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

**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 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

**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

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

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

The 2-bedroom Lincoln Park Living - Suite 2 Chicago villa, located around 5 minutes' walk from the petite South Lakeview Playground Park, can host up to 10 guests. 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

Situated just 500 m from the skyscraper 360 Chicago Observation Deck, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is ideal for up to 10 guests. More

Situated nearly 25 minutes' walk from Millennium Public Park, Stunning Duplex Condo #1 - Downtown River North Chicago villa features a patio with views of the city. Offering Wi-Fi, the property is… 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

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

Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago accommodates up to 14 guests and offers proximity to the Chicago History Museum, located around 5 minutes' walk away. More

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops hosts up to 16 guests and is nestled 4.7 km from natural sites such as the scenic Chicago Riverwalk Walkway. Located about a 15-minute drive from… More

The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago provides easy access to various city attractions, such as Elastic Arts, situated around 5 minutes' walk away. 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

**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

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

The 4-bedroom Stylish Chicago Retreat Walk To Loyola University villa provides easy access to various city attractions, such as Mundelein College, situated nearly 5 minutes' walk away. More

Boutique Garden House Chicago 3-Story Sleeps 12 Villa, located just a 5-minute walk from First Progressive Church of Christ, can host up to 12 guests. More

2 Newly Built Luxury Condos With Private Roofdeck Chicago villa is situated only 6 minutes' walk from the long-standing Carl Hammer Gallery, featuring such comforts as Wi-Fi and a car park. Located… More

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

**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

The 4-bedroom Roscoe Village Family Hideaway Chicago villa is situated only 5 minutes' walk from the Juniper Playlot Park, featuring such comforts as Wi-Fi and parking. Located in the vicinity of the… More

Located a 5-minute walk from Katherine Anne Confections, 5Br 5Ba Architectural Estate-Theatre Gym Rooftop Chicago villa offers a patio with a view over the city. Pampering guests with a sauna, this… More

Located 3.3 km from Bambi Park, Charming Home In Portage Park Chicago gives access to various tourist sites in the vicinity. More

**Chic 4-Bedroom Haven: Designer's Dream Home** is a splendid escape nestled in the vibrant West Town neighborhood of Chicago. This stylish sanctuary is situated along a lively stretch of West… More

**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

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

The 5-bedroom Near Lake & Museum • Modern • Game Area Chicago villa offers easy access to such tourist spots as New Spiritual Light M.B. Church, located only a 6-minute walk away. The Chicago holiday… More

The 6-bedroom Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago hosts up to 12 guests and is nestled around a 10-minute ride from natural sites such as the scenic Chicago Riverwalk… More

Offering a patio overlooking the city, Modern 3Br Near Mccormick & South Loop Villa Chicago is located 6 minutes' stroll from Trinity Episcopal Church. The villa features opportunities for cycling in… 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

Stylish 3Br Gem In Prime Location Villa Chicago is located only 1.5 km from the McCormick Place and welcomes its guests to enjoy cycling. More

Offering a terrace overlooking the garden, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago is located merely a 7-minute walk from Santa… More

Luxury 9 Bedroom Villa Mins From Downtown And The Lake Chicago offers swift access to various city sites, such as Roman Susan, situated just 6 minutes' walk away. Providing guests with Wi-Fi and free… More

The 5-bedroom Entire Building-Walk To Lincoln Park Or The Beach Chicago villa, located a mere 5 minutes' walk from Rosa's Lounge, can host up to 16 guests. More

Situated a 5-minute walk from the South Pond, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. This holiday home features opportunities… 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

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago provides easy access to various city attractions, such as The Noble Horse Theatre, situated about a 5… 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

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

Envitae Hotel 4Br Luxury Modern Apartments Chicago villa is located just 1.9 km from Oz Public Park and welcomes its guests to enjoy horseback riding, cycling, and fishing. More

Nestled a 5-minute drive from the Bread & Wine, Windy City Getaway - 3Br 2Ba Chicago Townhouse Home entices guests to explore various tourist destinations nearby. The 3-bedroom holiday home hosts up… More

The 6-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa, located just 5 minutes' walk from the Ruth Page Center for the Arts, can host up to 26 guests. 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