Vacation rentals in Chicago, United States - page 3
Carefully selected & verified rentals in Chicago, United States
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.
41-60 out of 621
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Convenient & Newly Decorated 1Br Apartment - Roscoe 1D Chicago
3 adults
1 bedroom
1 bed
Map4.7 mi from City Centre1100 yd from Wrigley Field
FromUS$Â 135
/nightSelect
1Br Modern Apt In The Heart Of The City - Marshfield G Chicago
3 adults
1 bedroom
1 bed
Map5.0 mi from City Centre1400 yd from Wrigley Field
FromUS$Â 253
/nightSelect
Hollywood Rentals Llc
Map7.7 mi from City Centre1.2 mi from Loyola University Chicago
FromUS$Â 9
/nightSelect
Perfect Place To Enjoy The City Or Just Relax
The largest option:
4 adults
1 bedroom
2 beds
MapClose to the center8km
- Air-conditioned rooms with streaming services
- Historic building with private entrance
- Fully equipped kitchen and living room
- Flat-screen TV
- Fully equipped kitchen
- Private entrance
Hotel rooms in a historic setting near downtown attractions
FromUS$Â 107
/nightSelect
1Br Stylish Apartment, Perfect For Getaway - Oakdale 201
5 adults
1 bedroom
1 bed
Map4.1 mi from City Centre1.1 mi from Wrigley Field
FromUS$Â 431
/nightSelect
K2 Sky High Apartments With Stunning Chicago Views In West Loop
MapWest Loop dining and entertainment300m
- Rooftop pool with skyline views
- Air-conditioned rooms with kitchens
- Spa facilities including hot tub
- Rooftop pool
- Outdoor terrace
- Hot tub
Luxury hotel with stunning views and modern amenities
FromUS$Â 283
/nightSelect
The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*
Map3.3 mi from City Centre900 yd from Damen (Blue Line)
FromUS$Â 237
/nightSelect
Uptown Gem
4 adults
1 bedroom
1 bed
MapNear Montrose Beach1.3km
- Indoor swimming pool and fitness centre
- Family-friendly restaurant with American cuisine
- Patio with city views and outdoor dining area
- Indoor pool
- Fitness centre
- Outdoor patio
Hotel with modern rooms and leisure facilities in Chicago
FromUS$Â 513
/nightSelect
Stylish 2Br Stunner In Unbeatable Location
Map2.8 mi from City Centre1000 yd from Damen (Blue Line)
FromUS$Â 194
/nightSelect
The Brown House - A Luxurious Uchicago Campus Stay
Map6.7 mi from City Centre400 yd from Cottage Grove
FromUS$Â 388
/nightSelect
Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$Â 160
/nightSelect
Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$Â 247
/nightSelect
2Br Stylish Apartment In Avondale Close To Shops - Roscoe 1W
MapClose to popular local shops300m
- Fully equipped kitchen available to guests
- Flat-screen TV provided in the apartment
- Non-smoking environment for comfort
- Flat-screen TV
- Fully equipped kitchen
- Washer dryer
Modern apartment with essential amenities in Chicago
FromUS$Â 468
/nightSelect
Cozy 1 Bedroom 1 Parking Sleeps 4
Map1.4 mi from City Centre800 yd from United Center
FromUS$Â 154
/nightSelect
Luxurious New Remodeled
Map12.5 mi from City Centre300 yd from Chip-IN Tours
FromUS$Â 127
/nightSelect
Sleek 1-Bedroom Apt In Chicago - East Park Tower 0610 Rep
Map6.0 mi from City Centre
FromUS$Â 226
/nightSelect
Jeffjack Heated Pool Penthouse In Chicago'S West Loop
MapDowntown shopping destination300m
- Rooftop pool for relaxation
- Hot tub for ultimate comfort
- 24-hour security for safety
- Rooftop pool
- Hot tub
- Fitness centre
Hotel with distinctive rooftop pool and luxury amenities
FromUS$Â 364
/nightSelect
Splendid & Fully Furnished 1Br Apartment - Broadway 204 Rep
MapNear North Avenue Beach2.6km
- Fully furnished luxury rooms for convenience
- Located in vibrant Wrigleyville neighborhood
- Flat-screen TV for entertainment options
- Flat-screen TV
- Electric kettle
- No smoking
Hotel showcasing fully furnished rooms in vibrant surroundings
FromUS$Â 158
/nightSelect
Modern 2Br 420 Friendly In Chicago South Loop Near Museum Campus, Mccormick Place And Soldier Field
6 adults
2 bedrooms
3 beds
MapClose to public transport stops200m
- Cozy 420 friendly rooms available
- Fully equipped kitchen for cooking
- Private parking available on request
- Air Conditioning
- Flat-screen TV
- 24-hour Security
Cozy hotel near vibrant attractions with parking options
FromUS$Â 467
/nightSelect
Chicago Charm
Map8.5 mi from City Centre400 yd from Hoyne Avenue Fields
FromUS$Â 254
/nightSelect
Show more
