Search Holiday Homes in North Side

"Loved it, really sad they’re closing. Staff were so kind and it was a welcoming space "

"location"

"The room was clean and the AC worked great, I was there for just one night but there was so many amenities with the kitchen, lounge and deck that I will 100% stay there again in the future."

"Beautiful courtyard entrance into an old property with updated roomy rooms and caring staff. Only complaint is to turn on the shower you have to get wet with cold water. Otherwise lovely property in a great walkable area. Will happily stay here again. "

"friendly staff , good location and very clean."

"Great boutique hotel, right in the heart of Lakeview neighborhood. Very convenient for us on our trip. I highly recommend this property"

"I had my scheduled accommodation bail on me last minute- it was a real bummer because it had parking and was close to Wrigley (my destination). Luckily, I found Dorothy's Place open and I reserved it. I found parking right around the corner, and it was really easy to get in and out and around the town. It is located in Boystown, which was a fun and safe vibe. I never felt endangered and the room was AWESOME. I had the suite with the bathroom- it was spacious, clean, and comfortable. It was like a 10 minute walk to Wrigley and all of the surrounding areas (I caught 3 games in my two nights!). I really felt like I had hit the lottery, not only because of the last-minute availability but because of the quality and the value. I would stay here in a flash if I were lucky enough to get back to the city!"

"Perfext location nice staff comfortable bed"

"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "