Holiday rentals with breakfast in 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!!!

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.

Beautiful home that was perfect for our families!

this was a great place lovely 😍 will book again and who ever reading this should book to

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! 😊

Great house! Very clean and not far from downtown! Location doesn't show up on maps for users but other than that it was awesome! The house description was correct to the house! And, we appreciated the double passcode and security. Thanks so much! It was a magnificent place to stay.

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!

Well equipped and clean Instructions are very clear

As most everyone says, this is a spacious and very comfortable, generous place. There isn't a welcome binder with house instructions, restaurant menus, maps, etc., so we sort of winged it, but Howard was available for questions. The dog(s?) were a little barkier than I'd expected, but not a deal-killer. The apartment is very clean and cheerful, with lots of good light and comfy seating. Recommended!

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

Great location nice view amazing host

James’ place is great! It was a lot bigger than expected, but it did look just like the pictures. Maybe it was just us but we had a hard time with opening the doors haha. Overall, it’s probably one of the best deals in the city and fairly accessible with the pink line so close! His dog is also so sweet and cute. I’d highly recommend, I’m very particular about clean spaces but James did a great job at making the space feel clean and homey.

Our stay at Megan's place was awesome! Very cute apartment in a great neighborhood with all the amenities you could ask for! Megan was a great host! Will definitely stay here again when visiting Chicago!❤️

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.

I unfortunately had to cancel at the last minute - but Christianne and Patrick were still so incredibly thoughtful. They sent me the weather forecast in advance as a heads up for packing, and even some encouragement for getting through an emergency situation at home (despite the fact that I was doing them a total disservice with a last minute cancellation). I would look to stay with them again in the future as priority #1 if in Chicago! They clearly understand what it means to go above and beyond on the hospitality front!!

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.

Nice chill spot

We enjoyed our stay! It was great to be able to walk to the University and restaurants. Our windows looked out on trees and backyard, which made for an extra peaceful stay in the middle of the city.

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.