Dog Boarding in Jackson Park, Milwaukee, WI
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Top rated Jackson Park dog boarders
“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
“They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!”
“Rebecca is fantastic! This is the second time she’s watched our two dogs and we couldn’t be happier with the care she provided. She sent regular updates with photos and was helpful with communication from start to finish. Most importantly our girls came home happy and healthy.”
“Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!”
“Brooke was top notch! She watched my dog Ned and took him in with open arms. He has epilepsy and requires medication and special needs/attention and I was so impressed with her care for him. He played with her other doggos, got brushed regularly, walked routinely, and he was overall loved at her place. I would recommend her to anyone! Thank you Brooke :)”
“Lillian was wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!”
“Megan and Richard were so great. So flexible when our plans changed and took great care of Dom. They sent the cutest photos and videos of our little man and we felt great knowing he was in loving hands. They read all of the care instructions and made sure Dom felt safe. We will be back next time we’re in Milwaukee!”
“Tyler and his boys took great care of our dog while we were gone for just over a week. Our dog loved sniffing in his backyard and getting all the cuddles. Tyler was super responsive and communicative and I’d definitely recommend him!”
“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”
“This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!”
“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”
“Highly recommend! Courtney is such an animal lover. I never had any worries knowing that she would take care of our dog like her own. She boarded our 10 month old pup two weekends in a row and sent so many videos and pictures of her and the other dogs having the best time. The second weekend we dropped off our pup she was so excited to go back!”
“Alberto and Chance were great watching our furry son this weekend. We loved the updates and pictures they sent. Our dog was happy and in a playfully mood when we went to pick him up, it means he was very well taken care. Thank you Alberto and Chance!”
Loving dog boarding sitters in your neighborhood
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Maria & Nayibe B.Star Sitter
“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”
Michelle G.
Star Sitter
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
Kathy & Brad K.
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
Katharine & Michael S.Star Sitter
“They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!”
Rebecca S.Star Sitter
“Rebecca is fantastic! This is the second time she’s watched our two dogs and we couldn’t be happier with the care she provided. She sent regular updates with photos and was helpful with communication from start to finish. Most importantly our girls came home happy and healthy.”
Ashlee K.
“Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!”
Michelle Y.Star Sitter
“Our dogs were well taken care of with Michelle. She sent lots of pictures and updates and kept them on their normal schedules. Would recommend!”
Mindy W.Star Sitter
“Mindy always takes such good care of our dog! He gets plenty of exercise and we always gets great picture updates throughout his stay, highly recommend!”
Brooke K.Star Sitter
“Brooke was top notch! She watched my dog Ned and took him in with open arms. He has epilepsy and requires medication and special needs/attention and I was so impressed with her care for him. He played with her other doggos, got brushed regularly, walked routinely, and he was overall loved at her place. I would recommend her to anyone! Thank you Brooke :)”
Daniel & Holly L.Star Sitter
“Daniel was a very conscientious and caring host for my pupper. Thanks for giving her a home away from home for a day. Would book with Daniel again.”
Sarah J.Star Sitter
“Sarah was wonderful. She was able to take Flip in on short notice and took great care of him, providing is with great information while we were away.”
Lillian T.Star Sitter
“Lillian was wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!”
Megan & Richard S.Star Sitter
“Megan and Richard were so great. So flexible when our plans changed and took great care of Dom. They sent the cutest photos and videos of our little man and we felt great knowing he was in loving hands. They read all of the care instructions and made sure Dom felt safe. We will be back next time we’re in Milwaukee!”
dawn s.Star Sitter
“Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it!”
Tyler P.
“Tyler and his boys took great care of our dog while we were gone for just over a week. Our dog loved sniffing in his backyard and getting all the cuddles. Tyler was super responsive and communicative and I’d definitely recommend him!”
Lisa W.Star Sitter
“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”
Mary G.Star Sitter
“This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!”
Stacey M.Star Sitter
“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”
Courtney W.
“Highly recommend! Courtney is such an animal lover. I never had any worries knowing that she would take care of our dog like her own. She boarded our 10 month old pup two weekends in a row and sent so many videos and pictures of her and the other dogs having the best time. The second weekend we dropped off our pup she was so excited to go back!”
Alberto V.
“Alberto and Chance were great watching our furry son this weekend. We loved the updates and pictures they sent. Our dog was happy and in a playfully mood when we went to pick him up, it means he was very well taken care. Thank you Alberto and Chance!”
Jackson Park dog parents share their Rover experiences
Only the second time we have gone on a long trip without our dog and our first experience using River. Tommy had a great time and we felt very comfortable with him staying with Mandi and Jeff and their pups. They were very caring and easy to work with. They also sent plenty of photos and messages during the stay which was greatly appreciated. Hoping Tommy can come back for another stay sometime soon.
Tracie is a considerate and conscientious caregiver for my two older Pugs. My girls need various Eye Drops, special diet and medication’s. Tracie took good care of them and made sure that they were happy and safe. I would definitely use her again for future pet care. One thing to keep in mind is that Tracie owns a fearful dog who is uncomfortable with people visiting the house. So I was not able to see her home; I simply had to drop my girls off and pick them up in the front of her house. Everything was fine.
Breonna watched my 2 chiweenies for 4 days while I went on a trip. She took such great care of them and they were happy and relaxed when I picked them up. She was very communicative and kept me updated during the days they were with her. Additionally, Breonna is a lovely person, and I felt very secure leaving Meatball and Nikki in her care. I would absolutely ask her to watch my pups again!
Popular requests near you
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1. Search
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Jackson Park.
Rover makes it easy to find Jackson Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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