Dog Walking In Uptown Milwaukee

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

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Top rated Uptown 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: Kathy S.
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Kathy S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
232 reviews
60 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Kathy is so sweet and helpful! She was very patient with my dog who can be pretty shy and really made an effort to make her feel comfortable!

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Julie D.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53208

I really appreciated Elizabeth's willingness to do a meet and greet before the first walk. She was super patient and understanding with my anxious pup. Would recommend!

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

Charlotte has been wonderful with our dog Douglas. Highly recommend to anyone needing a reliable dog-walker!

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Marisa T.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per walk
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy is so great! Kobe is a happy pup when she’s take him for a walk!

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Natalie F.
Sitter Profile Image: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$16
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

Jennifer was great with my anxious dog. Very kind and understanding! I appreciated her willingness to do a meet and greet before the first walk!

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Melissa D.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
100 reviews
29 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle was a lifesaver for a last minute booking. Great correspondence, timely arrival and excellent skills with my dog. Will definitely book again. Thank you!

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Kenneth K.
Sitter Profile Image: Thomas M.
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Thomas M.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Wauwatosa, WI, 53213

About: I've had multiple dogs over the last 30 years. Mainly Bull Mastiffs, Border Collie Mix, and multiple Pitties. We lately have been adopting older dogs to give them the best end of life possible. For friends I've watched many smaller to larger dogs, comfortable with all. I have experience with all sorts of meds and care, although I prefer to stay away from anything with needles when possible. We've been to the vet more times than I can count, and have gotten good at understanding/reading dog behavior and signs of distress. I have experience with all soft of personalities...shy or alpha, lazy or rambunctious, etc. I like to understand them and work with them where they are at so they enjoy themselves and are happy. I'm a pretty calm presence and in general dogs trust me right away. My wife will joke that I am a dog whisperer as dogs tend to follow my lead easily, but I think it is simply being confident and projecting that you are there to take care of them. I have a very flexible work schedule and am home most of the time. I only have 1 dog right now (Oscar, 82 lb Pitty who loves everything and everyone...he walks around with soft toys like they are his dolls), but will likely be back to 2 in the near future. I walk my pup(s) pretty much every day. We live near Hart Park and the Oak Leaf Trail so getting out to walk along the river/parks is very easy. New to doing this formally rather than just for friends. Normally watch friends dogs at their place. If we take care of your pup in our home, we will always have 1+ pups that will be other-dog friendly. My wife and I have a small Tosa home but fully fenced-in yard to be able to let them out at any time day or night without worry. We have a small main floor but it has 3-4 dog beds and multiple toys (prefer dogs who are ok with soft toys, as our pup(s) don't rip those up. Will likely prefer caring for your pup in your home, it simply mitigates the crowding in the house and any potential conflicts. If I look after any cats, those would be at your house. We no longer have cats and aren't prepped for that in any way.

Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
14 reviews
9 repeat clients
16 years of experience
Milwaukee, WI, 53206

Jessica is amazing! Our dog Gabby stayed with her during the day and they got to enjoy nice walks, go to the park and get lots of play time. Jessica kept us updated during the day and sent us lots of cute pictures. Gabby is excited to see her again!

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Chadwick and Mayara M.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
19 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney was awesome! She took a lot of super cute photos and was communicative and respectful. I would highly recommend her for your next walk!

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Ashley C.
Sitter Profile Image: Ray L.
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Ray L.
from
$19
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Milwaukee, WI, 53208

Ray is a conscientious, kind, caring animal charmer. Anyone who can tame my daughter’s little ball of anxiety Maltese is a miracle worker. We will be booking her again.

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Mary V.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
31 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Chelsea was great with my two pups! The snow and ice and the corresponding salt on the sidewalks make things a bit more challenging for my senior dog, who has arthritis and poor vision. But Chelsea made sure they did their business in a caring way...she even carried my older dog for a portion of the way because one of her paws was hurting, likely from the salt/ice-melt. I highly recommend Chelsea!!

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Anita F.
Sitter Profile Image: Olivia V.
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Olivia V.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53226

Olivia is reliable, honest, caring and is a wonderful friend to our dog Stella! She has a great attitude and excellent communication skills. We highly recommend her.

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Jeremy & Julie B.
Sitter Profile Image: Sierrah C.
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Sierrah C.
from
$14
per walk
7 years of experience
Wauwatosa, WI, 53213

About: Ive taken care of dogs since I was little. From puppies to seniors, I’m experienced in all stages of life. Seeing dogs happy brings me so much joy. I love being playful with pups but also gentle and caring. I am studying my work but I do have plenty of free time to take care of animals. My schedule is fairly flexible whether it’s early mornings, mid day or evenings. Pups need playtime! I’m always willing to play- having their favorite toy, a fenced backyard or a leash is all I need. I love giving dogs scratches and belly rubs. If needed, I could crate them up/put is designated area.

Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per walk
5.0 out of 5 stars
44 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

Krystal continues to do an excellent job walking our dog, Taters. Taters is always excited to see Krystal coming, and Krystal has been flexible and accommodating when our schedules changed and we needed to reschedule walks. She’s easy to work with and is clearly great with dogs!

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Liz R.
Sitter Profile Image: Skylyn S.
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Skylyn S.
from
$12
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
9 years of experience
Wauwatosa, WI, 53213

About: I have been around animals in my family my whole life and have always enjoyed taking care of them and keeping them entertained. I have been working at Central Bark Doggy Daycare for 5 months and have experience with lots of breeds! I currently am in school and a sport, my availability for pet care on a weekday will have thee windows from (11:48pm-1:05pm), from (2:16pm-3:20pm) and from (5:45pm-11pm) unless I work at my other job in the evening I will only be available for the first window of time. I live with my parents and pets of my own so my house is not available for pet care. But when I am in a clients home I always leave it just as neat as I left it. I would prefer if I knew where all cleaning supplies are in order to clean up any pet messes!

Sitter Profile Image: Riley L.
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Riley L.
from
$16
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

About: Hi! I would be an amazing pet sitter because I love animals. Ever since I was little I have had pets whether dogs, cats, ducks or turtles. I am currently in college and away from my dog Nalla so taking care of your pet would honestly be special for me too. One of the main reasons I am on rover is because I love to walk and hike and figured why not add a companion. Hi! I am currently on break from work and school so I can make anything work! I am available everyday of the week at any hours necessary! I sadly cannot have any pets in my home because I live in an apartment but I can take that out for walks in areas near me! I also am used to taking care of a dog when I am home so can do whatever the owner needs!

Sitter Profile Image: Neenah H.
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Neenah H.
from
$20
per walk
10 years of experience
Wauwatosa, WI, 53213

About: I would squeal when I saw my dog every morning. It made him so happy to see me, he'd pee! That's how much I love them and they love me! I've taken care of dogs for most of my life, even through some pretty serious health issues. I had to leave our family pets at home in Wisconsin when I came to California for college. Playing with your pets and taking great care of them will help fill a void in my heart. Life is just better with dogs in it! I am a college student and kept my schedule open to have time for a part-time job. I am available during the week and weekends and can be flexible depending on your needs. I know how important it is to exercise dogs, especially big ones, so if they need exercise, I'm super active and would love to go for walks or play fetch. If rest and snuggles is what your pet needs, I'd love to do that, too. And I'll make sure to clean up any messes they make when I'm with them.

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Uptown dog parents share their Rover experiences

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5.0 out of 5 stars

Mary is so great with my puppy and will even work on training while they are walking. We are so lucky to have Mary’s care and expertise!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Andrew was great! On time, great communication, my pup is skiddish around new people but warmed up to Andrew in mins. Will definitely continue to use him for walks. Would definitely recommend him for you and your pup!

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Joel V.
Dog Walking
5.0 out of 5 stars

Jeanne was amazing with our puppy! We can’t wait to have her back to play with her again. Definitely recommend her for all your doggo needs!

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Lindsey G.
Dog Walking
5.0 out of 5 stars

She was amazing! My dog is not usually very friendly with people and she came over before the walk to meet him and he warmed up to her immediately!

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Jack V.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

Michelle did a fantastic job with Finn! She was attentive, communicative, and sent lots of pictures, which we really appreciated. We will definitely be requesting her for walks in the future.

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Steve S.
Dog Walking
5.0 out of 5 stars

Charlie was a little nervous at the beginning but Emily was so patient with him and won him over. Thanks so much!

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Erica D.
Dog Walking
5.0 out of 5 stars

Monsserath stopped in at lunch and walked my puppy. She was great and communicated well! I’d recommend her.

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Becca S.
Dog Walking
5.0 out of 5 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 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 stars

Caitlin was amazing! She took great care of my dog Coffee and also got some very cute pics of him. Highly recommend as a dog walker!

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Blessing O.
Dog Walking
5.0 out of 5 stars

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.

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Jackie A.
Dog Walking
5.0 out of 5 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 stars

Samantha was great with our dog, Frankenstein! She was timely for our scheduled walks and left Frank a happy boy. Great pictures too!

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Jeff M.
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
5.0 out of 5 stars

Excellent service!!! He took good care of my dog on her walk. He calmed her down when she got nervous. Arrived on time, gave the report of the walk Would highly recommended Alex with his knowledge of GSD.

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June S.
Dog Walking
5.0 out of 5 stars

Eleyna had been amazing walking our 3 dogs. The pictures and communication we have received puts us at rest they are in great hands. We would recommend her to anyone and will be using her throughout the summer.

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Kim H.
Dog Walking
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If you’re searching for a Uptown 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 Uptown.

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.