Vacation rentals in Chicago, United States - page 4

Carefully selected & verified rentals in Chicago, United States
Check-in
19Oct2025Select date
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.
View map
61-80 out of 603
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail Chicago
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 394 /nightSelect
Best Studio Apt In Chicago Close To Boystown - Oakdale 204 Rep
2 adults
MapVibrant Boystown neighborhood1.5km
  • Air conditioning in every room
  • Flat-screen TV for entertainment
  • Paid parking available nearby
  • Air conditioning
  • Flat-screen TV
  • Paid parking
Hotel offering comfortable rooms near Boystown attractions
FromUS$ 98 /nightSelect
The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center
Map3.8 km from City Centre1000 m from United Center
FromUS$ 374 /nightSelect
South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown
MapNear Field Museum300m
  • Spacious rooms with city views
  • Fitness centre on-site
  • Optional parking with EV charging
  • Fitness Centre
  • Electric Charging
  • 24-Hour Reception
Family-friendly hotel with modern amenities in Chicago
FromUS$ 405 /nightSelect
2 Bed & 3 Bath Chicago Condo
Map3.5 km from City Centre400 m from 18th
FromUS$ 120 /nightSelect
Great Chicago Getaway 2 Bedrooms Sleeps 1 To 4
Map9.5 km from City Centre1.0 km from Michelle's Ballroom
Select
Ukrainian Village 2Br Modern Apartment D2
Map4.0 km from City Centre1.9 km from United Center
FromUS$ 143 /nightSelect
South Loop Chicago 2Br Retreat With Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 1 230 /nightSelect
Afrique Francaise De Woodlawn 1
Map11.5 km from City Centre700 m from King Drive
FromUS$ 32 /nightSelect
Lincoln Park Light-Filled Loft
MapLincoln Park neighborhood3km
  • Private entrance for added privacy
  • Fully equipped kitchen with modern appliances
  • Convenient location near shopping and parks
  • Air conditioning
  • Flat-screen TV
  • Pet-friendly
Hotel offering stylish accommodation and urban convenience
Select
15 Minutes Ohare & Downtown2
Map15.2 km from City Centre1000 m from Jefferson Park
FromUS$ 319 /nightSelect
Family Friendly 2Br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field
4 adults
2 bedrooms
3 beds
MapClose to Field Museum300m
  • Spacious 2 bedroom family unit
  • Gym access and fitness centre
  • Air-conditioned rooms with city views
  • Fitness Centre
  • City Views
  • Parking Available
Family-friendly hotel with gym and parking options
FromUS$ 240 /nightSelect
Elegant And Chic 2Bed 2Bath Steps From The Lake!
Map15.2 km from City Centre1.6 km from Loyola University Chicago
FromUS$ 441 /nightSelect
Purple Escape
Map5.8 km from City Centre
FromUS$ 89 /nightSelect
Charming 3Bd 2Bth Apartment
Map11.8 km from City Centre1000 m from King Drive
FromUS$ 64 /nightSelect
Lakeview East Apartment
Map6.7 km from City Centre1.5 km from Wrigley Field
Select
Chic Euro City Getaway- Close To Downtown
Map8.1 km from City Centre400 m from 51st
FromUS$ 277 /nightSelect
Foundry Unmatched Skyline Views At Lincoln Park
Map3.7 km from City Centre400 m from North/Clybourn
FromUS$ 813 /nightSelect
Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 328 /nightSelect
Flexhome Wicker Park 3Br Dv1
MapVibrant Wicker Park neighborhood300m
  • Fully equipped kitchen with cookware
  • On-site activities for leisure travelers
  • Convenient dryer and electric kettle available
  • Electric Kettle
  • Kitchen Utensils
  • On-site Activities
Modern hotel offering complete home-like amenities
FromUS$ 327 /nightSelect
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room