House Sitting in Roosevelt Grove, Milwaukee
Find a loving dog sitter to watch your dog overnight in your home.
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“Isabella was amazing! She help us out with taking care of our little pup Bigos on last minute request. She was very flexible and easy to communicate and Bigos w…” (more)

“Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cindy …” (more)
“I recommend Mae. She makes sure my puppy is good hands. She keeps me updated/ sends me pictures and videos of my Biscotti from time to time. I will definitely …” (more)
“Megan has been a dog lover since she was a toddler. She grew up with a dog from birth and later helped raise a puppy starting at 10 years old. Over the years …” (more)
“Deann was great! She sent us updates and pictures of walks and playing. I know that Waski had a great time with the other dogs too. Thanks a bunch!” (more)
“Blythe watched my dog for the first time this past week, which is the longest I’ve been away from him! I was nervous to leave him with a new-to-us dog sitter fo…” (more)
“She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice!” (more)
“Jill took wonderful care of our pup in the week that he stayed with her. I was nervous about being separated from Macchi for the first time since we adopted him…” (more)
“Kadijah was great! Would definitely feel comfortable having her board my dog again and would recommend her to any friends or family that needed a dog boarded. …” (more)
“Elizabeth and her family are awesome. She took excellent care of Lovey and kept me updated with daily pictures and messages. I would rebook without hesistatio…” (more)
“Sara was such a great choice for my dog. It was very late notice but she really came through and took great care of Bubba. She updated me multiple times during …” (more)
“Kim and Joe watched our pups at the last minute and were so wonderful! Our dogs have quite a bit of specific instructions and needs and they were so accommodati…” (more)
“She seemed very nice & caring towards my dog. Let him play in the yard & etc. Sent pictures just about everyday. Responds to your messages in a timely manner.” (more)
“Leandrea was amazing with my only 2 month old puppy! She has an older pup who played really well with him and she was amazing at keeping me updated on how he wa…” (more)
“Rhonda took very good care of Pickles. She sent lots of pictures. Took her on lots walks, and gave her a lot of attention. Very satisfied with the care Pickles …” (more)
“My Ronaldo had a great time with Dan and Holly! Dan was really good about giving me updates on how he is doing. I will be rebooking them again.” (more)
“Yisel took amazing care of my dog! She provided many updates and was super detailed! Would highly recommend!” (more)
“They were so flexible and accommodating to my indecisive times for drop off and pickup. I truly appreciated the flexibility and my dog had a blast. She was so…” (more)