Search Guest Houses in Highland Park

"Perfect for a Wrigley series. "

"This was a great house to stay in for our large family. There was plenty of room for everyone (three floors!) and the house was nicely remodeled. The house is conveniently located near a stop for the train and near several good restaurants (make sure to eat at Bongo Cafe). In addition, the owner was very accommodating for my request of an early check in and responded quickly to my messages. I highly recommend staying here!"

"I normally stay in hotels, but for this trip I couldn't find one that worked well in this neighborhood, so I "took a chance" on Chicago Guest House. Winner! This place is on a wonderful residential block in the Wrigley Field area. The unit itself (3rd floor) is a beautifully maintained, charming, three bedroom apartment. The rooms are separated by a good distance, so everyone has some privacy. The living room is bright and features a large TV (for that inevitable down time). The kitchen...

"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"

"Loved all the neighborhood dogs & farmers market"

"Very nice property "