Dog Walking In Old North Milwaukee, Milwaukee

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

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Top rated Old North Milwaukee 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: Alyssa B.
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Alyssa B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

Alyssa is very fast to respond to messages, and she took good care of our new puppy Cricket.

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Matthew H.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
97 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

Always a pleasure. Pooh loves seeing Charles and we are thankful to have his help. Charles is easy to work with and great with our special needs senior dog.

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Mary L.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$15
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I started off taking care of small animals, but then became trained as a kennel attendant and enrichment specialist in my growing career in animal care. I wanted to offer more to my local community with the current skills I have, along with learn and grow with every pet and parent! I’m aware of how dogs communicate with each other with body language and have been trained to break apart a fight, even before a fight could start.

Sitter Profile Image: Charlotte M.
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Charlotte M.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
97 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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J F.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
8 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Kobe loves his walks with Ivy! Hes a high energy pup and she’s great with him!

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Natalie F.
Sitter Profile Image: Ryan T.
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Ryan T.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
136 reviews
24 repeat clients
15 years of experience
Milwaukee, WI, 53217

We love Ryan and Delilah! We have been so lucky to have them as dog walkers and house sitters. Ryan sends us the best videos and he is one of the only dog walkers we have had that likes to play with our pup. They always leave our house spotless and we trust them 100%! Wonderful people, highly highly recommended!!

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Margaret M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$16
per walk
16 years of experience
Borchert Field, milwaukee, WI, 53121

About: I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I'm comfortable managing multiple dogs at once, maintaining routines, and ensuring each dog feels safe, exercised, and cared for. I prioritize calm, structured walks, positive reinforcement, and clear communication with pet parents. I also have experience with overnight boarding, feeding schedules, leash manners, and providing companionship throughout the day. I have a small friendly dog named Bob who gets along well with other dogs. With owner permission, Bob can join walks to provide socialization and companionship which is especially helpful for dogs with anxiety or who enjoy gentle interaction. Safety, cleanliness, and individualized care are always my top priorities. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
50 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?

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Amy G.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
267 reviews
123 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan has been great, and Gizmo loves her! She will take him for walks, be sure he goes potty, and play with him in the yard for a bit. Jan is also flexible should a scheduling conflict arise. She truly loves dogs and looks forward to seeing Gizmo a few times a week!

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Ryan F.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
155 reviews
39 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne is so good with our two boys. We appreciate all of the updates when they’re on their walks. Carrianne also gives great advice & helps us better our knowledge with one of our dogs who is a leash puller.

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Asia P.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$15
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Glendale, WI, 53217

About: I recently adopted my own dog as a puppy during the pandemic and have been a proud dog mom ever since! Besides my own dog I have experience with walking extended families dogs and caring for my friends dog while they were out of town. I'm looking to use the skills and experience I have gained to care for other pets in my neighborhood! I'm currently a new grad school student at UWM (go panthers) so my schedule has a bit of flexibility to it. I have classes in the evenings at the moment and would prefer to do morning walks during the week or anytime during the weekend! While at a clients home I am very attentive to their pet and its needs and make sure to give it the same love and care as I would my own!

Sitter Profile Image: Travis H.
Verified Background Check
Travis H.
from
$30
per walk
5.0 out of 5 stars
313 reviews
104 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Rover asks me how well Sylvia enjoyed her time with Travis. Though I’ve asked her a couple of times, she just won’t elaborate. What I can tell you is that Travis is a good communicator and is prompt. 🙂

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Denise L.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$16
per walk
2 years of experience
Arlington Gardens, Milwaukee, WI, 53222

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 2 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Romy S.
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Romy S.
from
$16
per walk
8 years of experience
Glendale, WI, 53209

About: Ive had dogs all my life, my family always had a couple dogs no matter what happens. I come from a big family who loves a lot of house and companionship. And dogs make the best companions. I will take extra good care of you loved one and I will make sure you are in great hands when I take care of them! I have school Monday through thursday but I have time in between classes to run home and walk them if need be. I work the weekends 3pm to 11pm Friday and satruday, then Sunday 7am to 3pm I will take great care to make sure they are comfy and have everything they need. I will play with them as much as they want and I will ensure that they're safe

Sitter Profile Image: Marilia D.
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Marilia D.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
79 reviews
25 repeat clients
15 years of experience
Estabrook Park, Milwaukee, WI, 53217

Marilia was so wonderful with my dog even though she was being a huge rascal. I so appreciate how understanding and considerate she is! I would definitely recommend her to any of my friends and would be honored if she ever walked my rascal dog again!

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Aurie I.
Sitter Profile Image: Payton R.
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Payton R.
from
$20
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Milwaukee, WI, 53206

Payton was accommodating and professional. We will reach out to her again in the future!

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Julianna L.
Sitter Profile Image: Emma W.
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Emma W.
from
$18
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
Uptown, Milwaukee, WI, 53210

Emma was Great! Super prompt with responses, meet and greet was great walk through. On time, great walk for our dog, and great communication, will definitely use Emma again!

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Jennifer B.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica took the best care of Max! Her communication was impeccable and you could see the quality in her care she provided for our dog. We could tell Max looked forward to his walks with her. We would highly recommend her care with anyone’s pet!

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Abigail B.
Sitter Profile Image: Laura P.
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Laura P.
from
$15
per walk
5.0 out of 5 stars
6 reviews
30 years of experience
Milwaukee, WI, 53209

About: With years of experience caring for dogs of all sizes—from a tiny 20-pound chihuahua to a giant 140-lb bulldog—I know how to make every pup feel safe, happy, and loved. Whether it’s playtime, treats, or just extra snuggles, I tailor my care to your dog’s unique personality. As a patient, easygoing, and dependable sitter, I treat every pet like family (just ask my kids—I’ve even flown cross-country to help with theirs!). You can count on me to be on time, attentive, and full of love for your furry friend. Currently offering drop-in visits and dog walks on Mondays, Tuesdays, Thursdays, and Fridays! 🐕✨ I'm a family caregiver, so my hours are flexible—feel free to reach out, and we’ll find a time that works for you! Your pup’s safety and comfort are my top priorities! Leash manners: Due to a recent knee surgery (recovering well!), I can only accept walks with dogs who are gentle on-leash or small in size. (No strong pullers, please—for their safety and mine!) Home environment: For drop-ins, I’ll follow your care instructions meticulously, ensuring routines stay consistent. Trust: As a lifelong pet lover and caregiver, I treat every animal like family. You’ll receive updates (photos included!) so you know they’re happy and safe.

Sitter Profile Image: Acacia L.
Verified Enhanced Background Check
Acacia L.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

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Old North Milwaukee dog parents share their Rover experiences

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5.0 out of 5 stars

Thank you for taking the boys out in the snow and taking great care of them! We appreciate your communication!

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Cody Y.
Dog Walking
5.0 out of 5 stars

Genesis is always reliable and takes excellent care of my pup! She truly loves and cares for everyone’s pet that she takes care of. She’s so communicative and kind to both me and my dog Heidi! :)

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Paige T.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

If you’re searching for a Old North Milwaukee 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 Old North Milwaukee.

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.