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2026-06-28
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Chicago holiday rentals

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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Historic Chicago Bungalow About 12 Mi To Downtown

Chicago, United States View map

Nestled just 12 miles from the vibrant heart of downtown Chicago, the Historic Chicago Bungalow offers a truly enchanting retreat that blends modern comforts with the elegance of a bygone era. More

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1 Mi To Wrigley! Quintessential Chi-Town Greystone

3622 N Hermitage Ave Unit 2, Chicago, United States View map

To enjoy your vacation in Chicago, stay at 1 Mi To Wrigley! Quintessential Chi-Town Greystone Apartment Chicago, which is merely 1.6 km from the Graceland Cemetery and nearly 20 minutes' walk from… More

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6 Mi To Dtwn: Dog-Friendly Condo W/ Hot Tub!

4839 S Vincennes Ave Unit 2, Chicago, United States View map

6 Mi To Dtwn Dog-Friendly Condo With Hot Tub! Chicago villa offers easy access to such tourist spots as Harold Washington Cultural Center, located merely a 6-minute walk away. More

From US$ 362 Book Now

Charming 5 Bedrooms 2 Bathrooms

8027 South Kimbark Avenue, Chicago, United States View map

Nestled a 10-minute ride 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

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3Br Modern Condo Near Wrigley Depaul +Free Parking

2742 North Ashland Avenue, Chicago, United States View map

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Kuku De Home

2730 W 98Th St, Chicago, United States View map

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

1220 N Paulina, Chicago, United States View map

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

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Luxury Gold Coast Penthouse With Deck & Views

22 East Elm Street, Chicago, United States View map

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. This villa features opportunities for… More

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Top 1 Rated 4Br Lincoln Park House - King Bed

210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States View map

### Discover the Charm of the Top 1 Rated 4Br Lincoln Park House - King Bed The Top 1 Rated 4Br Lincoln Park House - King Bed stands out not only for its prime location but also for the seamless… More

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Charming Belmont Heights Oasis Home

3035 North Olcott Avenue Belmont Heights, Chicago, United States View map

Offering a location 2.8 km from Norridge Park District, the 2-bedroom Charming Belmont Heights Oasis Home Chicago gives access to various tourist spots in the area. More

From US$ 559 Book Now

Modern Townhouse With Contemporary African Art

719 East 40Th Street, Chicago, United States View map

Modern Townhouse With Contemporary African Art Chicago villa offers swift access to various city sites, such as Mandrake Park, situated approximately 5 minutes' walk away. More

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Modern 4 Bedroom Condo In Lakeview

West Barry Avenue 2100, Chicago, United States View map

Situated approximately a 5-minute walk from the Le Thrift Luxury Emporium, Modern 4 Bedroom Condo In Lakeview Chicago villa offers easy access to numerous tourist spots in the area. More

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Spacious 3Brcondo Near Wrigley Depaul +Freeparking

2742 North Ashland Avenue, Chicago, United States View map

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Wrigley 4Br Home, Sleeps 10

3623 N Ashland Ave, Chicago, United States View map

Located a stone's throw from the Merryman Playlot Park, the 4-bedroom Wrigley 4Br Home, Sleeps 10 Chicago gives easy access to various tourist attractions in the area. More

From US$ 1603 Book Now

Modern Condo Oasis In The Heart Of Chicago Home

2121 West Adams Street, Chicago, United States View map

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Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States View map

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

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Beautifully Remodeled Flat Downtown # 2N

858 North Orleans Street #2N, Chicago, United States View map

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From US$ 361 Book Now

King Bed L Cta L United Center L Near Kasama L Patio

924 North Wolcott Avenue G, Chicago, United States View map

Offering a location 4.7 km from Millennium Public Park, King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago gives access to various tourist spots in the area. More

From US$ 374 Book Now

New Construction Building In River North

811 N Sedgwick St, Chicago, United States View map

New Construction Building In River North Chicago villa is located 18 minutes' walk from the downtown Museum Of Contemporary Art Chicago and invites guests to enjoy a patio. More

From US$ 1119 Book Now

West Town Hideaway Sleeps 18 Plus With Parking!

1656 West Erie Street, Chicago, United States View map

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Bronzeville 42 Art & Hospitality

615 East 42Nd Street, Chicago, United States View map

Nestled 7 km from the Art Institute of Chicago, Bronzeville 42 Art & Hospitality Chicago villa entices guests to explore various tourist destinations nearby. More

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2 Mi To Red Line: Chicago Home Near Sherman Park

5205 S May St, Chicago, United States View map

Offering a location just 550 m from the Sherman Park, 2 Mi To Red Line Chicago Home Near Sherman Park gives access to various tourist spots in the area. More

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Chicago Chic, Cozy 1Br With Stylish Workspace

3114 W Waveland Ave, Unit 2A, Chicago, Il 60618, Usa, Chicago, United States View map

Welcome to the Chic, Cozy 1Br With Stylish Workspace, a serene retreat nestled in the heart of vibrant Chicago. This stylish haven offers guests a perfect blend of modern comfort and urban… More

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H&H 1896 - Spacious, Fully Stocked, & Free Parking

1820 N Keeler Ave, Chicago, United States View map

Positioned in the heart of Chicago, H&H 1896 - Spacious, Fully Stocked, & Free Parking welcomes you to an exceptional experience where modern convenience meets historical charm. This unique… More

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Extended Stay: Walk To Uic Campus & Train!

1070 W 15Th St Unit 147, Chicago, United States View map

The spacious 116 m² Extended Stay Walk To Uic Campus And Train! Chicago apartment is only 8 minutes' walk from Prospectus Art Gallery. Offering a patio, the apartment also features a swimming pool… More

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3Br Gym Workspace Chicago Condo

3656 North Osage Avenue Unit 2, Chicago, United States View map

Welcome to the luxurious 3Br Gym Workspace Chicago Condo, a magnificent urban retreat nestled in the heart of the city. Located just 21 kilometers from the bustling Ogilvie Transportation Center and… More

From US$ 440 Book Now

Quiet Chicago Townhome: Walk To Subway Stations

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

Situated approximately 5 minutes' walk from One Lord One Faith Missionary Baptist Church, the 1-bedroom Quiet Chicago Townhome Walk To Subway Stations villa offers easy access to numerous tourist… More

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Spacious Lakeview Hideway With Parking!

858 West Fletcher, Chicago, United States View map

Located a 16-minute walk from Belmont Harbor, Spacious Lakeview Hideway With Parking! Chicago villa gives access to various tourist sites in the vicinity. More

From US$ 1167 Book Now

Charming 3Bd Bungalow In Vibrant Andersonville Home

1619 W Bryn Mawr, Chicago, United States View map

Set in the heart of the lively Andersonville neighborhood, the Charming 3Bd Bungalow In Vibrant Andersonville Home offers a delightful retreat for travelers seeking a blend of comfort and local… More

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The Urban Manor

4339 South Evans Avenue, Chicago, United States View map

Located only 450 metres from Centennial Missionary Baptist Church, The Urban Manor Villa Chicago offers quick access to various city attractions in the vicinity. More

From US$ 582 Book Now

420 Friendly 12 Pm Check Out 1 Bedroom Basement

8132 South Harvard Avenue, Chicago, United States View map

420 Friendly 12 Pm Check Out 1 Bedroom Basement Chicago villa is nestled within a 7-km distance of the Sprawling hands-on Museum of Science and Industry and provides a hot tub. Offering Wi-Fi, this… More

From US$ 131 Book Now

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

4505 North Harding Avenue, Chicago, United States View map

Situated 7 km from the baseball stadium "Wrigley Field", The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa invites guests to relax at a patio. The holiday home offers… More

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Huge Projector And Designated Workspace, Near Wrigley

3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa, Chicago, United States View map

Huge Projector And Designated Workspace, Near Wrigley Chicago villa offers proximity to nearby tourist spots, such as the baseball stadium "Wrigley Field", situated 4.2 km away. More

From US$ 992 Book Now

Spacious 3-Bed West Loop Townhouse, 1 Car Garage

920 W Van Buren St, Chicago, United States View map

Nestled a 17-minute walk from the Skydeck Chicago, Spacious 3-Bed West Loop Townhouse, 1 Car Garage Chicago villa entices guests to explore various tourist destinations nearby. More

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Commuter-Friendly Bungalow In Chicago'S South Side

8817 S Merrill Ave, Chicago, United States View map

Situated around 7 km from the Sprawling hands-on Museum of Science and Industry, Commuter-Friendly Bungalow In Chicagos South Side provides access to numerous tourist attractions in the area. More

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Historic Wicker Park Bungalow

1510 North Wood, Chicago, United States View map

The 3-bedroom Historic Wicker Park Bungalow Chicago offers proximity to such city sites as Belmont Army Wicker Park, located just 7 minutes' walk away. More

From US$ 1975 Book Now

Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Chicago, United States View map

Up to 12 guests can stay at the 4-bedroom Cozy Wicker Park Home With Movie Room Chicago and enjoy the Richard's Fabulous Finds, located 450 metres away. More

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A Spacious And Well-Equipped Home

E 25Th Pl, Chicago, United States View map

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From US$ 648 Book Now

Hidden Oasis In The Heart Of Lakeview

648 W Oakdale Ave, Chicago, United States View map

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From US$ 260 Book Now

Single Family Home With 3 Bedrooms Plus Attic With 2 Beds

3036 North Gresham Avenue, Chicago, United States View map

Located within 10 minutes' drive of Wrigley Field, the 3-bedroom Single Family Home With 3 Bedrooms Plus Attic With 2 Beds Chicago provides access to various tourist attractions in the vicinity. More

From US$ 264 Book Now

Newly Updated Raised Ranch Awaits Your Stay

12552 South Harvard Avenue, Chicago, United States View map

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Luxurious Avalon Manor

7818 South Avalon Avenue, Chicago, United States View map

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Gold Coast - Downtown Hideaway

67 West Chestnut, Chicago, United States View map

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Hello Again, Chicago!

1856 West Huron Street, Chicago, United States View map

Staying at Hello Again, Chicago! Villa, guests can visit the Mariano's, which is only 450 metres away. More

From US$ 719 Book Now

Spacious Hideaway Minutes From Downtown With Parking

938 N Noble St, Chicago, United States View map

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Elegant Hideaway In The Heart Of Andersonville

5119 N Ashland Ave, Chicago, United States View map

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5 Min From Midway Int'L Airport!

4851 South Luna Avenue, Chicago, United States View map

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3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

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

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

From US$ 774 Book Now

Pet-Friendly With Pool Table Walk To Wrigley Field

1045 W Dakin St Unit 1, Chicago, United States View map

Offering a location just a 7-minute walk from Harry Caray Statue by Omri Amrany & Lou Cella, Pet-Friendly With Pool Table Walk To Wrigley Field Villa Chicago gives access to various tourist spots in… More

From US$ 1249 Book Now