Dog Walking Midtown

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

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Midtown, 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: Alexandra I.
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Alexandra I.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
30 reviews
6 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is an excellent dog walker/caretaker. My dogs love her and she is 100% reliable. She goes out of her way to help her clients. Her communication is excellent and timely. Highly recommend.

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Amy N.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
19 reviews
12 repeat clients
17 years of experience
Milwaukee, WI, 53206

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
23 reviews
9 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: Rebecca M.
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Rebecca M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

On time all the time! Very kind and professional!

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Rishi S.
Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
82 reviews
31 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: Nina W.
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Nina W.
from
$18
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
152 reviews
56 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Nothing but great things to say about Jackie! She was able to walk Jenko on a last minute request. Have used her on multiple occasions since. Great communication and follow up. Definitely recommended her for any dog walking needs

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Steven C.
Sitter Profile Image: Jodi C.
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Jodi C.
from
$20
per walk
5.0 out of 5 stars
36 reviews
11 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

Was able to help me with my baby on such short notice. Always very helpful and helps me keep track of any abnormal bms. :)

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Mariah S.
Sitter Profile Image: Jacob Q.
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Jacob Q.
from
$18
per walk
5 years of experience
Milwaukee, WI, 53208

About: I am an Elementary teacher during the school year. I truly love all dogs and I am excited to get to spend the summer meeting new dogs! Confident and comfortable with all types and sizes. During the summer my availability is pretty much wide open on weekdays. As far as weekends, I can be flexible if given notice ahead of time. I treat all animals with love and gentleness. I am able to take frequent walks and give a lot of 1 on 1 attention to your pup.

Sitter Profile Image: Riley L.
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Riley L.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

Riley was wonderful with Rocky! It was great to receive pictures from their walks each day. I’d definitely recommend her to anyone looking for a reliable walker :)

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Emily D.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$18
per walk
5.0 out of 5 stars
22 reviews
9 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

If you’re looking for a dog walker I highly recommend Melissa. She was prompt, professional, and took excellent care of my small dog. She asked relevant questions about my dog before leaving for the walk, and afterwards gave me a thorough update of the walk. I feel comfortable with her in charge of my beloved sweet furry friend!!

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Julie B.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$16
per walk
1 repeat client
13 years of experience
Milwaukee, WI, 53202

About: I have been around dogs my whole life and have had lots of experience with walking dogs of all shapes and sizes! I enjoy going for walks with dogs. I’m a high school teacher on my summer break, so I am available almost everyday at all times of day, especially mornings and mid afternoon around 3 or 4pm I love to take dogs on walks in different areas! For example, I love to walk the bike path, neighborhoods, the beach, parks, etc! Any environment works.

Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
267 reviews
74 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

Leandrea always provides stellar service and communication no matter what she does. We had Leandrea stay in our house and used her walking services. Each time she was awesome in both caring for my scared dog and with communication!

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Eric T.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$16
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Wauwatosa, WI, 53213

Reliable, great communication, helped us out last minute! Would definitely recommend.

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Stephanie D.
Sitter Profile Image: Romeo V.
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Romeo V.
from
$20
per walk
2 years of experience
Kilbourn Town, Milwaukee, WI, 53205

About: I own two cats of my own with my partner, so I’m very experienced in caring for cats. Additionally, growing up I have cared for dogs of all sizes. Right now, my schedule is very open as I work on developing my own company. This leaves lots of time for quick check-ins with your pets and extended overnight stays. I am very clean in my own home, and I will ensure that I am the same in yours. I will always clean up after myself and after your pets (which goes without mentioning)

Sitter Profile Image: Emilee C.
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Emilee C.
from
$17
per walk
10 years of experience
Kilbourn Town, Milwaukee, WI, 53233

About: Hi! I’m Emilee, and I would love to care for your pet like they’re my own. I’m currently in grad school, so responsibility, attention to detail, and reliability are second nature to me. Because I am currently in clinical training, my schedule can vary slightly week to week. However, I plan ahead and update my availability regularly to avoid conflicts. When I accept a booking, I am fully committed to showing up on time, maintaining routines, and providing attentive, consistent care. I provide engaging, safe walks tailored to each dog’s personality and energy level, always using secure leashing and awareness of surroundings. When boarding in my home, I offer a supervised, low-stress environment with scheduled potty breaks, consistent routines, and plenty of affection to make the transition away from home as smooth as possible.

Sitter Profile Image: Karina J.
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Karina J.
from
$10
per walk
6 years of experience
Kilbourn Town, Milwaukee, WI, 53205

About: My name is Karina and I've owned and cared for cats my entire life. While I've always wanted to add a dog into my family, my father is allergic. However, I never resist mingling with dogs whenever I can! I'm very experienced with caring for cats, including feeding, cleaning the litter box, etc. I am so open to home visits to check in on dogs as well as walk them. Outside of animals, I'm a pharmacist! Additionally, I love to travel, go to new restaurants, and cozy up with a good book. Feel free to contact me with any questions you may have! I do work full time (~ 11 hour shifts) so an animal who would need 24/7 care may not be the most ideal for my schedule, however I do have consecutive days off pretty frequently. I will listen to you and your wants/needs and how you care for your animals. I know some owners love to keep their dogs in the crate when they're away, and I would do the same.

Sitter Profile Image: Tishara M.
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Tishara M.
from
$28
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

Sitter Profile Image: Jose C.
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Jose C.
from
$16
per walk
10 years of experience
Milwaukee, WI, 53208

About: Growing up, my family and I owned and trained 5 German Shepherds with such different personalities. As an adult, I’ve cared after and trained dogs as small as miniature poodles to large rescue mutts. I have a lot of patience and experience in animals of all training levels, and I love going on long walks. I have a flexible work schedule where I can work from home multiple days out of the week (besides Weds) which allows me to have plenty of time for your fur baby! I am available for long weekend boarding, and always available for drop-in care visits and walks :) I have a spacious apartment and a fenced in dog park located at my residence. I am also within a 10 min walk from two parks! If boarding, I have plenty of space for crating.

Sitter Profile Image: Molly M.
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Molly M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
4 years of experience
Avenues West, Milwaukee, WI, 53233

About: I absolutely love dogs and have spent a lot of time caring for them. I've looked after various breeds and ages, making sure each one feels comfortable and happy. My main goal is to provide a safe and loving environment for your furry friend. As a high school senior, I'm available on weekends and some weekdays. I make sure to balance my schoolwork and pet care responsibilities, so your furry friend will get the attention and care they need during my available times. I make sure pets feel safe and comfortable whether they're at my home or in their own home. I keep a clean and pet-friendly environment, and I always follow any specific instructions the owner gives me. Plus, I make sure to spend plenty of time playing and interacting with them to build trust and keep them happy!

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The median cost per walk for dog walking in Midtown is $20

Dog parents share their Rover experiences - Midtown

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5.0 out of 5 stars

Alex is completely reliable and cares about the dogs in her care. She goes above and beyond for her clients and is always friendly and easy to work with. You won’t find a better person to help with your pets.

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Amy N.
Dog Walking
5.0 out of 5 stars

Lea is awesome. She is very responsive and takes great care of our puppy. He loves her! Would recommend!

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Tori M.
Dog Walking
5.0 out of 5 stars

We appreciate Erica's communication and are very happy with her services. We hope to book again soon!

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Donald B.
Dog Walking
5.0 out of 5 stars

Travis is so kind and knowledgeable, I felt comfortable with him right away. My dogs were also comfortable with him very quickly and that means a great deal to me. He has been reliable and a great communicator.

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Amy N.
Dog Walking
5.0 out of 5 stars

Maggie is great! She went above and beyond to build trust and comfort with Pippin and she always provides detailed messages on how their visits go.

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Mikala H.
Dog Walking
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

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Dog Walking
5.0 out of 5 stars

This is the third time we have had Emily come help take care of our dog and I have nothing but great things to share. She is always on time, sends great pictures, but most importantly I know that she is attentive to our dog and her needs. For example, a few weeks ago, Emily watched our dog for a weekend when we were out of town. At that time, I gave instructions to let the dog out in the backyard before going on the first walk of the day because our dog always has a few zoomies first thing in the morning and it will make the walk smoother. When she came to do an AM walk this time, she remembered about the zoomies and let our dog out back for a few minutes before heading out. I hadn’t remembered to remind Emily of that, so it felt great knowing that she took initiative and catered to our dog’s specific habits/needs. Additionally, I had a neighbor share (unprompted) that they noticed how wonderful the interactions were between Emily and our dog. They said that they heard Emily talking to our dog when they were together and really focused on her, not just going through the movements of taking a dog for a walk. I will continue to book Emily and can confidently recommend her.

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Sabrina C.
Dog Walking
5.0 out of 5 stars

Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!

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Nina S.
Dog Walking
5.0 out of 5 stars

Isabella is a prompt and efficient dog walker. My pup was excited to see me when returning home from work and I was excited that my apartment showed no signs that he was stressed or anxious since he saw a friend midday!

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Noah S.
Dog Walking
5.0 out of 5 stars

Jessica is fantastic! She is on time, gives my dogs a good walk and excellent care and is 100% reliable. She notifies me if something out of the ordinary happened (like my dog counter surfing and eating a pie!) and even brought in a package that was left by my door. I’m so glad we found her.

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Amy N.
Dog Walking
5.0 out of 5 stars

Hope is so great! Very good with communication and helping out with all the details. Highly recommend

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Benji M.
Dog Walking
5.0 out of 5 stars

Steven was fantastic! As a first-time dog owner, I’ve never left my puppy alone or with anyone else until now, so this was a big step for me. I’m so grateful to have found someone I (and Moose!) trust and feel comfortable with. He took great care of Moose, and it definitely showed - Moose is happy and completely worn out after the day. Thank you for taking such good care of him!

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Gillian H.
Dog Walking
5.0 out of 5 stars

Elise walks my dog twice a week, and it’s been a fantastic experience. She is friendly, reliable, and genuinely loves dogs. My dog took to her right away and looks forward to her visits. I also appreciate the reports, pictures, and consistency—she go above and beyond. Highly recommend to anyone looking for dog walker! Highly recommend to anyone looking for a trustworthy and kind dog walker!

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Suzanne 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

Is great with Strummer and has been quick to respond with any questions I have had and updating with pictures and feedback after walking Strummer.

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Eric A.
Dog Walking
5.0 out of 5 stars

Best dog walker we have ever had. Ashley was amazing with Rhubarb and always sent the best pictures and walk notes. Will be looking to hire her again in the future!

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Jackson R.
Dog Walking
5.0 out of 5 stars

Sydney has been great! She’s amazing with my dog, communicative, and flexible. I would definitely book her again!

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Bethany D.
Dog Walking
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