
House vacation rentals in Cook County
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Top-rated house rentals in Cook County
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Popular amenities for Cook County house rentals
House rentals with a pool

Cozy house in Schererville
Kate's house was cute, comfortable and the beds were fantastic. Also, we loved all the beautiful rose bushes...great landscaping! Definitely recommend!

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Rosemont 4BD2BA house with Pool
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Now Open: Heated Pool with Entire House
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Luxury Loft with Private Pool and Movie Theater
Damani was a great host, really responsive and easy to communicate with! The house was exactly as advertised and really nice! The pool was great!

Schaumburg Oasis:Private Pool & Enchanted Garden
They were a fantastic host, very responsive to every question and anything we needed. The location is quiet and amazing, great place to relax and enjoy time. love the pool! Will definitely stay again. 100% recommend!

Unique Spanish style Home (w/inground pool)
We had a great stay! We celebrated my daughter’s birthday here with a couple of her friends and everyone loved the house. All the rooms were clean and beds were comfortable. Hosts responded quickly and were accommodating.
Weekly house rentals

Chicago Home (1st floor) by Midway near Downtown
My friends and I had a great time staying at Joanna’s place! It was super clean, the neighborhood was nice, and there were lots of stores and restaurants around the area too! We would definitely stay again :)

*King bed *Outdoor Living *Sought-After Area
Elisabeth was very communicative and responsive from the start. The house is in a convenient location and close to family, which was the biggest reason we chose this house. Our kids loved the large backyard. Everything was quite cozy and we would definitely return to this property again!

Modern Charming Home w/Pergola & games
This place is definitely a gem! Excellent location and spacious house for a family! We will book here again when visiting the area. Very clean, accommodating and comfortable stay!

Cozy Home in Brookfield
Juliana was a great host and we felt right at home. She was very friendly and helpful. The place was outstanding and the fenced in huge backyard was awesome. Our dogs loved it. I would highly recommend this place to anyone visiting the area.

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath
We had a truly wonderful stay at Casa22. The home is beautiful, luxurious, and impeccably maintained — everything was clean, spotless and thoughtfully arranged. It had all the essentials we needed for a comfortable extended stay with our family, including a well-equipped kitchen, and spacious layout. The hosts, Narcis and Gabriel, were fantastic — extremely responsive, clear in their communication. They provided detailed instructions that made check-in, check-out, and everything in between seamless. The neighborhood is quiet, safe, and very family-friendly, with easy access to main roads — a great location if you're planning to explore Chicago without the stress of city parking. Having a car made it easy to get around, and the area itself felt peaceful and well-kept. If you're visiting the Chicago area and looking for a clean, elegant, and well-managed place to stay, I highly recommend Casa22. We would absolutely love to return!

Floresitas Oasis, your home in Chicago
Lizbeth was an amazing host. She’s responsive and attentive. The place was exceptional clean and had an amazing smell. I was there to celebrate my birthday and was pleasantly surprised upon entry when I was greeted with a personalized birthday message, fresh flowers and a bottle of wine. Anytime I reached out to Lizbeth, she responded expeditiously. Again, very attentive. My husband and I will definitely stay at her beautiful Oasis again. We felt comfortable and completely safe. Everything we wanted to do was a quick drive from the location. If you’re considering staying at her home, you will not regret it. If I could give more than 5 stars, I would. Thanks Lizbeth for being an incredible host Until the next time…

Lofty Urban Retreat
This location is perfect for us to have wife's cancer treatments at Cardinal Bernardin Cancer center allowing a quiet comfortable setting and surroundings. Bart has done an excellent job on the remodel of home by using quality materials and appliances. This rental provides us a home away from home.

Gorgeous 2Bedroom House…
Gabby is an awesome host! I highly recommend her property. It is clean and modern; she responds to issues immediately, not that we really had any.
Private house rentals

Spacious Designer Oasis: Game Room - Yard - Garage
Rameez was an amazing host! Making the experience even more enjoyable with his quick responses & fast accommodations. The home is more spacious than it looks in the photos and it truly exceeded my expectations. I had a great stay for my birthday!

3 Bedroom+Office*Huge Sofa*Chic Decor*Garden*5 TVs
Good stay, everything is convenient. Host is friendly and helpful.

Cheerful two bedroom home with patio/deck
Beautiful home in a quiet neighborhood with responsive and helpful hosts.

Cozy, King/Queen bed, 2 bedroom.
Todd was great! The home was cozy and cute! perfect for two bachelor guys looking to get away for the weekend! highly recommended!

Lakefront View Getaway Home! Hot tub! Kayak!
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!

The Blue House: Family Retreat
Lots of space for my family and Inwhom were visiting from out of town. The kids loved the karaoke machine and little popcorn machine. I didn’t realize 2 beds upstairs were toddler beds, but It was accommodating. Super cute.

Spacious Home in Chicago Suburbs
We enjoyed our stay very much and felt right at home. The hosts were very communicative and helpful. They were very flexible with check in and check out times. The home was fully stocked with lots of extra linens. Simple check out. Very beautiful home! I would 10/10 recommend! 🤩

Suburban Serenity~Grill, Fire pit, Big yard~
The property was very clean and nice. The house has been renovated and is beautiful inside. the grill and firepit are really nice. There are parks and walking trails near by. I really enjoyed my stay.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park
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