Holiday rentals with breakfast in Downtown Chicago

We stayed at Rachell and Cyd’s for about 3 months after relocating to the area. We absolutely loved the home as well as the walkable neighborhood, park, and downtown. We were made to feel at home with tons of useful items, abundant clean linens, and a cozy space. Cyd was very responsive at all times. This lovely house is a no-brainer for a comfortable stay on the North Shore. We will miss our time here.

FANTASTIC!! Great host! Awesome location! Clean house with everything needed available.. my kids loved the house, it felt like home away from home. Peaceful … Wish I could give more stars than 5!!!

Dawn is definitely a Super Host her airbnb is exactly like the title, Classic Charm with Modern Flair, guests will not be disappointed , from the time you walk through the door until checkout, you'l feel you're in a 5-star hotel, but at home, it was roomy the beds(queen sized) in every room with hotel style linen amenities such as appliances which included washer and dryer and hair dryer, a sun room with games for children and family, TVs in every room except dining and fully equipped kitchen quality dining ware, I'm sure this summer will be booked full because there will be a great outdoor area to enjoy, bottom line I hope next time I visit my Chicago family, she will have availability, Dawn, Thank you !

My family and I rented Kevin's place for my niece's wedding. we enjoyed ourselves and the accommodations. Kevin was super responsive and made us feel welcome. the neighborhood is isolated but peaceful.

Perfect place to stay for our visit to Chicago with friends! There was ample room in the BnB for all of us, including a spacious dining and living room. The kitchen was very well stocked including coffee, juice, eggs, and toast for us to make our own breakfast (a welcome surprise!). It was very walkable to transit, with a CTA Blue Line station nearby. Thatheu was very responsive and check in was straightforward. Also the later check-out time was very convenient as we were able to take the time for breakfast before heading out for the day. Thanks again for helping us to have a great trip!

The house was great for what we needed. Small house in a very quiet and neat neighborhood. Thanks for allowing us to stay.

We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊

Perfect for you Chicago Cubs getaway. Steps from the ballpark, sleeps a host of friends and is even across the street from where the players park. The house was clean and accurately described.

Adam's place was very clean, comfortable, and well appointed. I appreciated the touches, the abundant parking in front, the proximity to the University of Chicago.

I enjoyed the apartment, it was very nice. It lived up to the pictures and description on the listing.

T was a great host from start till finish. Very responsive when we had questions. The place it self is a gem. The nostalgic decor was a dope. I would definitely recommend this for anyone visit Chicago.

pasamos una gran semana en este depto la ubicación es genial,desde que llegamos nos sentimos muy cómodos es un pequeño oasis con todo lo necesario para disfrutar cocinar ver películas y descansar y por el precio sin duda esta muy recomendado !!

DW was very flexible and responsive. He was very accommodating to allow us to check in early and flexibility on check out as well. The location is good - if you are super sensitive to the noise of the train it may not be ideal, but the proximity to the train stop and Wicker Park was great. You must go to Mindy’s bakery - if I lived this close to a place like that I would gain so much weight 😅. Thanks again!

Easy check in, instructions were clearly communicated. Host was available for any questions. Enough space for all four of us, clean bedrooms, kitchen, and bathroom. Very fun decorations and theme to entire space.

We were there attending an UChicago graduation, and the place is in a great location for that. The beds were very comfortable, and the apartment is very spacious. The street is nice and quiet. We were glad that they had Kcups available for the Keurig before we head out super early on the Convocation day, as we are coffee drinkers. All the bathrooms had toiletries in the shower, which is always a plus. We enjoyed Bee’s place and would book it again when needed.

One of the best Airbnb's we have stayed in. The location is great with excellent bars and restaurants nearby, but in a quiet street. The accommodation is as advertised, but also includes everything you need for cooking and generally relaxing. I wouldn't hesitate to recommend this place and if we come to Chicago again I would definitely try and stay here

You get exactly what you look for. The location is awesome and I found parking immediately. Great place

This country house is well located, quiet, off the beaten path, but easy to reach. The rooms are super clean and well appointed. The Hosts are very social and take great care and interest in their guests. They are great communicators, and appreciate all feedback. Best advice to potential guests....must like dogs and good conversation,( and movies). And coordinate plans closely with hosts to take advantage of their local tips and advice. and Respect for house rules will make for a smooth stay for everyone. Travelers can not go wrong choosing to stay with Laura and Mike, they were/are the best.

My friend and I enjoyed staying with them. They are a very nice couple. Very helpful. We would definitely recommend staying there to anyone in the future.

Very cozy place in a calm tucked away neighborhood. Would definitely stay again!

Mary's place was a great location for our short trip to Chicago! It was a short Uber drive from the airport, and a short drive to the All-State Arena. We did arrive late at night due to flight delays and opted for an Uber versus the train. I am glad we did cause it seems like the train station is under construction for the side we needed and would have been a bit more of a walk departing from the other side, but definitely not a dealbreaker or anything. The house is a short walk from this breakfast place that we actually went to twice during our short stay, with other options nearby. Overall, the house felt cozy and clean, but we did struggle with getting in the bathroom first thing in the morning with the other guests in the house during our stay. Mary was very responsive and a great host to us during our stay. The bed was comfortable as well and the room had amble space for a large suitcase, a carry-on, and two large bags with space to spare for two people.

Nidhi’s place was exactly as described. I can’t say enough good things about it. The bed was very comfortable. The Jacuzzi and mood lighting was fun. The dorm size fridge and microwave wow you don’t normally see that in a motel anymore. Everything was clean and the water pressure was very good. Plenty of hot water.. I was shocked that every morning a full complete breakfast was in the lobby for free not to mention 24 hour coffee! We were there on a business trip and across the street were excellent restaurants, including an upscale bar with delicious meals, a sushi house, Chinese restaurant and a diner. You could also get your nails done and book a massage right across the street. I enjoyed taking the train into Chicago. It was very simple to buy your ticket on the spot not far from the motel at the station. The neighborhoods surrounding her place were beautiful. I did a lot of walking and there were sidewalks everywhere making it safe. She and the check-in managers we’re friendly.

I always enjoy stays at the Hamlin House and this was no exception! The Blue Room is lovely, - spacious with gorgeous windows and a spa-like bathroom. Wish I could have stayed longer!

Patricia offered us unparalleled hospitality with a unique balance between privacy and availability, with tasty and varied breakfasts. Friendliness and kindness did the rest making our stay extremely pleasant.