Vacation rentals in Chicago, United States - page 16

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
301-320 out of 714
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
7.0
Very good
Wrigley Oasis! Steps From The Field! - 3Bd 1Ba Apartment Chicago
4 adults
3 bedrooms
3 beds
Map4.9 mi from City Centre500 yd from Wrigley Field
FromUS$ 448 /nightSelect
7.0
Very good
1Br Modern Apt In The Heart Of The City - Marshfield G Chicago
3 adults
1 bedroom
1 bed
Map5.0 mi from City Centre1400 yd from Wrigley Field
FromUS$ 253 /nightSelect
6.0
Guest rating
Uptown Gem
4 adults
1 bedroom
1 bed
Map6.5 mi from City Centre300 yd from Lawrence
FromUS$ 513 /nightSelect
Luxury Living In Bronzeville
Map4.3 mi from City Centre
Select
Comfort West Urban Chicago Loft House
Map7.7 mi from City Centre1.3 mi from
Select
Chicago Stay 3 King Beds Near Wicker Park
Map2.4 mi from City Centre1.3 mi from DePaul University
Select
1 Mi To Wrigley! Quintessential Chi-Town Greystone
Map5.2 mi from City Centre1600 yd from Wrigley Field
Select
Downtown 3Bd Penthouse Lake Mich Views Plus Gym #13
Map1500 yd from City Centre600 yd from Grant Park
Select
Modern 3Br Apt Near United Center
Map3.8 mi from City Centre
Select
Downtown Penthouse, Parking, Gym Pvt Patio #11
Map1300 yd from City Centre800 yd from Grant Park
Select
Downtown Penthouse 5Bd Views Parking, Gym, Pool
Map1300 yd from City Centre800 yd from Grant Park
Select
Livn West Loop Chicago Classic Queen Studio
Map400 yd from City Centre200 yd from Chicago Union Station
FromUS$ 387 /nightSelect
Dtown Penthouse 2Bd Parking Gym, Pvt Patio #13
Map1300 yd from City Centre800 yd from Grant Park
Select
Lux Dtown Penthouses 9Bd-9Ba Sleep 25 Parking, Pool, Gym
Map1300 yd from City Centre800 yd from Grant Park
Select
Chicago 4Br South Loop With Rooftop And Gym Near Mccormick Place
Map2.0 mi from City Centre1200 yd from McCormick Place
Select
Chicago 3Br King Beds Sleeps 8 Near Humboldt Park
Map4.1 mi from City Centre
Select
2Br Near Obama Presidential Ctr And Uofc Med Ctr
Map6.7 mi from City Centre
Select
Livn Millennium Park Downtown Chicago Superior 2 Br
Map1400 yd from City Centre300 yd from CIBC Theatre
FromUS$ 218 /nightSelect
Lower Level Luxury
Map9.2 mi from City Centre
FromUS$ 85 /nightSelect
Livn Millennium Park Downtown Chicago 1 Br
Map1400 yd from City Centre300 yd from CIBC Theatre
Select

Other cities in United States

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