Dog Walking Oak Creek

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Over 57
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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: Cory S.
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Cory S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
176 reviews
43 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory was great! Jasper really responded to him well and he really took the time to listen to me. He is very communicative. Will definitely have him back! Ty!!

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Kelly J.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
187 reviews
67 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba is fantastic! She took such amazing care of our pup! She truly cares for the animal and spends such quality time with them to make sure they get all the love. Cannot recommend enough!!

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Julia F.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$20
per walk
5.0 out of 5 stars
200 reviews
36 repeat clients
4 years of experience
South Milwaukee, WI, 53172

We were very nervous but just because our dogs are reactive and a little bad at meeting people. Stephanie was great! she handled them so well, they were sad when she left which for us is a great sign.

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Aidimarie V.
Sitter Profile Image: Gianpaolo U.
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Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

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Lynette G.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
271 reviews
65 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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Kristin T.
Sitter Profile Image: Clarissa S.
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Clarissa S.
from
$16
per walk
5.0 out of 5 stars
6 reviews
6 years of experience
Cudahy, WI, 53110

About: Since 2020, I have provided consistent care for a variety of dogs and cats, ranging from energetic puppies to adult dogs with unique personalities and care needs. Through caring for family pets, foster dogs, and client pets, I have developed experience with feeding routines, exercise, leash handling, medication administration, basic behavior reinforcement, and maintaining a safe, comfortable environment while owners are away. My sister's five-year-old Goldendoodle, Theo, has been one of the dogs I have cared for most extensively. I regularly pick him up from daycare, provide overnight and multi-day care, take him on hikes and walks, and reinforce positive behaviors. Through consistent training and positive reinforcement, I taught him to greet visitors calmly by sitting patiently before receiving attention, helping him manage his excitement and practice good manners. In addition, I assisted my older sister with the care of her foster dogs, giving me the opportunity to work with more than 15 dogs of varying breeds, ages, sizes, and temperaments. This experience strengthened my ability to quickly build trust with new dogs, recognize individual needs, and adapt my care approach accordingly. Most recently, I completed a week-long house-sitting assignment caring for a dog and cat. My responsibilities included administering medications, maintaining feeding and hydration schedules, providing daily exercise through multiple-mile walks, sending regular photo updates to the owners, keeping the home clean and secure, and maintaining a fresh, odor-free litter box. I take pride in providing dependable, attentive care that gives pet owners peace of mind while ensuring their pets feel safe, comfortable, and loved. I currently have a flexible schedule to accommodate your dog care needs all throughout the work day, weekends and some evenings as well. I am open to any care needs you have, including at my own house if needed. I focus on keeping pets safe, comfortable, and on their normal routine. I follow the owner’s instructions for feeding, walks, medications, potty breaks, and any household rules. During walks and visits, I pay close attention to the pet’s behavior, energy level, and surroundings to ensure their safety. I also provide plenty of exercise, playtime, attention, and affection based on each pet’s needs. I keep owners updated with photos and messages so they can feel confident their pets are happy, well cared for, and maintaining their regular routine while they’re away.

Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Melana R.
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Melana R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
7 years of experience
Oak Creek, WI, 53154

About: As a lifelong dog owner, I’ve cared for pups of all sizes, ages, and personalities. From playful puppies to senior dogs, I’ve learned how to tune in to their needs and routines. I treat every dog like my own — with patience and love. Animals have always held a special place in my heart. Your furry friend will feel right at home with me. Dog sitting is more than just watching pets — it’s about creating a safe, loving space while their owners are away. I stick to each dog’s routine, give them plenty of attention, and make sure they feel calm and cared for. I have open availability during weekdays, making scheduling easy and flexible for you. Whether caring for pets in my home or yours, I make sure they feel safe, loved, and comfortable. In my home, pets have space to relax, play, and feel at ease. When I’m in a client’s home, I respect the space and treat it like my own, making sure your pet is happy, well-fed, and never lonely.

Sitter Profile Image: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
68 reviews
14 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

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Tim B.
Sitter Profile Image: Rachel J.
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Rachel J.
from
$20
per walk
10 years of experience
Oak Creek, WI, 53154

About: My experience entailed taking care of multiple dogs over the course of several years. I have sat for a golden retriever for two years, a chihuahua for four years as well as a chocolate lab at the same time. When I was in middle school, I also cared for our neighbor’s golden-doodle and shih-tzu, Roofus and Boomer. They were the first dogs I sat for and it was such an amazing and fun time. They were over for two years and taught me the first skills I needed for taking care of dogs. My duties were walking, feeding, taking care of the dogs’ well being and all other dog-related duties. Molly, the chihuahua I took care of, was such an awesome time- she was so energetic and bubbly; she always wanted to go outside and play. I have always loved meeting new dogs and taking care of them. There was much joy in the pets I took care of, I want to continue doing the same! I am currently in school getting my degree at UWM as well as taking summer classes, but my schedule is flexible and I will have time during the day to walk and take care of the dogs. My home has a fenced in yard as well as it being a spacious one, so I have experience also with letting the dog out and taking care of them simply outside the home. No matter if it is simply walking or taking care of them in a client’s home, I have the expertise of what a dog needs.

Sitter Profile Image: Sarah A.
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Sarah A.
from
$16
per walk
20 years of experience
South Milwaukee, WI, 53172

About: I’ve had cats, dogs, and small mammals in my home since I was a kid, so caring for animals truly comes naturally to me. I currently have two dogs — a male black Lab and a female Springer Spaniel — I personally potty trained my Springer and taught both dogs general obedience. I also have experience safely introducing new cats to other cats and to dogs, and I understand the importance of slow, structured transitions. I’m attentive to body language, routines, and each pet’s unique personality. Whether your pet needs structure, playtime, or cuddles, I treat every animal like my own — with patience, consistency, and lots of love. 🐾💛 I am available to assist with walks or potty breaks on weeknights after I get off work around 5pm. I have more open availability on the weekends, as I am off of work from my regular job. On weekends, I can also assist with overnights at my house on Friday and Saturday or hosting during the day. I provide a safe, loving home environment for your pet while you’re away! We have a fully fenced yard (4-5ishft) for supervised play and hardwood floors for easy cleanup. I have a gentle five-year-old daughter who is very comfortable around animals, and my husband. We have two dogs: a male black lab (not neutered) and a female springer spaniel (spayed). If your pet prefers their own space, my dogs can be kenneled in our finished basement, and kept separate to ensure everyone is comfortable. Pets are welcome to snuggle on the furniture or use a cozy pet bed. I provide food and water bowls — you just supply the food. My goal is to make your pet feel right at home!

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
52 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$16
per walk
2 years of experience
Oak Creek, WI, 53154

About: I am a dog lover and caretaker of my own 5-year-old basset hound, Pearl! Each dog is unique and deserves lots of love and respect. I'm happy to work with dogs of all breeds and will honor their individual needs, preferences, and schedules. With a flexible job schedule, I am able to provide dog care (walks, drop-ins, and/or overnight boarding stays) during the week and on some weekends. As a dog parent myself, I understand the care and thought that goes into establishing your dog's routine. I am happy to accommodate for your dog's usual schedule and habits, whether that's in our apartment or your place of residence. Pearl, our dog, is gentle and kind with all dogs, and she would love to make a new friend!

Sitter Profile Image: Cindi W.
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Cindi W.
from
$20
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Naomi G.
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Naomi G.
from
$20
per walk
5 years of experience
Cudahy, WI, 53110

About: I have always had a pet in my home my entire life but took on more of a caretaker role for them within the past 5 years. I have 2 dosg of my own, Bella and Theo, who can always come with me if requested if your dog would like some doggy play time! I’m currently working as an organ donation specialist overnight so my schedule varies, I work 3 12hr shifts a week so availability just depends on the week. I have a lot of unfenced green space just outside of my condo which my dog enjoys. I also live very close warnimont park/seven bridges so a great place to take your dog for walks!

Sitter Profile Image: Emily C.
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Emily C.
from
$17
per walk
5.0 out of 5 stars
1 review
2 years of experience
Oak Creek, WI, 53154

About: Currently work at a dog daycare and boarding facility. I’ve always taken care of family/ friends dogs, I’m confident in basic commands and walking with a well trained dog! I’m currently working part time, so I am pretty available! I don’t have a set schedule for sitting or walking but shoot me a text and I’ll try my best to be there! I always keep my dogs fenced and crated when I can’t have my eyes on the them. Otherwise my cats are free to roam inside!!

Sitter Profile Image: Kylie R.
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Kylie R.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Oak Creek, WI, 53154

About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.

Sitter Profile Image: Kristin K.
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Kristin K.
from
$20
per walk
5.0 out of 5 stars
31 reviews
14 repeat clients
15 years of experience
South Milwaukee, WI, 53172

About: I am an active person who enjoys the company of dogs. I am big into outdoors activities (i.e. running, hiking, etc) and when watching a dog will give my full attention to them. I live in an area that is close to parks, woods and near to the lake) I have always owned a dog. (pomeranian, german shepard/huskie and keshound growing up and currently co-own a Siberian Huskie (she does not live at my home) I feel I have a strong knowledge of the care of dogs. I have watched my sister's dogs on many occasions. One of the two dogs has epilepsy and I now know how to manage dogs with medical conditions. I will be as accommodating as possible to meet your needs as the pet care provider. I am willing to just come check on the dog, take them for walks, and longer care needs.

Sitter Profile Image: Aria W.
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Aria W.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

About: My family got our first dog when I was eight years old. Since then, I've always had a pet in my life. When my first cat got sick, I made sure she ate her medicated food and eventually was taught to administer fluids. Since leaving home, I've adopted my first dog. He's a reactive 4 year old. From these experiences, I've learned how to care for animals with special needs. I have worked on training dogs, taking dogs for walks, and feeding animals on a schedule. I generally work early mornings so I have a lot of time in the afternoon/evening to care for your pets! I am available for in-home pet sitting on a case-by-case basis, and I am open to dog walking and drop-in visits. I believe that you deserve a pet sitter who loves your animals as much as you do. I understand that no two pets are the same, and I intend to follow your instructions so I can best support you and your fur-babies. Please reach out with any questions!

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

Dog parents share their Rover experiences - Oak Creek

1 / 1
5.0 out of 5 stars

Carla is amazing and I would definitely recommend her to anyone who is looking for someone to care for their pups. My dogs, Ellie and Willow, loved their walks with them an would look forward to seeing her every morning and evening.

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Alyssa K.
Dog Walking
5.0 out of 5 stars

Joseph is always concerned about Tux above everything else. He goes above and beyond to exceed expectations.

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Kara R.
Dog Walking
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Sitters in Oak Creek average 3
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FAQs for Dog Walking - Oak Creek

Frequently asked questions about Rover

The average cost for Dog Walking in Oak Creek on Rover is $19.98 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 2,266 sitters on Rover offering Dog Walking across Oak Creek. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Oak Creek. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Oak Creek.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Oak Creek. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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