Top Vacation rentals in Chicago
Find the Top Vacation rentals in Chicago – 10+ Quality Options from Leading Providers
1-14 out of 14 vacation rentals
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4 adults
1 bedroom
2 beds
MapView on map3.8 mi from City Center
From
US$ 105
/night
- Private entrance for added privacy
- Streaming services on flat-screen TV
- Fully equipped kitchen with utensils
Holiday home
8 adults
3 bedrooms
3 beds
MapView on map4.9 mi from City Center
From
US$ 480
/night
- Private entrance for added privacy
- Fully equipped kitchen for cooking meals
- Outdoor dining area with garden views
Apartment
- Flat-screen TV
- Air conditioning
- Golf course
8.7 mi from City Center
From
US$ 175
/night
- Private entrance for enhanced privacy
- Fully equipped kitchen with modern appliances
- Golf course available for leisure activities
- Rooftop Pool
- Sun Terrace
- Fitness Centre
1.5 mi from City Center700 yd from Michigan Avenue
From
US$ 266
/night
- Rooftop pool with stunning views
- Fully equipped kitchens in apartments
- 24-hour front desk service
- Rooftop pool
- Private parking
- Garden area
1.5 mi from City Center300 yd from Michigan Avenue
From
US$ 585
/night
- Rooftop pool with seasonal access
- Modern apartments with full kitchens
- Close to local attractions and beaches
- Fully equipped kitchen
- Outdoor dining area
- Picnic area
6.2 mi from City Center
From
US$ 102
/night
- Outdoor dining area with picnic space
- Free private parking for guests
- Equipped kitchen for self-catering
Apartment
- Garden
- Barbecue
- Fireplace
3.2 mi from City Center
From
US$ 232
/night
- Private terrace with garden views
- On-site cycling and fishing activities
- Children's playground on property
- Private Parking
- Flat-Screen TV
- Air Conditioning
1.6 mi from City Center1000 yd from McCormick Place
From
US$ 538
/night
- 3 bedrooms and 2 bathrooms for families
- Fully equipped kitchen for convenient meals
- Private parking available on site
- Outdoor Pool
- Fully Equipped Kitchen
- Sun Terrace
1700 yd from City Center1400 yd from Chicago Riverwalk
From
US$ 283
/night
- Stunning city views from all apartments
- Seasonal outdoor pool and sun terrace
- Fully equipped kitchens in every unit
Holiday home
- Private Entrance
- Electric Charging
- Flat-Screen TV
1.9 mi from City Center800 yd from Michigan Avenue
From
US$ 1 891
/night
- Five spacious bedrooms for families
- Private entrance for added privacy
- Electric vehicle charging station available
1.7 mi from City Center800 yd from McCormick Place
From
US$ 887
/night
Nestled in South Loop district of the city, the venue is about 10 miles from Midway International airport.
2.2 mi from City Center1.1 mi from Michigan Avenue
From
US$ 767
/night
Millennium Park is within 2.1 miles of the 5 Bedroom House In Best Location Parking Fireplace Back Yard Home Office and Lincoln Park Zoo is about 20 minutes' walk away.
- Flat-screen TV
- Picnic area
- Air conditioning
4.2 mi from City Center
From
US$ 376
/night
- Five bedrooms with flat-screen TV
- Fully equipped kitchen with dishwasher
- Free parking and secure entry
- Private Parking
- Fully Equipped Kitchen
- Garden Terrace
1.9 mi from City Center1200 yd from Michigan Avenue
From
US$ 1 361
/night
- Garden views from spacious balcony
- Free private parking for guests
- Pet-friendly accommodations available
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