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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Guest favourite

A log-sided home is illuminated by warm lights against a snowy landscape at night. The covered porch features railing and seating, with snow blanketing the ground and surrounding trees, creating a serene winter scene.

Villa in McHenry

4.91 out of 5 average rating, 35 reviews

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

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

4.5 out of 5 average rating, 8 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!

Guest favourite

A path of stone steps leads through a garden adorned with greenery and colorful flowers towards the side of a two-story house. Large windows allow natural light to fill the interior. Mature trees provide a serene backdrop.

Villa in Ottawa

4.93 out of 5 average rating, 27 reviews

22min to Starved Rock: Ultimate Vacay Villa - 3891

5 Bedroom, 6 Bathroom, Sleeps 16 (Unparalleled Value!) Affordable 5500 sqft. 5 bedroom, 6 bath ultra-private family vacation destination, surrounded by 1.2 acres of mature trees and wildlife, perched hilltop showcasing its gorgeous views overlooking all of Ottawa. You will be just minutes from Starved Rock and Matthiessen State Park. Note: This is a family vacation home not to be used for events or wild parties. Please do not reserve without talking to me first, as it will be auto declined.

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, 100 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.

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, 108 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!

Guest favourite

A relaxing hot tub is surrounded by green foliage and colorful plants, creating a serene outdoor space. The bubbling water is inviting, and a small yellow rubber duck floats gently on the surface. Plush seating is available nearby, enhancing the atmosphere.

Villa in Chicago

4.82 out of 5 average rating, 17 reviews

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!

Superhost

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

4.87 out of 5 average rating, 143 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 columns and green door frames. Two entrances are visible, along with balconies above, framed by natural landscaping. A clear path leads to the entrance, enhancing accessibility.

Villa in Oglesby

4.56 out of 5 average rating, 27 reviews

Grizzly Jack's Grand Bear Resort

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, 337 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.