Vacation rentals in Chicago, United States - page 8

Carefully selected & verified rentals in Chicago, United States
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Check-out
20Oct2025Select date
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 603
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2Br Northside Bliss, Near Parks And Dining Apartment Chicago
MapAccess to parks and dining hubs300m
  • Flat-screen TV available in all rooms
  • Relax in the on-site spa facilities
  • Enjoy diverse dining options nearby
  • On-site Spa
  • Dining Options
  • Flat-screen TV
Hotel offering parks access and vibrant dining options
FromUS$ 107 /nightSelect
City Villa Sleeps 10-20 Free Tv & Parking Chicago
Map7.0 km from City Centre1.5 km from Wrigley Field
FromUS$ 479 /nightSelect
Convenient 2Br Suite In Prime Location With Gym Access & Optional Parking Near Mccormick Place And Soldier Field
MapNear Field Museum Of Natural History300m
  • Sleeps up to eight guests comfortably
  • Equipped kitchen for home cooking
  • Fitness centre on-site for workouts
  • Parking Available
  • Fitness Centre
  • Air Conditioning
Family-oriented accommodation with fitness options nearby
FromUS$ 580 /nightSelect
Luxhome Chicago 8 Mins Downtown
Map7.7 km from City Centre
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Cozy Casa By Ohare Airport
Map15.2 km from City Centre
FromUS$ 118 /nightSelect
Luxurious Lincoln Park Home With Gourmet Kitchen
Map5.9 km from City Centre800 m from Diversey
FromUS$ 524 /nightSelect
7 Star The Malia Oasis 3Br 1 Half Bath Office Space
Map5.7 km from City Centre
FromUS$ 144 /nightSelect
Modern Pilsen Chicago Apartment
Map4.5 km from City Centre600 m from Western Station (Pink Line)
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Charming Chicago Apt
Map4.1 km from City Centre500 m from Western Station (Pink Line)
FromUS$ 342 /nightSelect
Spacious 420 Friendly 3Br In South Loop Near Mccormick Place, Grant Park And Soldier Field With Optional Parking
Map2.6 km from City Centre900 m from McCormick Place
FromUS$ 381 /nightSelect
The Haven, Great Location Near Downtown, Medical District And United Center
Map4.2 km from City Centre1.5 km from United Center
FromUS$ 352 /nightSelect
Sleek And Spacious 420 Friendly 3Br Retreat Near Mccormick Place, Museum Campus And Soldier Field
MapNear Museum Campus attractions2.7km
  • Three spacious bedrooms for families or groups
  • Fully equipped kitchen with modern amenities
  • Private entrance for added privacy
  • Air conditioning
  • Flat-screen TV
  • Private parking
Hotel featuring family-friendly rooms and modern conveniences
FromUS$ 470 /nightSelect
Stylish 420 Friendly 3Br Chicago Getaway With Optional Parking Near Mccormick Place, Grant Park & Soldier Field
MapNear Field Museum2.4km
  • Spacious 3-bedroom rooms for families or groups
  • Fully equipped kitchen for convenient cooking
  • Optional parking for added convenience
  • Fully equipped kitchen
  • Air conditioning
  • Private parking
Family-friendly hotel with spacious accommodations in Chicago
FromUS$ 440 /nightSelect
Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field
MapNear Soldier Field500m
  • Three bedrooms for large groups
  • Fully equipped kitchen available
  • Private parking on-site offered
  • Air Conditioning
  • Flat-Screen TV
  • Pet Friendly
Apartment for group stays near iconic Chicago landmarks
FromUS$ 317 /nightSelect
Chateau De Woodlawn - Peaceful 3 Bedroom Apartment.
MapNearby Museum of Science and Industry4.8km
  • Spacious three-bedroom apartment
  • Private parking available
  • Garden views from rooms
  • Private parking
  • Air conditioning
  • Flat-screen TV
Comfortable apartment hotel near Chicago attractions
FromUS$ 265 /nightSelect
Spacious 5-Br Apt Next To Transit Free Parking
MapUnited Center proximity6.1km
  • Five bedrooms accommodate up to eleven guests
  • Located near public transit options
  • Offers free parking and picnic area
  • Fully Equipped Kitchen
  • Air Conditioning
  • Sun Terrace
Hotel offering family-friendly lodging with modern amenities
FromUS$ 376 /nightSelect
Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail
MapNear Field Museum2.3km
  • Allergy-free and soundproof rooms
  • Fully equipped kitchen with dishwasher
  • Optional on-site parking available
  • Flat-screen TV
  • Air conditioning
  • Bicycle parking
Spacious downtown Chicago hotel with parking options
FromUS$ 165 /nightSelect
Suite Home Chicago - Eugenie Terrace Two-Bedroom Apartment
Map400 m from City Centre300 m from Chicago Union Station
FromUS$ 149 /nightSelect
New Modern 1Br Lux City Escape
Map7.2 km from City Centre
FromUS$ 478 /nightSelect
2Br City Loft Sweeping Glass Views
Map7.2 km from City Centre
FromUS$ 401 /nightSelect
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room