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

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

**Welcome to Designer Themed 4 Bedroom In Best Location With Patio And Fireplace, a Hidden Gem in Old Town** 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

Located 6 km from Buckingham Fountain, Chic Green L Near Downtown & Il Medical District Chicago villa gives access to various tourist sites in the vicinity. More

Set in the vibrant West Town neighborhood, the Luxe 4Br With Hot Tub & Game Room is the quintessential urban retreat, perfectly combining modern amenities with a lively culinary scene. Just moments… 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

**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

Discover the allure of the Immaculate Brand New Penthouse Chicago, an exquisite oasis nestled in the vibrant West Loop. This luxurious retreat seamlessly combines modern sophistication with the… More

Welcome to Zen Escape-Chicago's Urban Oasis, your serene retreat nestled in the vibrant West Town neighborhood. This gem is ideally situated along the bustling stretch of West Chicago Avenue… More

**Discover the Charm of 5 Mi To Millennium Park Apartment With Fireplaces** Nestled in the heart of Chicago, 5 Mi To Millennium Park Apartment With Fireplaces offers a unique blend of modern comfort… 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

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

**Welcome to the No. 1 Rated Lincoln Park House - Golf Simulator Villa, a refined retreat nestled in the vibrant and fashionable Lincoln Park neighborhood of Chicago.** This lively area is renowned… More

**Hamaline Luxury Guest House Chicago** welcomes travelers to an exquisite retreat nestled in the heart of the city. Just a short 10-minute drive from Ogilvie Transportation Center, guests will… 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 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

Spacious Bucktown Sanctuary Chicago villa offers proximity to such city sites as Moth, located a mere 5 minutes' walk away. 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

**Experience Comfort and Elegance at the 5 Bedroom Huge House in Best Location** Nestled in the vibrant Near North Side, the 5 Bedroom Huge House in Best Location offers guests an exquisite blend of… 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

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

**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

Nestled in the vibrant hearts of urban landscapes, the Romantic 3 Bed Home In The Heart Of The Park offers an exquisite retreat, blending luxury and comfort for an unforgettable stay. This charming… 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

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

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

**Experience Urban Elegance at the Old Town 3Bd 3Ba Coach House** Nestled in the vibrant Near North Side of Chicago, the Old Town 3Bd 3Ba Coach House offers a unique blend of contemporary comfort and… More

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Set in the vibrant Logan Square neighborhood, the Luxe 6Br House Trendy Logan Square Garage Access offers guests an unparalleled blend of luxury and convenience. Just a stone's throw away from the… 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

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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

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

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Welcome to A Terrific House For A Large Group, a perfect oasis for those seeking both comfort and convenience. Nestled just 15 kilometers from Chicago O'Hare International Airport, this charming… More

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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

**Experience the Charm of the Luxurious Gold Coast Villa** Nestled in the vibrant Near North Side, the Luxurious Gold Coast 4Br 4-Story Villa is an exquisite retreat that perfectly combines comfort… 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

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

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Located merely 6 minutes on foot from Santa Maria Addolorata Parish, the 3-bedroom Chicago Treasure 4 Bed Getaway Villa gives easy access to various tourist attractions in the area. More