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2026-11-09
2026-11-10
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Chicago Vacation Rentals

Indulging 2Br Apartment In Festive Boystown - Buckingham 1

641 West Buckingham Place, Chicago, United States Show map

The 85 m² Indulging 2Br Apartment In Festive Boystown - Buckingham 1 Chicago is located around 7 km from the half - mile - long Navy Pier and approximately a 20-minute walk from the baseball stadium… More

From US$ 170 Book Now

Studio In Vivid South Loop Close To The Grant Park

S State St, Chicago, United States Show map

Located in Printer's Row with roots dating back to the 1880s as the printing hub of America's Midwest, the 6-room Studio In Vivid South Loop Close To The Grant Park Chicago is around a 5-minute walk… More

From US$ 123 Book Now

Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place

61 East 21St Street Apartment 321, Chicago, United States Show map

Situated only a 5-minute stroll from Second Presbyterian Church of Chicago, the spacious 88 m² Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place Chicago… More

From US$ 259 Book Now

The Wrigleyville Garden 200 Steps To Wrigley-2Br

3618 North Racine Avenue B, Chicago, United States Show map

The spacious The Wrigleyville Garden 200 Steps To Wrigley-2Br Chicago apartment is located in Wrigleyville with dozens of iconic restaurants and watering holes that range from rowdy to low-key to kid… More

From US$ 136 Book Now

Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop

2036 South Michigan Avenue 710, Chicago, United States Show map

The 220 m² Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop is located about a 25-minute walk from Buckingham Fountain and… More

From US$ 715 Book Now

The Orleans Floor 3 Private Rooftop Deck

858 North Orleans Street #Rtd3, Chicago, United States Show map

Overlooking the city, the spacious 4-bedroom The Orleans Floor 3 Private Rooftop Deck Chicago apartment is approximately 20 minutes' walk from Oak Street Beach in Chicago. The apartment offers modern… More

From US$ 1218 Book Now

Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests

2036 South Michigan Avenue Unit 404, Chicago, United States Show map

The 2-bedroom Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests Chicago apartment offers proximity to such tourist attractions as the indoor Wintrust Arena, situated approximately… More

From US$ 396 Book Now

North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

2117 West Irving Park Road 3F, Chicago, United States Show map

The spacious 88 m² North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment lies 2.3 km from the baseball stadium "Wrigley Field" and about 15 minutes on foot from Addison… More

From US$ 688 Book Now

Cozy Nest In Chicago'S Vibrant Lincoln Square

2259 West Leland Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 121 m² Cozy Nest In Chicago'S Vibrant Lincoln Square Apartment, which is within 25 minutes' walk of Architectural Artifacts and within a 7-km… More

From US$ 373 Book Now

Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail

2036 South Michigan Avenue 703, Chicago, United States Show map

The spacious 2-bedroom Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail Chicago apartment is approximately 5 minutes' walk from… More

From US$ 405 Book Now

Fully Furnished Extended Stay Work Or Insurance In Chicago

5539 West Adams Street Garden, Chicago, United States Show map

The 28 m² Fully Furnished Extended Stay Work Or Insurance In Chicago apartment is located 2.9 km from the public Scoville Park and merely 11 minutes' walk from Rock of Our Salvation Church. This 2… More

From US$ 133 Book Now

Garage Parking - Vintage Charm - And A Fabulous Location! Easily Enjoy The Best Of Chicago!

2425 N Kimball 2, Chicago, United States Show map

Garage Parking - Vintage Charm - And A Fabulous Location! Easily Enjoy The Best Of Chicago! apartment lies 4.4 km from the 184-acre Garfield Park Conservatory and about a 10-minute stroll from Logan… More

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1Br Apartment In Rogers Park With King Bed - Lunt 2E

1439 West Lunt Avenue, Chicago, United States Show map

Located only 1.5 km from Rogers Park Beach, the 1-bedroom 1Br Apartment In Rogers Park With King Bed - Lunt 2E Chicago features public parking for those who travel by car. The 74 m² apartment is not… More

From US$ 174 Book Now

Perfect Wrigleyville Stay

820 W. Newport Ave, Chicago, United States Show map

Located in Lakeview, which is the home of Wrigleyville and the Chicago Cubs, a 5-minute walk from Hydrate, Perfect Wrigleyville Stay Chicago apartment accommodates up to 5 guests. A private parking… More

From US$ 600 Book Now

Envitae 3Br Downtown Luxurious Suite Views & Pool

East Upper Wacker Drive, Chicago, United States Show map

Located in Magnificent Mile with a lot of things to see and do in the area with dozens of museums and galleries to find, Envitae 3Br Downtown Luxurious Suite Views & Pool Chicago is only 7 minutes'… More

From US$ 992 Book Now

Wrigleyville Home Away From Home! 5 Mins From Downtown! Steps From Lake!! Cozy!

645 West Bittersweet Place, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Wrigleyville Home Away From Home! 5 Mins From Downtown! Steps From Lake!! Cozy! Chicago apartment, which is around 7 km from the skyscraper… More

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Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston

2324 West Touhy Avenue, Chicago, United States Show map

The 93 m² Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston Chicago offers easy access to such tourist sites as West Ridge Community Church, located approximately 5 minutes' walk away. More

From US$ 261 Book Now

Chicago 2Br City Retreat With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 302, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, a 5-minute walk from Second Presbyterian Church of Chicago, the spacious Chicago 2Br City Retreat With Optional Parking And Gym Access Near… More

From US$ 423 Book Now

Beautifully Remodeled Third Floor Flat In River North - 3N

North Orleans Street 858, Chicago, United States Show map

The spacious 112 m² Beautifully Remodeled Third Floor Flat In River North - 3N Chicago features a convenient location nearly 25 minutes' walk from The Art Institute of Chicago and hosts up to 10… More

From US$ 283 Book Now

Bucktown 2Br Apartment Near The 606

1807 W Cortland St, Chicago, Il 60622, Usa, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Bucktown 2Br Apartment Near The 606 Chicago, which is 4.3 km from Chicago-style pizza and nearly 25 minutes' walk from the live music venue "Congress… More

From US$ 175 Book Now

Chicago Studio Unit Cozy & Convenient - Bstone 226 Rep

5514 South Blackstone Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 1-bedroom Chicago Studio Unit Cozy & Convenient - Bstone 226 Rep, which is just 1.1 km from the Sprawling hands-on Museum of Science and Industry and… More

From US$ 235 Book Now

Perfect Stay - Modern 2Br Unit - Barry Gb

850 West Barry Avenue, Chicago, United States Show map

The 1-bedroom Perfect Stay - Modern 2Br Unit - Barry Gb Chicago apartment is situated in Lakeview, which is one of the 77 community areas of Chicago, Illinois, within 5 minutes' walk of Briar Street… More

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Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep

5514 South Blackstone Avenue, Chicago, United States Show map

Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep Chicago is located in Hyde Park, which is best known as the future site of the forthcoming Obama Presidential Library and home to the… More

From US$ 290 Book Now

South Loop 3Br Group Comfort Near Downtown, Grant Park, Soldier Field And Mccormick Place

2112 South Michigan Avenue Unit 4, Chicago, United States Show map

The 1-bedroom South Loop 3Br Group Comfort Near Downtown, Grant Park, Soldier Field And Mccormick Place Chicago apartment is located 3.6 km from Chicago Union train station and approximately 300… More

From US$ 461 Book Now

Ultimate 3Br Luxury Suite Near Navy Pier With Gym & Pool By Envitae

North Saint Clair Street, Chicago, United States Show map

Ultimate 3Br Luxury Suite Near Navy Pier With Gym & Pool By Envitae Chicago is a great place to stay in Streeterville with a growing number of high-end leisure activities, 25 minutes' walk from… More

From US$ 837 Book Now

3Br Chicago Lifestyle Leisure Or Business Trip - Stratford 3S

632 West Stratford Place, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at 3Br Chicago Lifestyle Leisure Or Business Trip - Stratford 3S Apartment, which is approximately 25 minutes' walk from the seasonal swimming Montrose Beach… More

From US$ 128 Book Now

Great Chicago Getaway 2 Bedrooms Sleeps 1 To 4

3044 West Addison Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Great Chicago Getaway 2 Bedrooms Sleeps 1 To 4 apartment, which is about 15 minutes by car from the 35 - acre Lincoln Park Zoo and 4.1 km from the baseball… More

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2 Bedroom Apt Near U Chicago Campus & The Lakefront!

1024 E Hyde Park Blvd Apt 1S, Chicago, United States Show map

93 m² 2 Bedroom Apt Near U Chicago Campus & The Lakefront! offers easy access to such tourist sites as Kam Isaiah Israel Congregation Synagogue, located around 5 minutes' walk away. The apartment… More

From US$ 419 Book Now

Cozy Studio Near Lake Michigan

1608 West Morse Avenue, Chicago, United States Show map

Cozy Studio Near Lake Michigan Chicago is a great place to stay in Rogers Park with a regular farmers market, a 13-minute walk from Touhy Park. More

From US$ 131 Book Now

Stylish And Functional Studio Apartment - Brompton 61-66 Rep

713 West Brompton Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Stylish And Functional Studio Apartment - Brompton 61-66 Rep Chicago, which is 2.3 km from the seasonal swimming Montrose Beach and just 11 minutes' walk… More

From US$ 74 Book Now

Chic & Fully Furnished 2Br Apartment - Roscoe 1

3906 West Roscoe Street, Chicago, United States Show map

The 102 m² Chic & Fully Furnished 2Br Apartment - Roscoe 1 Chicago is located 11 km from Chicago Union train station and merely a 6-minute walk from Night Club. More

From US$ 147 Book Now

Comfy Retreat In Rogers Park, Prime Location!

6443 N Hamilton Ave Unit 1G, Chicago, United States Show map

Offering a location nearly 25 minutes' walk from the 13-acre urban Indian Boundary Park, Comfy Retreat In Rogers Park, Prime Location! Apartment Chicago also gives access to a variety of tourist… More

From US$ 283 Book Now

1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep

630 West Lake Street, Chicago, United States Show map

Situated around a 25-minute stroll from Buckingham Fountain, the 1-bedroom 1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep Chicago also boasts easy access to Chicago Union train station which is… More

From US$ 579 Book Now

Best Studio Apt In Chicago Close To Boystown - Oakdale 204 Rep

541 West Oakdale Avenue, Chicago, United States Show map

The 2-room Best Studio Apt In Chicago Close To Boystown - Oakdale 204 Rep is located approximately 7 km from Chicago Union train station and a mere 6 minutes' walk from The Brewster Building. This 1… More

From US$ 98 Book Now

Getsemany Chicago Beautiful City

2611 West Peterson Avenue, Chicago, United States Show map

Situated 5 minutes' walk from Christ Church of Chicago, Getsemany Chicago Beautiful City apartment offers proximity to various nearby tourist attractions. More

From US$ 248 Book Now

Modern Elegance: 4Br Duplex W/ Free Garage Parking

1049 North Lawler Avenue 1, Chicago, United States Show map

Modern Elegance: 4Br Duplex W/ Free Garage Parking Apartment Chicago is 3.5 km from Frank Lloyd Wright Home and Studio, giving access to numerous sites in the area. More

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Flexhome Wicker Park 3Br Dv2

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Flexhome Wicker Park 3Br Dv2 Chicago apartment, which is within 7 km of the premier natural-history Field Museum and around a 10-minute drive from the… More

From US$ 145 Book Now

Feel The Vibe 2Br Designer Apartment - Halsted 3D

3443 North Halsted Street, Chicago, United States Show map

Feel The Vibe 2Br Designer Apartment - Halsted 3D Chicago lies in Lakeview, which is one of the 77 community areas of Chicago, Illinois and offers swift access to Boystown, which is nearly 5 minutes'… More

From US$ 100 Book Now

Lakeview Condo

1500 West Wellington Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Lakeview Condo Chicago, which is around a 10-minute drive from the baseball stadium "Wrigley Field" and just 650 metres from the petite South Lakeview… More

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Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant

4134 North Mason Avenue Floor 2, Chicago, United States Show map

Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant Chicago is located 2.6 km from West Belmont Avenue and a 5-minute walk from Patio Theater. More

From US$ 101 Book Now

Flexhome Avondale 3Br Duplex Apt W2

2947 N Wisner Ave, Chicago, Il 60618, Usa, Chicago, United States Show map

Flexhome Avondale 3Br Duplex Apt W2 Chicago is located about 9 km from Chicago Union train station and 450 metres from Half Italian. More

From US$ 143 Book Now

7 Mi To Downtown Luxe Chicago Condo

5434 S Michigan Ave Unit 3, Chicago, United States Show map

7 Mi To Downtown Luxe Chicago Condo is located around 9 km from Chicago Union train station and about a 5-minute walk from Greater Bethesda Baptist Church. More

From US$ 491 Book Now

Vibrant 1Br Apartment In Roscoe Village - Marshfield N3

3429 North Marshfield Avenue, Chicago, United States Show map

The 1-bedroom Vibrant 1Br Apartment In Roscoe Village - Marshfield N3 Chicago lies around 800 metres from Saint Alphonsus Catholic Church and around 5 minutes on foot from Paulina tube station. The… More

From US$ 266 Book Now

Warm & Inviting 2Br Apartment - Fullerton 1B

4458 North Kedzie Avenue, Chicago, United States Show map

The 102 m² Warm & Inviting 2Br Apartment - Fullerton 1B Chicago lies merely 1.7 km from Horner Park and approximately a 5-minute walk from Kedzie tube station. More

From US$ 372 Book Now

Townhome

5434 North Kenmore Avenue, Chicago, United States Show map

Townhome Chicago offers easy entry to such city sights as Saint Ita's Roman Catholic Church, situated nearly a 5-minute walk away. More

From US$ 81 Book Now

Modern 3Br Retreat Hyde Park Comfort & Style

5218 South Woodlawn Avenue Apt#18-1E, Chicago, United States Show map

Modern 3Br Retreat Hyde Park Comfort & Style Chicago apartment is located a mere 1.5 km from Rockefeller Memorial Chapel and about a 25-minute walk from Jackson Park's Japanese Garden. This apartment… More

From US$ 124 Book Now

Entire 1 Bedroom Top Floor Rental Unit With Patio

3223 North Albany Avenue, Chicago, United States Show map

Entire 1 Bedroom Top Floor Rental Unit With Patio Chicago apartment lies only 1.5 km from The Dill Pickle Food Co-op and about 10 minutes on foot from Belmont tube station. More

From US$ 149 Book Now

Walk To Lake Michigan: Chicago Apt W/ Yard

3975 S Ellis Ave, Chicago, United States Show map

The spacious 121 m² Walk To Lake Michigan: Chicago Apt W/ Yard is located within an 8-km distance of Chicago Union train station and about 5 minutes on foot from Mandrake Park. The maximum occupancy… More

From US$ 246 Book Now

Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests

2036 South Michigan Avenue 601, Chicago, United States Show map

Featuring a prime location only a 5-minute walk from Second Presbyterian Church of Chicago, the 200 m² Mccormick Place Downtown: Luxurious 3BR/2BA for 10 Chicago apartment accommodates up to 10… More

From US$ 550 Book Now

Walk To Lincoln Park, North Avenue Beach, And Second City! Lovely Old Town Charm! Condo

1854 North Lincoln Avenue 1, Chicago, United States Show map

Walk To Lincoln Park, North Avenue Beach, And Second City! Lovely Old Town Charm! Condo Chicago is nestled in Lincoln Park with cafés and boutique shops, a 5-minute walk from the restaurant Nookies… More

Book Now