Vacation rentals in Chicago, United States - page 9

Carefully selected & verified rentals in Chicago, United States
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Check-out
07Dec2025Select 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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161-180 out of 690
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Inspiring Grotto Sleeps 10-20 Free Tv & Parking Apartment Chicago
Map7.0 km from City Centre1.5 km from Wrigley Field
FromUS$ 498 /nightSelect
Stone Mansion Sleeps 10-20 Free Tv & Parking Apartment Chicago
Map7.0 km from City Centre1.5 km from Wrigley Field
FromUS$ 1 186 /nightSelect
The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10
MapWrigley Field300m
  • Walking distance to Wrigley Field
  • Five bedrooms for larger groups
  • Fully equipped kitchen available
  • Air conditioning
  • Flat-screen TV
  • Free parking
Hotel for group stays near Chicago's Wrigley Field
FromUS$ 697 /nightSelect
Stylish Studio Apartment In Portage Park - Pensacola 2N
MapNearby Lincoln Park Zoo13km
  • Fully equipped kitchen with modern appliances
  • Flat-screen TV for entertainment
  • Air conditioning for guest comfort
  • Fully equipped kitchen
  • Air conditioning
  • Flat-screen TV
Charming studio hotel with excellent urban amenities
FromUS$ 282 /nightSelect
2Br Alluring Apartment With Laundry - Cullom D3
MapNearby Wrigley Field7km
  • Spacious two-bedroom apartment available
  • Fully equipped kitchen with modern appliances
  • Convenient on-site laundry facilities
  • Air Conditioning
  • Flat-screen TV
  • Washer Dryer
Modern apartment with laundry in vibrant Chicago
FromUS$ 410 /nightSelect
2Br Enticing Apt In Chicago Near Restaurants - Belmont A2 A4 Rep
MapLakeview neighborhood0m
  • Modern kitchen with essential appliances
  • Flat-screen TV for entertainment
  • Two bedrooms for family or friends
  • Flat-screen TV
  • Seating area
  • Dishwasher
Apartment offering convenient access to Chicago's dining
FromUS$ 66 /nightSelect
1Br Deluxe Apartment Near Shops & Cafes - Ashland 1F
MapNear Loyola University Chicago3km
  • Air conditioning for comfort
  • Pets allowed for travelers
  • Flat-screen TV for entertainment
  • Electric kettle
  • Dryer
  • Flat-screen TV
Hotel with deluxe rooms near shops and dining
FromUS$ 58 /nightSelect
Alluring Studio Apartment In Jefferson Park - Leland 1N
MapDynamic Jefferson Park area1.2km
  • Flat-screen TV for entertainment
  • No smoking on site for comfort
  • On-site dryer for convenience
  • Flat-screen TV
  • On-site dryer
  • No smoking
Hotel offering studio rooms in a vibrant neighborhood
FromUS$ 182 /nightSelect
Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests
6 adults
3 bedrooms
4 beds
MapProximity to Field Museum200m
  • Three bedrooms and two bathrooms available
  • Optional parking for convenience
  • Fitness center on-site for guests
  • Fitness Centre
  • Air Conditioning
  • 24-hour Reception
Hotel with three bedrooms and downtown accessibility
FromUS$ 1 615 /nightSelect
Urban Coach Penthouse - Near Train, Medical District, And Downtown
Map5.4 km from City Centre300 m from California Station (Pink Line)
FromUS$ 101 /nightSelect
Urban Coach Casa - Medical District- 10 To Downtown
Map5.4 km from City Centre300 m from California Station (Pink Line)
FromUS$ 200 /nightSelect
2Br Modern Apt Near Uchicago & Beach
Map9.0 km from City Centre300 m from Kimbark Plaza Shopping Center
FromUS$ 154 /nightSelect
Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 156 /nightSelect
Luxurious Lincoln Park Home With Gourmet Kitchen
Map5.9 km from City Centre800 m from Diversey
FromUS$ 524 /nightSelect
Hermosa House Apartment - Peaceful Quiet 3Br, Free Street Parking, Solar Powered, By Logan Square
Map9.1 km from City Centre800 m from Mozart Park
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1Br Fully Equipped & Central - Belmont Rep
Map7.5 km from City Centre1.5 km from Wrigley Field
FromUS$ 156 /nightSelect
Kimball Suites
Map7.2 km from City Centre500 m from Marina Fontanez Community Ctr
FromUS$ 65 /nightSelect
City Villa Sleeps 10-20 Free Tv & Parking
Map7.0 km from City Centre1.5 km from Wrigley Field
FromUS$ 955 /nightSelect
Uptown Gem
4 adults
1 bedroom
1 bed
MapNear Montrose Beach1.3km
  • Indoor swimming pool and fitness centre
  • Family-friendly restaurant with American cuisine
  • Patio with city views and outdoor dining area
  • Indoor pool
  • Fitness centre
  • Outdoor patio
Hotel with modern rooms and leisure facilities in Chicago
FromUS$ 513 /nightSelect
Midway Hideaway -Cozy 1Br- Parking
Map10.6 km from City Centre
FromUS$ 233 /nightSelect

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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room