Vacation rentals in Chicago, United States - page 16

Carefully selected & verified rentals in Chicago, United States
Check-in
06Dec2025Select date
Check-out
07Dec2025Select 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 690
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Cozy Woodlawn Retreat 1 Apartment Chicago
Map10.6 km from City Centre500 m from King Drive
Select
The Roscoe Village Guesthouse Chicago
Map8.1 km from City Centre600 m from Paulina
Select
Cozy Woodlawn Retreat 2
Map10.6 km from City Centre500 m from King Drive
Select
Modern 1Br Outdoor Space & Cozy Vibes
Map10.6 km from City Centre
FromUS$ 161 /nightSelect
1 Bedroom With Rooftop And Wrigley Views
Map8.0 km from City Centre300 m from Wrigley Field
FromUS$ 777 /nightSelect
New Luxurious 5Bd-2Ba Home-Free Wine-2Car Parking
Map15.8 km from City Centre1.0 km from South Central Community Ctr
FromUS$ 398 /nightSelect
Chicago Condo Luxurious Condo In Top Rated Neighborhood
Map20.2 km from City Centre200 m from Chip-IN Tours
FromUS$ 333 /nightSelect
Cozy Two Bedroom Unit Near Lakeview Lincolnpark Wrigley
Map6.8 km from City Centre500 m from Chicago Opera Theater
Select
Luxurious Remodeled 1Br Condo
Map20.1 km from City Centre200 m from Chip-IN Tours
FromUS$ 379 /nightSelect
Chic 2Br 2Ba Condo With Balcony - River North Chicago
Map1.7 km from City Centre700 m from Chicago Riverwalk
Select
Modern 3Br Retreat Hyde Park Comfort & Style
Map9.1 km from City Centre200 m from Kimbark Plaza Shopping Center
FromUS$ 124 /nightSelect
Charming 3Br Escape In The Heart Of Hyde Park
Map9.0 km from City Centre500 m from Roberts University Assoc
FromUS$ 1 150 /nightSelect
Beautiful Unit Chi In Prime River North - 3
Map2.5 km from City Centre1.1 km from Michigan Avenue
Select
Elegant And Chic 2Bed 2Bath Steps From The Lake!
Map15.2 km from City Centre1.6 km from Loyola University Chicago
FromUS$ 441 /nightSelect
Stylish 3Br Apt Near Wrigley Field & Lincoln Park
Map6.7 km from City Centre1.6 km from Wrigley Field
FromUS$ 280 /nightSelect
Chic & Cozy 4Br Apt In Lakeview Near Wrigley Field
Map6.7 km from City Centre1.6 km from Wrigley Field
FromUS$ 242 /nightSelect
Blueground The Loop Pool Ac Nr Willis Tower Chi-1175
Map1.1 km from City Centre300 m from Chicago Riverwalk
Select
Comfy & Modern 3 Bedroom Home I Med District I Free Parking O
Map3.8 km from City Centre1.4 km from United Center
FromUS$ 210 /nightSelect
Luxury 3 Bedroom In Bronzeville
Map7.4 km from City Centre500 m from 47th Station (Green Line)
Select
Blueground River North Rooftop Pool Nr Mart Chi-1130
Map1.6 km from City Centre600 m from Chicago Riverwalk
Select

Other cities in United States

Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room