Dog Sitting in Chicago, IL

Chicago, IL, US
  • 2


Home & pet owner

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Hi! I moved to Chicago from Dallas about 2 years ago now with my pups Benny and Mellie. Chicago is a popular travel destination and I live super close to Lake Michigan and downtown so anyone looking to visit the area would like my cozy pad!

Home & location

I live on the edge of Old Town and Gold Coast. Gold Coast neighborhood of Chicago bordering Lake Michigan. Upscale shopping and dining options can be found along tree-lined North Rush, North Clark and East Oak streets. Man-made Oak Street

  • Apartment
  • Basic WiFi
  • Beach
  • City


My pups are super friendly, very energetic, and pretty low maintenance! They need walks about 3-4 times a day, and eat twice a day. Their basic schedule is usually morning walk between 5-6am, breakfast around 7-8am, walk at noon if I am

Meet the pets

  • Benny

    7 years

  • Mellie

    3 years

Sitter feedback (6)


Bennie and Mellie are cute dogs. Cindy’s place is right in the middle of everything. There is parking but it’s about $35/day. I recommend not having a car if

Stayed · 02 Jul - 05 Jul 2021

Cindy is very friendly and a great host, so very many touches to make us feel welcome. The location and amenities were awesome. But the best two things are

Stayed · 18 Jun - 20 Jun 2021

Cindy was well-prepared, gave me plenty of information on her pups, and very available and communicative about any questions I had. Benny and Mellie are fun

Stayed · 16 Apr - 19 Apr 2021

Cindy was a joy to housesit for. Her building is in an excellent location with luxury amenities and Mellie and Benny are just the sweetest! We would love to

Stayed · 30 Jan - 02 Feb 2020

All around five star experience! Cindy is super sweet she surprised me by leaving a small welcome box for me on the counter filled with snacks and a welcome

Stayed · 19 Sep - 24 Sep 2019

Location map