Clearing Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Clearing, Chicago, Illinois, USA

New&Modern by Midway Airport.
FromR4,588 per night
10.0 (41 Reviews)
3 Bedrooms 6 Guests
Serenity 3BD Home Free Parking&Wine Oversized Yard
10.0 (1 Review)
2 Bedrooms 7 Guests
Condo Apartment Near Midway Airport
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8.4 (15 Reviews)
1 Bedroom 3 Guests
Hampton Inn by Hilton Chicago-Midway Airport
8.6 (1266 Reviews)
1 Bedroom 2 Guests
DoubleTree by Hilton Chicago Midway Airport, IL
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8.8 (163 Reviews)
144 Bedrooms 14 Guests
Fairfield Inn and Suites by Marriott Chicago Midway Airport
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8.4 (1005 Reviews)
1 Bedroom 2 Guests
Cozy 2- bedroom w/patio mins from Midway Airport
9.8 (12 Reviews)
1 Bedroom 5 Guests
Residence Inn Chicago Midway Airport
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8.8 (98 Reviews)
127 Bedrooms 28 Guests
Hyatt Place Chicago Midway Airport
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8.6 (769 Reviews)
146 Bedrooms 24 Guests
Hampton Inn & Suites Bridgeview Chicago, Il
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8.5 (491 Reviews)
104 Bedrooms 30 Guests
8 Minutes from Midway Airport!
FromR2,559 per night
New
1 Bedroom 4 Guests
Best Western Inn & Suites - Midway Airport
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8.2 (470 Reviews)
58 Bedrooms 16 Guests
Holiday Inn Express & Suites Chicago-Midway Airport by IHG
8.0 (278 Reviews)
135 Bedrooms 20 Guests
Chicago Marriott Midway
FromR4,397 per night
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8.0 (166 Reviews)
193 Bedrooms 27 Guests
Hampton Inn Chicago-Midway Airport
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7.9 (317 Reviews)
168 Bedrooms 21 Guests
Fairfield Inn & Suites Chicago Midway Airport
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7.9 (275 Reviews)
140 Bedrooms 22 Guests
Luxurious House - 25 min Downtown - 10min Midway Airport
10.0 (11 Reviews)
4 Bedrooms 8 Guests
Sleep Inn Midway Airport
FromR2,210 per night
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7.7 (644 Reviews)
125 Bedrooms 10 Guests
New Relax Inn Bridgeview
FromR1,859 per night
7.7 (153 Reviews)
31 Bedrooms 12 Guests
Holiday Inn Chicago Midway Airport S by IHG
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7.6 (346 Reviews)
158 Bedrooms 14 Guests
Chicago FHS Rental - Vernon Ave
10.0 (1 Review)
5 Bedrooms 12 Guests
Hilton Garden Inn Chicago/Midway Airport
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7.5 (260 Reviews)
170 Bedrooms 14 Guests
3BR Monthly Rental Near Midway Airport/Downtown
10.0 (1 Review)
3 Bedrooms 6 Guests
Courtyard Chicago Midway Airport
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7.5 (196 Reviews)
124 Bedrooms 34 Guests
Modern 4BR Retreat Near MDW | LCP Collection
7.8 (8 Reviews)
4 Bedrooms 8 Guests
WoodSpring Suites Chicago Midway
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6.2 (673 Reviews)
122 Bedrooms 18 Guests
Chicago FHS Rental - Berwyn Ave
2.0 (1 Review)
5 Bedrooms 10 Guests
Extended Stay America Suites - Chicago - Midway
5.8 (666 Reviews)
134 Bedrooms 10 Guests
Chicago FHS Rental - W 64th St
New
5 Bedrooms 12 Guests
Chicago FHS Rental - Narragansett
New
4 Bedrooms 10 Guests
Extended Stay Summit FHS Rental
New
5 Bedrooms 12 Guests
Comfortable and Cozy 3 bedroom Apartment
New
3 Bedrooms 6 Guests
Saratoga Motel By Capital O Near Midway Airport Chicago IL
5.2 (5 Reviews)
53 Bedrooms 12 Guests
Holiday Inn Chicago – Midway Airport S by IHG
8.2 (1015 Reviews)
1 Bedroom 2 Guests
Beautiful & Romantic Apartment In Midway!
New
4 Bedrooms 2 Guests
Carlton Inn Midway
FromR1,600 per night
5.0 (704 Reviews)
57 Bedrooms 18 Guests
Courtyard by Marriott Chicago Midway Airport
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8.2 (1005 Reviews)
1 Bedroom 2 Guests
Rainbow Motel
FromR2,914 per night
4.3 (3 Reviews)
11 Bedrooms 8 Guests
Sleep Inn Midway Airport Bedford Park
8.0 (1950 Reviews)
1 Bedroom 2 Guests
Skylark Motel
FromR1,600 per night
3.9 (77 Reviews)
52 Bedrooms 12 Guests
Peaceful Family Home near Downtown, MDW, Free Park
10.0 (1 Review)
3 Bedrooms 6 Guests
Modern Apartment in Berwyn
FromR4,077 per night
9.8 (7 Reviews)
3 Bedrooms 6 Guests
5 minutes from Midway Int'l Airport Single Family Home.
9.4 (6 Reviews)
3 Bedrooms 7 Guests
Lovely 2-Bedoom Apartment in Berwyn
9.2 (9 Reviews)
2 Bedrooms 5 Guests
NEW! Private Guest Suite 5 min from MDW Airport!
5.0 (6 Reviews)
1 Bedroom 2 Guests
Berwyn Rental
FromR4,753 per night
5.0 (1 Review)
3 Bedrooms 10 Guests
Lovely 1- Bedroom Apartment In Chicago Midway!
5.0 (1 Review)
1 Bedroom 2 Guests
Lovely Clean 2 Bedroom Apartment
FromR2,829 per night
4.5 (4 Reviews)
2 Bedrooms 6 Guests
Cozy & Comfy Studio
FromR1,374 per night
4.0 (6 Reviews)
1 Bedroom 2 Guests
Cozy Midway Home
FromR2,408 per night
New
2 Bedrooms 4 Guests
Cozy Retreat in the Windy City
New
4 Bedrooms 12 Guests
Summit Rental
FromR6,718 per night
New
5 Bedrooms 12 Guests

About Clearing Vacation Rentals

With more than 125 Clearing vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Clearing.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Clearing, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Clearing. Places to stay near Clearing are 507.97 ft² on average, with prices averaging R3,694 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Clearing with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Clearing?

What are the top vacation rentals in Clearing?

How many Rentbyowner vacation rentals are available in Clearing?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 125 in the Clearing area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Clearing.