Cook County Vacation Rentals

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Cook County Vacation Rentals

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
$169 nightly
The price is $198 total per night
$198 total
Sep 2 - Sep 3
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 luggage storage and dry cleaning/laundry. Additional amenities include a business center, an arcade/game room, and express check-in.
Pool
Kitchen
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place, Chicago, IL
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.
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
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Sep 2 - Sep 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.
Kitchen
Free WiFi
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
$220 nightly
The price is $258 total per night
$258 total
Sep 2 - Sep 3
Total includes taxes and fees
At Level Chicago – Old Town, guests have access to a 24-hour gym, a sauna, and a rooftop terrace. Self parking is offered for USD 68.30 per night. The front desk is staffed 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool.
Pool
Kitchen
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.
Kitchen
Pet friendly
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
$110 nightly
The price is $129 total per night
$129 total
Sep 2 - Sep 3
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 The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 out of 5
555 West Jackson Boulevard, Chicago, IL
$161 nightly
The price is $189 total per night
$189 total
Sep 14 - Sep 15
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.
Kitchen
Free WiFi
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
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
$203 nightly
The price is $233 total per night
$233 total
Sep 2 - Sep 3
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 banquet hall, and a garden.
Breakfast included
Kitchen
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
$135 nightly
The price is $159 total per night
$159 total
Sep 2 - Sep 3
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.
Kitchen
Washer
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave, Chicago, IL
$133 nightly
The price is $147 total per night
$147 total
Aug 21 - Aug 22
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 Opal Apartments River North

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 out of 5
61 West Erie Street, Chicago, IL
$135 nightly
The price is $159 total per night
$159 total
Sep 3 - Sep 4
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.
Kitchen
Free WiFi
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St, Chicago, IL
$206 nightly
The price is $242 total per night
$242 total
Aug 25 - Aug 26
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
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
$94 nightly
The price is $106 total per night
$106 total
Aug 21 - Aug 22
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.
Parking included
Free WiFi
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
$168 nightly
The price is $197 total per night
$197 total
Sep 2 - Sep 3
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
Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt

$182 nightly
The price is $202 total per night
$202 total
Sep 16 - Sep 17
Total includes taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Art Villa

Art Villa

5 out of 5
467 N Armour St, Chicago, IL
$666 nightly
The price is $834 total per night
$834 total
Sep 14 - Sep 15
Total includes taxes and fees
A full-service spa, a rooftop terrace, and free WiFi in public areas are featured at Art Villa . You can take advantage of free parking, along with a free airport shuttle (available 24 hours). If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this luxury aparthotel include a hot tub, a conference center, and coffee/tea in a common area.
Hot Tub
Free airport shuttle
Cozy Studio in Hyde Park-Walk to Lake & University

Cozy Studio in Hyde Park-Walk to Lake & University

$173 nightly
The price is $194 total per night
$194 total
Sep 1 - Sep 2
Total includes taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
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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 Cook County

    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    $161 nightly
    The price is $189 total per night from Sep 3 to Sep 4
    $189 total
    Sep 3 - Sep 4
    Total includes taxes and fees
    8.4/10 Very Good! (4,721 reviews)
    The Wade

    The Wade

    644 N Lake Shore Dr, Chicago, IL
    $151 nightly
    The price is $177 total per night from Sep 1 to Sep 2
    $177 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    8.2/10 Very Good! (1,205 reviews)
    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $136 nightly
    The price is $160 total per night from Aug 24 to Aug 25
    $160 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    7.8/10 Good! (8,944 reviews)

Orbitz makes it easy to find vacation rentals in Cook County 

🏠 What is the best price for a Cook County vacation rental?


Cook County rentals range between $106 and $834 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Cook County can I rent?


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


🏠 Are cancellations free on Cook County vacation rentals with Orbitz?


You may be able to cancel or amend your Cook County 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 Cook County?


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 Cook County 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 Cook County?


When you book a Cook County 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 Cook County?


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


🏠 Why should I book my Cook County 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 Cook County 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. 


More Places To Stay in Cook County

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