Dog Walking in Cold Spring Park, Milwaukee, WI

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

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Top rated Cold Spring Park 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: Elizabeth B.
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Elizabeth B.
from
$12
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
188 reviews
54 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica went above and beyond all expectations! She was great with Sullivan and even brought in a package off of our porch when she dropped sully off. Amazing walker and will definitely book again! ☺️

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Markie J.
Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
73 reviews
27 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: Nylia G.
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Nylia G.
from
$16
per walk
5.0 out of 5 stars
2 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

About: All my life animals have been a part of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dog, taking him on walks, cuddling with him, and playing fetch with him! Same with my kitten she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I have open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have 1 dog a 13 year old chihuahua, and a 6 month old kitten. scrappy and Anastasia are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week.

Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$16
per walk
5.0 out of 5 stars
3 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: Aubrey A.
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Aubrey A.
from
$20
per walk
5.0 out of 5 stars
61 reviews
16 repeat clients
27 years of experience
Lower East Side, Milwaukee, WI, 53202

Aubrey did so great with Philly! Communication is great and I appreciate all the pictures she left us! Looks like our dog warmed up to her right away!

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Kinga P.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$27
per walk
5.0 out of 5 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: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
94 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: Jackie C.
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Jackie C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
134 reviews
46 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: Ivy G.
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Ivy G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
31 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: Jamie S.
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Jamie S.
from
$14
per walk
5.0 out of 5 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: Cassie B.
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Cassie B.
from
$22
per walk
5.0 out of 5 stars
2 reviews
3 repeat clients
24 years of experience
Story Hill, Milwaukee, WI, 53213

Cassie was very responsive and helpful with my new puppy! She was flexible and accommodating. I would recommend her to anyone looking for Walker or sitter!

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Kole B.
Sitter Profile Image: Thomas M.
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Thomas M.
from
$16
per walk
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: 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: Meghan E.
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Meghan E.
from
$20
per walk
5.0 out of 5 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: 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 did a great job working with my two French Bulldogs! If you are looking for top notch care, I would highly recommend her.

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Stacy P.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
94 reviews
28 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

My dog loves Jeremy. She spins in circles and wags her tail when I ask if she wants to play with Jeremy. Plus, for the people side of the equation, he is reliable and prompt. Couldn't ask for a better walker.

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Katherine K.
Sitter Profile Image: Sydney P.
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Sydney P.
from
$23
per walk
5.0 out of 5 stars
16 reviews
8 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: Claire V.
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Claire V.
from
$20
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53208

About: What sets me apart is the level of love, patience, and attention I give to every pet in my care. Whether it’s a bouncy puppy learning the ropes or a sweet senior needing extra support, I tailor my care to fit each pet’s unique needs. I have experience with basic puppy training, including leash manners, crate comfort, and potty routines. I’m also confident caring for senior dogs—administering medication, helping with mobility, and making sure they feel safe, comfortable, and cared for. Your pet won’t just get a sitter—they’ll get a new friend who truly cares, communicates well, and treats them like family. As a student with a very flexible school schedule, I’m able to plan my days around pet care pretty easily—as long as I have a little notice, I can make it work! I love spending time with animals, whether it's getting outside for a good walk or just hanging out at home. On weekends, you can usually find me curled up with a furry friend or two—it’s honestly my favorite way to relax. Whether I’m caring for pets in my home or in yours, safety and comfort are always my top priorities. I make sure pets feel secure, loved, and right at home—whether that means sticking to their usual routine, keeping their environment calm, or giving them extra one-on-one attention. In your home, I’m respectful of your space and follow all instructions carefully—from feeding schedules to walk times and any special quirks your pet may have. In my home, I keep things clean, cozy, and pet-friendly, with lots of snuggle spots and safe spaces to relax. Building trust with both pets and their people is important to me, and I always aim to communicate clearly and keep you updated so you feel at ease while you're away.

Sitter Profile Image: Sydnee E.
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Sydnee E.
from
$20
per walk
5.0 out of 5 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.

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Cold Spring Park dog parents share their Rover experiences

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5.0 out of 5 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 stars

We are so lucky we found Kat to walk out dog Shawnee. She is always so excited when Kat comes for her walk.

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Margaret M.
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

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

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
5.0 out of 5 stars

Katarina goes above and beyond to make pets feel taken care of. She is definitely my go to dog helper!

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Vincent C.
Dog Walking
5.0 out of 5 stars

Genevieve was absolutely amazing with my dog (Malibu)! Malibu was shaking & scared from a stranger, but by the second visit Genevieve gained her trust and was able to take her outside. Genevieve was so sweet and patient with Malibu. She also communicated her progress each day with us to let us know how it went.

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Jacqueline H.
Dog Walking
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Frequently asked questions about Rover

If you’re searching for a Cold Spring Park 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 Cold Spring Park.

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.