Vacation rentals in Chicago, United States - page 9

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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161-180 out of 719
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Urban Coach Penthouse - Near Train, Medical District, And Downtown Apartment Chicago
Map3.4 mi from City Centre300 yd from California Station (Pink Line)
FromUS$ 101 /nightSelect
2 Bedroom Apt Near U Chicago Campus & The Lakefront!
Map5.5 mi from City Centre200 yd from Roberts University Assoc
FromUS$ 276 /nightSelect
Designer Apartment 10 Min Walk To Wrigley
Map4.9 mi from City Centre800 yd from Wrigley Field
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Cosy Room Near Medical District With Private Balcony
Map3.0 mi from City Centre1000 yd from Western Station (Forest Park Branch)
FromUS$ 49 /nightSelect
Spacious Room By Medical District & Uic
Map3.0 mi from City Centre1000 yd from Western Station (Forest Park Branch)
FromUS$ 60 /nightSelect
Cozy Nest In Chicago'S Vibrant Lincoln Square
Map6.7 mi from City Centre300 yd from Western Station (Brown Line)
FromUS$ 229 /nightSelect
North Center Chicago - Walkable - Transit Accessible - King & Queen Beds
Map5.8 mi from City Centre700 yd from Irving Park
FromUS$ 688 /nightSelect
Apartment By The Lake
Map9.8 mi from City Centre500 yd from Jarvis
FromUS$ 327 /nightSelect
The Orleans Floor 3 Private Rooftop Deck
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 1 999 /nightSelect
Lively 3Br Apt In Chicago - Milwaukee N3
Map5.7 mi from City Centre700 yd from Belmont Station (Blue Line)
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1Br Stylish & Modern Chicago Apartment - Kenwood 508 Rep
Map5.8 mi from City Centre300 yd from Dorchester Commons Shopping Center
FromUS$ 251 /nightSelect
Brilliant Downtown Chicago 3-Bedroom Condominium
Map1.3 mi from City Centre900 yd from Michigan Avenue
FromUS$ 418 /nightSelect
Ideal, Spacious & Furnished 1Br Apartment - Cullom C2
Map7.4 mi from City Centre800 yd from Irving Park Station (Blue Line)
FromUS$ 172 /nightSelect
Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E
Map8.5 mi from City Centre1100 yd from Jefferson Park
FromUS$ 115 /nightSelect
Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 156 /nightSelect
Apartment Sleeps 4 With Free Parking
Map9.5 mi from City Centre1000 yd from Jefferson Park
FromUS$ 319 /nightSelect
The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking
Map5.1 mi from City Centre300 yd from Cannella School of Hair Design
FromUS$ 276 /nightSelect
Alluring Studio Apartment In Jefferson Park - Leland 1N
Map9.1 mi from City Centre900 yd from Jefferson Park
FromUS$ 182 /nightSelect
1Br Tranquil & Airy Apartment In Lincoln Square - Campbell Rep
2 adults
1 bedroom
1 bed
Map6.7 mi from City Centre300 yd from Western Station (Brown Line)
FromUS$ 256 /nightSelect
Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail
4 adults
2 bedrooms
3 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 514 /nightSelect

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