Downtown Chicago vacation rentals

We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.

Great stay. Liz and Martin suggested the farmers market down the street and was very impressed with it and brought some Chicago goodies back home with us . Property location was surrounded by decent restaurants. our room was nice and clean . we also hung out in the nice out door area right outside our door. nice and relaxing.

We had a great time. We stayed for about 3 days got to use the hot tub for some much needed relaxing. The kitchen had a great assortment cooking pans and utensils. There was plenty of blankets for us to feel right at home. Very close to the park and the 606.

The home was perfect for a quick business trip. It was clean and as described. Anne was a great host and easy to communicate with!

I loved everything about my stay ! Very nice and clean and the host were amazing

We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.

Nice place, for a great price !

Lovely town house. Very comfortable and inviting. This was the perfect location. We parked our car for the duration and could walk almost everywhere. Excellent host who provided good info in a very timely manner. Very happy this was the place we chose.

We watched together with my wife “Frida” is story and house is vibe matching I had an incredible stay at this gorgeous Mexican-style house! The home was beautifully decorated with vibrant colors, traditional touches, and an authentic charm that made the experience truly special. Everything was spotless, the amenities were perfect, and the attention to detail was exceptional. Janet was welcoming and responsive, ensuring a smooth and comfortable stay. The location was also great, making it easy to explore the area. I highly recommend this place to anyone looking for a unique and memorable stay—I can’t wait to come back! It’s in my wishlist Janet thank you soon come back to visit Chicago in a week

I absolutely loved my stay it was very peaceful and clean I felt right at home!

Simidas very sweet and hospitable. I didn’t need anything but felt cared for. Place is nicer than I thought usually you expect it to be smaller but was very spacious. Great area Felt safe Would come again.

My husband and I loved Chase’s place! The apartment was well-appointed and well designed. We had everything we needed and more! Less than a block away is a convenience store, plus easy access to the train. Would definitely stay again!

Really enjoyed our stay at Cyndi’s Luxury Loop Loft. It was nicely decorated, clean and the location was conveniently located for walking to Symphony Center, the Art Institute and Grant Park. Cyndi was a great host and the building staff were very helpful.

Enjoyed our stay here! The place was really comfortable and close to a lot of places!!

One of our best Airbnb experiences! Fabulous location and lovely apartment. A perfect home away from home for a week in the city. We really appreciated the extra touches like breakfast items and toiletries. Would love to come back on future visits to Chicago!

Patty was an awesome host and she was very responsive any time I reached out to her. The 3 separate bedrooms with their own attached bathrooms were convenient for the 3 couples in our group. The common living area and kitchen were convenient. Train stations were nearby (about 10 to 15 minutes walk). Other Chicago sites were also walkable (20 - 40 minutes, if you prefer to walk).

The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

I was coming to Chicago to just have a quiet weekend away from work and the stresses of home. I wanted a few days to enjoy urban life peacefully doing a few things I enjoy. This spot checked off all the boxes for peaceful and private but also re adorably we'll located to hit all of the spots around Chicago. The place was exactly as pictured and clean. couldn't have been easier and I would stay here again. hosts were responsive. it was a great few days.

I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!

Great host and great stay! Beautiful home. Thank you so much!

What a great find! I'm talking about the room AND the host! The beds were very comfortable and the amenities were all we needed. The artwork was wonderful and the design of the rooms (lamps, table, chairs etc) were great. I especially loved the small room heater, it looked like a mini fireplace, I want one for my room at home! Kaye has thought out what a guest needs with all kinds of extras (covers for the chairs for pets), extra blankets, packet full of local information, and clear instructions. She was responsive when I had questions or needs. I was glad to meet her as well, easy to talk with and a very interesting person who knows Chicago extremely well. If I make it back this way, I would definitely stay here again.

We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Our stay here was amazing. The unit was clean, had all the amenities listed, was in walking distance of shops, restaurants, and Lincoln Park, not to mention public transportation options. The neighborhood is absolutely gorgeous, especially in the Spring. I found myself just wanting to explore the area on a whim. Bozena was very responsive to any questions we had and even let us drop our luggage by before check-in so we didn’t have to lug all of that around. It was a fantastic experience, all around!