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
$152 nightly
The price is $178 total per night
$178 total
Mar 9 - Mar 10
Total with taxes and fees
Guests staying at Sentral Michigan Avenue enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 77 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and a meeting room.
Pool
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
$176 nightly
The price is $207 total per night
$207 total
Mar 9 - Mar 10
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, dry cleaning/laundry, and concierge services. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool.
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
$214 nightly
The price is $251 total per night
$251 total
Mar 8 - Mar 9
Total with 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. Helpful staff is there to provide luggage storage, as well as offer insight about the area. This smoke-free aparthotel also has a convenience store.
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.
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.
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St Chicago IL
$243 nightly
The price is $285 total per night
$285 total
Apr 6 - Apr 7
Total with taxes and fees
Guests of Kasa River North Chicago enjoy a gym, a rooftop terrace, and meeting rooms. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and express check-out.
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
$177 nightly
The price is $203 total per night
$203 total
Mar 8 - Mar 9
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.
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
$131 nightly
The price is $154 total per night
$154 total
Mar 8 - Mar 9
Total with taxes and fees
Guests staying at Wrigleyville Suites enjoy free WiFi in public areas, laundry facilities, and a garden.
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

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

3 out of 5
16900 S Halsted St Harvey IL
$94 nightly
The price is $106 total per night
$106 total
Mar 8 - Mar 9
Total with 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.
Stylish Apartment near Chicago Downtown

Stylish Apartment near Chicago Downtown

2 out of 5
3030 S Lyman St Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi and air conditioning. Popular attractions Soldier Field and United Center are located nearby.
Kitchen
Free WiFi
Urban Farm Fun with Goats 10 Minutes To Downtown!

Urban Farm Fun with Goats 10 Minutes To Downtown!

Chicago IL
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has barbecue grills.
Lakeview 2BR Cozy Apartment

Lakeview 2BR Cozy Apartment

Chicago IL
Free Cancellation
$209 nightly
The price is $232 total per night
$232 total
Mar 8 - Mar 9
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Chicago IL
At this condo, guests have access to free WiFi in public areas, a hot tub, and laundry facilities. Onsite parking is available for a fee. Additional amenities include barbecue grills and a garden.
2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field

Chicago IL
$244 nightly
The price is $301 total per night
$301 total
Mar 8 - Mar 9
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
Experience Chicago living near United Center

Experience Chicago living near United Center

Chicago IL
This condo is a smoke-free condo building.
Historic and Unique Brownstone in Gold Coast - 3

Historic and Unique Brownstone in Gold Coast - 3

Chicago IL
This apartment is a smoke-free apartment building.
A Home Away From Home!

A Home Away From Home!

Chicago IL
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
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.
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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

    Hotel Riu Plaza Chicago

    Hotel Riu Plaza Chicago

    150 East Ontario Street Chicago IL
    $156 nightly
    The price is $183 total per night from Mar 24 to Mar 25
    $183 total
    Mar 24 - Mar 25
    Total with taxes and fees
    9.4/10 Exceptional! (3,469 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St Chicago IL
    $122 nightly
    The price is $144 total per night from Mar 19 to Mar 20
    $144 total
    Mar 19 - Mar 20
    Total with taxes and fees
    8.6/10 Excellent! (5,721 reviews)
    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue Chicago IL
    $101 nightly
    The price is $118 total per night from Mar 30 to Mar 31
    $118 total
    Mar 30 - Mar 31
    Total with taxes and fees
    8/10 Very Good! (9,920 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 $301 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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