Vacation rentals in Chicago, United States - page 4

Carefully selected & verified rentals in Chicago, United States
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Rooms and Guests2 Guests, 1 Room
Chicago boasts attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago. You can also catch a game at Wrigley Field or enjoy the waterfront at Oak Street Beach. Many options await you, from boutique hotels in the West Loop to hotels with pools and pet-friendly hotels scattered throughout the city. This selection includes the best Marriott Hotels, Wyndham Hotels, and IHG Hotels for fantastic stays. Book early, especially during festivals, and use the Blue Line train to navigate easily.
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61-80 out of 719
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The Upscale Getaway Near Downtown Apartment Chicago
Map2.4 mi from City Centre1400 yd from United Center
FromUS$ 734 /nightSelect
8.4
Great
Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place
8 adults
3 bedrooms
4 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 976 /nightSelect
Wrigley 2Br, 1Ba With Free Parking
Map5.2 mi from City Centre1200 yd from Wrigley Field
FromUS$ 681 /nightSelect
Luxurious New Remodeled
Map12.5 mi from City Centre300 yd from Chip-IN Tours
FromUS$ 127 /nightSelect
Group-Friendly 2Br With Optional Parking And Gym Access Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 247 /nightSelect
Walk To Train L Near Attractions And Ord L Free Parking L Patio
Map7.8 mi from City Centre1000 yd from Montrose Station (Blue Line)
FromUS$ 144 /nightSelect
Sage Modern Apartments Near Union Park In West Loop
Map1300 yd from City Centre1300 yd from Chicago Union Station
FromUS$ 386 /nightSelect
7.0
Very good
Chicago Charm
Map8.5 mi from City Centre400 yd from Hoyne Avenue Fields
FromUS$ 254 /nightSelect
Goose Island Central Downtown Prime Location With Access To Patio Chi - 1
Map1.9 mi from City Centre600 yd from Chicago Station (Blue Line)
FromUS$ 124 /nightSelect
Studio Flat In The Heart Of Downtown Chicago
4 adults
1 bedroom
2 beds
Map1.9 mi from City Centre800 yd from Michigan Avenue
FromUS$ 256 /nightSelect
Bucktown Private Condo
Map3.4 mi from City Centre1000 yd from Damen (Blue Line)
FromUS$ 276 /nightSelect
7.0
Very good
Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
4 adults
2 bedrooms
3 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 223 /nightSelect
7.4
Very good
Prime Location! - 1 Min Walk To Wrigley Field - 2Br Apts Perfect For Cubs Fans!
The largest option:
5 adults
2 bedrooms
2 beds
Map5.0 mi from City Centre300 yd from Wrigley Field
FromUS$ 82 /nightSelect
Chic Euro City Getaway- Close To Downtown
Map5.0 mi from City Centre400 yd from 51st
FromUS$ 732 /nightSelect
8.0
Great
2 Bed Apt W/ Office, Free Parking, Near Wrigley
Map5.2 mi from City Centre1300 yd from Wrigley Field
FromUS$ 507 /nightSelect
Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location
Map2.5 mi from City Centre1.2 mi from United Center
FromUS$ 615 /nightSelect
City-View Chicago 3-Br Rooftop
Map2.5 mi from City Centre200 yd from North/Clybourn
FromUS$ 949 /nightSelect
Fully Furnished Extended Stay Work Or Insurance In Chicago
Map6.4 mi from City Centre500 yd from Columbus Park
FromUS$ 133 /nightSelect
Freshly Minted 2Br - Elegance & Comfort In Central Chicago
Map1.2 mi from City Centre1500 yd from United Center
FromUS$ 708 /nightSelect
Stylish 3Bedroom Aparment W Games & Free Parking
Map5.7 mi from City Centre1000 yd from Cannella School of Hair Design
FromUS$ 176 /nightSelect

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room