Private Villas in Chicago

**Welcome to The Avondale Guesthouse Chicago**, a charming retreat that seamlessly blends comfort with modern amenities in an inviting garden setting. This delightful haven, located only 20 km from… More

**Welcome to the Vibrant Heart of Chicago** Beyond the comforts of your accommodations, the holiday home offers exceptional services designed to enhance your stay. More

**Welcome to Northside Famlynest Lincoln Sq, a Cozy Family Gem in Chicago** Exploring the vibrant neighborhood is a breeze, with the Lincoln Park Zoo just 9 km away, allowing you to immerse yourself… More

**Discover the Charm of Lincoln Park Living - Suite 1** Positioned conveniently within reach of public transportation, this suite serves as a perfect hub for exploring all that Chicago has to offer. More

**Welcome to Stunning Condo #2 - Downtown River North**, a remarkable residence nestled in the vibrant Near North Side of Chicago. This spacious retreat, featuring three elegantly appointed bedrooms,… More

Immerse yourself in the timeless elegance of The Black, where sophistication meets comfort in an ideal urban setting. This luxurious retreat caters to both leisure and business travelers… More

Located approximately 5 minutes' walk from Rosa's Lounge, the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa gives easy access to various tourist attractions in the area. More

To enjoy your vacation in Chicago, stay at the spacious 167 m^2 Stunning Duplex Condo #1 - Downtown River North Chicago, which is nearly 25 minutes' walk from Millennium Park and approximately 500… More

Nestled in the heart of Chicago, the Spacious 5-Br House Near Transit W Parking offers a unique blend of comfort and convenience, ideal for both families and groups traveling together. Just 10… More

**Experience the Elegance of Lakefront Rooftop Parking** Nestled in the vibrant heart of Chicago, Lakefront Rooftop Parking offers an exquisite retreat for both business and leisure travelers. More

**Experience Comfort and Convenience at the Spacious Row Home Next Transit Near Downtown W Parking** More

Welcome to the Magnificent New Home W/8 Beds & Free Parking, an exquisite haven nestled in the vibrant Logan Square neighborhood of Chicago. This elegantly designed residence is a part of the… More

Boasting the location within 5 minutes' stroll of Oak Street Beach, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is also 1.1 km from Shops at Northbridge. Located in the Downtown… More

Experience the charm and elegance of the Beautifully Renovated House 10 Mins From Downtown, an exquisite retreat just moments away from the vibrant heart of the city. This thoughtfully designed haven… More

Nestled within the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse B - Sleeps 11 offers an exceptional urban escape infused with modern elegance. This airy and spacious… More

Set in a vibrant neighborhood, the Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub offers a unique blend of charm and accessibility. This thoughtfully restored residence… More

The 2-bedroom Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago provides easy access to various city attractions, such as the non - denominational Moody Church, situated around 5 minutes'… More

Situated in the vibrant Lincoln Park area of Chicago, The Village Inn By Dakota Gal Digs serves as an oasis amidst the bustling cityscape. This charming establishment is surrounded by an array of… More

Located approximately 5 minutes' walk from Indiana Avenue Pentecostal Church of God, the 1-bedroom Hamaline Luxury Guest House Chicago villa gives easy access to various tourist attractions in the… More

Offering a location 4.9 km from Meyering Park, the 3-bedroom A Home Away From Home! Chicago gives access to various tourist spots in the area. More

**Experience Chicago's Charm at Chicago Home Near Navy Pier and Shedd Aquarium** Nestled in the vibrant heart of the Windy City, Chicago Home Near Navy Pier and Shedd Aquarium offers a perfect blend… More

The 3-bedroom The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago provides easy access to various city attractions, such as Saint Wenceslaus Roman Catholic Church, situated approximately 5… More

Welcome to the Modern Wrigley Oasis With Parking!, A captivating retreat nestled in the vibrant Lakeview neighborhood of Chicago. Conveniently situated near West Diversey Parkway and the shores of… More

Welcome to the Cozy 4Bd House Fireplace And Pond, a charming retreat that seamlessly blends comfort and tranquility. Situated just 20 km from both Ogilvie Transportation Center and Midway… More

Luxurious Classic Gold Coast Villa For 12 Guests lies in proximity of Clark/Division underground station and approximately a 15-minute walk from Museum Of Contemporary Art Chicago. The 4-bedroom… More

The 4-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops is situated merely 6 minutes' walk from Buzz Killer Espresso, featuring such comforts as Wi-Fi and parking. Located 4.4 km from… More

During the stay at 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can indulge in tennis or visit the Navy Pier, located a 10-minute ride away. More

Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as Museum of Science and Industry, situated 4.6 km away. More

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**Welcome to the River North Hideaway, your exquisite sanctuary nestled in the heart of the Magnificent Mile.** This chic retreat allows guests to fully immerse themselves in Chicago's vibrant… More

**Experience Urban Elegance at Chicago New 2Br Home W 3 Beds and Highspeed Internet** Conveniently located just 17 kilometers from Midway International Airport and 4 kilometers from Ogilvie… More

Welcome to the Logan Square Oasis, an enchanting haven nestled in one of Chicago's most vibrant neighborhoods. This remarkable oasis stands at the crossroads of art and culture, showcasing the… More

Offering a location 2.2 km from the energetic urban Kathy Osterman Beach, Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago gives access to various tourist spots in the area. More

Welcome to the New Modern 3Br, Gym, Workspace, Quiet Location, a sophisticated retreat designed for comfort and productivity in the heart of Chicago. Just 15 km from the bustling Chicago O'Hare… More

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Situated 950 metres from the Catholic church "Our Lady of Sorrows Basilica", Victorian Mansion In Garfield Park Villa Chicago invites guests to relax at a patio. More

Nestled in an enviable position, the Perfect Location Across From Park & Train Station Villa offers a luxurious retreat in the heart of the city, just 400 meters from the scenic Conservatory-Central… More

**Welcome to Gorgeous 5 Bedroom Gem With Games, where modern luxury meets a vibrant Chicago ambiance. Nestled about 15 kilometers from Midway International Airport and just 17 kilometers from Ogilvie… More

Situated 2.5 km from Touhy Park, the 4-bedroom Stylish Chicago Retreat, Walk To Loyola University villa provides access to numerous tourist attractions in the area. More

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers swift access to various city sites, such as The Noble Horse Theatre, situated around 5 minutes'… More

The 5-bedroom Entire Building-Walk To Lincoln Park Or The Beach Chicago villa provides easy access to various city attractions, such as the petite South Lakeview Playground Park, situated… More

Staying at the 3-bedroom Roscoe Village Family Hideaway Chicago villa, guests can visit Merryman Playlot Park, which is about a 5-minute walk away. More

Welcome to the Personal Gym Luxury Balcony Condo, a remarkable retreat situated in the heart of O'Hare. This stylish accommodation offers an exquisite blend of modern elegance and unparalleled… More

**Discover Woodlawn Oasis Villa, a serene escape ideally situated just 15 kilometers from both Midway International Airport and the bustling Ogilvie Transportation Center. Nestled amid the charm of… More

Boasting a location 4.3 km from Maggie Daley Park, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago provides a terrace with garden views. More

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Nestled a 10-minute drive from North Park Village Nature Center, Windy City Getaway - 3Br 2Ba Chicago Townhouse Home entices guests to explore various tourist destinations nearby. More

Near Lake & Museum • Modern • Game Area Chicago villa offers quick access to such tourist spots as New Spiritual Light M.B. Church, situated only a 6-minute walk away. More

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago is situated about a 5-minute walk from Saint Michael, featuring such comforts as Wi-Fi and complimentary… More