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
• 27 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: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 57 reviews
14 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: Megan B.
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Megan B.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Ixonia, WI, 53036

About: I’m a lifelong dog owner and have often been called a “Deaf Dog Whisperer” throughout my life — a title I happily agree with. I currently have three dogs, including two Deaf dogs and a Deaf Dogo Argentino. I have experience with a wide range of dogs, from Chihuahuas to Great Danes and Mastiffs, including high-energy, Deaf, and special-needs dogs. Being Deaf has strengthened my bond with dogs because we’ve learned to communicate without relying on spoken words. I naturally pay close attention to their behavior, body language, and the little ways they communicate with me. I’ve always had an easy time connecting with dogs and understanding what they need to feel comfortable, safe, and understood. I work from home, allowing me to provide plenty of companionship and attention throughout the day, especially during house sitting. I’m comfortable with different routines, dogs in diapers, baths, basic nail trims, and keeping dogs mentally engaged with puzzles, chews, sniffing, and play. I’m also happy to offer treats with your approval or take your dog for a car ride if they find it relaxing. I follow care instructions closely and often go the extra mile — something my customers and reviews have complimented me on. I treat every home with the same respect I’d want for my own, making sure it’s left the way I found it, or even a little cleaner. Your dog’s routine, preferences, and care instructions are important to me.

Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
6 repeat clients
18 years of experience
Oconomowoc, WI, 53066

“Anna is a sweet person and very gentle with your animals. She’s very willing to help your pets have a positive interaction. If you your looking for someone to take care of your animals when you’re unavailable, she’s your person!”

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Gail C.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$30
per walk
5.0 out of 5 stars
• 52 reviews
15 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: 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: Alysha R.
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Alysha R.
from
$20
per walk
5.0 out of 5 stars
• 22 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: Sandina P.
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Sandina P.
from
$20
per walk
5.0 out of 5 stars
• 32 reviews
7 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

About: I am an animal lover. Always have been. I grew up on a farm and have worked on a couple as well. I have experience with dogs, cats, hamsters, goats, cattle, pigs, sheep, even ferrets, raccoons and squirrels. Have always had multiple pets while growing up and currently have my 3 dogs and 2 cats. I've always enjoyed caring for animals. Brings me great joy and have always wanted to make it some kind of job. They bring a calming peace to me and I feel like I connect with all animals and that's why we get along so well. I am currently working full time in Madison at a doggy daycare and work at 3 different facilities. I have gained lots of experience with working with puppies all the way up to elderly dogs and all sorts of breeds. You won't be disappointed in choosing me to care for your family members. Thank you for your time checking out my profile and considering me. I work full time at a doggy daycare but am available before or after my shifts during the week and free on most weekends. I am pretty flexible. I have a fenced in backyard and 3 dogs who are great company. My dogs are crate trained and I have extra crates if your dog would need one as well. Dogs are crated or in a bedroom if no one is home. This is for everyone's safety. Your pet and my dogs, cats and bunny safety. Dogs act different in new environments and this is how everyone stays safe when alone.

Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.”

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Kelly B.
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: 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: Evan T.
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Evan T.
from
$15
per walk
11 years of experience
Fort Atkinson, WI, 53538

About: I started taking care of animals, both cats and dogs, 11 years ago! I've provided animal care services for family members, friends, and for other families through referrals! It's extremely enjoyable to me when I get the privilege to take care of a new animal.! I never want a owner to worry their animal might be too much for me as I've dealt with a variety of dogs and cats in both size and temperament- I can handle practically anything! A majority of my animal care (if not all) has involved me staying the night for a week or two with the animal/s. I love to spend a lot of time and be active with the animals! Whatever was needed and instructed in care maintenance for a clients animal- I've happily handled with ease! As of right now I'm doing freelance work, so my availability is pretty open! If you select me for a specific pet care need, we can discuss it together and come up with a plan that best fits your needs! I care for my pets as if they were my own and through the clients instructions on how to care for their animal! Whatever the client is asking of me and for their animal needs, I will happily fulfill with ease and make sure their pet is taken care of!

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
30 years of experience
Watertown, WI, 53098

About: Had cats all my life and dogs for last 12 years. Animals have a sixth sense about people and I'm one of those they seek out for rubs, cuddles, playtime, snacks and love... Im available anytime currently. This has no chance of changing within the next few months so please give me a hello and let's see if I can help you. I will only be able to care for pets at your home as we currently have 2 cats (one who is very persnickedy). Lost our boxer and Irish wolfhound in the last few months. So really hoping to find some dogs to ease my broken heart.

Sitter Profile Image: Tia R.
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Tia R.
from
$38
per walk
5.0 out of 5 stars
• 1 review
20 years of experience
Delafield, WI, 53018

“Tia did a great job and even walked her in the rain. Josie loved her!”

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Chris B.
Sitter Profile Image: Skyler B.
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Skyler B.
from
$25
per walk
10 years of experience
Wind Lake, WI, 53185

About: Growing up I had a dog and cat so already have experience plus I have dog sat for numerous of my parents friends and have always gotten good feedback from them. I am currently taking a semester off from college to work and save money I work at a daycare part time and am looking for extra ways to make money! I cannot do it at my home due to staying with family but being at your home the pets already know the environment and won’t need to learn anything and will be comfortable in a place they know.

Sitter Profile Image: Emily M.
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Emily M.
from
$30
per walk
5.0 out of 5 stars
• 46 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

About: I’ve been pet sitting for over 15 years and have taken care of pets twice that long. I’m a pet owner myself and currently training to be a Certified Vet Tech. Currently training to be a Certified Vet Tech so I have lots of experience with all kinds of breeds/types of pets. I have a flexible schedule to meet your pet’s needs! I own a car and am able to make it to jobs throughout the week. Happy to give your pet the care they need! I’m happy to play with pets, check in on them, let them out for potty breaks or walk them! I love the different personalities of pets and have a passion for animals (I’m a Virgo/earth sign and we love animals!).

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
$25
per walk
5.0 out of 5 stars
• 51 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!”

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Rachael D.
Sitter Profile Image: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5 stars
• 30 reviews
9 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Was awesome with my 3 boys while we were on vacation, they are large dogs and can’t seem to walk in a straight line and she took it in stride and they really enjoyed their daily walks!! 💕💕 Highly recommend!”

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Wanona S.
Sitter Profile Image: Pearl & Brady K.
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Pearl & Brady K.
from
$22
per walk
20 years of experience
Caledonia, WI, 53108

About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

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

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How to book dog walking

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Popular requests for dog walking - Sullivan

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Sitters in Sullivan average 3
repeat dog walking clients

FAQs for Dog Walking - Sullivan

Frequently asked questions about Rover

As of November 2026, there are 2,077 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 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 a map of the walking route, 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 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:

  • 88% of walkers can help with special care needs
  • 93% 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 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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