Dog Walking Cooksville

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

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Cooksville, 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: Gail & Joe K.
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Gail & Joe K.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Stoughton, WI, 53589

About: My husband and I have both taken care of cats and dogs for most of our lives and grew up with a household of pets. We regularly watch both large and small dogs for extended family when they travel out of town. We would be happy to care for your dogs or cats and give them the same love and attention we give our own pets. Our family currently has a 6-year-old chihuahua mix (who hasn’t met a person or pup she doesn’t like). We have a fenced yard with plenty of room for dogs to run and play. We’d love to help out with your pets! You can be sure they’ll get plenty of attention! I work from home, so I am available to stop over for dog walking during the day or just to check on and play with your dog or cat when you’re away. We are also available for dog boarding or daytime care at our house. I have a fenced yard in a quiet neighborhood and one small dog that would be happy to keep your dog company. If your dog is accustomed to crating at night, I’m familiar with crate training as our dogs were trained in this way.

Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
155 reviews
62 repeat clients
20 years of experience
Stoughton, WI, 53589

Laura was fantastic. We did a meet and greet the day before she started, and Hambone took to her immediately. Laura was prompt and responsive. She walked our dog while she stayed at my elderly parents house, and they were thrilled to have her. She was friendly and warm. I would not hesitate to book walks with her in the future.

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Sara L.
Sitter Profile Image: Leo D.
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Leo D.
from
$15
per walk
4.8 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Brooklyn, WI, 53521

About: I’ve been helping care for my families dogs since I was little, doing things such as cleaning up after their messes, giving them their meds, taking them on walks, and simply just spending time with them and giving them the interaction they need. I’m currently looking for a part time job aside from Rover, so I’ll have as much time as needed to come help care for your pets! Nearly anytime of the day, I can come over and walk your pets, feed them, clean up their areas, or just simply spend some time with them. I’m able to come over nearly anytime and watch your pets, feed them, clean them, or whatever you need! I can give them meds, crate them, walk them, etc.

Sitter Profile Image: Somer S.
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Somer S.
from
$12
per walk
5 years of experience
Stoughton, WI, 53589

About: I grew up on a farm, which is pretty much where my animal obsession began! I was surrounded by cows, pigs, horses, chickens, cats, dogs — basically if it had fur, feathers, or hooves, I probably helped take care of it. Growing up around so many different animals taught me a lot about patience, responsibility, and how every animal has their own unique personality. Ever since then, animals have just naturally been a huge part of my life! I’m a full-time nurse with a flexible schedule, since I only work 3–4 days a week. That means I have plenty of time, energy, and attention to dedicate to your furry friends! Whether it’s walks, playtime, cuddles, or just keeping them company, I love making pets feel safe, happy, and cared for while you’re away. I accommodate to every pets needs! I have crates, I do structured playtime and go on long walks to exert energy. I also have a friendly dogs who would love to keep your pet company.

Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$15
per walk
5.0 out of 5 stars
20 reviews
10 repeat clients
20 years of experience
Oregon, WI, 53575

I am so happy we found Jennifer to walk our dog. She's a very caring and responsible person. She asked great questions when we met for introductions. She was on time and let me know of schedule changes and was flexible in rescheduling. Our dog loves her. I highly recommend Jennifer to care for your pets.

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Sybil P.
Sitter Profile Image: Sheena V.
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Sheena V.
from
$20
per walk
18 years of experience
Stoughton, WI, 53589

About: I’ve always enjoyed being around animals and caring for them. I have experience with dogs and cats, including feeding, walking, cleaning up after them, and spending time playing and keeping them comfortable. I pay close attention to each pet’s personality and needs, whether they’re energetic or more shy and relaxed. My goal is to make sure every pet feels safe, cared for, and loved while their owner is away. I’m reliable, patient, and treat every pet like family. Pet care fits naturally into my daily life. I currently have a flexible schedule, which allows me to be available throughout the week for walks, drop-ins, or extended care. With my background as a former dog groomer and long-term experience in the pet industry, I’m very comfortable caring for animals and enjoy making them feel safe, calm, and cared for. I care for pets by following their normal routine closely, including feeding, walking, playtime, and any medications. I prioritize safety, cleanliness, and comfort, and I’m experienced in handling different temperaments from my time working in boarding facilities and pet care. My goal is to make pets feel safe and cared for as if they were my own.

Sitter Profile Image: Trinity G.
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Trinity G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
12 years of experience
Stoughton, WI, 53589

Trinity has been wonderful with our kitty boy! She has consistently been walking him twice a week and she responds very quickly! Our pets love her!

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Gillian H.
Sitter Profile Image: Emily V.
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Emily V.
from
$15
per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oregon, WI, 53575

Emily was incredible for us on short notice!

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Hunter D.
Sitter Profile Image: Joni V.
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Joni V.
from
$16
per walk
5.0 out of 5 stars
2 reviews
45 years of experience
Stoughton, WI, 53589

About: I have pet-sitting experience for all kinds of animals. I've always loved pets and have a house full of chickens, rabbits, cats, a snake, birds, fish and dogs. I am a respectful and accommodating person, happy to give you regular updates, send pictures, and if you would like, collect your mail or water your plants. I am organized and I will ensure your home is the same upon your return. I'll be glad to walk your dog(s) in the morning and/or in the evening. We can gather these finer details of your pets via email. I have experience with all kinds of animals. From raising them to providing proper space for them as well as long term care. Chickens, Great Danes, reptiles, you name it. I've owned many animals all my life and I want to continue to add more experience by sharing my time with other pets. Caring for all kinds of animals brings me incredible joy! Ensuring they have fresh food and water, exercise, stimulation, and love is of the utmost importance. I am flexible and can work with you to suit the needs of your pets. I'm comfortable giving medications too.

Sitter Profile Image: Ava N.
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Ava N.
from
$22
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Stoughton, WI, 53589

About: I’ve been caring for animals for over 10 years, starting with in-home dog sitting as a teenager and continuing ever since. I have extensive experience with larger breeds, including German Shepherds and other high-energy dogs, and I’m very comfortable handling strong, active personalities. I’m also a Malinois owner, so I understand the level of structure, exercise, and attention that working breeds need. Whether your dog loves long walks, playtime, or just consistent, reliable care, I’m someone you can trust to treat them like my own. In addition to dogs, I’ve also provided in-home care for cats and am comfortable with a variety of temperaments and needs. I pride myself on being dependable, attentive, and communicative so you always feel confident your pet is in good hands. I am a part-tome firefighter/paramedic and have a fairly flexible schedule. I typically end up having a lot of days free especially this summer. Reach out with your needs and we can see what we can work out! I take safety and trust very seriously when caring for your pets. As a firefighter/paramedic, I’m trained to stay calm, aware, and handle unexpected situations quickly and responsibly. I always follow your pet’s routine closely, including feeding, exercise, and any specific instructions you provide. I’m attentive to behavior changes and make sure your pet is always secure on walks and in the home. I’m experienced with large and high-energy dogs, so I’m confident handling strong or reactive dogs safely. Clear communication is important to me, and I’ll keep you updated so you always feel comfortable and informed while you’re away.

Sitter Profile Image: Laura O.
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Laura O.
from
$50
per walk
5.0 out of 5 stars
46 reviews
8 repeat clients
30 years of experience
Stoughton, WI, 53589

About: I’ve taken care of all kinds of animals my whole life, including my own, friends, and family’s pets. Through high school and college I volunteered at a rescue that specialized in cats. Most recently I worked at a county animal shelter as an animal caretaker. Through the shelter I have had training in handling and care of almost every pet imaginable, as well as extra training in dog behavior. I also have training in foster of special needs / challenging behavior dogs, as well as neonate kitten care. I have experience giving many types of medications as well as iv fluids. I am currently solely focusing on providing pet care, so it is very easy for me to adjust my schedule to accommodate whatever needs your pet may have. I will care for your babies in whichever way you want. In my home, my dog kids are allowed inside or outside whenever they want and are not kenneled. But I will do my best to be consistent with whatever schedule they are used to. I also enjoy jogging if your pup would prefer a faster paced walk.

Sitter Profile Image: Anna R.
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Anna R.
from
$17
per walk
5.0 out of 5 stars
6 reviews
15 years of experience
Brooklyn, WI, 53521

About: Hello! I’m an experienced pet care specialist, specializing in dogs. I have been lucky enough to work across the country with all ages, breeds, and needs for the last 3 years. I have experience caring for special needs pets, administering medication, large breeds, as well as farm animals. I am excited to bring a nurturing and fun environment for your pets in your absence! I’m available for daytime care every day and offer a flexible schedule. Overnight care can be accommodated on a case-by-case basis, and I’m always happy to talk through details to see what works best for everyone! I value your animals comfort and safety above all else. I am conscientious, caring, and compassionate in everything that I do with your pets. I strive to create a comfortable environment for them at every turn.

Sitter Profile Image: Dayna V.
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Dayna V.
from
$25
per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
25 years of experience
Stoughton, WI, 53589

Thanks Dayna! We appreciate you taking care of Sammy today. Thanks for giving him snuggles and love while it rained! He likes perfect weather and that’s about it lol. Glad you guys got out before it started raining ! Thanks again !!

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Alixandria C.
Sitter Profile Image: Brianna L.
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Brianna L.
from
$20
per walk
5.0 out of 5 stars
1 review
7 years of experience
Edgerton, WI, 53534

About: I'm a lifelong animal lover with years of experience caring for dogs of all breeds and sizes. I offer a safe, comfortable, and fun environment for your furry friend while you're away. Your dog will enjoy daily walks, playtime in my fenced yard, and lots of love and attention. I'm also experienced in administering medication and handling special needs dogs. Book a meet-and-greet today to see if I'm the right fit for your pup! Need a sitter with a schedule that fits your unique needs? I offer flexible pet care services tailored to your routine. Whether it's a last-minute trip or a regular commitment, I'm here to provide reliable, attentive care. When caring for pets in your home, I prioritize maintaining their routine and comfort. I follow your instructions closely for feeding, walks, playtime, and any other specific needs. I also provide updates and photos to keep you informed. My goal is to make sure your pets feel safe, loved, and stress-free while you're away!

Sitter Profile Image: Alison P.
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Alison P.
from
$16
per walk
5.0 out of 5 stars
1 review
1 repeat client
8 years of experience
Stoughton, WI, 53589

About: I am able to administer any medications that are needed and I have experience with both senior animals and extremely young animals! I can’t wait to meet your furry friends! I am available anytime just message me! I don’t have much going on other than taking care of all my animals so I have plenty of time throughout the week. Safety and trust are my number one priorities so if their are specific things you need or want to be done to ensure your animals safety please don’t hesitate to let me know!

Sitter Profile Image: Parker E.
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Parker E.
from
$15
per walk
10 years of experience
Oregon, WI, 53575

About: I have had all sorts of pets throughout my life and have a deep love for all animals. Unfortunately my dog cannot go for long walks, so I would love to take your dog out for a stroll! I'm able to travel anywhere in the Madison area and can drop by for walks/feeding after 5 and can do overnight stays any day of the week. I have had multiple anxious dogs in my life and I know being with a new person could also cause some anxiety. I will make things as smooth as possible and adjust for your individual pet's needs.

Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$20
per walk
2.7 out of 5 stars
7 reviews
1 repeat client
35 years of experience
Evansville, WI, 53536

About: I grew up on a horse farm. I always had dogs for most of my life . Except when I lived in an apartment for a short time where I could not have one. My sister and I use to have fake dog shows as kids. It was so much fun. Now I have 2 loveable doggies of my own that i adopted . They love our fenced in backyard and my daughter and I walk them every day as a team.When Taylor was a toddler we would go out and visit grandma and aunt / sister and give chino her dog lots of love and walks. Also in the last 5 years my late moms dog rosie who was also adopted. Dogs are great.

Sitter Profile Image: Emilie G.
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Emilie G.
from
$13
per walk
10 years of experience
Evansville, WI, 53536

About: I have two dogs myself and I fully trained one of them myself, plus I have experience with senior dogs and smaller dogs as well. I’m a dog lover through and through! I have a part time job but I am available throughout the week to drop in and either let your pups out/play with them, or to give them needed exercise! I’m also a student so afternoon/evening or AM works best for my schedule. I am open to interacting with your dog(s) based on what they need and are used to. I can easily let them run around in a fenced in area or crate them when I leave if need be. I am very comfortable walking dogs outdoors or just playing with them inside if preferred.

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
39 reviews
5 repeat clients
8 years of experience
Janesville, WI, 53546

Does a great job with my dog. Will be calling again for future needs. But my pup is ready to be on his own for the work day. Thank you very much for all your help and expertise!

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Matthew L.
Sitter Profile Image: Mia N.
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Mia N.
from
$25
per walk
7 years of experience
Stoughton, WI, 53589

About: I've been pet-sitting for years for families from my home town and often take care of my family dog and cat when my parents travel, sometimes for weeks at a time. I love animals and can get along with all different cats and dogs! I love to be active and walk dogs as well. I work from home and I’m very flexible in scheduling — morning, lunchtime, evenings, and even evenings should all work with my schedule and availability. I can easily accommodate your dogs needs in walking, approach in the home, meeting spots, or whatever else would make you as the owner, and the dog most comfortable!

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

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Sitters in Cooksville average 3
repeat dog walking clients

FAQs for Dog Walking - Cooksville

Frequently asked questions about Rover

As of July 2026, there are 1,563 sitters on Rover offering Dog Walking across Cooksville. 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 Cooksville. 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 Cooksville.

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 Cooksville. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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