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.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 26 reviews
12 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
$20
per walk
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
Sitter Profile Image: Emily W.
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Emily W.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

“Super easy to communicate with and reliable!:)”

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Elizabeth R.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$30
per walk
5.0 out of 5 stars
• 4 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: Brooke G.
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Brooke G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 38 reviews
4 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: Kaitlyn R.
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Kaitlyn R.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
4 years of experience
Fort Atkinson, WI, 53538

About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!

Sitter Profile Image: Bayli M.
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Bayli M.
from
$16
per walk
5.0 out of 5 stars
• 1 review
1 year of experience
Oconomowoc, WI, 53066

About: Hi! 🐾 I’m a teacher and a lifelong animal lover. As a dog mom myself, I know how important it is to have someone you trust caring for your pets. Whether your pet needs walks, playtime, cuddles, or dropin visits, I’ll make sure they feel safe, loved, and well cared for while you’re away. I can’t wait to meet your furry family members! 🐶🐱💕 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 like my own! I maintain routines, provide loving care, and create a safe, comfortable environment where pets feel happy and cared for while their families are away.

Sitter Profile Image: Nicole K.
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Nicole K.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
11 years of experience
Oconomowoc, WI, 53066

“Nicole was on time and had so much patience with my puppy on his walk. She took great care of him!”

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Andrea G.
Sitter Profile Image: Cara H.
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Cara H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

About: I have a rescue dog so I have a lot of patients! I’ve always loved animals and I’m working towards volunteering for a foster company! I am working part time so I have a lot of time on my hands to help take care of others pets! I will be able to spend a lot of quality time with your pup! I have a crate if needed for your dog. I do have a fenced in backyard that has multiple toys for dogs. If I come to your house I will follow any rule you have for animals and people in your home.

Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“On time and super nice!! Highly recommend Alex she definitely tired Yeli out☺️”

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Elizabeth W.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

Sitter Profile Image: Katelyn Y.
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Katelyn Y.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
23 years of experience
North prairie, WI, 53153

“Kaitlyn was great! Very responsive with communication, right on time for visits, sent us pictures of our dog with each visit, and overall fantastic. Our buddy was in good hands!”

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Krista K.
Sitter Profile Image: Isaiah H.
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Isaiah H.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
3 years of experience
Waukesha, WI, 53188

“He came right on time and even took the time to play with my little pup!”

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Klaudia A.
Sitter Profile Image: Maggie B.
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Maggie B.
from
$30
per walk
20 years of experience
Waukesha, WI, 53188

About: started working at a grooming salon, then spent years overnight pet sitting while attending nursing school. I now have a reactive dog of my own, so I understand that every dog has different needs, boundaries, and personalities. I’m patient, attentive, and want both pets and their owners to feel safe, comfortable, and cared for. 🐾❤️ I am a nurse so my schedule is different every week :) but don’t hesitant to reach out and ask and hopefully we are able to make something work! When caring for pets in their home, I focus on keeping their routine as normal and comfortable as possible. I follow their owner’s instructions closely, provide plenty of attention and reassurance, and make sure they have a safe, calm environment. I respect each pet’s individual personality, boundaries, and needs while keeping owners updated so they can feel confident their pet is happy and well cared for. 🐾❤️

Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
12 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$20
per walk
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
West Allis, WI, 53214

About: I’ve had two rescue dogs that lived very long lives with me. I’m sure I’ll be able to meet your needs whatever your dog requires. I’m currently retired so my schedule is quite flexible. Therefore, I will do mornings, afternoon, evenings, and/ or weekends for dog walking or dog sitting. I can stay at a client’s home or a pet can come to my home. I do not have a fenced yard therefore I will leash and walk or take to a park.

Sitter Profile Image: Maxwell W.
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Maxwell W.
from
$20
per walk
5 years of experience
West Allis, WI, 53214

About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.

Sitter Profile Image: Courtney G.
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Courtney G.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
20 years of experience
germantown, WI, 53022

About: Being with animals isn't a job for me, it's my favorite thing to do! I've grown up with animals around me my whole life, and I started walking dogs when I was 16. Almost 20 years later I am still loving on pets whenever I can. I currently own a Bearded Dragon and a senior pup - But I owned special needs kitties for 19 years. Here's some about me and my experience! 70% of my one-time clients have booked me again or become regular clients! Please reach out with any questions on rates, experience, or anything else you want to discuss! Pet Care Experience: - Dogs: Puppies older than 6 months, juveniles, adults and seniors - Cats: Kittens older than 8 months, juveniles, adults and seniors - Small mammals like guinea pigs, hamsters - Reptiles like Bearded Dragons and Leopard Geckos - Fish What can I do that sets me apart? - Medication administration with mild- to moderate-tempered cats (oral, topical, injection) - Experience with Separation Anxiety, high-energy, and pets that don't do well with other animals (keeping walks, etc safe!) - Experience with multi-pet homes and environments. I've watched 13 cats and 2 dogs in the same home once! - Manual feeding assistance for sick pets - LOTS of attention. My visits are longer than most as I love to just sit with pets and give them attention in the ways they need or want. For overnight stays, I'm a homebody so I love to stay at the house and just hang out with the animals! - A LOT of Flexibility: I don't work full-time right now, and my sleep schedule isn't regular. This means I have no issues with adjusting schedules even last minute. Need me to come earlier? Or come back when your flight is cancelled? No problem. - *Cat Whisperer* I have been told by most of, if not all, cat clients that are standoffish like me quicker or more than a normal stranger. I love cats the most, so I think they can sense it ;) - *Coming Soon* Insurance for your pet and home during my stays! Any tips will be going towards that and training classes so I can grow. About me: - I've lived in WI since 2009 - I have 18 years of working experience - clerical, customer, administrative and sales support, retail - In my free time I like going to concerts, listening to music and doing crafts/projects, playing video games or hanging out with my friends and family Currently my schedule is completely open! I am flexible for even last minute bookings or changes. I have my own transportation and things are taken care of for me at home. So long stays, short stays or visits work for me. I work around whatever needs you and your pets have so make sure everyone is as comfortable as possible. I'll ask for a digital or typed/written instructions so I can follow them to the letter! I keep areas clean and make sure everything is secure before I leave a home. I also always send a "closing" message for overnight stays with details like mail collection etc! Your pet's safety and your ease of mind are my top priorities.

Sitter Profile Image: Alex R.
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Alex R.
from
$15
per walk
4.4 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 47 reviews
11 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey is so great to work with and I’d hire her again anytime! She is extremely responsive and always gives great pupdates. Plus our pups seem to love her!”

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

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Popular requests for dog walking - Sullivan

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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 October 2026, there are 2,124 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Sullivan after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 88% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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