Chicago holiday rentals

Providing active guests with access to an ice rink, Hello Again, Chicago! Villa is approximately a 10-minute drive from such sports attractions as the multi-purpose Credit Union 1 Arena. Located just… 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

Located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck, 6 minutes' walk from ArcLight Chicago, the 6… 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

Downtown Lake Views, Mich Ave, Museums 2Bd- 2Ba #10 Chicago villa offers quick access to such tourist spots as Statue of Christopher Columbus, situated merely a 6-minute walk away. More

Situated only 5 minutes' walk from the General John Logan Memorial, Downtown Park - Mich Ave Ph Gym Plus Rooftop #11 Chicago villa entices guests with views of the city. 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

Hosting up to 26 guests, the 6-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa is nestled in a beach area, around a 25-minute walk from the Jay Pritzker Pavilion. More

Modern 3Br Apartment Near North Ave Shops Chicago villa entices active guests with access to a fitness studio and is located nearly a 10-minute ride from the scenic Chicago Riverwalk Walkway. More

Situated only a 6-minute walk from the General John Logan Memorial, Mich Ave Downtown Penthouse - Rooftop Plus Gym #8 Chicago villa offers easy access to numerous tourist spots in the area. Guests… More

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Large Condo With Outdoor Deck In Historic Chicago District Home offers quick access to such tourist spots as Eva's Cafe, situated only a 5-minute walk away. More

Situated approximately a 5-minute stroll from the Buffalo Exchange, Amazing Wicker Park Penthouse With Skyline Views Villa Chicago offers opportunities for cycling in the area. Offering Wi-Fi, the… More

Situated a 10-minute stroll from the Third Unitarian Church, Sleeps 18 7Br Gym Game Room Theater Chicago villa provides access to numerous tourist attractions in the area. More

Modern 4 Bedroom Greystone Chicago villa, located 6 minutes' walk from the 1930s Supreme Life Building, can host up to 9 guests. The holiday home features opportunities for canoeing and kayaking in… More

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Sleeps 18 • 8Br • Game Room • Gym • Theater Chicago villa is located nearly a 25-minute walk from the Saint Constance Catholic Church and welcomes its guests to enjoy table tennis and pool. More

Beautiful 6-Bedroom, Private Mansion With Hot Tub Chicago villa is located a mere 0.7 km from Mount Nebo Church Baptist, giving access to various tourist spots nearby. More

2 Rooftops 2 Car Garage 4 Stories Chicago villa, located a 5-minute walk from Eva's Cafe, can host up to 14 guests. Nestled in Old Town with roots dating back to the mid-19th century, this holiday… More

Located only 300 metres from REI, the 4-bedroom Envitae Hotel 4Br Modern Sleek Apartment Chicago villa offers a casino for guests' entertainment. Offering Wi-Fi, the Chicago holiday home is right… 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

The 9-bedroom Addison Art Deco Manor Garage Chicago villa offers quick access to such city attractions as lululemon, located only a 7-minute walk away. This Chicago holiday home hosts up to 22 guests… More

The 3-bedroom 1 Mi To Wrigley! Quintessential Chi-Town Greystone Villa Chicago offers proximity to nearby tourist spots, such as the Graceland Cemetery, situated nearly a 20-minute walk away. With a… More

Nestled a 10-minute drive from the Frederick C. Frank Lloyd Wright's Robie House, Charming 5 Bedrooms 2 Bathrooms Chicago villa entices guests to explore various tourist destinations nearby. More

Nestled in the vibrant heart of Wicker Park, the stylish Wicker Park 4Bd 3Ba, Steps From CTA, Parking Incl Home captures the essence of this trendy neighborhood. Known for its eclectic mix of… More

Located a 25-minute walk from the half-mile-long Navy Pier, Luxury Gold Coast Penthouse With Deck & Views Villa Chicago offers a casino for guests' leisure. The 3-bathroom villa features… More

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Modern 4 Bedroom Condo In Lakeview Chicago villa offers easy access to such tourist spots as the Le Thrift Luxury Emporium, located approximately a 5-minute walk away. The property can host 8 guests… More

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Offering a location 6 km from the baseball stadium "Wrigley Field", Giant 5Br, Pool Table, 15 Min To Cubs & Mag Mile Villa Chicago gives access to various tourist spots in the area. More

Located right near the Merryman Playlot Park, the 4-bedroom Wrigley 4Br Home, Sleeps 10 Chicago gives easy access to various tourist attractions in the area. Offering a prime location in Wrigleyville… More

Positioned in the vibrant Wicker Park neighborhood, Wicker Park 6Bd 4Ba, Steps From CTA, Parking Incl Home invites guests to experience the essence of urban living intertwined with modern comfort. More

Providing access to an ice rink, the 2-bedroom King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago is located 2.3 km from such sports venues as the modern United Center Arena. Offering… More

Nestled 7 km from the Art Institute of Chicago, Bronzeville 42 Art & Hospitality Chicago villa entices guests to explore various tourist destinations nearby. Offering private car parking as well as… More

Situated merely 7 minutes' walk from the Sherman Park, the 5-bedroom 2 Mi To Red Line: Chicago Home Near Sherman Park provides access to numerous tourist attractions in the area. This accommodation… More

Offering access to entertainment venues such as the half - mile - long Navy Pier, situated around 6 km away, the 2-bedroom Extended Stay: Walk To Uic Campus & Train! Chicago villa can host up to 4… More

Mich Ave Downtown Grant Park, Museums 2Bd-2Ba #5 Villa Chicago offers easy access to such tourist spots as the General John Logan Memorial, located merely a 6-minute walk away. More

Situated nearly 5 minutes' walk from One Lord One Faith Missionary Baptist Church, the 2-bedroom Quiet Chicago Townhome: Walk To Subway Stations villa offers easy access to numerous tourist spots in… More

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Ensuring a relaxing stay with a Jacuzzi, The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa is situated 2.8 km from the acre North Park Village Nature Center and can… More

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Situated approximately 7 km from the Sprawling hands-on Museum of Science and Industry, the 3-bedroom Commuter-Friendly Bungalow In Chicago'S South Side provides access to numerous tourist… More

Historic 1930S Retreat! Walk To Wicker Park Villa Chicago offers easy access to such tourist spots as All Saints Cathedral, located just a 5-minute walk away. Providing guests with Wi-Fi and private… More

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The 4-bedroom Cozy Wicker Park Home With Movie Room Chicago offers swift access to various city sites, such as the Richard's Fabulous Finds, situated 450 metres away. Offering a convenient location… 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

Situated just a few steps from the General John Logan Memorial, Cozy Downtown Mich Ave Gym And Rooftop #7 Chicago villa offers easy access to numerous tourist spots in the area. Located in Downtown… More

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3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome Chicago offers easy access to such tourist spots as Zanies, located just 7 minutes' walk away. More