Airbnb, Vacation Rentals in Chicago, IL
Compare 3,518 available, short term vacation rentals, starts from $14
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Discover the best deals from millions of vacation homes
Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
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Airbnb, Vacation rentals and hotel deals in Chicago, IL
3.8 (4 reviews)
GOATHOTE | 2/2 apt IN THE CITY | DOWNTOWN CHICAGO
Holiday home · 4 Guests · 2 Bedrooms
$100 /night*
3.4 (6 reviews)
Logan Square Corner 3BR, Walkable to Highlights
Apartment · 6 Guests · 3 Bedrooms
$81 /night
3.4 (32 reviews)
Hotel BnB 2
Homestay · 2 Guests · 1 Bedroom
$95 /night
4.5 (184 reviews)
5430 Happy Home
Homestay · 6 Guests · 3 Bedrooms
$88 /night
3.7 (769 reviews)
The Chicago Hotel Collection River North
Hotel · 1 Bedroom
$98 /night
3.9 (8 reviews)
R2N Best Deal 2BR Apt in Lakeview
Holiday home · 4 Guests · 2 Bedrooms
$107 /night*
2.1 (16 reviews)
Langley
Guest house · 2 Guests · 1 Bedroom
$62 /night
4.1 (19 reviews)
The Red Line Stop Coach House Apartment
Apartment · 2 Guests · 1 Bedroom
$99 /night
4.7 (21 reviews)
Logan Square 2 BR/1 BA-modern, near METRA
Holiday home · 4 Guests · 2 Bedrooms
$100 /night*
Airbnb, Vacation Rentals, House with Air Conditioning in Chicago, IL
Air Conditioning
5.0 (3 reviews)
Entire house 1 city block from Wrigley Field.
Holiday home · 10 Guests · 5 Bedrooms
$1,000 /night*
Air Conditioning
3.8 (6 reviews)
Stunning Penthouse (A) - Downtown River North
Holiday home · 6 Guests · 3 Bedrooms
$966 /night*
Air Conditioning
Level ◆ Brand New Junior Two Bedroom
Holiday home · 4 Guests · 2 Bedrooms
$386 /night*
Airbnb, Vacation Rentals, House with Full Kitchen, and Other Rental Options in Chicago, IL
Full Kitchen
3.6 (5 reviews)
GOATHOTE | BRIGHT/COZY/HIP 2/1 APT | LOGAN SQUARE
Holiday home · 4 Guests · 2 Bedrooms
$75 /night*
Full Kitchen
5.0 (6 reviews)
Chicago Gold Coast Luxury Single Family Home Designed to Enjoy & Entertain
Holiday home · 10 Guests · 5 Bedrooms
$2,500 /night*
Full Kitchen
OD Modern-Style City Centre Studio Apartment Lakeview
Holiday home · 2 Guests · 1 Bedroom
$148 /night*
Airbnb, Vacation Rentals, Condo with Fireplace in Chicago, IL
Fireplace
5.0 (42 reviews)
2BD/2BA Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel
Condo · 4 Guests · 2 Bedrooms
$379 /night*
Fireplace
5.0 (48 reviews)
NEW LUXURY CONDO WITH PATIO DECK
Condo · 4 Guests · 2 Bedrooms
$217 /night*
Fireplace
4.8 (64 reviews)
Deluxe Chicago 2 Bedroom Guest Suite. Amazing Deal & Location (Roscoe Village)!
Apartment · 6 Guests · 3 Bedrooms
$248 /night*
Airbnb, Vacation Rentals, Condo with Pool in Chicago, IL
Pool
3.7 (3 reviews)
Relaxed HP 1BR with Fast Transit to UChicago & DT by Zencity
Apartment · 2 Guests · 1 Bedroom
$174 /night
Pool
5.0 (53 reviews)
Luxury 3Bed/2.5Bath Apt w/Million Dollar Skyline Views! Garage Parking Included!
Apartment · 6 Guests · 3 Bedrooms
$606 /night*
Pool
4.1 (4 reviews)
2BR/2BA Brand New Executive Luxury Suite w/ Rooftop Pool, Gym and Balcony by ENVITAE
Apartment · 4 Guests · 2 Bedrooms
$468 /night
What Are The Top Amenities at Chicago, IL?
Amenity Overview in Chicago, IL
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
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.
What Are The Most Liked Rental Accommodations in Chicago, IL?
Most Picked Accommodations in Chicago, IL
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
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.
Best Tourist Attractions in Chicago, IL?
Tourist Attractions In Chicago, IL
Here we list the must-visit places in Chicago:
- Navy Pier
- Wrigley Field
- Millennium Park
- The Art Institute of Chicago
- Shedd Aquarium
- Field Museum
- Chicago Riverwalk
- Lincoln Park Zoo
- Skydeck Chicago
- Museum of Science and Industry, Chicago
- Museum Campus
- Buckingham Fountain
- Grant Park
- Cloud Gate
- Thirty Five E Wacker
- Promontory Point
- DuSable Bridge
- Maggie Daley Park
- 875 North Michigan Avenue
- Chicago Cultural Center
- Memorial Park District
- Orlandino Park
- Truck Lot
- Michael Cimbalo Fitness Center and Museum
- Stevenson Park
- Bellwood Community Garden
- Pole Position Yard
- Frank Lloyd Wright Home and Studio
- Unity Temple
- West Suburban Neighborhood
Trail Recommendations in Chicago, IL Area?
Must Visit Trails In Chicago, IL
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
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
4 airport(s) close to Chicago are:
Other Vacation Rentals Ideas
* 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.