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2026-07-02
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Chicago holiday rentals

Luxury Retreat With Home Theater

West Beach Avenue 1621, Chicago, United States View map

Situated within a 500-metre distance of Belmont Army Wicker Park, Luxury Retreat With Home Theater Chicago entices guests with views of the patio. Located 15 minutes by car from Millennium Park, the… More

From US$ 161 Book Now

River North Hideaway With Amazing Views And Parking

1 E Huron St, Chicago, United States View map

**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

From US$ 264 Book Now

Chicago New 2Br Home W 3 Beds And Highspeed Internet

West Potomac Avenue 1731, Chicago, United States View map

**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

From US$ 139 Book Now

Wrigley Penthouse With Private Roof Deck And Parking

3505 North Seminary Avenue, Chicago, United States View map

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Modern Townhome With King Suite & Private Patio

2053 West Mclean Avenue, Chicago, United States View map

Modern Townhome With King Suite & Private Patio is located near the historic St. Hedwig's in Chicago Parish Church, within 7 km of the half-mile-long Navy Pier. This villa comprises 3 bedrooms and 3… More

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Best Location Downtown - River North Near Mag Mile

870 North Orleans Street, Chicago, United States View map

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Stylish Chicago Duplex Close To Parks And Dtwn

3247 S Oakley Ave, Chicago, United States View map

The 1-bedroom Stylish Chicago Duplex Close To Parks And Dtwn villa offers proximity to such city sites as Carbide and Carbon Building, located about a 5-minute walk away. More

From US$ 118 Book Now

Spacious Ukrainian Village Retreat

2148 West Chicago, Chicago, United States View map

**Discover the Spacious Ukrainian Village Retreat** Nestled in the vibrant heart of West Town, the Spacious Ukrainian Village Retreat offers an exceptional experience that blends comfort with the… More

From US$ 311 Book Now

Cozy Condo Sleeps 4

1600 North Halsted Street, Chicago, United States View map

Located 2.6 km from Lincoln Park Conservatory, the 1-bedroom Cozy Condo Sleeps 4 Chicago villa provides access to various tourist attractions in the vicinity. More

From US$ 208 Book Now

2 Mi To South Shore Beach: Urban Retreat W/ Yard

1653 E 70Th St, Chicago, United States View map

Offering a location just an 8-minute walk from Bryn Mawr Community Church, 2 Mi To South Shore Beach: Urban Retreat W/ Yard Chicago villa gives access to various tourist spots in the area. More

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Belmont Heights Oasis

3035 North Olcott, Chicago, United States View map

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From US$ 199 Book Now

Cozy 4Br Home With Crib & Games Nearby Sights

7429 South Princeton Avenue, Chicago, United States View map

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Stunning Chicago Townhome About 9 Mi To Downtown!

3721 N Milwaukee Ave Unit 4, Chicago, United States View map

Situated at a 7 km distance from the baseball stadium "Wrigley Field" in Chicago, the 3-bedroom Stunning Chicago Townhome About 9 Mi To Downtown! stands close to Irving Park Baptist Church. The… More

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Designer Dreams: A Luxurious Escape W 1 Car Garage

2022 West Warren Boulevard, Chicago, United States View map

Situated about a 15-minute ride from Lincoln Park Zoo, Designer Dreams: A Luxurious Escape W 1 Car Garage Apartment Chicago villa invites guests to relax at a patio. More

From US$ 312 Book Now

Vintage-Modern Hideaway In Logan Square

2715 N St Louis Ave, Chicago, United States View map

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Near Lake & Museum • Modern • Game Area

2714 E 76Th Pl, Chicago, Il 60649, Usa, Chicago, United States View map

The 5-bedroom Near Lake & Museum • Modern • Game Area Chicago villa offers easy access to such tourist spots as New Spiritual Light M.B. Church, located only a 6-minute walk away. The Chicago holiday… More

From US$ 277 Book Now

New Modern 3Br, Gym, Workspace, Quiet Location

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

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

From US$ 147 Book Now

The Dugout Bar Just Steps From Wrigley Field

1128 West Addison Street, Chicago, United States View map

The 1-bedroom The Dugout Bar Just Steps From Wrigley Field Villa Chicago offers proximity to such city sites as Uncommon Ground, located merely 5 minutes' walk away. More

From US$ 871 Book Now

Newly Updated Vintage 6 Bedroom Single Family Home Home

825 S Claremont, Chicago, United States View map

The 6-bedroom Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago hosts up to 12 guests and is nestled around a 10-minute ride from natural sites such as the scenic Chicago Riverwalk… More

From US$ 589 Book Now

The Urban Manor By Luxuri365

4339 South Evans Avenue Unit 1, Chicago, United States View map

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From US$ 589 Book Now

Stylish Chicago Retreat: Walk To Loyola University

6242 N Kenmore Ave Unit D, Chicago, United States View map

The 4-bedroom Stylish Chicago Retreat Walk To Loyola University villa provides easy access to various city attractions, such as Mundelein College, situated nearly 5 minutes' walk away. More

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Family-Friendly South Loop Escape

1910 South Federal Street Unit A, Chicago, United States View map

Situated 2.7 km from the indoor public Shedd Aquarium, Family-Friendly South Loop Escape Villa Chicago entices guests to explore various tourist attractions in the area. More

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Luxe Penthouse With Home Theater And Amazing City

884 North Paulina Street, Chicago, United States View map

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From US$ 504 Book Now

Brownstone In Gold Coast - Downtown

57 East Cedar Street, Chicago, United States View map

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7Bd 3Ba Building Near Uc, Train, Free Parking

2746 West Wilcox Street, Chicago, United States View map

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From US$ 948 Book Now

River West Modern 4-Bd Home With Patio & Balcony

657 North Carpenter Street, Chicago, United States View map

During the stay at River West Modern 4-Bd Home With Patio & Balcony Chicago, guests can indulge in cycling or visit Macy's on State Street, located around 25 minutes' walk away. More

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Modern 3Br Near Mccormick & South Loop

2550 South Wabash Avenue, Chicago, United States View map

Offering a patio overlooking the city, Modern 3Br Near Mccormick & South Loop Villa Chicago is located 6 minutes' stroll from Trinity Episcopal Church. The villa features opportunities for cycling in… More

From US$ 279 Book Now

Chicago Treasure 4 Bed Getaway

712 North Willard Court, Chicago, United States View map

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

From US$ 231 Book Now

Woodlawn Oasis

6433 South Minerva Avenue, Chicago, United States View map

**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

From US$ 415 Book Now

The Art Deco Dugout - Steps From Wrigley Field

1128 West Addison Street, Chicago, United States View map

The 1-bedroom The Art Deco Dugout - Steps From Wrigley Field Villa Chicago is located about a 5-minute walk from Holy Trinity Lutheran Church, giving access to various tourist spots nearby. More

From US$ 483 Book Now

Stylish 3Br Gem In Prime Location

2550 South Wabash Avenue, Chicago, United States View map

Stylish 3Br Gem In Prime Location Villa Chicago is located only 1.5 km from the McCormick Place and welcomes its guests to enjoy cycling. More

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Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

467 North Armour Street, Chicago, United States View map

Offering a terrace overlooking the garden, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago is located merely a 7-minute walk from Santa… More

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Loft With Chefs Kitchen A Balcony And Onsite Parking

545 North Wood Street, Chicago, United States View map

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Gorgeous, Updated, Split Level Single Family Home

45 West 126Th Place, Chicago, United States View map

Approximately 20 minutes' walk from the 3-bedroom Gorgeous, Updated, Split Level Single Family Home takes guests to Whistler Woods Forest Preserve, while Historic Pullman Foundation Exhibit Hall is… More

From US$ 261 Book Now

Upscale Penthouse Private Balcony

884 N Paulina St, Chicago, United States View map

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From US$ 354 Book Now

Luxe Urban Retreat Near United Center

2705 W Warren Blvd, Chicago, United States View map

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From US$ 632 Book Now

Central Chicago Suite Access To Patio Suite 1

1220 West Augusta Boulevard, Chicago, United States View map

Situated approximately 5 minutes' walk from Polish Museum of America, Central Chicago Suite Access To Patio Suite 1 villa offers easy access to numerous tourist spots in the area. More

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Entire Building-Walk To Lincoln Park Or The Beach

1147 West Diversey Parkway, Chicago, United States View map

The 5-bedroom Entire Building-Walk To Lincoln Park Or The Beach Chicago villa, located a mere 5 minutes' walk from Rosa's Lounge, can host up to 16 guests. More

From US$ 1347 Book Now

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States View map

Situated a 5-minute walk from the South Pond, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. This holiday home features opportunities… More

From US$ 447 Book Now

Spacious Wicker Park Hideaway With Parking!

1601 W North Ave, Chicago, United States View map

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2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States View map

2 Newly Built Luxury Condos With Private Roofdeck Chicago villa is situated only 6 minutes' walk from the long-standing Carl Hammer Gallery, featuring such comforts as Wi-Fi and a car park. Located… More

From US$ 1787 Book Now

Very Nice House In Chicago

1112 N Central Ave, Chicago, United States View map

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From US$ 143 Book Now

Devon House

6730 West Devon Avenue, Chicago, United States View map

Devon House Villa Chicago is located 15 minutes' drive from Donald E Stephens Convention Center and invites guests to enjoy a patio. More

From US$ 750 Book Now

Hidden East Village Gem

869 N Marshfield Ave, Chicago, United States View map

Located 2 km from United Center, Hidden East Village Gem Chicago villa gives access to various tourist sites in the vicinity. More

From US$ 224 Book Now

Heart Of Humboldt Park Near Downtown Chicago

1234 North Lawndale Avenue, Chicago, United States View map

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West Pilsen Hideaway

2334 South Hoyne, Chicago, United States View map

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From US$ 165 Book Now

Chicago Home With Spacious Backyard!

Chicago, United States View map

Set within a 10-minute drive of 50-Acre Park and around 10 minutes by car from Indoor Water Park, the 3-bedroom Chicago Home With Spacious Backyard! is located in Chicago. This Chicago villa also… More

From US$ 293 Book Now

Lincoln'S Guesthouse-Brand New & Amazing Location!

2124 North Sedgwick Street, Chicago, United States View map

Set 4.7 km from The Art Institute of Chicago and merely 9 minutes' walk from Oz Park, Lincoln'S Guesthouse-Brand New & Amazing Location! is located in Chicago. More

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Gorgeous 5 Bedroom Gem With Games

7928 South Ada Street, Chicago, United States View map

**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

From US$ 1685 Book Now

Serene Urban House Next Transit Near Downtown

2718 West Washington Boulevard, Chicago, United States View map

The 4-bedroom Serene Urban House Next Transit Near Downtown Villa is situated at a 6 km distance from the scenic Chicago Riverwalk Walkway and within 10 minutes' drive of the tall skyscraper "Willis… More

From US$ 401 Book Now