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
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue features a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 77 per night. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and an arcade/game room.
Kitchen
Washer
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Guests staying at Kasa Magnificent Mile Chicago enjoy a gym, free WiFi in public areas, and a convenience store. Self parking is available for USD 51.00 per day. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Kitchen
Washer
Kasa Lake Shore Chicago

Kasa Lake Shore Chicago

4 out of 5
446 East Ontario Street Chicago IL
$202 nightly
The price is $240 total per night
$240 total
Nov 22 - Nov 23
Total with taxes and fees
At this aparthotel, guests have access to a rooftop terrace, free WiFi in public areas, and express check-out. Self parking is offered for USD 48 per day. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This smoke-free aparthotel also has a communal living room.
Kitchen
Washer
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.
Pet friendly
Free WiFi
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
$176 nightly
The price is $201 total per night
$201 total
Nov 11 - Nov 12
Total with 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
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
$235 nightly
The price is $276 total per night
$276 total
Nov 23 - Nov 24
Total with 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 luggage storage, concierge services, and dry cleaning/laundry. 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
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 a terrace.
Kitchen
Washer
McCormick Suites by Slumber Stay

McCormick Suites by Slumber Stay

3.5 out of 5
2036 S Michigan Ave Chicago IL
At McCormick Suites by Slumber Stay, guests have access to features like laundry facilities. Self parking is offered for USD 30 per night. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. This smoke-free aparthotel also has barbecue grills.
Kitchen
Free WiFi
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
$164 nightly
The price is $192 total per night
$192 total
Nov 10 - Nov 11
Total with taxes and fees
Guests staying at Wrigleyville Suites enjoy free WiFi in public areas, laundry facilities, and a garden.
Free WiFi
Air conditioning
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St Chicago IL
Guests of Kasa River North Chicago enjoy a gym, a rooftop terrace, and a 24-hour 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
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

Chicago IL
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
King Bed Non-Smoking

King Bed Non-Smoking

Chicago IL
Free Cancellation
$67 nightly
The price is $75 total per night
$75 total
Dec 1 - Dec 2
Total with taxes and fees
This apartment is a smoke-free apartment building.
Air conditioning
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

Chicago IL
$713 nightly
The price is $868 total per night
$868 total
Nov 17 - Nov 18
Total with taxes and fees
At this vacation home, guests have access to barbecue grills.
Kitchen
Washer
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

Chicago IL
This vacation home offers a water park, a gym, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer
Remodeled West Loop Apartment Near United Center

Remodeled West Loop Apartment Near United Center

Chicago IL
Guests staying at this apartment enjoy a rooftop terrace, laundry facilities, and barbecue grills.
Kitchen
Washer
ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments

Chicago IL
At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills.
Kitchen
Washer
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Chicago IL
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Chicago IL
Free Cancellation
$260 nightly
The price is $321 total per night
$321 total
Nov 9 - Nov 10
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities. Transportation is made easy with limo/town car service.
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

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue Chicago IL
    $106 nightly
    The price is $126 total per night from Nov 22 to Nov 23
    $126 total
    Nov 22 - Nov 23
    Total with taxes and fees
    The Chicago Hotel Collection Ambassador Gold Coast

    The Chicago Hotel Collection Ambassador Gold Coast

    1301 N State Pkwy Chicago IL
    $116 nightly
    The price is $138 total per night from Nov 9 to Nov 10
    $138 total
    Nov 9 - Nov 10
    Total with taxes and fees
    River Hotel

    River Hotel

    75 East Wacker Drive Chicago IL
    $115 nightly
    The price is $137 total per night from Dec 6 to Dec 7
    $137 total
    Dec 6 - Dec 7
    Total with taxes and fees

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 $75 and $868 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. 


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