Vacation rentals in Chicago, United States - page 12

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
221-240 out of 714
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Mccormick Place Downtown: Luxurious 3BR/2BA for 10 Chicago
6 adults
3 bedrooms
4 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 1 615 /nightSelect
Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions
6 adults
3 bedrooms
4 beds
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 500 /nightSelect
South Loop Rooftop With In & Out Parking 1
Map800 yd from City Centre900 yd from CIBC Theatre
Select
Super Amazing Place To Stay Near Downtown! Free Parking
Map4.7 mi from City Centre900 yd from 47th (Red Line)
FromUS$ 99 /nightSelect
Parisian Retreat 6Min To Main Quandrangle U Of C
Map7.1 mi from City Centre500 yd from Cottage Grove
FromUS$ 782 /nightSelect
Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop
Map1.6 mi from City Centre
Select
New! Spacious Art Deco Modern 5 Bd/3Ba Condo
Map2.2 mi from City Centre400 yd from Division
FromUS$ 720 /nightSelect
The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking
Map5.1 mi from City Centre300 yd from Cannella School of Hair Design
FromUS$ 276 /nightSelect
Jeffjack Heated Pool Penthouse In Chicago'S West Loop
Map400 yd from City Centre300 yd from Chicago Union Station
FromUS$ 364 /nightSelect
Splendid & Fully Furnished 1Br Apartment - Broadway 204 Rep
Map4.3 mi from City Centre1600 yd from Wrigley Field
FromUS$ 373 /nightSelect
Stylish Studio Apartment In Portage Park - Pensacola 2N
Map8.3 mi from City Centre1000 yd from Montrose Station (Blue Line)
FromUS$ 276 /nightSelect
Wicker Park 1-Br Walk To Train & Grocery Easy Downtown Access
Map2.4 mi from City Centre400 yd from Division
FromUS$ 243 /nightSelect
Cozy Casa By Ohare Airport
Map9.4 mi from City Centre700 yd from
FromUS$ 122 /nightSelect
New Luxurious 5Bd-2Ba Duplex-Free Wine-2Car Parking
Map9.8 mi from City Centre1100 yd from South Central Community Ctr
FromUS$ 461 /nightSelect
River North Deltee
Map1.3 mi from City Centre600 yd from Michigan Avenue
FromUS$ 345 /nightSelect
Modern Pilsen Chicago Apartment 2 Bedroom
Map2.8 mi from City Centre600 yd from Western Station (Pink Line)
Select
Cozy 1 Bedroom Apt Near Logan Sq
Map4.4 mi from City Centre200 yd from California Station (Blue Line)
Select
Midway Hideaway -Cozy 1Br- Parking
Map6.6 mi from City Centre1700 yd from Capri Beauty Schools Inc
FromUS$ 128 /nightSelect
City Retreat
Map12.1 mi from City Centre
Select
Free Parking! Private Rooftop! 3Bd Near Downtown!
Map2.5 mi from City Centre1100 yd from Sox-35th
FromUS$ 455 /nightSelect

Other cities in United States

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