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 621
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Lakeview East Apartment Chicago
Map4.2 mi from City Centre1700 yd from Wrigley Field
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Spacious Historic Apartments In Lakeview Chicago - Walk To Wrigley, Nightlife, Shops, Hospitals
MapNear Wrigley Field1.2km
  • Historic charm and modern amenities
  • Fully equipped kitchens available
  • Family-friendly with outdoor gardens
  • Air conditioning
  • Family rooms
  • Outdoor dining
Hotel featuring historic architecture and family-friendly accommodations
FromUS$ 238 /nightSelect
Chic South Loop 2Br Apartment With Gym And Optional Parking Near Grant Park, Mccormick Place, Museum Campus & Downtown
MapHistoric Printers Row15km
  • Spacious rooms with city views
  • On-site fitness centre available
  • Pet-friendly accommodations offered
  • Fitness Centre
  • Outdoor Patio
  • Private Parking
Modern hotel with two-bedroom apartments and amenities
FromUS$ 324 /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
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$ 514 /nightSelect
Sage Modern Apartments Near Union Park In West Loop
Map1300 yd from City Centre1300 yd from Chicago Union Station
FromUS$ 386 /nightSelect
1Br Fully Equipped & Central - Belmont Rep
Map4.6 mi from City Centre1700 yd from Wrigley Field
FromUS$ 156 /nightSelect
Urban Coach Casa - Medical District- 10 To Downtown
Map3.4 mi from City Centre300 yd from California Station (Pink Line)
FromUS$ 200 /nightSelect
Entire Apt In Heart Of Chicago
Map4.8 mi from City Centre600 yd from Wrigley Field
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New Adorable Unit Located In Historic Greystone
Map3.1 mi from City Centre500 yd from 35th-Bronzeville-IIT
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Uptown Bright & Modern Apt - Steps To Lake, Train, Amazing Food & Free Parking
Map7.0 mi from City Centre300 yd from Berwyn
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Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03
Map1.3 mi from City Centre900 yd from Michigan Avenue
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Midway Hideaway -Cozy 1Br- Parking
Map6.6 mi from City Centre1700 yd from Capri Beauty Schools Inc
FromUS$ 233 /nightSelect
1 Bedroom With Rooftop And Wrigley Views
Map5.0 mi from City Centre300 yd from Wrigley Field
FromUS$ 777 /nightSelect
Near Uchicago Dog-Friendly Apt With Yard
Map7.0 mi from City Centre500 yd from King Drive
FromUS$ 277 /nightSelect
Lux Apts With Lake Views And Top Amenities
Map1600 yd from City Centre600 yd from Grant Park
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Beautiful Home Near Downtwon - Free Parking!
Map4.7 mi from City Centre1100 yd from Fuller Park
FromUS$ 45 /nightSelect
2Br Near Ohare And Transit Newly Furnished Modern
Map12.5 mi from City Centre500 yd from Chip-IN Tours
FromUS$ 190 /nightSelect
Amazing Place To Stay Near Downtown Chicago!
Map5.4 mi from City Centre700 yd from Lowe Park
FromUS$ 45 /nightSelect
The Roscoe Village Guesthouse
Map5.0 mi from City Centre700 yd from Paulina
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The Velvet Jazz Haus
Map3.0 mi from City Centre500 yd from Ukrainian Institute of Art
FromUS$ 236 /nightSelect

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Check-in
29Jan2026Select date
Check-out
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Rooms and Guests2 Guests, 1 Room