing the inviting ambiance.

Villa in North Utica

4.9 out of 5 average rating, 166 reviews

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.

Superhost

A grand piano occupies the foreground, showcasing a polished surface that reflects light. Behind it, a spacious area is visible with a row of blue chairs and a ceiling adorned with modern chandeliers, highlighting the open and elegant design of the indoor space.

Villa in Chicago

4.66 out of 5 average rating, 56 reviews

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.

Top guest favourite

A movie theater room features a large television displaying streaming options, surrounded by comfortable seating. A popcorn machine is positioned nearby, with a striped popcorn container placed on a stylish console. Black curtains provide a darkened atmosphere for viewing.

Villa in Herrin

4.97 out of 5 average rating, 101 reviews

📽🍿🎬 “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!!

A modern dining area features a white marble table set with red plates and glassware. Soft natural light filters through sheer curtains, illuminating the space. In the background, white cabinetry is complemented by a tiled backsplash, creating a contemporary kitchen atmosphere.

Villa in Ottawa

4.72 out of 5 average rating, 115 reviews

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!

The exterior of the Captain Merry Mansion features a combination of brick and stone, showcasing a central tower with a lighthouse-like structure. Surrounding greenery and a paved pathway lead up to the welcoming entrance, which is highlighted by large glass doors and the property's name elegantly displayed.

Villa in East Dubuque

4.75 out of 5 average rating, 87 reviews

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.

Top guest favourite

An aerial view of the living room is displayed, showcasing a dark leather sectional couch positioned around a textured area rug. A wooden coffee table is centered in the space, while a flat-screen television is positioned next to a large stone feature wall. Natural light fills the room through large windows.

Villa in Galena

4.88 out of 5 average rating, 136 reviews

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!

The exterior of a rustic wooden building is showcased, featuring stone pillars and green entry doors. Balconies are visible on the upper level, and a neat pathway leads to the entrance, complemented by low-maintenance landscaping and a central air conditioning unit.

Villa in North Utica

4.85 out of 5 average rating, 20 reviews

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.

Guest favourite

The exterior of the villa features a rustic design with wooden siding and stone accents. A covered balcony is visible on the upper level, complementing the entrance framed by double doors. Lush greenery and a pebbled pathway enhance the serene outdoor setting.

Villa in Oglesby

4.82 out of 5 average rating, 333 reviews

Starved Rock Hideaway

Vacation Villa tucked away in Starved rock country adjacent to St. Louis Canyon with a serene setting. Close to the quaint town of Utica which offers antique shopping,wineries,bars,restaurants and horse back ridding. Just beyond Chicago approx 1.5 hour from Ohare and 1 hour from midway. Seasonal bicycle rentals available.