Vacation rentals in Chicago, United States - page 21

Carefully selected & verified rentals in Chicago, United States
Check-in
16Mar2026Select date
Check-out
17Mar2026Select 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
401-420 out of 712
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 02 Chicago
Map1.3 mi from City Centre900 yd from Michigan Avenue
Select
Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 04 Chicago
Map1.3 mi from City Centre900 yd from Michigan Avenue
Select
Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05
Map1.3 mi from City Centre900 yd from Michigan Avenue
Select
South Loop Rooftop With In And Out Parking 2
Map800 yd from City Centre900 yd from CIBC Theatre
Select
Prime Wrigley Spot Workspace
Map5.3 mi from City Centre700 yd from Wrigley Field
Select
Cozy 1Br Retreat Near Transit, Dining And Parking
Map9.0 mi from City Centre1500 yd from Loyola University Chicago
Select
Homey Vibes Furnished 1Br Apt - Wlawn 2W
Map5.2 mi from City Centre700 yd from Sutherland Community Arts
Select
A Charming Modern Chic Basement Apartment
Map10.2 mi from City Centre1400 yd from
Select
River North Private Balcony With In And Out Parking
Map1.2 mi from City Centre700 yd from House of Blues Chicago
Select
New Modern 1Br Lux City Escape
Map4.5 mi from City Centre300 yd from California Station (Blue Line)
FromUS$ 478 /nightSelect
2 Mi To Logan Square Pet-Friendly Urban Oasis!
Map6.3 mi from City Centre1400 yd from Ken-Well Park
FromUS$ 106 /nightSelect
2Br W/ Workspace - Coffee Bar - Near Transit
Map7.3 mi from City Centre900 yd from
FromUS$ 46 /nightSelect
Stunning 3 Bedrooms 2 Bathrooms Getaway Chicago!
Map6.1 mi from City Centre500 yd from Coastal Capital Corp
Select
2 Mi To Rainbow Beach Park South Side Charmer!
Map10.1 mi from City Centre1400 yd from South Shore Hospital
Select
East Lincoln Park Gem Spacious 4 Br
Map3.7 mi from City Centre900 yd from Diversey
FromUS$ 481 /nightSelect
Hyde Park Shared Apartments
Map5.6 mi from City Centre400 yd from Kimbark Plaza Shopping Center
FromUS$ 142 /nightSelect
Modern 2Br2Ba Condo Free Parking And Balcony
Map2.4 mi from City Centre1600 yd from United Center
Select
Designer 3Br With Balcony & Elevator On Clark! Apts
Map6.1 mi from City Centre1.1 mi from Wrigley Field
Select
Brand New Building In The Medical District
Map2.4 mi from City Centre1600 yd from United Center
Select
New Build In Pilsen Spacious 2 Bed 2 Bath Unit
Map2.4 mi from City Centre1600 yd from United Center
Select

Other cities in United States

Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room