Vacation rentals in Chicago, United States - page 8

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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141-160 out of 719
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Gorgeous North Kenwood Hyde Park Unit Apartment Chicago
Map4.6 mi from City Centre
FromUS$ 327 /nightSelect
Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 225 /nightSelect
Beautiful Home Near Downtwon - Free Parking!
Map4.7 mi from City Centre1100 yd from Fuller Park
FromUS$ 155 /nightSelect
2Br Designer Loft Modern Luxe In City Center
Map1.2 mi from City Centre1500 yd from United Center
FromUS$ 507 /nightSelect
Urban Coach Casa - Medical District- 10 To Downtown
Map3.4 mi from City Centre300 yd from California Station (Pink Line)
FromUS$ 200 /nightSelect
Quiet 1Br, Eat-In Kitchen, Close To Midway
Map6.6 mi from City Centre1700 yd from Capri Beauty Schools Inc
FromUS$ 121 /nightSelect
Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 201 /nightSelect
Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501
2 adults
2 bedrooms
1 bed
Map3.6 mi from City Centre400 yd from Fullerton
FromUS$ 64 /nightSelect
Comfortable 2Br Chicago Apt - Sunnyside 2F
Map7.0 mi from City Centre400 yd from Kedzie Station (Brown Line)
FromUS$ 201 /nightSelect
2-Bedroom Cozy Apt In Prime Location - Clark 2
Map7.1 mi from City Centre1000 yd from Berwyn
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Afrique Francaise De Woodlawn 2
Map7.1 mi from City Centre700 yd from King Drive
FromUS$ 81 /nightSelect
Urbaneden Loft Apartment
Map4.1 mi from City Centre800 yd from Hartgrove Hospital
FromUS$ 150 /nightSelect
Medical District 2Br With Jacuzzi & Parking
Map2.4 mi from City Centre1400 yd from United Center
FromUS$ 216 /nightSelect
8.0
Great
1Br Apartment In Rogers Park With King Bed - Lunt 2E
2 adults
1 bedroom
1 bed
Map9.3 mi from City Centre1500 yd from Loyola University Chicago
FromUS$ 174 /nightSelect
7.4
Very good
Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop
The largest option:
8 adults
3 bedrooms
4 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 595 /nightSelect
Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston
Map9.7 mi from City Centre900 yd from General Amusement Corp-America
FromUS$ 261 /nightSelect
Beautiful Chicago 2Bd 1Ba
Map5.1 mi from City Centre300 yd from Norford Hotel
FromUS$ 242 /nightSelect
Close To Downtown - Free Parking
Map4.7 mi from City Centre
FromUS$ 34 /nightSelect
South Loop 3 Bedroom Apt
Map1.0 mi from City Centre1100 yd from Grant Park
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River North Rooftop With In And Out Parking 1
Map1.2 mi from City Centre700 yd from House of Blues Chicago
FromUS$ 552 /nightSelect

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