Best Vacation Rental Houses in Chicago, IL
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Explore the wonders of Chicago, a vibrant destination in Illinois. With 7,119 different vacation houses available, your dream vacation is within reach.
Find your perfect vacation houses in Chicago that fits both your style and budget. With prices ranging between $39 and $9,378, enjoy top-notch amenities like Non-smoking.
Top Features: Non-smoking, Family friendly, Pets allowed, No pets allowed and Air conditioning
Local Highlights: Millennium Park, Navy Pier, Chicago Riverwalk, Museum of Science and Industry, Chicago and Museum Campus
Take the first step towards an unforgettable Chicago experience. Reserve your short term rentals today and uncover the hidden gems of Illinois.
Soak up the beauty of Chicago in our House, The Avondale Guesthouse. With a range of amenities such as Free Parking, Balcony/Terrace and Non-smoking, you'll feel right at home.
Indulge in a peaceful retreat at Single Family Home! Sleeps 8 Lincoln Park/Lakeview, our elegant House in Chicago. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.
Looking for the perfect place to call home during your trip to Chicago? This House offers a comfort and style with top-notch amenities, including Free Parking, Pets allowed and Tennis court, and more.
Experience vacation in Chicago with our House, Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24. Enjoy amenities such as No pets allowed and Non-smoking, and more.
Looking to create some memories in Chicago? Look no further than our House, Historic luxury Townhouse in Downtown Chicago. Enjoy top-rated amenities including Free Parking, Pets allowed and WiFi/Internet, and more.
Experience the best of Chicago with this House available for $570. This property is equipped with amenities including No pets allowed and Non-smoking, and more.
Soak up the beauty of Chicago in our House, Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning. With a range of amenities such as Non-smoking, Dryer and WiFi/Internet, you'll feel right at home.
Discover the beauty of Chicago with a stay at MAGNIFICENT NEW Home w/8 Beds & Free Parking, a top rated House with amenities such as Free Parking, Sauna and Gym, and more.
This attractive Cottage in Chicago, $202 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Enjoy the best of Chicago in our House, Chicago Condo w/ Balcony: Walk to CTA Stations!. A stunning property with amenities including Free Parking, Pets allowed and Non-smoking, and more.
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $0 per night for your next great vacation.
Nestled in Chicago, this House is perfect for your next vacation. Enjoy Pearly Gates l 3 Bed l Sleeps 5 l w 2-Car Garage's top-rated amenities, including Free Parking, Pets allowed and Garden, and more.
