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Find Vacation Homes in Cook County, IL from $134

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Top Cities in Cook County

Vacation Homes in Cook County

Vacation Home in Elmhurst

8.8 out of 10, Excellent, (38)
"A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. "
United States
Scott C.
$446 nightly
The price is $477
Dec 1 - Dec 2
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub

Vacation Home in Maywood

7.8 out of 10, Good, (13)
"Very nice place "
United States
Elliot H.
$227 nightly
The price is $242
Nov 25 - Nov 26
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Vacation Home in Downtown Chicago

10.0 out of 10, Exceptional, (6)
"We had a great stay! Inna provided us all the info we needed to check in smoothly when we arrived and the garage spot made it easy for us to park and unload luggage straight into the house. Everything was super clean! The house is big enough that even with so many guests everyone felt spread out and had their own space. We were able to take a 5ish min walk to the beach which was such a bonus! "
United States
Raleigh H.
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Vacation Home in Oakton

9.6 out of 10, Exceptional, (54)
"Clean and spacious, very gracious and responsive host, house is well-stocked. Quiet and safe area."
United States
Maricar W.
$282 nightly
The price is $302
Dec 1 - Dec 2
Total with taxes and fees
Your Next Vacation Home

Vacation Home in West Town

2.0 star property
NEW to the market! Relax with family in a super Lux Custom SFH. West town.

Vacation Home in Des Plaines

9.4 out of 10, Exceptional, (54)
"Great"
United States
Margaretha L.
Urban Farmhouse near O’Hare Airport

Vacation Home in Westchester

8.0 out of 10, Very Good, (2)
"Awesome place in a very good location (quiet neighborhood). The owner was very responsive with communication and the property was very clean & spacious! 10/10!"
United States
Chris A.
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

Vacation Home in East Garfield Park

9.0 out of 10, Wonderful, (133)
"Place was very clean, easy drive into the city. "
United States
Scott M.
Luxury Home Away From Your Home

Vacation Home in Melrose Park

10.0 out of 10, Exceptional, (23)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
United States
Rich H.
Cozy 3-bedroom house in family-oriented Melrose Park.

Vacation Home in Palatine

9.8 out of 10, Exceptional, (76)
"very nice four bedroom home and a great location."
United States
Craig S.
Breathtaking home close to Schaumburg, Chicago

Vacation Home in Lemont

6.8 out of 10, (5)
"Was nice and secluded. Driveway is very steep. Not all windows had curtains. Kitchen is pretty tiny. "
United States
kim h.
$224 nightly
The price is $239
Dec 1 - Dec 2
Total with taxes and fees
3-bedroom hillside property in woods with fireplace and lake view

Vacation Home in Forest Park

10.0 out of 10, Exceptional, (120)
"This was perfect for our family! Comfy beds, super clean, great host."
United States
Rachel L.
Updated Forest Park 3 BR Bungalow

Vacation Home in Schaumburg

10.0 out of 10, Exceptional, (2)
"Everything was very clean, the location was good. My family and I enjoyed it a lot. Check-in was very easy and everything in the house was very up-to-date."
United States
Dayana O.
Paradise 4BR w/ Pool & Games

Vacation Home in Bucktown

2.0 star property
10.0 out of 10, Exceptional, (14)
"Location is good. Close to the city, but not too close. Good access to CTA. Check in was straightforward and host promptly responsive to a minor issue with WIFI. Would stay here again. "
United States
Tim R.
Chic and Spacious Bi-level 3BD in Bucktown!

Vacation Home in Des Plaines

Cozy Home near O'Hare & fun Hubs with AC

Vacation Home in West Town

10.0 out of 10, Exceptional, (2)
"The property was lovely and there was plenty of space to sleep, even for a large group. I would absolutely stay here again."
United States
John M.
Spacious 5-bedroom house great for large groups

Vacation Home in Homewood

10.0 out of 10, Exceptional, (1)
"The property was beautiful and supplied with everything we needed. Our host Ben was awesome and made sure everything was perfect for us. When in Chicago again we will definitely like to stay at this property again. "
United States
James H.
Serene 3 Bedroom Home near Downtown Homewood

Vacation Home in Calumet City

2.0 out of 10, (1)
The Family Retreat, The Family Retreat Oasis

Vacation Home in Sauk Village

2.0 star property
10.0 out of 10, Exceptional, (1)
"My Experience Was (NOTHING) Short Of Perfect! The Place Is Nice & The Host Was Even Better! I’ll Forsure Be Booking Again! "
United States
Aaron K.
$125 nightly
The price is $134
Dec 1 - Dec 2
Total with taxes and fees
Pleasant 3-bedroom house in Sauk Village

Vacation Home in South Shore

9.4 out of 10, Exceptional, (24)
"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."
United States
Isaiah P.
LakeHouse
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.

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Top Cook County Hotel Reviews

Find out more about Cook County

Booking Tips to Find the Best Cook County Vacation Homes


How much does it cost to rent a vacation home in Cook County?

You can find incredible Cook County vacation homes for all types of budgets: between $134 and $477 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Cook County?

If you are looking for a great deal on your vacation home in Cook County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Cook County?

There are 642 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Cook County?

Begin by entering your trip dates to see what type of Cook County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Cook County?

Booking Cook County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Cook County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Cook County along with your vacation property, into a Cook County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Cook County Vacation Homes information

Number of reviews
562
Accommodation
642 Vacation Homes
Lowest Price
$134
Highest Price
$477

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