Top Vacation Rentals
in Chicago
TRIP SCANNERLive
CURRENT DESTINATIONChicago, Illinois
Counts update weekly. Prices update live for your dates.Top Vacation Rentals in Chicago
Stays rated 4.0 or higher from at least 5 reviews, sorted by rating.
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Chicago · Guest House or Cottage
Safe Spacious Mansion Indowntown
- Parking
- Reception Services
- Room Services
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Metropolis · Hotel
Quality Inn & Suites Metropolis I-24
- Reception Services
- Room Services
- Internet
- Toiletries
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Galena · Guest House or Cottage
Augusta House
- Parking
- Laundry
- Reception Services
- Room Services
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Chicago · Apartment
ENVITAE 2BR Vibrant High Rise Penthouse
- Reception Services
- Room Services
- Internet
- Toiletries
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Chicago · Aparthotel or Condo-Hotel
The Neighborhood Hotel Little Italy
- Accessibility
- Air conditioning
- Laundry
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Chicago · Hotel
L7 Chicago by LOTTE
- Laundry
- Restaurant & Bar
- Accessibility
- Airport Shuttle
$289 /Night
Oak Park · Apartment
Bright big family escape W / parking dogs welcome
- Parking
- Air conditioning
- Reception Services
- Room Services
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Oak Park · Apartment
Historic Oak Park Home
- Parking
- Restaurant & Bar
- Accessibility
- Laundry
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Ottawa · Guest House or Cottage
Huck Finn #26
- Parking
- Accessibility
- Reception Services
- Room Services
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Galena · Guest House or Cottage
Walnut Hill
- Outdoor Activities
- Reception Services
- Room Services
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Chicago · Aparthotel or Condo-Hotel
River West Second Floor Chicago by 747 Lofts
- Accessibility
- Reception Services
- Room Services
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Shelbyville · Guest House or Cottage
Suite 3 Eighteen
- Reception Services
- Room Services
- Internet
- Toiletries
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Galena · Villa or Condo
Longhollow Point Inn Studio 1321
- Reception Services
- Room Services
- Internet
- Toiletries
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Ottawa · Guest House or Cottage
Hook Wine & Sinker
- Parking
- Reception Services
- Room Services
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Oak Park · Bed & Breakfast
Harvey House Bed & Breakfast
- Accessibility
- Parking
- Air conditioning
- Business Facilities
$295 /Night
Ste Genevieve · Guest House or Cottage
Cottage w / Yard Walk to Historic Attractions
- Internet
- Reception Services
- Room Services
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How to Book a Vacation Rental in Chicago
Travelarii compares stays from booking partners in one place. You book and pay on the partner's website, and the partner handles changes and cancellations.
1Search your datesEnter your dates and guests to see live prices and availability.
2Compare the full priceOpen a stay to see the nightly rate, cleaning fee and taxes, and compare partners for the same stay where offered.
3Book on the partner siteCheck price takes you to the partner, where you pay and get your confirmation.
4Call us if you need helpOur team helps you compare stays before you book. After booking, contact the partner directly.
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