Holiday Homes in South Side

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Featured Holiday Homes in South Side

Our top choices for South Side holiday homes

"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "

"The home was set up perfectly for our family. Everyone had a comfy bedroom and there were multiple family living spaces to spread out. We enjoyed our stay. Cozy home!"

"Nice place. Looks freshly updated. If you have a hard time with stairs this probably isnt for you as there is 2 flights to climb. Other than that great place"

"The property is shown accurately in the photos. It was pretty clean. Its centrally located to eateries and shopping. Need more pillows, had no window coverings and had to contact tbe host for the correct code to the door.Would stay again."

"The owners were SUPER helpful and their communication was SUPERB!"

"Property was very clean, warm and welcoming. Beds were comfortable. Property manager was great at checking in, and readily available. The place smells great! Everything is new! We will definitely book again!"

"The place was well maintained and very clean with no issues and the host was great and fast to respond."

"Loved everything communication was good definitely a vibe will be booking again "

"Near the train station, and walkable to a few local coffee shops and eateries. My family group (including 2 kids under the age of 2) we're very comfortable here. The number of bathrooms was so helpful!! The host was very communicative and easy to reach via VRBO messages. "

"We were in town for a wedding on UChicago's campus and had a great stay here. The home is beautiful and spacious. The setup allows guests to have privacy with bathrooms in the majority of the bedrooms. Additionally it is walkable to many restaurants, campus and shops. I would highly recommend this VRBO to anyone looking for a place to stay in Hyde Park."

"We were preparing for our organizations annual fundraiser gala. This home was absolutely amazing. The space was appreciated. "

"Great spot for some friends to get together. Free parking is guaranteed late at night, but difficult to find in the mornings. The street that the property is on has non-permit street parking. CTA red line is a few minutes walking, so we had no issues traveling to our event without driving. Property manager was very responsive and accommodating for some last-minute guest arrangements "

"Just off the red line. Plenty of great food near by"

"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."

"it was amazing and spacious. it was the perfect home for adults to visit and enjoy themselves."

"Here is a condensed version of the document, aiming for around 1500 characters:Review of rental: Communication was good, but the house was problematic. It looked abandoned with overgrown shrubs and a "Beware of Dog" sign. Jessica, the host, was finishing cleaning upon arrival due to a late checkout. The living room had an 85" TV but only one lamp with no shade. One couch was broken. The dining room had a table and a makeshift hutch. The kitchen was odd with mismatched items; no coffee pot for...