Airbnb, Vacation Rentals in Chicago, IL

Compare 3,518 available, short term vacation rentals, starts from $14

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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Chicago, IL

Classic HP 1BR with Fast Transit to UChicago & DT by Zen Rentals
2.0 (6 reviews)
Classic HP 1BR with Fast Transit to UChicago & DT by Zen Rentals
Apartment · 2 Guests · 1 Bedroom
$101 /night
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Cozy, Stylish 2BR Apt near O'Hare Int'l Airport
1.9 (3 reviews)
Cozy, Stylish 2BR Apt near O'Hare Int'l Airport
Apartment · 4 Guests · 2 Bedrooms
$104 /night
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Plank Road Inn
3.5 (20 reviews)
Plank Road Inn
Motel · 1 Bedroom
$80 /night
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Trendy 1BR Basement with Laundry & Covered Parking
3.0 (3 reviews)
Trendy 1BR Basement with Laundry & Covered Parking
Apartment · 4 Guests · 2 Bedrooms
$104 /night
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Sleep Inn Midway Airport Bedford Park
2.9 (2426 reviews)
Sleep Inn Midway Airport Bedford Park
Hotel · 1 Bedroom
$93 /night
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★ Super Clean ★ Home Living ★ Dogs Welcome ★ FREE street PARKING ★ Quiet Area ★
5.0 (41 reviews)
★ Super Clean ★ Home Living ★ Dogs Welcome ★ FREE street PARKING ★ Quiet Area ★
Holiday home · 4 Guests · 2 Bedrooms
$104 /night*
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Chicago Getaway Hostel
4.0 (3859 reviews)
Chicago Getaway Hostel
Hostel · 1 Bedroom
$69 /night
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L1 Prime Location! Easy Transport Loyola University
2.0 (2 reviews)
L1 Prime Location! Easy Transport Loyola University
Holiday home · 2 Guests · 1 Bedroom
$101 /night*
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WoodSpring Suites Chicago Midway
3.3 (632 reviews)
WoodSpring Suites Chicago Midway
Hotel · 1 Bedroom
$80 /night
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Hyde Park Modern Private Room - Near Univ of Chicago
4.0 (26 reviews)
Hyde Park Modern Private Room - Near Univ of Chicago
Homestay · 2 Guests · 1 Bedroom
$71 /night
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New Relax Inn Bridgeview
3.5 (122 reviews)
New Relax Inn Bridgeview
Motel · 1 Bedroom
$85 /night
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1 bed 1 bath cozy apartment 42-1
1 bed 1 bath cozy apartment 42-1
Holiday home · 2 Guests · 1 Bedroom
$88 /night*
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New Relax INN
3.8 (143 reviews)
New Relax INN
Motel · 1 Bedroom
$95 /night
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Rodeway Inn Chicago/Evanston
3.5 (549 reviews)
Rodeway Inn Chicago/Evanston
Hotel · 1 Bedroom
$77 /night
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Hotel Versey Days Inn by Wyndham Chicago
4.2 (2949 reviews)
Hotel Versey Days Inn by Wyndham Chicago
Hotel · 1 Bedroom
$96 /night
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Hollywood Rentals LLC
3.5 (190 reviews)
Hollywood Rentals LLC
Guest house · 2 Guests · 1 Bedroom
$50 /night
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Best Western Inn & Suites - Midway Airport
2.5 (1594 reviews)
Best Western Inn & Suites - Midway Airport
Hotel · 1 Bedroom
$104 /night
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Farwell dream
3.4 (137 reviews)
Farwell dream
Guest house · 2 Guests · 1 Bedroom
$39 /night
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Spring Specials! Free Parking 15 min ORD/Downtown2
4.4 (5 reviews)
Spring Specials! Free Parking 15 min ORD/Downtown2
Apartment · 2 Guests · 1 Bedroom
$79 /night*
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VIBE INN - WHIRLPOOLS SUITES - Lyons
3.4 (79 reviews)
VIBE INN - WHIRLPOOLS SUITES - Lyons
Motel · 1 Bedroom
$80 /night
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Vacation Destinations Near Chicago, IL

Airbnb, Vacation Rentals, House with Air Conditioning in Chicago, IL

Kasa | Spacious Studio Near Loyola & Shops at North Bridge | Chicago River North
Air Conditioning
Kasa | Spacious Studio Near Loyola & Shops at North Bridge | Chicago River North
Holiday home · 2 Guests · 1 Bedroom
$201 /night*
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LN3E 3BR Bright & Comfy Chicago Home near Resto & Shops
Air Conditioning
5.0 (3 reviews)
LN3E 3BR Bright & Comfy Chicago Home near Resto & Shops
Holiday home · 6 Guests · 3 Bedrooms
$156 /night*
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Villa D' Citta
Air Conditioning
4.7 (69 reviews)
Villa D' Citta
B & B · 1 Bedroom
$492 /night
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What Are The Top Amenities at Chicago, IL?
Amenity Overview in Chicago, IL
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There are in total of 15 rental amenities in Chicago, shown above with the property numbers. In Chicago, 1671 rentals offer Internet or Wifi, 1453 rentals offer Air Conditioning, 1386 rentals offer TV. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Fireplace.
Which Price Range Is Considered As A Good Deal in Chicago, IL Area?
Vacation Rentals Price Information in Chicago, IL
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The graph shows the percentages of vacation homes in each price bucket. Chicago has the largest percentage (27.59%) of homes in $100 - $150 price range.
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What Are The Most Liked Rental Accommodations in Chicago, IL?
Most Picked Accommodations in Chicago, IL
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Before visiting Chicago, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: Apartment, House, Studio, Condo, Townhome, Guest House, Hotel, Building, Bungalow, Corporate Apartment, Tower, Resort, Bed And Breakfast, Yacht, Hotel Suites, Estate, Cottage. Apartment is the most-liked rental type, with the largest percentage of 57.42%. The biggest home in this area available for rent is around 21528 square feet.The least popular accommodation in Chicago is Cottage rentals
How Many Accommodations Are Pets Allowed in Chicago, IL?
Pets Allowed vs Not Allowed in Chicago, IL
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17.57% of vacation homes in Chicago are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Trail Recommendations in Chicago, IL Area?
Must Visit Trails In Chicago, IL
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If you like outdoor activities, we highly recommend you to visit those famous trails: Wicker Park Trail, Chicago Riverwalk to Grant Park Trail, Public Outdoor Art Walking Tour, Millennium Park Trail, Museum and Lakefront Walking Tour, Chicago Riverwalk, Navy Pier Walk, Magnificent Mile and Navy Pier - Chicago, Lincoln Park Trail, Wrigleyville Cultural Walking Tour.
Where Are The Campgrounds in Chicago, IL Area?
Top Rated Campgrounds In Chicago, IL
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For campgrounds in Chicago, here are our recommendations: Indian Creek, Lakeshore East, Illinois Beach Campground, Chicago Northwest KOA, Cliffside Park Campground, Indiana Dunes Campground, Cedar Lake, Kankakee River Campground, Warren Dunes Campground, Rutherford Mountain Campground.
Which Airports Should I Choose To Get To Chicago, IL?
Suggested Airports in Chicago, IL
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Other Vacation Rentals Ideas

Airbnb, Vacation Rentals, House with Full Kitchen, and Other Rental Options in Chicago, IL

Hollywood Rentals LLC
Full Kitchen
3.5 (190 reviews)
Hollywood Rentals LLC
Guest house · 2 Guests · 1 Bedroom
$50 /night
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Airbnb, Vacation Rentals, Condo with Fireplace in Chicago, IL

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Fireplace
4.9 (10 reviews)
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Condo · 4 Guests · 2 Bedrooms
$187 /night*
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The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Fireplace
4.8 (13 reviews)
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Condo · 8 Guests · 4 Bedrooms
$1,279 /night*
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Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Fireplace
4.6 (5 reviews)
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Condo · 8 Guests · 4 Bedrooms
$1,279 /night*
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Airbnb, Vacation Rentals, Condo with Pool in Chicago, IL

3B/2.5BA Eclectic Apartment | Breathtaking Views, Indoor Pool, & Gym by ENVITAE
Pool
4.5 (17 reviews)
3B/2.5BA Eclectic Apartment | Breathtaking Views, Indoor Pool, & Gym by ENVITAE
Apartment · 6 Guests · 3 Bedrooms
$539 /night*
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3b/3b SkyLoft with Navy Pier View Gym & Pool by ENVITAE
Pool
4.0 (11 reviews)
3b/3b SkyLoft with Navy Pier View Gym & Pool by ENVITAE
Apartment · 6 Guests · 3 Bedrooms
$574 /night
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"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Pool
5.0 (19 reviews)
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Condo · 4 Guests · 2 Bedrooms
$255 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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