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2025-06-18
2025-06-19
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Chicago holiday rentals

The Avondale Guesthouse

2973 North Elston Avenue, Chicago, United States View map

The 6-room Avondale Guesthouse is sited 10 minutes' drive from Gallagher Way. Located not far from Algonquin Park, the villa is at a 3.4 km distance from Wrigley Field. More

From US$ 432 Book Now

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Chicago, United States View map

The 4-bedroom Cozy Family Gem - Newly Remodeled Townhouse Villa features accommodation with a picnic area, a patio and a garden and is nestled at a 4.9 km distance from Wrigley Field. It is set 10… More

From US$ 270 Book Now

Romantic 3 Bed Home In The Heart Of The Park

5923 South Indiana Avenue, Chicago, United States View map

While staying at the 3-bedroom Romantic 3 Bed Home In The Heart Of Park, you'll be 3.1 km from the Sprawling hands-on Museum of Science and Industry and around 10 minutes' drive from Meyering Park. More

From US$ 393 Book Now

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

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From US$ 39 Book Now

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

329 West Schiller Street Back, Chicago, United States View map

This 3-bedroom villa is located close to Sedgwick underground station and just 1.3 km from Oak Street Beach. The property features a fully equipped kitchen with an oven, kitchenware and a washing… More

From US$ 1862 Book Now

Lincoln Park Living - Suite 1

West Diversey Parkway, Chicago, United States View map

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From US$ 713 Book Now

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States View map

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From US$ 614 Book Now

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

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From US$ 329 Book Now

The Black And White Suite

611 East 41St Street, Chicago, United States View map

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From US$ 313 Book Now

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

3742 N. Keeler Avenue, Chicago,, Chicago, United States View map

Historic Home Near Downtown In Public Transportation Hub stands within 3.4 km of Riverview Plaza Shopping Center, nearly 5 minutes' walk from Irving Park underground station. The 2-bedroom villa… More

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Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Chicago, United States View map

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From US$ 109 Book Now

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Chicago, United States View map

The 5-bedroom Beautifully Renovated House 10 Mins From Downtown Villa is located in Chicago, nearly 25 minutes on foot from Taylor Lauridsen Park as well as approximately a 15-minute drive from… More

From US$ 306 Book Now

5 Mi To Dtwn Chicago Apartment In Garfield Park!

3461 W Adams St, Chicago, United States View map

United Center is within 3.3 km of Griffin Mansion With Yard, 5 Mi To Dtwn Chicago! Villa, while Farmers Pride Produce is approximately a 10-minute ride from here. The villa comprises 3 bedrooms and a… More

From US$ 162 Book Now

Beautiful Remodeled Penthouse Unit In Old Town

1556 North La Salle Street, Chicago, United States View map

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From US$ 139 Book Now

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Chicago, United States View map

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From US$ 967 Book Now

Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse, Chicago, United States View map

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

From US$ 1891 Book Now

A Terrific House For A Large Group.

4511 North Melvina Avenue, Chicago, United States View map

Within 6 km of Wonder Works Children's Museum, the 2-bedroom A Terrific House For A Large Group. Villa is just off Montrose Baptist Church. The property is made up of 2 bedrooms and 2 bathrooms. More

From US$ 156 Book Now

Chicago Home Near Navy Pier And Shedd Aquarium!

Chicago, United States View map

At a 6 km distance from National Shrine Of St. Jude, Chicago Escape Near Navy Pier and Shedd Aquarium! Villa is just off Tuley Park. This villa is equipped with 3 bedrooms plus a fully furnished… More

From US$ 159 Book Now

Spacious Luxury Retreat 8 Bed Oasis With 6 Baths

2630 South Throop Street, Chicago, United States View map

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From US$ 1636 Book Now

Chic 4-Bedroom Haven: Designer'S Dream Home

2655 West Huron Street, Chicago, United States View map

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From US$ 1155 Book Now

The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Chicago, United States View map

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From US$ 534 Book Now

Chic Chicago Retreat Home

2533 South Whipple Street 1St Floor, Chicago, United States View map

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From US$ 91 Book Now

Amazing 4Br 4Ba Oasis W Rooftop & Stunning Design

2223 West Race Avenue, Chicago, United States View map

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White Sox Best House

3801 South Calumet Avenue, Chicago, United States View map

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From US$ 162 Book Now

Spacious Bucktown Sanctuary

2113 West Armitage, Chicago, United States View map

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From US$ 242 Book Now

River North Hideaway With Amazing Views And Parking

1 E Huron St, Chicago, United States View map

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From US$ 264 Book Now

Chicago New 2Br Home W 3 Beds And Highspeed Internet

West Potomac Avenue 1731, Chicago, United States View map

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From US$ 139 Book Now

Spacious Ukrainian Village Retreat

2148 West Chicago, Chicago, United States View map

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From US$ 311 Book Now

Historic Chicago -Style Bungalow

9913 South Parnell Avenue Rear, Chicago, United States View map

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From US$ 191 Book Now

Cozy 4Bd House Fireplace And Pond

8813 South Euclid Avenue, Chicago, United States View map

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From US$ 535 Book Now

Logan Square Oasis

2508 N Spaulding Ave, Chicago, United States View map

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From US$ 142 Book Now

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

West Augusta Boulevard 1220, Chicago, United States View map

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From US$ 179 Book Now

Hidden East Village Gem

869 N Marshfield Ave, Chicago, United States View map

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From US$ 224 Book Now

New Modern 3Br, Gym, Workspace, Quiet Location

3656 N Osage Ave Unit 3, Chicago, Il 60634, Usa, Chicago, United States View map

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From US$ 147 Book Now

The Art Deco Dugout - Steps From Wrigley Field

1128 West Addison Street, Chicago, United States View map

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Historic Hermosa 1896

1820 North Keeler Avenue, Chicago, United States View map

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Modern Sfh Near Mccormick Place & Soldier Field

1614 S Desplaines St, Chicago, United States View map

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From US$ 2823 Book Now

Perfect Location Across From Park & Train Station

244 North Hamlin Avenue, Chicago, United States View map

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From US$ 612 Book Now

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Chicago, United States View map

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From US$ 1501 Book Now

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Chicago, United States View map

The 3-bedroom Magnificent New Home W/8 Beds & Free Parking is located approximately 25 minutes' walk from Fellger Park and 20 km from Midway International airport. At the property parking is… More

From US$ 301 Book Now

Stylish Chicago Retreat, Walk To Loyola University

Chicago, United States View map

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5Br 5Ba Architectural Estate-Theatre Gym Rooftop

1856 North Fairfield Avenue, Chicago, United States View map

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5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue, Chicago, United States View map

The 5-bedroom villa offers accommodation just 1.7 km from Lincoln Park Zoo, while the huge outdoor Cloud Gate Sculpture is approximately a 10-minute drive away. Guests, staying at this villa, can use… More

From US$ 2352 Book Now

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue, Chicago, United States View map

The 184 - acre Garfield Park Conservatory is a 10-minute ride from Spacious 5-Br House Near Transit W Parking, while Hawthorne Works Tower is approximately a 25-minute stroll from here. This 5… More

From US$ 672 Book Now

Zen Escape-Chicago'S Urban Oasis

841 North Mozart Street, Chicago, United States View map

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From US$ 79 Book Now

Chicago Mid-Century Gem By United Center

West Washington Boulevard, Chicago, United States View map

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From US$ 1030 Book Now

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Chicago, United States View map

Spacious Row Home Next Transit Near Downtown W Parking is situated in Chicago, 3.3 km from Union Park and approximately 15 minutes by car from The Art Institute of Chicago. The villa comprises 4… More

From US$ 613 Book Now

Entire Building-Walk To Lincoln Park Or The Beach

1147 West Diversey Parkway, Chicago, United States View map

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From US$ 1713 Book Now

Luxury Retreat With Home Theater

West Beach Avenue 1621, Chicago, United States View map

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From US$ 161 Book Now

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Chicago, United States View map

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From US$ 698 Book Now