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2026-11-09
2026-11-10
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Holiday Homes in Chicago

Historic Estate 10 Bedroom Sleeps 16, Game Room

851 North Fairfield Avenue, Chicago, United States Show map

The 10-bedroom Historic Estate 10 Bedroom Sleeps 16, Game Room Chicago villa offers easy access to such tourist spots as Komoda Gift Shop, located just 6 minutes' walk away. Suitable for up to 22… More

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Cute And Cozy Chicago Modern Condo

1625 W Superior St 3F, Chicago, Il 60622, Usa, Chicago, United States Show map

Up to 6 guests can stay at the 2-bedroom Cute And Cozy Chicago Modern Condo villa and enjoy RR #1 Chicago, located around 5 minutes' walk away. More

From US$ 526 Book Now

Designer Home Steps To The Obama Center & Beach

6110 South Dorchester Avenue, Chicago, United States Show map

Situated around 20 minutes' walk from the Sprawling hands-on Museum of Science and Industry, Designer Home Steps To The Obama Center & Beach Chicago provides access to numerous tourist attractions in… More

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Ultra Modern Luxury - New Construction 4 Bedrooms

5039 North Winthrop Avenue, Chicago, United States Show map

Staying at the 4-bedroom Ultra Modern Luxury - New Construction 4 Bedrooms Chicago villa, guests can visit Lane Sandy Beach, which is nearly a 25-minute walk away. The Chicago holiday home is… More

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Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States Show map

Situated merely a 7-minute stroll from Corbett vs Dempsey, the 4-bedroom Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home Chicago offers quick access to numerous city landmarks nearby. The… More

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Chicago Gold Coast Mansion 6 Bed Luxury Retreat

32 East Bellevue Place, Chicago, United States Show map

Situated just a 5-minute walk from Ruth Page Center for the Arts Dance School, Chicago Gold Coast Mansion 6 Bed Luxury Retreat villa entices guests with views of the city. More

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2 Mi To Red Line: Chicago Home Near Sherman Park

5205 S May St, Chicago, United States Show map

The 5-bedroom 2 Mi To Red Line: Chicago Home Near Sherman Park offers proximity to nearby tourist spots, such as the Sprawling hands-on Museum of Science and Industry, situated around 6 km away. With… More

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Cozy 4Bd House Fireplace And Pond

8813 South Euclid Avenue, Chicago, United States Show map

Cozy 4Bd House Fireplace And Pond Chicago villa offers proximity to nearby tourist spots, such as the Sprawling hands-on Museum of Science and Industry, situated 7 km away. More

From US$ 535 Book Now

White Sox Best House

3801 South Calumet Avenue, Chicago, United States Show map

Situated around 5 minutes' walk from Apostolic Faith Church, White Sox Best House Chicago villa offers easy access to numerous tourist spots in the area. More

From US$ 162 Book Now

Quiet Chicago Townhome: Walk To Subway Stations

220 N Laporte Ave 1, Chicago, United States Show map

Hosting up to 6 guests, the 2-bedroom Quiet Chicago Townhome: Walk To Subway Stations villa offers a convenient location within a 7-km distance of sports attractions such as the indoor United Center… More

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Giant 5Br, Pool Table, 15 Min To Cubs & Mag Mile

4204 North Ridgeway Avenue, Chicago, United States Show map

Up to 14 guests can stay at the 5-bedroom Giant 5Br, Pool Table, 15 Min To Cubs & Mag Mile Villa Chicago and enjoy Emmanual United Methodist Church, located approximately 5 minutes' walk away. More

From US$ 606 Book Now

Stunning Gold Coast Home 12Bd 6Ba & Rooftop Patio

22 East Elm Street, Chicago, United States Show map

During the stay at Stunning Gold Coast Home 12Bd 6Ba & Rooftop Patio Chicago, guests can indulge in cycling and fisheries or visit Millennium Public Park, located 25 minutes' walk away. With space… More

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Steps To Lake Michigan & Metra! Extended Getaway

1364 E 48Th St Unit 3, Chicago, United States Show map

Situated around a 25-minute walk from the Sprawling hands-on Museum of Science and Industry, Steps To Lake Michigan & Metra! Extended Getaway Chicago villa entices guests to explore various tourist… More

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Chicago Home In Quiet Area W/ Fenced-In Backyard

12827 S Morgan St, Chicago, United States Show map

Situated around a 25-minute walk from Whistler Woods Forest Preserve Riverside Park, the 4-bedroom Chicago Home In Quiet Area W/ Fenced-In Backyard entices guests to explore various tourist… More

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Envitae Hotel 4Br Modern Sleek Apartment

853 West Blackhawk Street, Chicago, United States Show map

Overlooking the city, Envitae Hotel 4Br Modern Sleek Apartment Chicago enjoys a prime setting within 300 metres of PRYSM Nightclub. Located a 10-minute drive from the huge outdoor Cloud Gate… More

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The Addison Art Deco Manor Estate Garage

1128 West Addison Street, Chicago, United States Show map

Situated merely 7 minutes' stroll from Harry Caray Statue, the 9-bedroom The Addison Art Deco Manor Garage Villa Chicago offers quick access to numerous city landmarks nearby. The Chicago holiday… More

From US$ 2132 Book Now

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States Show map

Beautifully Remodeled Flat Downtown #3N Villa Chicago offers proximity to nearby tourist spots, such as the Oak Magnificent Mile Street, situated a mere 1.5 km away. More

From US$ 239 Book Now

Chicago Home With Spacious Yard 14 Mi To Dtwn

10431 S Eberhart Ave, Chicago, United States Show map

Nestled a 7-minute walk from Pullman Presbyterian Church, Chicago Home With Spacious Yard 14 Mi To Dtwn entices guests to explore various tourist destinations nearby. More

From US$ 112 Book Now

The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

4505 North Harding Avenue, Chicago, United States Show map

The 5-bedroom The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa enjoys a convenient location, around 7 km from the baseball stadium "Wrigley Field", and offers guests… More

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Logan Square Oasis

2508 N Spaulding Ave, Chicago, United States Show map

Staying at Logan Square Oasis Villa Chicago, guests can easily reach Half Italian, located just 0.6 km away. More

From US$ 142 Book Now

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

West Augusta Boulevard 1220, Chicago, United States Show map

Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago villa offers easy access to such tourist spots as Polish Museum of America, located nearly a 5-minute walk away. More

From US$ 179 Book Now

Downtown Mich Ave - 6 Penthouses, Sleep 25

820 South Michigan Avenue 1207, Chicago, United States Show map

The 10-bedroom Downtown Mich Ave - 6 Penthouses, Sleep 25 Chicago villa is situated within easy reach of General John Logan Memorial, featuring such comforts as Wi-Fi and a car park. Offering a prime… More

From US$ 5162 Book Now

Modern 4 Bedroom Condo In Lakeview

West Barry Avenue 2100, Chicago, United States Show map

The 4-bedroom Modern 4 Bedroom Condo In Lakeview Chicago villa is located approximately 5 minutes' walk from Fellger Park and offers a casino to make your visit more entertaining. Offering Wi-Fi… More

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