Vacation rentals in Chicago, United States - page 27

Carefully selected & verified rentals in Chicago, United States
Check-in
07May2026Select date
Check-out
08May2026Select 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
521-540 out of 714
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Cozy 2 Bedroom Condo By Lakeshore Chicago
Map1.3 mi from City Centre700 yd from Millennium Park
Select
Luxury 2Bd-2Ba View-Gym-Rooftop Chicago
Map1.6 mi from City Centre100 yd from Chicago Station (Blue Line)
Select
Elegant Condo-Steps From Wrigley Field, 32 Nights Condo
Map5.3 mi from City Centre400 yd from Wrigley Field
Select
Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 1 140 /nightSelect
Regal Stylish Uptown Loft Beachfront Rooftopwfhgym
Map6.5 mi from City Centre200 yd from Lawrence
FromUS$ 345 /nightSelect
Sunny Modern Loft Montrose Beach Rooftop Wfh Gym
Map6.5 mi from City Centre200 yd from Lawrence
Select
Peaceful Beachfront Loft Rooftop Gym
Map6.5 mi from City Centre200 yd from Lawrence
Select
Artistic Loft Rooftop Uptown Montrose Beach Gymwfh
Map6.5 mi from City Centre200 yd from Lawrence
Select
Modern 3Br Stay Near Dt Chi
Map3.6 mi from City Centre700 yd from Indiana
Select
Gilean Urban Retreat
Map3.6 mi from City Centre700 yd from Indiana
FromUS$ 211 /nightSelect
Mccormick Place Studio With Optional Parking And Sleeps Up To 4
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 783 /nightSelect
Blueground The Loop Pool Ac Nr Park Chi-1188
Map1800 yd from City Centre300 yd from Chicago Theater
Select
West Loop
Map1.4 mi from City Centre900 yd from United Center
Select
Queen Beds, Long Stay, Garage Parking, Near Train
Map5.1 mi from City Centre600 yd from Logan Square
Select
Spacious And Modern 3Bd 2Ba Home- Garage Parking!
Map1.6 mi from City Centre1.2 mi from United Center
FromUS$ 357 /nightSelect
Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1126
Map1.7 mi from City Centre500 yd from Michigan Avenue
Select
Flexhome Wicker Park - Stylish 2Br - Sleeps 6
Map2.9 mi from City Centre1000 yd from Damen (Blue Line)
FromUS$ 134 /nightSelect
Balcony Gym 1 Garage Parking Sleeps 12
Map1.1 mi from City Centre1400 yd from United Center
FromUS$ 290 /nightSelect
Entire Apartment With Private Balcony
Map6.4 mi from City Centre700 yd from King Drive
Select
New Built Apartment Sleeps 8
Map6.8 mi from City Centre400 yd from Western Station (Brown Line)
FromUS$ 165 /nightSelect

Other cities in United States

Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room