Dog Walking Uptown

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

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Over 19
pet parents in Uptown have booked dog walking

Uptown, Find top rated dog walking

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
239 reviews
61 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: Ivy G.
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Ivy G.
from
$20
per walk
5.0 out of 5 stars
42 reviews
14 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy is fabulous! Kobe loves their walks - he’s a high energy pup and so happy after time with Ivy!

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Natalie F.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
20 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

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
107 reviews
9 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: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
10 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: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
10 repeat clients
17 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: Michelle Y.
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Michelle Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
102 reviews
29 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

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.
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: 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: Curtis K.
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Curtis K.
from
$16
per walk
10 years of experience
Wauwatosa, WI, 53213

About: Dogs are my kind of people, loyal, silly, soulful, and always ready for a good walk or cuddle. I bring genuine enthusiasm to every visit, whether it’s tossing a tennis ball for the fifth time or patiently encouraging a shy pup to come out of their shell. Because I truly love dogs, I pay close attention to their routines, moods, and energy levels. Whether it’s a rambunctious retriever or a slow-strolling senior, I adapt my care to what makes them happiest and healthiest. Your dog isn’t just a client they become part of my daily joy. Pet care blends seamlessly into my daily rhythm, acting as gentle checkpoints that anchor my routine. Feeding, cleaning, and playtime create consistency, while weekly tasks like grooming or toy rotation keep things fresh. These moments build a quiet connection between me and my pet and often serve as welcome pauses in a busy day. For happy, healthy pets at home, stick to consistent routines, clean litter boxes and feeding schedules for cats, daily walks and playtime for dogs. Offer cozy spaces, rotate toys, and check their health regularly. A bit of structure and love goes a long way for any furry friend.

Sitter Profile Image: Makenzie B.
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Makenzie B.
from
$15
per walk
10 years of experience
Milwaukee, WI, 53208

About: I’ve worked as a dog groomer and at a dog kennel and I’ve also had lots of personal pets of my own from Puppies, Kittens, elder dogs with medications. So I can give your pets medications along with grooming and taking care of them in the aspect of making sure they’re healthy from working in a veterinary clinic in the grooming department. I am completely open, I have a pet cat that lives with my grandma so she’s taken care of fully so I can take care of your pets as needed as much as possible! I can take care of what you need in every aspect, whether you need your dog washed, nails trimmed, brush teeth, cat nail clipping, anything you ask I can bring and do for you for extra if needed! I also have a traveling pet bath with waterless shampoo and brush set for a good grooming if your pet needs it!

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

Chelsea did an amazing job walking my pup Leo. She was so responsive and sent updates which always makes me feel at ease. My pup is a nervous Nellie around other dogs and she did a wonderful job managing his behavior. Couldn’t recommend enough!!

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Nicole P.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
21 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: Haani Shay M.
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Haani Shay M.
from
$17
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Golden Valley, Milwaukee, WI, 53222

We have been working with Haani for a month so far. She's so great with Gus! Since she started working with Gus, he's gotten better at understanding and listening to commands and not pulling when he's on his leash. He's always so happy to see her! Haani communicates well and is really reliable. We're excited to keep working with her.

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Amy L.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$16
per walk
1 repeat client
5 years of experience
Wauwatosa, WI, 53213

About: I have had dogs of my own since I was 9 years old. I LOVE dogs--especially small ones! I have trained all of my dogs. I board friends' dogs in my home all the time, and am now excited to move into boarding strangers' dogs here on Rover! I work full-time, a mix of in-office and at home. I work from home on Thursdays and have flexibility on Fridays, so it works best for me to be able to provide boarding on long weekends (Thursday-Sunday). I am happy to provide your pet with seamless care and match what they are used to in your home. I have a large yard and a quiet neighborhood. My home has many rooms and I have some gates so that I can separate pets if needed. I also have a puppy play pen for smaller/younger pups who need their own space.

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

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Sitter Profile Image: Danitza R.
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Danitza R.
from
$26
per walk
18 years of experience
Wauwatosa, WI, 53210

About: Grew up taking care of animals — have always had dogs (big and small, puppy to adult) and grew up around a farm, so I am comfortable around different animals. I am familiar with their needs, behavioral queues, and differences. I work from home most days, so I could easily work from the hosts home, or host the dog with me (shorter periods of time). The dog can free roam in my apartment, there is no issues with furniture. I have enough space to play with them inside, and work flexibility to give frequent walks. I live in an apartment with a fenced in backyard. Other neighbors have dogs and regularly let them sniff around back there with no issue, though I would not leave the dog unattended back there and would opt for regular walks.

Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per walk
5.0 out of 5 stars
44 reviews
13 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: Neenah H.
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Neenah H.
from
$20
per walk
5.0 out of 5 stars
2 reviews
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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The median cost per walk for dog walking in Uptown is $20

Dog parents share their Rover experiences - Uptown

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5.0 out of 5 stars

Ivy was great with my anxious dog! Very understanding and patient. I appreciate her willingness to do a meet and greet before the 1st walk.

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Melissa D.
Dog Walking
5.0 out of 5 stars

Charlotte was on time and paid attention to my dog and let me any details that she noticed. Very kind.

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Justin K.
Dog Walking
5.0 out of 5 stars

Great things to say about Riley! Will definitely use her again. Very professional and timely and was great with my dog!

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Alayna H.
Dog Walking
5.0 out of 5 stars

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Dog Walking
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

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
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Sitters in Uptown average 4
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