Dog Walking in Jackson Park, Milwaukee
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Jackson Park dog walkers

“Emily was quick to respond when I was needing someone to take care of my dogs with very short notice. Throughout the process she has been very communicative, reliable, and my dogs were well taken care of.”


“Berenice was great with our pup! She quickly gained her trust with treats and wiped her paws off after walking in the snow. She was on time and respectful of our home. Will definitely use Berenice again!”


“Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️”


About: I’ve had at least 1 pet my entire life, so I’m no stranger to caring for pets in my home. Beginning in middle school and until now, I’ve been entrusted by family, friends, and coworkers to take care of their pets while they’re away. I have experience with house visits, walking or dog park trips, and overnight care. While I don’t have direct experience with pets who require medical attention, I’d be happy to learn with you. I do have experience with senior pet care. Overall, I guarantee I’ll take care of your pet like my own! I recently graduated from PA school and am job searching currently, so I have plenty of time to play with your pets! I’m available for daytime care or overnight care daily. When looking after your pet, I will always take care of them like my own. I’m happy to play with them in the yard, take them on walks or to the park, lounge with them on the couch on a rainy day, or crate them if needed. I can stick to strict meal or medication times and will ensure they have potty breaks with appropriate clean up.

“Linsey is wonderful! She walks our pups on a regular basis. She is timely and a great communicator; she lets us know how the walks went, if there were any issues and lets us know well in advance if there are scheduling conflicts that need to be worked around. Highly recommend Linsey for your dog walking needs.”


“She is fantastic with Rooney!! So at ease knowing she is there to take care of my little sausage! Her attention to detail and the care she takes with him is very comforting! So very thrilled to be working with her!”


About: I've always had pets in the house since I was little, dogs and cats mostly. I have two of my own dogs, trained them both when they were puppies. I also volunteered at the Wisconsin Humane Society for 8 years, I was a dog walker, which entailed cleaning rooms, walking them, feeding them, playing with them, etc. Always had so much fun seeing all the types of dogs coming in. I'm currently working full time but I normally work the same days, shifts varies from week to week. But I would like to add more fun to my life and not so strict with work work work. So I would love to add more Rover days to my weeks as time goes on. I have a fully fenced yard, plenty of space in the yard and in the house. I have baby gates to rooms that don't need to be entered and at the top of some of our steps to prevent falls. Always pay attention any unusual signs that the pet might be in distressed. Also aware of little things as I come across them with the fur babies.

About: Growing up we had three dogs and they all lived very long lives and unfortunately passed within the span of a few months. We rescued two beautiful cocker spaniels Charlie and Minx to go along with our family dog Maya who was coincidentally a cocker spaniel. My job in the family was always to take care of the cats, dogs, and rabbits. I loved taking care of animals and my favorite activity was going for walks with the dogs. I currently am enrolled at MATC and am in the radiography program. I have a long break before registration for the Radiography petition window is open and would love to spend my extra free time taking care of pets. I also set my availability as available for all days of the week to accommodate last minute appointments. From our cat Moo to my leopard gecko Richard all of the animals in my house are pampered daily. I would treat each clients animal the same way that I treat mine. All animals are treasures and we as humans are honestly blessed to get to take care of them. All animals have different personalities and I believe that each one requires different kinds of care. Some animals loved to be touched and held whereas some are hesitant at first or it may make them anxious. Being able to respect and discern these traits early on will help make the animal feel more relaxed and trust you.

About: My children and I love dogs! I have been around dogs my entire life. I had a dog growing up who I adored. She was part of our family so I do understand how important it is that you feel comfortable with your dog sitter while you are away. I live in West Allis in a 3 bedroom townhouse with a decent size unfenced front yard and several parks in the neighborhood that we go to often. I would love to provide a caring environment for your dog. I offer overnight stays in my home, drop in visits, and dog walking services. I am more than happy to send daily photos, text updates, or phone calls regarding your furry family member's care. Look forward to meeting you and your pet.

About: I’ve had pets my whole life, so I understand how stressful it can be to find someone to take care of your pets while you’re away or even just gone for the day at work. Our pets are the whole world to us so it’s important you find someone you trust. I hope that once you get to know me I can be that person for you! I have over 13 years experience as I have been around animals my whole life. I love learning their little personalities the things they love whether it’s going for a walk and they have a specific fire hydrant they always stop at or a specific toy at home they always love to play with. Currently I have a cat named Stella who has provided me lots of experience in anxious cats as well as in tricks on giving medication. I am currently a substitute teacher with the summer off so I can provide pop in visits throughout the week as well as the weekends! Safety of pets is my number one priority with your pets as well as my own. I will always care for your pet like they are my own when I am with them to ensure they have adequate care. I will get to know your pet and notice when things may seem off if they aren’t feeling well. I also maintain safety when walking with your pet and making sure to learn their temperament before walks as well.

About: I’ve done this for years I do conduct these services with a second person. Her name is Jazmine and she has just as much experience as I do I work a lot so my girlfriend usually does all the day time stuff while I do the nightly so I’ll always be available whether it’s me or her I have an apartment with a good amount of toys. I live alone so your pet will be my only friend. The area is pretty safe and I know some better areas your pet might enjoy. If you want I can always take them to dog parks as well. I do have 2 cats. Both kittens. All they do is stay in my room so they are harmless

About: I've been around animals my whole life and currently share my home with three cats and one dog - it's a full house! I have hands-on experience caring for senior dogs, including my own 13-year-old who needs daily medication. I also grew up with huskies, so I'm no stranger to high-energy breeds and the active care they require. On the flip side, I'm just comfortable with laid-back pus - my pug keeps things goofy and fun. Whether it's administering meds, going for long walks, or just providing companionship, I bring patience, energy, and love to every pet I care for. I work full-time remotely, which gives me the flexibility to offer morning and afternoon drop-ins and walks during the week. On weekends, I'm fully available for all listed services and can accommodate a wider range of times. My home has a partially fenced yard and system of tall gates inside to safely separate cats and dogs when needed, so every pet can feel secure and relaxed. I'm happy to kennel your pup if that's part of their routine or needed for comfort. Your pet's safety and peace of mind are always my top priority.

About: I know how stressful it can be having to leave your beloved fur baby in someone else's care, which is why I care for every animal like they are my own and to the highest standard so that you can stress less. I've had Goldens my whole life and I've been dog sitting since I was 15 years old. I currently have two rescue Pit Terrier mixes. I love being active and going for long walks and jogs with dogs. I enjoy playing, cuddling, scratching bellies and making sure your fur babies get all the love, attention, and stimulation while you are away. I have experience with fearful and geriatric dogs. I am a High School Spanish teacher during the day (se habla español). I can come by or board after 4pm on weekdays or on weekends anytime. In the summer, I have lots of availability and flexible hours! I have a fenced yard and two parks close by that are great for walks. My two pups love Rover play dates and get along with most dogs.

About: I’ve cared and loved for dogs since I was probably 8 (if not younger). If your dog needs a buddy to run around with, play, snuggle, or just needs someone around to watch them if they’re a little naughty, I got you covered. I’ve cared for puppies, elderly dogs, well behaved and not so well behaved pets. I have provided oral medication as well as maintaining hygiene with baths. I understand every dog has a different daily routine, and i’m happy to make sure your dog is as comfortable and happy as possible. I work at Target, mainly closing shifts but an occasional morning (willing to share more in depth schedule if you have questions, just ask!) I always have off on Wednesdays and usually another day of the week. If you need long term care, let me know 3+ weeks in advance and I can happily assist! I am available most mornings. However, I have a pretty much open availability for cats needing to stay at my apartment for an any period of time. Again, if you have any questions about certain days just ask! At my home, I have 2 cats and tons of toy options to choose from. I unfortunately cannot hold dogs in my apartment, I would love to, however I live in a smaller apartment with not much yard space and that just feels unfair to the dog. At your home, I will do the best I can to follow your pets daily routine unless given other instructions.

About: Hi, I'm Isabelle! I am a graduate student at the Medical College of Wisconsin looking to spend some time taking care of dogs in the Milwaukee area. I’ve grown up with dogs my whole life, and have had a natural affinity for all kinds of animals. I love spending time with dogs, throwing a ball for them, taking them on walks, or just giving them attention. Dog walking is awesome because I want to spend time with as many wonderful pets as I can! I’ll treat them just as well as I would like my pets to be treated since I know how important they are. Prior to Rover, I have done pet sitting for family, friends and neighbors, and have volunteered with the humane society as a cat and dog socializer. I am eager to meet new dogs and dog parents! I am available on weekends and weekdays for dog walking or check-in visits. My schedule is pretty flexible and I would love to include dog walking throughout my week. I can care for pets in your home for overnight or daytime dog-sitting. I have experience with in home dog-sitting for vacations about one week long in which I provide frequent walks, dog park visits, play, as well as daily care and hygiene. For dog walks, I can walk your dog around the neighborhood or to a local dog park for some socialization and off-leash time.

About: I had dogs and cats of my own throughout my life and I love to care for them as if they are my own with lots of attention . I’m always home and could care for your pet, with frequent potty breaks, play with them , and take them for walks. They will love to be in my home with lots of love and attention . I will never leave your dog or cat unattended, I will always have them next to me when I take them outside to play or potty.

About: I’ve cared for family pets all my life. I grew up on a ranch and spent lots of time with all kinds of animals; dogs, cats, horses, chicken and goats to name a few. I’ve got lots of patience and love for furry friends. Most of my work experience is education and care for young kids and children with disabilities. These skills transfer greatly to work with all living things! I work part time and would love to have some regularly scheduled walks or drop in each week! I’m available during the day for the most part. I have one cat, Sasha, who is a little scaredy cat, but she can be very playful. I also have a small fenced in yard that is shared with my downstairs neighbor and his small dog, Connie.

“Rucha was absolutely amazing! She was so great about communicating with me and walking both my dogs. I had a last minute cancellation with my prior person while I was already on vacation and I’m so thankful that she was able to jump in last minute! This is someone I will be keeping in mind for all future walks. 10/10. I cannot say enough great things! Always such detailed report cards and pictures as well!”


About: I’ve taken care of family and friends pets for 10+ years and have always had dogs of my own! I have experience with dogs as small as shi tzu and as large as English mastiffs. I am recently completed medical school, so I will be home most of the time until I start residency in July! I already take my dog on 2+ walks a day around my quiet neighborhood and enjoy playing with my pup in the evenings! I live in a single family home with a fenced yard on. I regularly walk my dog around the neighborhood and play fetch on a 30ft leash in an open field at the park around the corner. I am able to come to your neighborhood to care for your dog as well! I am home full time since I completed medical school and do not start work until July. This allows be to be home for boarding or make trips to your home to care for your pets as needed! I care for dogs as if they are my own. I understand what positive play looks like for dogs of varying sizes and encourage dog owners to let me know what their dogs typical day looks like so I can mimic it as closely as possible.
Loving dog walkers in your neighborhood
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Emily S.Star Sitter

“Emily was quick to respond when I was needing someone to take care of my dogs with very short notice. Throughout the process she has been very communicative, reliable, and my dogs were well taken care of.”


Berenice B.


“Berenice was great with our pup! She quickly gained her trust with treats and wiped her paws off after walking in the snow. She was on time and respectful of our home. Will definitely use Berenice again!”


Mary C.Star Sitter

“Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️”


Sydnee E.
“Sydnee is a wonderful dog walker. She took care of my Australian Shepherd for the last 1 year. She is trustworthy and treated Tucker like her own! Recommend her to anyone needing someone to look after their pets!”


Linsey C.Star Sitter

“Linsey is wonderful! She walks our pups on a regular basis. She is timely and a great communicator; she lets us know how the walks went, if there were any issues and lets us know well in advance if there are scheduling conflicts that need to be worked around. Highly recommend Linsey for your dog walking needs.”


Sarah J.Star Sitter

“She is fantastic with Rooney!! So at ease knowing she is there to take care of my little sausage! Her attention to detail and the care she takes with him is very comforting! So very thrilled to be working with her!”


Dash T.
“Dash began walking dogs at the Humane Society when he was 15 because he had such a love for them and wanted to help. He is patient, loving and driven to make sure animals are safe and loved. He is my go to on anything related to learning how to create healthy meals for my owns dogs. He goes out of his way to go the extra mile with his own pets. Pet care is the perfect job for him. Your pet will be in great hands!”


Alexander A.
“Alex is a great pet sitter/ dog walker, he has taken care of my animals and house numerous times when I have needed a sitter. Last month, I asked Alex if he could watch my two dogs and cat, and as always, he was reliable, and my animals love him. Alex also has the most adorable and well-kept cat at his own house, which is always a pleasure to see. Alex is always respectful of my house and my animals when he is tasked with sitting for me. I would recommend him as a sitter for others, and think he is very well suited for this job.”


Angie B.

“An enthusiastic "thumbs up" for Angie and her children!!! Angie and her children took excellent care of our family dog, Willa, a golden retriever. Willa settled in nicely with all the attention, kindness, and loving care. We were so pleasantly surprised when Angie sent us periodic texts of photos of our dog, safe and sound in Angie's home. Never a kennel again.”


Faith K.
About: I’ve had pets my whole life, so I understand how stressful it can be to find someone to take care of your pets while you’re away or even just gone for the day at work. Our pets are the whole world to us so it’s important you find someone you trust. I hope that once you get to know me I can be that person for you! I have over 13 years experience as I have been around animals my whole life. I love learning their little personalities the things they love whether it’s going for a walk and they have a specific fire hydrant they always stop at or a specific toy at home they always love to play with. Currently I have a cat named Stella who has provided me lots of experience in anxious cats as well as in tricks on giving medication. I am currently a substitute teacher with the summer off so I can provide pop in visits throughout the week as well as the weekends! Safety of pets is my number one priority with your pets as well as my own. I will always care for your pet like they are my own when I am with them to ensure they have adequate care. I will get to know your pet and notice when things may seem off if they aren’t feeling well. I also maintain safety when walking with your pet and making sure to learn their temperament before walks as well.


Kaitlyn D.
“Kaitlyn stayed with my dog for a couple weeks when we were out of town, and we couldn’t be happier, she did a great job, took her out when needed and in general took really good care of her. Would definitely ask her to take care of her again and I totally recommend to ask for Kaitlyn if you need someone to take care of your pet.”


Stephanie C.
“Stephanie is a top-tier dog whisperer—equal parts dependable caregiver and canine concierge. Whether she welcomed our pups into her home or came to ours, she showed up with love, energy, and a camera roll full of happy tails. She played, she pampered, and she always made sure the outdoor business got handled (dignity intact). Our dogs practically packed their own bags when it was time to visit her—and didn’t even give us a second glance. If Rover had a 10-star rating system, she’d break it.”


Katherine B.
“Katie looked over my two dachsunds like they were her own. I was very happy with her updates and communication. My dogs always looked forward to her visits. Highly recommmend!”


Haley B.
“Haley is great with pets! She knows when they need space, comfort or just some extra lovin. Haley is a good choice to watch your fur baby.”


Isabelle W.
“Isabelle is truly an animal lover and has amazing work ethic with pet care and everything else! She loves taking long walks with dogs and and is super conscientious about their needs. Isabelle is great at keeping us informed about any issues and is very responsive to texts. Your pet will be in very loving, responsible hands with Isabelle!”


Jennie P.

“Sent great pictures, and communicated quickly to help book last minute.”


Maria R.
“Maria is a good loving person she has cared for my two dogs in the pass and they love her so much, the times they do see her they don’t leave her side, I recommend Maria as a sitter for any of your pets .”


Sirena S.
“I have been using Sirena for over a year to care for my elderly dog, and I couldn't be happier with her service. She has provided overnight care, boarding, and drop-in visits, and throughout this time, she has proven to be incredibly reliable and trustworthy. What truly stands out is the bond she has formed with my dog. He is very connected with her, and I can tell he feels completely comfortable and safe in her care. It’s such a relief to know he’s in good hands. Additionally, her cat and my dog have become friends over the past few months, which adds an extra layer of warmth and comfort to the experience. I highly recommend Sirena to anyone looking for a caring, dependable, and genuinely loving pet sitter.”


Rucha N.

“Rucha was absolutely amazing! She was so great about communicating with me and walking both my dogs. I had a last minute cancellation with my prior person while I was already on vacation and I’m so thankful that she was able to jump in last minute! This is someone I will be keeping in mind for all future walks. 10/10. I cannot say enough great things! Always such detailed report cards and pictures as well!”


Margaret K.
About: I’ve taken care of family and friends pets for 10+ years and have always had dogs of my own! I have experience with dogs as small as shi tzu and as large as English mastiffs. I am recently completed medical school, so I will be home most of the time until I start residency in July! I already take my dog on 2+ walks a day around my quiet neighborhood and enjoy playing with my pup in the evenings! I live in a single family home with a fenced yard on. I regularly walk my dog around the neighborhood and play fetch on a 30ft leash in an open field at the park around the corner. I am able to come to your neighborhood to care for your dog as well! I am home full time since I completed medical school and do not start work until July. This allows be to be home for boarding or make trips to your home to care for your pets as needed! I care for dogs as if they are my own. I understand what positive play looks like for dogs of varying sizes and encourage dog owners to let me know what their dogs typical day looks like so I can mimic it as closely as possible.
Jackson Park dog parents share their Rover experiences
Alexandra is the best!! She’s been coming to walk and play with my two pups weekly for a few months now. Besides my babies having a great time with her, she has great communication with me, and she really enjoys teaching them new things. She helped give medication and walking my girl pup with a sling after she had a TPLO knee surgery. I am very thankful for Alexandra.

Leandrea has taken care of our crazy boxers (dropins and walks) several times now and does a great job. She goes above and beyond to make sure they have water and are loved and cared for. She's trustworthy and keeps me updated throughout any dropins with texted messages and photos. I will continue to use her in the future!!

How Rover works
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Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Walking FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Jackson Park.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker 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 walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
