Dog Boarding in Holler Park, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Holler Park dog boarders
“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!”
“Amy and family took great care of our dogs for a week. She sent photo updates and it seems our dogs made them selves right at home there. We truly appreciate having someone who loves our dogs like we do!”
“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!”
“Elba kept me in the loop with pictures and updates about how my baby reacted to a different atmosphere and around other dogs. She looked like she had a lot of fun. Totally recommend her.”
“Mary took excellent care of my dog Blizzard when I was gone for a long weekend. He can take a while to get comfortable in a new place, and she was very patient and understanding. He was very cuddly with her when I picked him up, so I know he felt cared for!”
“Joe's exceptional professionalism and commitment to our peace of mind during our vacation was truly remarkable. Despite our dog's reluctance to interact with other dogs, Joe ensured their safety and well-being by keeping the dogs separated. His place was neat and tidy and they made to sure communicate the issues with us on time.”
“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!”
“We strongly recommend Blythe for dog sitting. She did an excellent job with our Finnish Spitz which can be difficult at times, bonded well, and kept us updated. We recommend her without any hesitation.”
“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!”
“Jack saved my weekend by accepting a request to board my dog just a couple hours ahead of time. He was great with my dog and even took him for a two mile run. He was easy to communicate with and very responsive. I would highly recommend him!”
“Debbie was awesome! She sent many pictures and took good care of our furry son during our weekend getaway, even took him on little summer fun! We were lucky to have found her. Thanks, Debbie !😊”
“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!”
“Hannah did a great job taking care of our little boy. Since this was our first time using Rover we were a little apprehensive. But we were very happy we choose Hannah. Would definitely rebook with her again.”
Loving dog boarding sitters in your neighborhood
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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!”
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!”
Amy K.
“Amy and family took great care of our dogs for a week. She sent photo updates and it seems our dogs made them selves right at home there. We truly appreciate having someone who loves our dogs like we do!”
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!”
Elba M.Star Sitter
“Elba kept me in the loop with pictures and updates about how my baby reacted to a different atmosphere and around other dogs. She looked like she had a lot of fun. Totally recommend her.”
Mary H.Star Sitter
“Mary took excellent care of my dog Blizzard when I was gone for a long weekend. He can take a while to get comfortable in a new place, and she was very patient and understanding. He was very cuddly with her when I picked him up, so I know he felt cared for!”
Joe S.Star Sitter
“Joe's exceptional professionalism and commitment to our peace of mind during our vacation was truly remarkable. Despite our dog's reluctance to interact with other dogs, Joe ensured their safety and well-being by keeping the dogs separated. His place was neat and tidy and they made to sure communicate the issues with us on time.”
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!”
Blythe R.Star Sitter
“We strongly recommend Blythe for dog sitting. She did an excellent job with our Finnish Spitz which can be difficult at times, bonded well, and kept us updated. We recommend her without any hesitation.”
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!”
Jack S.Star Sitter
“Jack saved my weekend by accepting a request to board my dog just a couple hours ahead of time. He was great with my dog and even took him for a two mile run. He was easy to communicate with and very responsive. I would highly recommend him!”
Debbie L.Star Sitter
“Debbie was awesome! She sent many pictures and took good care of our furry son during our weekend getaway, even took him on little summer fun! We were lucky to have found her. Thanks, Debbie !😊”
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!”
Hannah K.
“Hannah did a great job taking care of our little boy. Since this was our first time using Rover we were a little apprehensive. But we were very happy we choose Hannah. Would definitely rebook with her again.”
Holler Park dog parents share their Rover experiences
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!
Ali provided outstanding overnight care for my pet. His professionalism, kindness, and genuine love for animals truly stood out. My pet returned calm and happy, and I felt completely at ease throughout the stay. I highly recommend Alireza to anyone seeking a trustworthy, compassionate, and reliable pet sitter.
Mikeila was great! We had our 70 lb dog stay with her for 10 days. He is the type of dog that if stressed at all will stop eating, but that didn’t happen with Mikeila and her family! He returned to us happy and healthy! Communication with Mikeila was fantastic! She sent updates and pictures every day, and was always very quick with her responses. Highly recommend! We would not hesitate to use her again! Thank you Mikeila!
Popular requests near you
Select a filter and find qualifying Holler Park sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Holler Park.
Rover makes it easy to find Holler 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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