Dog Walking in Clarke Square, Milwaukee, WI

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Clarke Square dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Berenice B.
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Berenice B.
from
$20
per walk
4.9 out of 5.0 stars
238 reviews
96 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Bernice is very kind and easy going- I never used rover so she helped me understand the process. She was great about coming at the time agreed upon and took great care when walking my dog!

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Sarah K.
Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5.0 stars
72 reviews
26 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

Vanessa has been walking my dog regularly for several weeks now and I couldn’t be happier with her help. She’s been very patient and loving with my dog, flexible on the schedule, and provides great walk reports and pictures. Thanks, Vanessa!

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Lily D.
Sitter Profile Image: Sydnee E.
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Sydnee E.
from
$20
per walk
5.0 out of 5.0 stars
8 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53233

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.

Sitter Profile Image: Jamie S.
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Jamie S.
from
$14
per walk
5.0 out of 5.0 stars
24 reviews
11 repeat clients
17 years of experience
Avenues West, Milwaukee, WI, 53233

Thanks again Jamie! Augie enjoyed his walk. We appreciate your help.

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Gabriel S.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$15
per walk
5.0 out of 5.0 stars
4 reviews
10 years of experience
Milwaukee, WI, 53208

About: Pet Care Experience I’ve been around animals my entire life, and caring for dogs and cats has always been a part of my daily routine—not just a hobby. I grew up in a home with pets, started dog sitting in college simply because I loved it, and have now spent the last six years caring for pets outside of my own family. I’m comfortable with all ages, from energetic puppies who need structure and routine to seniors who need slower walks, medication reminders, and a little extra patience. What Sets Me Apart I don’t approach pet care as a quick drop-in and leave. I pay attention to your pet’s personality, their comfort level, and their routine so they feel safe and understood while you’re away. I follow feeding schedules, walk times, training cues, and house rules exactly as you set them. I’m calm, reliable, communicative, and take pride in providing updates that actually tell you how your pet is doing—not just photos, but eating habits, mood, energy level, bathroom breaks, and anything that may matter to you. I’m also a full-time law student, which means I take responsibility and organization seriously. My schedule is flexible outside of two classes a day, so I can be consistent with visits, walks, and routine-based care. I understand that pets thrive on predictability, and I work to keep their day feeling as normal as possible while you’re away. Whether your pet wants playful attention, structured exercise, or quiet companionship, I adjust to what makes them feel secure. My goal is for you to trust that they’re not just being cared for—but truly cared about. I’m currently a full-time law student, but my schedule is very flexible. I’m only on campus for two classes a day, and the rest of my coursework is reading and writing, which I can easily do from home. Because of that, I’m able to build my study time around pet care rather than trying to squeeze pet care into a packed schedule. Whether I’m caring for pets in my home or yours, my focus is always the same: a calm, safe, and predictable environment where your pet feels secure. In my home: I maintain a structured, low-stress space with regular feeding times, walks, enrichment, and quiet rest periods. I follow whatever rules you have at home (crate use, furniture preferences, treat limits, etc.) so your pet’s routine stays familiar. I supervise closely, keep doors and food items secured, and make sure they always have clean water, a comfortable resting spot, and plenty of attention. In your home: I treat your space with the same respect and care I give my own. I follow your instructions exactly—feeding schedule, potty breaks, walk routines, medications, preferred toys, and boundaries. I keep things tidy, safe, and consistent so your pet doesn’t feel like everything changed just because you’re away. My goal is to maintain their normal routine and comfort level, not disrupt it. Communication & trust: I provide regular updates with photos and notes on how they’re eating, bathroom habits, energy level, and overall mood. If I notice anything unusual, I let you know right away. I understand what it means to trust someone with your pet and your home, and I don’t take that lightly. Your pet’s comfort, routine, and safety come first—whether they’re curling up on my couch or napping in their favorite spot in yours.

Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$27
per walk
5.0 out of 5.0 stars
10 reviews
6 repeat clients
10 years of experience
Milwaukee, WI, 53203

First time using rover and this was a great beginning! Violet seemed happy and got her exercise in. Will be using Lauren again!

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Sarah H.
Sitter Profile Image: Kayla R.
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Kayla R.
from
$20
per walk
5.0 out of 5.0 stars
121 reviews
37 repeat clients
8 years of experience
Bay View, Milwaukee, WI, 53207

Kayla is awesome. Brownies is usually shy with people he first meets, but with Kayla he’s very comfortable and she handles him well with care. Happy we found a match here on Rover.

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Brittany J.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$18
per walk
4.9 out of 5.0 stars
248 reviews
76 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa is wonderful with our 2 pups. She is great with her communication and has taken exceptional care of them; they look forward to their weekly walk with her!

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Lindsey M.
Sitter Profile Image: Sydney F.
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Sydney F.
Star Sitter
from
$17
per walk
5.0 out of 5.0 stars
5 reviews
3 repeat clients
2 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I’ve been taking care of dogs for years, but done it more seriously the past two years. I do overnight stays with my friends/families dogs, and a lot of dog walking! I’ve done everything from administering medications to cleaning up accidents. I work from home, so my schedule is very flexible! I don’t have time constraints (for the most part), so I can take my time caring for your pets. I would like to say I’m very good at being aware of my surroundings. I’ve taken care of dogs that aren’t dog-friendly, so I know how to handle those situations when on walks, etc. I also realize that growing trust with animals is extremely important.

Sitter Profile Image: Caitlyn M.
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Caitlyn M.
Star Sitter
from
$17
per walk
5.0 out of 5.0 stars
21 reviews
5 repeat clients
20 years of experience
Lyons Park, Milwaukee, WI, 53219

Caitlyn is an amazing dog walker! She truly loves Oliver like her own. She always sends great pictures and keeps us updated, which we really appreciate. She makes sure he’s fed, played with, and cared for, and she consistently goes above and beyond. We feel so lucky to have her and highly recommend her!!

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Angelito T.
Sitter Profile Image: Bret H.
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Bret H.
from
$20
per walk
5.0 out of 5.0 stars
13 reviews
6 repeat clients
10 years of experience
Milwaukee, WI, 53204

I travel for work so I tend to use lots of different walkers. Bret has got to be one of the best! Really good work ethic. Bret is a caring person and an all around solid guy you can count on!

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Jay M.
Sitter Profile Image: Sekara W.
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Sekara W.
from
$16
per walk
21 years of experience
National Park, Milwaukee, WI, 53215

About: I’ve cared for animals my whole life — from cats and dogs to rescues with special needs. I treat every pet like family and make sure they feel safe, loved, and understood. Whether your pet is playful, shy, or senior, I provide calm, reliable care and always go the extra mile to keep them happy. Pet care fits naturally into my daily routine. I enjoy spending time outdoors and love starting and ending my day with walks, feedings, and cuddles. Caring for animals brings me peace and structure. I create a safe, relaxed space where pets feel right at home. I focus on their comfort, follow their schedule, and make sure they’re never left unsupervised or without fresh food and water. Their happiness and safety always come first.

Sitter Profile Image: Meghan E.
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Meghan E.
from
$20
per walk
5.0 out of 5.0 stars
20 reviews
2 repeat clients
8 years of experience
Avenues West, Milwaukee, WI, 53233

About: Graduate student. Very organized and an absolute animal lover! Feel free to reach out for any pet needs! Love your dog like I love my own I currently work part time and go to school so I have time to actively walk a dog and give it my full attention. I am usually free all day on weekends and mornings on weekdays I will create a safe space for your dog to play and pay full attention to your animal. Any necessary information given to my by the owner I will make sure to pay extra attention to jt

Sitter Profile Image: Hannah N.
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Hannah N.
from
$16
per walk
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’m a regular dog foster and walker at MADACC, so I’m comfortable catering to all different pup personalities and needs! A lifelong animal-lover, I’ve taken care of all kinds of dogs since I was young, from puppies to senior medical care. I work remote 3 days a week and have no pets of my own, so I have lots of availability to give your dog the attention and care they need! Whether you’re looking for a midday walker or somewhere to take your pup for a long weekend, I can make most anything work. Tuesdays and Thursdays are generally the only days I am unavailable. I have a spacious apartment in a dog-friendly building where your dog will have plenty of space to lounge around! I live close to the Summerfest grounds so I have plenty of access to green space for long walks, or just a quick jaunt around the block depending on their preferences. I treat every dog I care for like my own, so you can rest assured your pup will be well cared for with me!

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per walk
5.0 out of 5.0 stars
57 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

Lilyia was so great! She was super responsiva and communicative and took our walk requests on last minute notice.

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Courtney & Jack J.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$25
per walk
5.0 out of 5.0 stars
46 reviews
12 repeat clients
11 years of experience
Milwaukee, WI, 53204

Amazing as always. So accommodating and the pets LOVE her

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Katie C.
Sitter Profile Image: Selena S.
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Selena S.
from
$13
per walk
5.0 out of 5.0 stars
7 reviews
1 repeat client
10 years of experience
Silver City, Milwaukee, WI, 53215

Selena is so amazing! She is super reliable and takes such good care of my puppy. She treats him like her own and he loves her so much. She always send me pictures while they’re out walking and I love to get updates like that. It brings me a lot of peace of mind to know he’s in such good hands when he’s with her.

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Amy N.
Sitter Profile Image: Katarina N.
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Katarina N.
from
$16
per walk
4.8 out of 5.0 stars
13 reviews
11 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

did everything i asked. i had one happy pup

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Roman P.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
77 reviews
17 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

About: Local restaurant owner who apparently can’t sit still. Love meeting all the kittens and cats on this app. I have two of my own and just got a pitbull puppy. I specialize in giving insulin if needed, medication/pills, and telling your kitty how pretty they are. Very flexible, wide open schedule right now! My schedule was limited to cat visits but now I’m open to pups now that my puppy isn’t as demanding of my time I have two very nice dog friendly cats and just got a puppy. Unfortunately my home is not open to other animals just yet as she’s a wild one

Sitter Profile Image: Hailey S.
Verified Enhanced Background Check
Hailey S.
from
$20
per walk
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I've had dogs, cats, and even fish my entire life, and caring for animals has always come naturally to me. Over the years, I’ve gained hands-on experience with a wide range of breeds and personalities — including Labrador Retrievers, German Shepherds, Malteses, Huskies, and many lovable shelter pups. I’m confident working with pets of all sizes, energy levels, and temperaments. Whether it’s a playful puppy, a senior dog needing extra patience, or a shy rescue cat, I’m here to offer gentle, attentive care. I treat every animal like part of the family — with plenty of love, playtime, and belly rubs (if they’re into that!). I’m also great at sticking to routines and following special instructions — whether your pet needs medication, extra exercise, or just a little extra reassurance while you’re away. Right now, I don’t have a full-time job and am focusing on applying to medical school, so I’m available weekdays during normal working hours. I can also do occasional later afternoon visits. I’m not taking weekend bookings at the moment. I have my own dog who I care for every day, so I’m happiest when I can balance giving love and attention to both your pets and mine during the week. I’d love to help care for your furry family members while fitting into a routine that works well for all of us! I provide dog walks and play visits at your home, so your pets stay comfortable in their familiar environment. I prioritize safety by always keeping pets on leash during walks, watching for hazards, and giving them plenty of breaks and water. Since I rent an apartment, I do not offer overnight or in-home pet care, but I’m fully committed to making every walk and visit enjoyable, safe, and stress-free for your furry friends. I treat each pet as if they were my own and always respect your home and routines. I have my own car, which allows me to arrive promptly and comfortably at your home for walks and play visits. This helps ensure I’m dependable and flexible with scheduling. I’m happy to provide updates and photos during visits so you can feel confident and connected while you’re away.

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Clarke Square dog parents share their Rover experiences

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5.0 out of 5.0 stars

Hannah is very personable. She is easy to communicate and work with and very obviously loves critters. I am so grateful for her entertaining my ranbunctious dog while I am at work.

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Silas S.
Dog Walking
5.0 out of 5.0 stars

Erica was a huge help in a last minute situation. Super accommodating and easy to communicate with. Will definitely use her again!

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Ellen C.
Dog Walking
5.0 out of 5.0 stars

Selena is so amazing! She is super reliable and takes such good care of my puppy. She treats him like her own and he loves her so much. She always send me pictures while they’re out walking and I love to get updates like that. It brings me a lot of peace of mind to know he’s in such good hands when he’s with her.

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Amy N.
Dog Walking
5.0 out of 5.0 stars

Jensen ALWAYS goes above and beyond from miscellaneous baked goods, to finding your dishes done AND my dog loves him! Would highly recommend!

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Amanda W.
Dog Walking
5.0 out of 5.0 stars

Sarah did a great job with my dog. She was available last minute as well which helped me out significantly. Unfortunately we are moving away but I know she will be missed!

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Areej S.
Dog Walking
5.0 out of 5.0 stars

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!!

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Danielle C.
Dog Walking
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Dog Walking FAQs

Frequently asked questions about Rover

If you’re searching for a Clarke Square dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

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 Clarke Square.

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.