Search Vacation Homes in Winnetka

"Brittany was absolutely amazing. Her home was gorgeous and cozy. Served our needs exact. We will be coming back! "

"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."

"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."

"We spent a wonderful long weekend enjoying the surrounding area. Plenty of shops, bars and restaurants within easy walking distance. The host was very good with communicating, unit was very spacious and clean. Perfect place to stay in Wrigleyville"

"This was such a nice place in a great location. Really clean, comfortable, everything we needed. I would stay here again. Thank you!"

"We drove up from Florida for our son’s Navy graduation. After 2 days on the road, the second day mostly in the freezing ice & snow, it was wonderful to come into this cozy, warm home. I loved the details & character of this older home. The floors squeak a little & there’s some clanging as the heater turns on, but I loved those little bits. It made it feel so much more like a home rather than a hotel. The location was perfect for travel to & from Naval Station Great Lakes. There are plenty of...

"Is about 2 miles from great lakes for graduation. Layout is different. Sleeps 11 seats 5 or 6 in the living room, big table...half bath in kitchen...is cold in the winter...have to park in the back...walk around to front.can parknon the street but not overnight. The main bathroom with tyb sbower is high but has handrail. It snowed while we were there...owner shoveled sidewalk once. Overall it suit our need..its not high end but it was nice. Plenty of towels...no wash clothes...clean.."

"we enjoyed our stay"

"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "

"The location near Old Town was perfect walking distance from Second City and many bars and restaurants. We chose this unit not only for the location but also because the arrangement of the rooms with double queen beds was very convenient for my guests with kids. The kitchen was well stocked and though the living room was a little smaller, there was plenty of room for everyone to spread out. The beds were comfortable. The one thing to note is that the extra family room space on the third floor...