Chicago holiday rentals

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

Offering a location about 20 minutes' walk from Jay Pritzker Pavilion, the 1-bedroom Mich Ave Downtown Penthouse - Rooftop Plus Gym #8 Chicago villa gives access to various tourist spots in the area.… 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

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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

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

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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

The 9-bedroom The Addison Art Deco Manor Estate Garage Chicago villa offers quick access to such city attractions as lululemon, located only a 7-minute walk away. Providing guests with Wi-Fi and… 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 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

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

Boasting a sunbathing terrace and a shared lounge, the 2-bedroom Mich Ave 5 Downtown Grant Park, Museums 2Bd-2Ba Chicago villa is suitable for up to 6 guests and is located in South Loop, set… 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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Staying at Downtown Mich Ave, Grant Park, Museums 2Bd-2Ba #20 Villa Chicago, guests can easily reach the standing drawbridge "DuSable Bridge", located a 25-minute stroll away. More

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Located in the Bronzeville district, just a 6-minute walk from Trinity Episcopal Church, Spacious 3Br Urban Getaway W Gym Chicago villa offers city views. This property features opportunities for… More

The 10-bedroom Downtown Mich Ave - 6 Penthouses, Sleep 25 Chicago villa offers easy access to such tourist spots as the General John Logan Memorial, located only a 5-minute walk away. Offering a… More

Up to 6 guests can stay at Cute And Cozy Chicago Modern Condo villa and enjoy the Dovetail, located 6 minutes' walk away. 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

Situated nearly 5 minutes' walk from Vietnam, the 4-bedroom Ultra Modern Luxury - New Construction 4 Bedrooms Chicago villa offers easy access to numerous tourist spots in the area. This Chicago… More

Welcome to the enchanting retreat of Chicago Home, a serene escape conveniently located just 22 km from the bustling Ogilvie Transportation Center and 25 km from Midway International Airport. This… More

The 2-room Hancock Lookout|Steps To Beach&Transit, Chi Views Chicago apartment is around a 25-minute walk from the public art Cloud Gate Sculpture. This apartment is situated 2.2 km from Ogilvie… More