Dog Walking Sullivan

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Sullivan, 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: Shay H.
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Shay H.
from
$20
per walk
5.0 out of 5 stars
22 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

Shay is absolutely amazing! My only request is don’t book her because we need her… j/k not kidding… seriously 200% puppy approved satisfaction!

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Sy S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
29 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn is great with our dog. I appreciate her fitting us into her schedule and coming to walk him while we’re away at work.

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Marissa P.
Sitter Profile Image: Ella W.
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Ella W.
from
$14
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!

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Julia M.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$30
per walk
5.0 out of 5 stars
2 reviews
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!

Sitter Profile Image: Olivia C.
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Olivia C.
from
$20
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I have raised and cared for many animals throughout my lifetime ranging from dogs, cats, kittens, cows, raccoons, guinea pigs, bunnies, and fish! There is no animal too big, small, or sassy for me! I love them all! I have experience with bottle fed, new born animals, pets with different feeding patterns in the same house, delivering medicine to pets (including via syringe), outdoor supervision, and caring for temperamental animals. My own dogs are a pitbull and Doberman respectively, so I know firsthand that a breed or size does not define an animal! I am here to provide exceptional care to your fur babies regardless of shape, size, age, or attitude! I work various part-time jobs around the Mount Horeb/Middleton area, but would almost always be available for morning, afternoon, and evening care! If planned a few days in advance, I can accommodate most needs! I believe in following instructions carefully, especially when it comes to animals. While I strive to create a relationship with the animals I care for, my main priority is to listen to the advice and instructions of the pet parents to ensure I am prepared and aware of their pet’s unique characteristics and needs. Nobody knows an animal like their owner, and I am dedicated to doing as told when it comes to animals—especially considering the trust the owners have in me!

Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
53 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!

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Carmen J.
Sitter Profile Image: Raegan S.
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Raegan S.
from
$25
per walk
9 years of experience
Oconomowoc, WI, 53066

About: I’ve take care of dogs my whole life. I’ve taken care of puppy’s to senior dogs. I groom, clean up, and shower them in love I work part time but have a bunch of free time to take care of dogs. I am commuting to college so when school starts but I still have plenty of time to take care of dogs I always show dogs love and give them space when needed. I have two dogs and many more before that, so I have experience with dog behavior

Sitter Profile Image: Emma R.
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Emma R.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Bayli M.
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Bayli M.
from
$16
per walk
1 year of experience
Oconomowoc, WI, 53066

About: Hi there! 🐾 I’m a special education teacher who has summers off, and I’m looking for a fun way to spend my time out in the community doing something I love—caring for animals! As a lifelong animal lover and dog mom myself, I know how important it is to find someone you trust with your furry family members. Whether your pup needs a walk, playtime, cuddles, or just some extra attention while you’re away, I’m happy to help. I also love cats and am comfortable caring for pets of all ages and personalities. My goal is to make sure your pet feels safe, loved, and well cared for while you’re gone. I’d love the opportunity to meet you and your furry friend this summer! Feel free to reach out with any questions—I can’t wait to meet your pets! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet as if they were my own! In a client’s home, I do my best to maintain their pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medication (if needed), and plenty of love and attention. I know consistency is important for pets, so I make sure they feel comfortable and cared for while their family is away. In my home, pets receive a safe, clean, and loving environment. I have experience with both dogs and cats and understand that every animal has different needs and personalities. Whether your pet loves long walks, playing fetch, cuddling on the couch, or simply having a calm companion nearby, I’m happy to provide the care that makes them feel most comfortable

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
79 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

I had to change the date last minute and Tara was extremely understanding and responded to the new date within minutes. She’s arrived early to meet Jax and stayed later to play with him. I appreciated the extra time she spent with him and he didn’t want her to leave

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Christine C.
Sitter Profile Image: Malarie B.
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Malarie B.
from
$25
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Natalie K.
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Natalie K.
from
$14
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Was great!l and fast response!!

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Natalie H.
Sitter Profile Image: Katherine N.
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Katherine N.
from
$40
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Sullivan, WI, 53178

About: While I’m new to formal pet sitting, I’ve spent almost 15 years caring for a wide range of animals — from my own pets and livestock to friends' livestock. I grew up around animals and have hands-on experience with my own dogs and cats as well as various farm animals. Whether it’s feeding schedules, administering basic care, or simply giving animals the attention and enrichment they deserve, I treat every animal like one of my own. I’m dependable, calm under pressure, and genuinely enjoy spending time with animals of all kinds. If you're looking for someone who understands animal behavior, respects routines, and will treat your pets with care and compassion — I’d love to help. I ensure my goats get fed and have clean water daily. They get weekly enrichment. I also ensure my dog and cat have food and clean water multiple times a day and I provide frequent enrichment for them all day. Pets deserve the same hazard free, clean homes that humans do. I keep my house clean and provide clean food and water to my pets, and would do the same for yours.

Sitter Profile Image: Julia T.
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Julia T.
from
$25
per walk
5.0 out of 5 stars
1 review
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
28 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Alysha R.
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Alysha R.
from
$15
per walk
5.0 out of 5 stars
21 reviews
10 repeat clients
20 years of experience
Jefferson, WI, 53549

About: I have helped take care of animals ever since I was 5. Over the years, I have dog sat for friends and neighbors along with providing support when needed. I have never not had a pet and have always made sure to do my research to ensure I am treating any pet in the best way possible along with ensuring what is and isn’t safe for different animals. I have many friends that come to me first when they need help, especially with their animals. Many of my friends have called me a dog whisperer. I currently work full time from home as an accountant. I tend to be home most weekends and my hours make it very easy to fit any animal into my schedule. I have 2 rabbit currently at my home and my neighbors have a dog, cats, and chickens. I would always make sure that the animal is supervised as I know how important a pet is and the responsibility necessary to ensure it stays safe. I did recently have a baby as well that would be joining me most of the time. I work from home full time and recently had a baby that I take care of full time too. As long as animals are comfortable with a baby, I am always happy to help out. I provide safe, reliable, and loving care for pets in my home or my client’s home by following their normal routine for feeding, potty breaks, exercise, and medication if needed. I make sure pets have fresh water, a clean environment, and plenty of attention and comfort. I also monitor their behavior closely and keep owners updated for peace of mind.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
51 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy is reliable and great with our dogs!

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Gina R.
Sitter Profile Image: adam f.
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adam f.
from
$16
per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Great communication and wore our pup out!

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Ashley B.
Sitter Profile Image: Angela U.
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Angela U.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Jefferson, WI, 53549

About: I am a Certified Veterinary Technician and have experience in pet sitting and the veterinary field for the past 20 years. I owned a pet sitting business for 5 years (2008 - 2012) and experience in general practice, emergency, specialty, and shelter medicine. Having a medical background allows me to pick up on medical issues and emergencies in a timely fashion, allowing for treatment if necessary. I am also able to administer medications as needed. I treat others' dogs the same way I treat my own pets and keep daily routines as close to their normal as much as possible. I work full time at a clinic and part time at the local humane society. I am available limited days during the week for walks and drop in services. Please see the calendar for up to date availability! I discuss your pets routine with you so I can keep it the same as possible during my visits. This helps keep your pet's schedule uninterrupted and allows for calmer and happier experiences!

Sitter Profile Image: Samantha F.
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Samantha F.
from
$20
per walk
15 years of experience
Helenville, WI, 53137

About: I have always loved animals. I always say my first job was when I was 4 helping in my grandmother's vet clinic. I got to help cuddle all of the dogs and assist in all the fun a vet clinic has to offer. It was love at first site. I now have three rescue dogs of my own that are spoiled and loved. I have lots of farm experience and worked at Skydance Doggy Day Care for a time. I am a stay at home mom but my little one will be at preschool Tuesdays, Wednesdays, and Thursdays. From 9-2. So I have some free time to help you and your fur babies out!! I can come to your house to walk your fur baby and give them all the pets they could need. I am willing to do anything else your dog/pet requires during the day :)

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

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Sitters in Sullivan average 3
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FAQs for Dog Walking - Sullivan

Frequently asked questions about Rover

As of July 2026, there are 2,270 sitters on Rover offering Dog Walking across Sullivan. 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 Sullivan. 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 Sullivan.

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 Sullivan. On Rover:

  • 93% 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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