Chicago: Vacation Rental By Owner

Same day reservations accepted! Just send an inquiry and I'll make it happen. This is an amazing studio in the gold coast near everything! This is 2 blocks away... ...more

Sun-filled third floor studio on a quiet and safe culdesac, tucked around the corner from the best of Hyde Park. 7 min walk to the Metra, 20 mins to downtown by... ...more

• Luxury apartment located In Irving Park • 12 minutes to Aragon Ballroom • 12 minutes to Wrigley Field • 18 minutes to Chicago Downtown • Complimentary quality... ...more

Come and enjoy Chicago. Stay in your own apartment set up for you and your small group to lounge and get a comfortable nights rest every night. Whether you’re... ...more

Our family-friendly apartment will welcome you with all the amenities you will need for your Chicago visit. Located in the heart of Little Italy, easily a 5... ...more

We have 3 night min. Please don't ask or try for 1 or 2 night booking we will not accept and decline your request. Thank you. Located in Chicago’s Andersonville... ...more

Spacious stay in the Bridgeport Neighborhood. Short drive to The McCormick Place & Chinatown. Short drive to Downtown, Millenium Park, United Center and walking... ...more

Stunning 2,500 square foot brick-and-timber luxury loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom... ...more

Gracefully furnished and conveniently located vintage Chicago! Enjoy a neighborhood feel with easy access to O'Hare, downtown, and everything in between. Walk to... ...more

This newly renovated, luxurious three bedroom loft is located in the heart of Downtown in a safe neighborhood with a lot of restaurants, cafes, and nightlife. It... ...more

Entire spacious second floor apartment on a quiet street - 3 minutes from expressway, 6 minutes from Chinatown, 10 minutes from downtown. CTA bus runs one block... ...more

Trendy midcentury space in hip Logan Square. Just steps away from the hottest neighborhood in Chicago. Hot restaurants, shops and bars just a block away. Guests... ...more

Connected by a hallway, these two, separate luxurious 3 BDR lofts combine to make a massive 5,000 sq. ft. 6 BDR mega-home perfect for bigger groups looking for a... ...more

This large sunny unit is nestled in the heart of the up-and-coming Woodlawn area. Steps away from the University of Chicago School & Hospitals, Washington Park,... ...more

• 75 Transit Score (Transit is convenient for most trips.) • 74 Bike Score (Very Bikeable ) • Super Fast Business wi-fi • Fully equipped kitchen • Extremely safe... ...more

• Private room in a freshly remodeled Luxury 3BR apartment located In Irving Park • 12 minutes to Aragon Ballroom • 10 minutes to Logan Square • 18 minutes to... ...more

This 5BR Chicago Brewing District haven is perfect for your next Chicago adventure. Newly renovated and walking distance from some of the best breweries in... ...more

Property Location With a stay at this condo in Chicago (Logan Square), you'll be within a 15-minute drive of DePaul University-Lincoln Park and Humboldt Park.... ...more

This beautiful two-story unit is tucked away on a quiet tree lined city block! Ukrainian Village is one of the hottest neighborhoods in Chicago and the United... ...more

Located on the 2nd floor, this unique spacious apartment in Chicago has accommodations with free WiFi, 5 miles from Wrigley Field, 7 miles from Lincoln Park Zoo... ...more