Best Vacation Rental Houses in Chicago, IL
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Explore the wonders of Chicago, a vibrant destination in Illinois. With 4,373 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 $7,268, enjoy top-notch amenities like Air conditioner.
Top Features: Air conditioner, Internet / Wifi, Kitchen or Kitchenette, TV and Laundry
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 Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.
When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $105 per night.
This House for $105 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
This House in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
House in Chicago, for $90 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $76 per night.
The best choice in Chicago for Cottage, for $200 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
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 Air conditioner, Dishwasher and Fireplace, and more.
Indulge in a peaceful retreat at Charming Oak Park Retreat w/ Fenced Backyard!, our elegant Cottage in Chicago. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, 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 Internet / Wifi, Laundry and Kitchen or Kitchenette, you'll feel right at home.
Looking to create some memories in Chicago? Look no further than our House, Luxury Home Fenced In Yard Palos Heights 3BR/2BA. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
Looking for a memorable stay in Chicago? Our House might just be what you're looking for. Enjoy amenities including Internet / Wifi, Laundry and Pets allowed, and more during your stay.
Looking for a memorable stay in Chicago? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.
Looking to create some memories in Chicago? Look no further than our Cottage, Classic Oak Park Home, 11 Mi to Downtown Chicago!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, 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 Air conditioner, Dishwasher and Internet / Wifi, and more.
Are you ready to indulge in a relaxing getaway? Our House in Chicago has everything you need for a rejuvenating stay. Treat yourself to Goose Island Central Downtown Prime Location with access to patio CHI - 1's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
This Cottage in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
Experience the best of Chicago with this House available for $93. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
This inviting House in Chicago can fit your needs for many types of vacations, at $93 per night.
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 Air conditioner, Dishwasher and Fireplace, and more.
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $500 per night for your next great vacation.
The best choice in Chicago for House, for $93 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
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 Air conditioner, Dishwasher and Fireplace, and more.
Looking for the perfect place to call home during your trip to Chicago? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
Discover the beauty of Chicago with a stay at Chi-Town Hideout #1-2-3, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
Looking to create some memories in Chicago? Look no further than our House, Charming Home in Portage Park. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.
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