Vacation rentals in Chicago, United States - page 29

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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561-580 out of 714
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Serene Studio Apartment In Hyde Park - Del Prado 706 Chicago
Map6.0 mi from City Centre300 yd from Catholic Theological Union
FromUS$ 162 /nightSelect
Spacious & Modern 2Br Apartment - Algonquin 06-008E Chicago
Map5.8 mi from City Centre300 yd from Maryknoll Seminary
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The Orleans - Entire Building - With Rooftop Deck
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 999 /nightSelect
Mtm Fully Furnished Rental In Old Town - 2 Beds
Map2.4 mi from City Centre1.2 mi from Michigan Avenue
FromUS$ 299 /nightSelect
Mtm Fully Furnished Rental In Old Town - 2 Beds
Map2.4 mi from City Centre1.2 mi from Michigan Avenue
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870 Bldg - 3 Separate Suites In Same Building
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 2 390 /nightSelect
Old-World Classic Building Downtown
Map1.9 mi from City Centre900 yd from Michigan Avenue
FromUS$ 997 /nightSelect
Brownstone 2 Entire Units Gold Coast
Map1.9 mi from City Centre900 yd from Michigan Avenue
FromUS$ 467 /nightSelect
870 1&2 - 2 Separate Suites In Same Building
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 352 /nightSelect
3 Flat Building Downtown - With Private Patios
Map1.9 mi from City Centre600 yd from Chicago Station (Blue Line)
FromUS$ 719 /nightSelect
2 Suites 2 Floors In Downtown Chicago
Map1.9 mi from City Centre600 yd from Chicago Station (Blue Line)
FromUS$ 347 /nightSelect
Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2
Map5.9 mi from City Centre100 yd from Dorchester Commons Shopping Center
FromUS$ 567 /nightSelect
Relaxing 3Br Apt With King Beds & Washer - Lawndale 1 & 2 Rep
Map5.9 mi from City Centre800 yd from Belmont Station (Blue Line)
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Well-Equipped Studio Apartment - Dorchester 511
Map5.7 mi from City Centre300 yd from Dorchester Commons Shopping Center
FromUS$ 239 /nightSelect
1Br Chic And Cozy Apartment In Chicago - Hyde Park 408
Map5.6 mi from City Centre300 yd from Kimbark Plaza Shopping Center
FromUS$ 343 /nightSelect
1Br Prime Hyde Park Apartment - Dorchester 201
Map5.7 mi from City Centre300 yd from Dorchester Commons Shopping Center
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1Br Bright And Airy Apt In Hyde Park - Hyde Park 109 And 209 Rep
Map5.6 mi from City Centre300 yd from Kimbark Plaza Shopping Center
FromUS$ 263 /nightSelect
Blueground River N Gym Pool Nr Riverwalk Chi-128
Map1.0 mi from City Centre600 yd from Chicago Riverwalk
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Spacious 5Br Luxury Suite Perfect For Groups With Gym Access And Optional Parking Near Mccormick Place, Grant Park And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 1 472 /nightSelect
Luxury Cozy 2Br With Optional Parking And Gym Access Near Mccormick Place, Lakefront And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 785 /nightSelect

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Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room