Vacation rentals in Chicago, United States - page 31

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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Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail Chicago
4 adults
2 bedrooms
3 beds
MapSouth Loop neighborhood300m
  • Modern loft with city views
  • Fitness center for guests
  • Meeting family needs comfortably
  • Fitness Center
  • 24-hour Reception
  • Private Parking
Contemporary urban hotel ideal for family stays
FromUS$Ā 514 /nightSelect
Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions
6 adults
3 bedrooms
4 beds
MapProximity to Field Museum2.4km
  • Fitness centre for active guests
  • Spacious rooms with city views
  • 24-hour front desk services available
  • Fitness Centre
  • City Views
  • 24-Hour Reception
Family-friendly hotel with luxury amenities and parking
FromUS$Ā 500 /nightSelect
Furnished 1Br Apt With Natural Light & King Beds - Larchmont All Rep
2 adults
1 bedroom
1 bed
MapVibrant Larchmont neighborhood400m
  • King beds for restful sleep
  • Bright rooms with natural light
  • Flat-screen TV for entertainment
  • Flat-screen TV
  • Natural Light
  • King Beds
Hotel offering well-lit rooms in popular neighborhood
FromUS$Ā 125 /nightSelect
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room