Dog Boarding in Maitland Park, Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Elba M.


“Elba took great care of our little man, Maury. He had a great time and has been sleeping since we picked him up. She took the time to take him to the dog park and really wear him out. The next time we are out of town, we will definitely book again!”


Amy K.

“Amy and her family are amazing! Bella can be a bit of a handful at times so I get nervous leaving her but Amy’s check ins with me put my mind at ease. I am so glad we found her :)”




Blythe R.

“I was so nervous to leave my dog for the first time! He's a 100 lb. Puppy with energy for days, whose also very dog reactive! He is family and I wanted to make sure wherever he stayed he was treated the way I would treat him at home. Blythe gave me comfort in leaving him there. Even before his stay, I found myself having tons of questions, she responded quickly and never made me feel like a bother. While I was gone, she sent me pictures every day with an update! She took him for walks, played in her fenced in yard and gave him loads of snuggles! I truly am thankful for Blythe! If she's available when you need a sitter, I promise your pooch won't be in better hands!!”


Kristi B.

“Our furry baby had a wonderful time with Kristi. We received updates all throughout our trip and she was great at communicating with us. Would highly recommend!”


Karen & Toy


“Karen and family were great for our dog while we were out of town for a long weekend. She was quick to schedule a meet and greet for us before booking to ensure our dogs got along. She sent us pictures and eased our worries while we were away. We will definitely be booking again when needed!”




Hannah O.


“Hannah is fantastic, we needed her to watch our two dogs kind of last minute and she happily took them. Our dogs were thrilled when we got to her house and quickly settled right in. Hannah also sent us pictures during their overnight stay and they looked so happy and taken care of. We have already booked our next stay with Hannah and am extremely excited she is affordable and so close to our house. I can't thank her enough for taking such good care of our dogs as if they were her own!”


Carina K.

“Carina has cared for our Xena a few times and we've been so comfortable with her care. There's a fenced yard for exploration, a child/dog free indoor space if necessary and lots of pics and updates. She's also been flexible with drop offs/pick ups. Our pup can be nervous around new folks and Carina and her family have handled her beautifully.”


Sarah J.

“Sarah and her family is so amazing. They took care of my pet with least notice and shown so much love towards my pet. I would definitely recommend her to any customers.”




Daniel & Holly L.


“Dan and his family are wonderful dog sitters. They are loving, gentle and knowledgeable. They can handle multiple dogs at one time and don't get frazzled by the canine company! I highly recommend them. Also, they have 2 dogs of their own who are laid back with other dogs and part of the fun!”


Kevin H.
“Kevin is really great with my pets. My dog is not a huge people person, but he loves Kevin and is very excited for their walks together. Kevin has even cared for my elder cat and bearded dragon while I was out of town! He responds right away to my messages and sends me cute pics as well. 10/10 highly recommend.”


Leighe Lily M.

“I can’t thank Lily enough for taking care of my dog Ollie! It’s never easy leaving your baby alone for over a week, but I knew he was in good hands! I loved the daily updates & pictures and it gave me peace of mind knowing he was in a safe & happy home while I was away. Thank you again!”


Joshua J.

“Joshua did an excellent job! I would send my dog Stewie to him anytime again.He sent me updates and videos everyday.I would confidently recommend Joshua to anyone!”


Dan B.

“Dan did a great job with my handful of an 8 month old puppy. He was kind and she warmed to Dan right away. She had injured herself just before our vacation and he was willing to help with her follow up care which was amazing. We were very comfortable with taking Penny to Dan’s home and would definitely recommend using him.”




Stephanie G.

“Steph was amazing! She gave me regular updates and photos. She took Bowie on adventures and showered her with love. I was worried my pup wouldn’t want to come back to me! Additionally, Steph went ABOVE AND BEYOND when I ran into multiple travel delays. She was more flexible than I ever could have imagined. She went as far as to drive my dog to my home late at night due to complications. I cannot recommend her enough!”


Kristin H.

“She is great! Super communicative and sends great pictures. She is so considerate of the dogs that she watches. I will for sure be reaching out again.”


Shannon J.

“Shannon was amazing. Our dogs Burrito and Peanut seemed to really enjoy their 9 day stay at her house. She provided 5 to 6 photos a day which made us leaving them easier to deal with. We will definitely use Shannon in the future.”


Judy V.

“Judy was wonderful! She watched Penny overnight on a last minute request and was very communicative. We had no issues and I’d definitely book with her again in the future!”


Samantha O.

“Samantha is by far the best dog sitter I've ever had. She's amazing! My dog unexpectedly got sick with a new long term illness (non contagious) two weeks before her stay, and Samantha did an amazing job with her special food preparation and medication administration. I loved that she sent photos multiple times a day. And from them, it looked like my dog was having so much fun, she probably didn't even miss me.”


Nathaniel D.

“Nathaniel did an amazing job taking care of our cat and our dog for a week while we were out of state. We will absolutely be booking with him again!”


Kathy & Brad K.

“Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!”