
House vacation rentals in Downtown Chicago
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Top-rated house rentals in Downtown Chicago
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Popular amenities for Downtown Chicago house rentals
House rentals with a pool

Pardizes Suites
My family and I enjoyed our stay at this lovely home. We felt extremely welcomed, comfortable, had everything we could have thought of and more. We definitely had a wonderful experience from the time we checked in the home until we checked out. The host, Lisa, was responsive and accommodating. Any issue that occurred, which there really weren’t many, she took care of right away. We had an issue with the temperature in the house due to not knowing how to work the thermostat but other than that everything exceeded our expectations. This home and host deserves the 5 stars I provided all the way. I look forward to staying in the future. Thank you for having us!

Glen Ellyn Home
The property was very nice. It was well maintained and our family with our grandson were very comfortable. If we were to have a negative comment is that the heat distribution was not even throughout the home. The upstairs where the three bedrooms were located was very warm and the kitchen, living room and family were quite chilly. However, this did not impede us having a comfortable stay.

Hidden GEM OASIS in Chicagoland
Everything was great! The place was just as imagined.

Spacious 3 Floor Townhome
Super cool host, very flexible and kind. When I come back im definitely going thru him 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
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

Schaumburg Oasis:Private Pool & Enchanted Garden
Marzena was an awesome host, she responded super quickly and helped with anything we needed. the pictures do not do the backyard justice, it is so beautiful and fun. I will definitely stay again.

Spacious 4 Bed/3.5 Bath Sleeps 8+
Beautiful house very clean and comfortable. We'll be back very soon
Weekly house rentals

Family Friendly Duplex/9 min from MDW/Free Parking
Very comfortable place and nice and very responsive host! Definitely recommend this stay!

The Modern Muse of Chicago! Close to everything!
This home far exceeded all expectations! Every inch of the space was thoughtfully designed and beautifully curated, making it feel both luxurious and welcoming. The decor was stunning, and it was clear that a lot of care went into creating a perfect environment for guests. The kitchen was fully stocked with everything you could possibly need, and the bathrooms were equally well-equipped with all the essentials. Every detail was considered, making the stay seamless and stress-free. The hosts were outstanding—responsive, accommodating, and incredibly helpful throughout the stay. I couldn't recommend this home more highly for anyone looking for a truly exceptional experience in Chicago!

Gold Coast Home|Rooftop |PoolTable |Parking |Views
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.

Rooftop Access with Views and Gym - LCP Collection
Great location, clean, spacious, great linens and towels.

Animal House near Sox stadium
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.

Floresitas Oasis, your home in Chicago
Wonderful stay once again. Place is immaculate and very comfortable . Host is fast to respond with any messages as well. Would highly recommend

Brand New Spacious Duplex
Would definitely stay here again!! Host was amazing- very honest and helpful!! Neighbors were super nice! I was nervous about my safety visiting Chicago in the big cities, but there was a lady walking her small dog alone at night and kids playing on the street and it put me to ease!!

Villa Noir Chicago Victorian 7 min to downtown
My family and another family -- 4 adults and 4 kids -- had a wonderful three night stay here. There was just the right amount of space for all of us, and the kids loved drawing together at the kitchen table with benches. The living room was perfect for a daddy-daughter movie night, and it was an easy 5 minute drive to the University of Chicago, which was the focus of our visit. The hosts went above and beyond by providing two packnplays for the two babies in our group, and coordinated with the other family to welcome them at check-in. Would definitely stay here again!
Private house rentals

Spacious Designer Oasis: Game Room - Yard - Garage
The house was everything that was mentioned. We had three families staying together and it was adequate space for all of us to not feel cramped. The only thing missing would be a few more games and toys -- that would be amazing to have for the littles. The location is great and in close proximity to really cute streets with restaurants and shopping. Quick drive to Chicago without being too close. Communication was great with Rameez. He allowed us to checkin slightly early and communicated every day to check in. The check in and check out were easy breezy. I highly recommend staying here for your future Chicago trips.

NEW! 3BR/2.5B Duplex in Noble Sq
Host is very accommodating and responsive. The place is nice and was in a great location. Only a short 10 minute drive that was a straight shot to Michigan Ave. The only thing we felt was slightly misleading was that we were under the impression that the 3rd bedroom with a couch was able to pull out and convert into a bed. Unfortunately, that wasn’t the case, so we ended up leveraging an air mattress we had packed as a contingency. Overall, we had an enjoyable stay and would recommend.

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Great stay and easily accommodated ng larger in laws family

Experience Chicago from Our 3-Story Retreat
We stayed for two nights and really enjoyed it! The place was beautifully decorated, super clean, and had everything we needed—including coffee. It’s close to the city, which made getting around easy. The neighborhood wasn’t the nicest, but the house itself felt safe and had two parking spots. Lots of beds too, which was great. And the host, Jesus, was really nice, friendly, and had great communication. Would definitely recommend!

European Custom Built Home 2 Bedrooms
What a really nice home! My crew and I were very thrilled to stay in this home. Large areas everywhere. Bedrooms were large and beds were comfortable. Very proactive host and quick to respond. We could not be more satisfied with our stay and look forward to returning if the home is available. We were close to several restaurants and could walk to them wothing 10 minutes. Safe neighborhood.

Windy City White House (3br/2ba) *New Listing*
Spacious, beautiful condo perfect for six people. The bedrooms were clean and comfortable. The bathrooms were spotless. Living area was very comfortable. Overall this was one of the nicest Airbnbs we’ve stayed in. The owner was always responsive which made the stay even nicer.

5 Star Luxury Stay Near Chicago O'hare Airport,
We stayed for 5 nights and had an amazing time in an amazing home. I thank Blesson for his hospitality, as well as his 24-hour support and availability. We would definitely come here again if given the opportunity.

Beverly House
Melissa’s house is beautiful and in a quiet neighborhood. The beds were comfortable- one of us even slept on the couch and was comfortable. The kitchen was fully stocked with pans, etc. and we loved hanging out in the backyard. We appreciated the heads up about the air fresheners and flexibility to unplug them.
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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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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