Dog Boarding Jackson Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 19 pet parents in Jackson Park have booked dog boarding
Jackson Park, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!”

“Stacey and her husband were extremely sweet and welcoming to my girl Joon. I loved that they had a well-lit fenced in yard and treated Joon like their own. We will gladly book again in the future!”

“Marilynn was UNBELIEVABLE with my dog!! He’s a difficult rescue and she was aware of it, but gave him a chance. He doesn’t tolerate other dogs, but by the end of his 24 hour stay he was playing in the yard with several other dogs (all larger than him). I was in shock. She is truly the dog whisperer and I’d trust Todd with her any time. Thank you so much, Marilynn!!!! You truly do love pets. ❤️”

“Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️”


“Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!”


“Dan and Holly are two of the most caring people around. They took great care of my border collie, Buddy, and assured me that his 2 week stay with them would be a positive experience. I had absolutely nothing to be concerned about. Buddy become a temporary part of their family during his stay and was afforded all of the attention that he needed. What a fantastic set of canine caregivers Dan and Holly are. My extreme gratitude goes out to them.”

“Rebecca and her family were great hosts for our 2 year old golden! She communicated and gave me tips, pictures, and more! I can tell Ella had so much fun! In addition, their house is super dog friendly and she truly cared about keeping our dog comfortable during her stay. I would 100% re-book her again!”

“Mary and Fernando were wonderful, they spoiled our Josie pup. Josie loved playing with her two dog new friends! Mary sent plenty of photos and videos throughout the week, which we loved! Fernando even stayed up to midnight for the pickup because our flight was delayed. I would definitely recommend Mary and Fernando to watch your pup!”

“Zachary was great with my petsitting needs - especially given that I reached out for the first time within a week of needing the help. He fit me into his schedule for a meet n greet (which went really well), I really liked that he had a fenced in backyard. The stay was arranged for 5 days (I ended up coming back a day early and was able to pick him up early). Zachary provided updates early in the stay to let me know how my dog was settling in. Zachary was very responsive to my messages and was quick to reply. If you have a dog with separation anxiety (like mine), it was great that he lives in a house, so there were no wall neighbors (such as apartments) to worry about with any barking. If I find myself traveling for a few days again, I will definitely reach out to see if Zachary is available to watch my dog!”

“So thankful to Tyler and his adorable boys for taking care of our old dog! He’s not special needs but is in his sunset years and needs extra love and attention. Thank you so much for taking care of my little senior with such love!”

“Tracy is the best dog sitter! My dog was given the attention she likes. There were other dogs that my pet met at Tracy’s that she made friends with. She got to play outside and go for walks. It was her dream come true!”

“Debbie was amazing with Olive!! She provided constant updates and photos which we love. She didn’t bat an eye when our flight home got delayed and she had to stay with Olive longer then expected. Will definitely use her again and recommend her to anyone!”


“Sara was both completely professional and warm/kind with Kiara. She was ready to set up a meet & greet when it worked for us. She was also patient when our schedule changed a bit for drop off and pick up, and let us shift the times a bit. Most importantly, Kiara had a great time with plenty of walks and trips to the dog part with her new dog friend Josie.”


“How and Lilly did a great job, as usual! CC seemed to have a wonderful first night at their place and they sent multiple updates and photos that put my mind at ease. Highly recommend!”

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

The median cost per night for dog boarding in Jackson Park is $45
Dog parents share their Rover experiences - Jackson Park
Jill was excellent in keeping our two dogs on the 4th of July. Everything was perfect including a quiet and cool house for our dogs, to a perfect backyard they could sniff around in. Thank you again Jill and if we are back in Milwaukee we will be sure to book with you again.

Sarah was great with Simba! He did one overnight & l she communicated with me very well (sent over pictures & responded fast as well). This was the first time Simba came back home relaxed & happy (not stressed or relieved to be home). Which made us feel very pleased & comfortable that Sarah had taken great care of Simba. We already have upcoming bookings with her !

Dan and Holly are so sweet and they really care about your dogs well being. You can really tell they consider all their guest dogs part of the family. They take safety and intake seriously, they have a form with all questions about behaviors they might run into. I felt so safe leaving Nala with them, they really know what they’re doing! I will be booking with them again.

Yshonda was such a kind and knowledgable sitter for Poppy. She was great at managing Poppy’s medication schedule and sent cute videos throughout her stay! Poppy came home happy along with a goodie bag of doggie gifts, she’s already looking forward to her next sleepover with Yshonda!

Zach was great! I really appreciate he receives one client per booking, that was helpful for my anxious dog. They loved being couch potatoes and going to the outside to play and hunt invisible animals. My dogs felt at home really fast! Also he was willing to learn a couple of commands in Spanish to communicate with my mexican dogs ❤️.

Tracie was wonderfully attentive and great with our pup! We’ll definitely be booking again in the future. Great communication, and respectful of our dog’s needs. Our dog can be a bit leash reactive, but Tracie was mindful to introduce her carefully to her own pets and make sure our dog was comfortable. Thank you, Tracie!!

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