Holiday rentals with a fireplace in Old Town, Chicago

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.

We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

We had a great stay! Super comfortable, lots of room and great location. Host was quick to respond to questions and helpful. It was perfect for our girls trip (party of 6). Book it!

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!

I had a fantastic stay at Sebastian’s place in Chicago! The house was spotless, stylish, and exactly as described. The location was perfect—close to restaurants, coffee shops, and public transportation, which made exploring the city super easy. Sebastian was a wonderful host: responsive, helpful, and made sure everything went smoothly. I especially appreciated the thoughtful touches throughout the home that made it feel cozy and welcoming. I would absolutely stay here again and highly recommend it to anyone visiting Chicago!

Perfect place for a family of 5 with two dogs. Location was wonderful-easy to get to everywhere we needed. Parking easy, el stop right there. We used to live by the el, so sound didn’t bother us, nor did it our children or friends. Neighbors friendly. Safe. Place had everything we needed.

Really enjoyed our stay here! Plenty of room for 5 people plus a nice kitchen for coffee and breakfast. It was super easy to get around Chicago and its suburbs by car or by train - just a few min walk to a line that goes to Logan Square and the Loop and close to the highway. Can't recommend the place enough!

Emily’s place is peaceful and homey, yet right in the heart of a vibrant neighborhood. Wicker Park was a nice walk from her home as well. TONS of restaurants and shopping literally a couple of blocks from her house. The train stop is a 5 minute walk away and downtown is less than a 15 minute uber ride. Emily is a very considerate and communicative host and I would stay here again. Thank you for sharing your home with me!

This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

We had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

We had a wonderful stay. The apartment was just as advertised – clean, quiet, and comfortable. Very nicely decorated. The host provided great communication throughout. Nice location, with easy access to plenty of dining, bars, and shopping. Highly recommend!

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!

Loved my time in Chicago and at Lina's beautiful home! The place was spotless, welcoming and so comfortable. I had everything that I needed from essentials in the bathroom to spacious living room, full kitchen and comfortable and spacious bedroom. There's even a balcony to sit and enjoy some tea or wine. Loved the location to the CTA and bus stop as I mostly used public transportation. Also walking distance to many fabulous restaurants. Wicker Park close by that had a beautiful farmer's market on Sunday Morning. Thank you Lina for all wonderful stay! 😊

very kind and responsive host. very clear instructions. apartment is large, sunny, spacious and has the coolest retro vibe with super cool decorations. Good AC and very close to public transportation in case you want to explore the rest of the city or get downtown. Very quiet and safe neighborhood, and she even provided a parking pass for you at no cost. thank you Antoinette!