Illinois Vacation Rentals

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Top cities in Illinois

Chicago which includes a city and a high rise building as well as a family
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Chicago

Chicago

Illinois Vacation Rentals

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $218 total per night
$218 total
Jun 29 - Jun 30
Total includes taxes and fees
Guests staying at Sentral Michigan Avenue enjoy an indoor pool, a gym, and free WiFi in public areas. Valet parking is offered for USD 75 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include a business center, an arcade/game room, and express check-in.
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 out of 5
1419 South Wabash Avenue, Chicago, IL
Free Cancellation
$119 nightly
The price is $139 total per night
$139 total
Jul 1 - Jul 2
Total includes taxes and fees
Guests staying at Sonder by Marriott Bonvoy South Wabash Apartments South Loop enjoy features like a gym. Staff members are on hand to provide concierge services, luggage storage, and access to locker space.
Kitchen
Washer
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 out of 5
1436 West Randolph Street, Chicago, IL
Free Cancellation
$112 nightly
The price is $131 total per night
$131 total
Jul 2 - Jul 3
Total includes taxes and fees
At Sonder by Marriott Bonvoy Market Hall Apartments West Loop, guests enjoy features like a nightclub, a gym, and free WiFi in public areas. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 out of 5
555 West Jackson Boulevard, Chicago, IL
Free Cancellation
$171 nightly
The price is $201 total per night
$201 total
Jun 29 - Jun 30
Total includes taxes and fees
A gym and free WiFi in public areas are features at Sonder by Marriott Bonvoy The Burnham Apartments Loop. Staff members are on hand to provide concierge services, luggage storage, and access to locker space.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$243 nightly
The price is $285 total per night
$285 total
Jul 1 - Jul 2
Total includes taxes and fees
Guests staying at Level Chicago – Old Town enjoy access to a full-service spa, a 24-hour gym, and a sauna. Self parking is offered for USD 68.30 per night. The front desk is staffed 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this spa aparthotel include a rooftop terrace, free WiFi in public areas, and a 24-hour business center.
Pool
Kitchen
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place, Chicago, IL
$316 nightly
The price is $370 total per night
$370 total
Jun 12 - Jun 13
Total includes taxes and fees
Guests of Kasa Magnificent Mile Chicago enjoy features like a gym, free WiFi in public areas, and express check-out. Self parking is available for USD 51.00 per day.
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
1431 W Taylor St, Chicago, IL
The Neighborhood Hotel-Little Italy features free WiFi in public areas and laundry facilities. Staff members can answer questions about accommodations, and also provide luggage storage.
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 out of 5
19 South Wabash Avenue, Chicago, IL
Free Cancellation
$134 nightly
The price is $158 total per night
$158 total
Jul 1 - Jul 2
Total includes taxes and fees
At Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park, guests have access to free WiFi in public areas. Staff members are on hand to provide concierge services, luggage storage, and access to locker space.
The Gem Museum Suites

The Gem Museum Suites

3.5 out of 5
1555 Oak Avenue, Evanston, IL
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $246 total per night
$246 total
Jul 1 - Jul 2
Total includes taxes and fees
Guests of The Gem Museum Suites enjoy features like a 24-hour gym, free WiFi in public areas, and a terrace. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include laundry facilities, a garden, and a banquet hall.
Breakfast included
Kitchen
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 out of 5
16900 S Halsted St, Harvey, IL
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $96 total per night
$96 total
Jun 9 - Jun 10
Total includes taxes and fees
Guests of Comfort Inn Chicago Southland I-80 & I-294 Near Casino enjoy features like free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready.
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave, Chicago, IL
$207 nightly
The price is $234 total per night
$234 total
Jun 6 - Jun 7
Total includes taxes and fees
Guests staying at Wrigleyville Suites enjoy free WiFi in public areas, laundry facilities, and a garden.
Free WiFi
Air conditioning
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 out of 5
South Dearborn Street, Van Buren, Chicago, IL
Free Cancellation
$97 nightly
The price is $114 total per night
$114 total
Jun 29 - Jun 30
Total includes taxes and fees
At Sonder by Marriott Bonvoy The Plymouth Apartments Loop, guests have access to a rooftop terrace. Staff members can help with accommodation requests, and provide luggage storage.
Kitchen
Washer
Sonder by Marriott Bonvoy The Opal Apartments River North

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 out of 5
61 West Erie Street, Chicago, IL
$125 nightly
The price is $147 total per night
$147 total
Jun 29 - Jun 30
Total includes taxes and fees
Guests of Sonder by Marriott Bonvoy The Opal Apartments River North enjoy features like free WiFi in public areas. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St, Chicago, IL
$353 nightly
The price is $414 total per night
$414 total
Jun 8 - Jun 9
Total includes taxes and fees
Guests of Kasa River North Chicago enjoy a gym, a rooftop terrace, and a business center. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include a seasonal outdoor pool, express check-out, and a communal living room.
Pool
Kitchen
Kasa South Loop Chicago

Kasa South Loop Chicago

4 out of 5
900 S Clark Street, Chicago, IL
At Kasa South Loop Chicago, guests have access to a gym, a rooftop terrace, and free WiFi in public areas. Self parking is available for USD 32 per night. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a business center, an arcade/game room, and express check-out.
Kitchen
Washer
Sonder by Marriott Bonvoy Greektown Apartments

Sonder by Marriott Bonvoy Greektown Apartments

3.5 out of 5
314 South Halsted Street, Chicago, IL
Free Cancellation
$164 nightly
The price is $193 total per night
$193 total
Jun 29 - Jun 30
Total includes taxes and fees
A rooftop terrace and free WiFi in public areas are featured at Sonder by Marriott Bonvoy Greektown Apartments. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Kitchen
Free WiFi
Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago

$125 nightly
The price is $152 total per night
$152 total
Jun 9 - Jun 10
Total includes taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Luxurious 3 Bedroom Apartment in Chicago

Luxurious 3 Bedroom Apartment in Chicago

At this vacation home, guests have access to features like laundry facilities.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Illinois

    citizenM Chicago Downtown

    citizenM Chicago Downtown

    80 East Wacker Place, Chicago, IL
    $139 nightly
    The price is $164 total per night from Jul 1 to Jul 2
    $164 total
    Jul 1 - Jul 2
    Total includes taxes and fees
    9.2/10 Wonderful! (3,141 reviews)
    The Westin Michigan Avenue Chicago

    The Westin Michigan Avenue Chicago

    909 North Michigan Ave, Chicago, IL
    $177 nightly
    The price is $207 total per night from Jun 30 to Jul 1
    $207 total
    Jun 30 - Jul 1
    Total includes taxes and fees
    8.8/10 Excellent! (1,009 reviews)
    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $134 nightly
    The price is $157 total per night from Jul 1 to Jul 2
    $157 total
    Jul 1 - Jul 2
    Total includes taxes and fees
    7.8/10 Good! (8,839 reviews)

Orbitz makes it easy to find vacation rentals in Illinois 

🏠 What is the best price for a Illinois vacation rental?


Illinois rentals range between $96 and $414 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Illinois can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Illinois getaway. Orbitz filters your search results so you can find the best Illinois vacation rental for you. We have tons of options.


🏠 Are cancellations free on Illinois vacation rentals with Orbitz?


You may be able to cancel or amend your Illinois vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Illinois?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Illinois by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Illinois?


When you book a Illinois vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Illinois?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Illinois—with plenty of hidden gems. We also have plenty of inventory in Illinois main cities and near popular attraction spots.


🏠 Why should I book my Illinois vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Illinois vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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