Dog Walkers in Sugar Island, WI

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Top rated Sugar Island dog walkers

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: Sadie S.
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Sadie S.
from
$15
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
16 years of experience
Watertown, WI, 53094

Sadie is so sweet and kind! She's great with my highly energetic dog, Scout. She walks him all around my neighborhood and is kind to all of our neighbors she meets on our walk. She's very dependable and has great communication skills. I am so glad I found her to help me with Scout!

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Sandy G.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$18
per walk
3 years of experience
ixonia, WI, 53036

About: I have taken care of my own animals and have helped out others as well! My love for animals is so high and I find a lot of joy in it! My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I work well with any needs a family gives me! I love having a set list that the owner has and wants me to do just so the pup feels comfortable and not off schedule!

Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per walk
5.0 out of 5 stars
26 reviews
11 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: Cooper B.
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Cooper B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: I've been taking care of all types of animals for several years. Including snakes, lizards, cats dogs, and even a tarantula. I've provided exercise, care and the same love I have for my animals at home. I care daily for my own two cats, and work part time as a pet/ house sitter. Please check with me for my upcoming availability. I can rearrange my schedule to suit your needs. I will take care of your animal's needs with attention and care. Whether that means following a special meal plan, going on ten walks a day, or anything else they require. I’m happy to provide references from past clients. If you ever have any questions or concerns, feel free to call or text me anytime. My phone is always open to you.

Sitter Profile Image: Brandi K.
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Brandi K.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

Brandi was great with my 3 dogs. She was on time. Was able to meet the dogs and I before the first day. There was an issue with the neighbors dog jumping my fence when she was out with my 3 dogs. She handled the situation very well! She sent me a lot of pictures also! I would have Brandi come back and take care of my dogs again!.

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Teresa S.
Sitter Profile Image: Ella W.
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Ella W.
from
$12
per walk
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
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... I'm not currently working so I'm available for any time through the remainder of this April within 30 miles of my town. Once I'm working full time again I will be available evenings closer to home and all times on the weekends. I'm also available for overnights at your location and can leave for work from anywhere. I will only be able to care for pets at your home as we currently have 2 cats (one who is very persnickedy) and a senior dog rescue who is going blind and is afraid of everyone.

Sitter Profile Image: Emma R.
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Emma R.
from
$16
per walk
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: Rebekah B.
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Rebekah B.
from
$25
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Watertown, WI, 53098

About: I am a very kind person to animals and people! I try to treat people and animals as I would like to be treated. I would love to care for your pet and will always try to do the best job that I can. Growing up my family always owned a dog and I love all dogs of all sizes. We owned chihuahuas and we owned boxers and pugs. I also own a cat that I love very much! I hope that you will consider me to care for your pets when you are not able to. I promise to treat them as though they were my own. I hope that you will consider me to care for your pet and will do my best. I work from home and have a very flexible schedule. This allows me to be fully present with my dogs and cat and any animals I may have the privilege of watching. I typically have a routine with my dogs and cat. They all get fed twice a day. I try to play with them a little every hour and we typically take walks twice a day as well. I do have an outdoor play area for them they go out supervised about 4 times a day

Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$45
per walk
5.0 out of 5 stars
2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Natalie K.
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Natalie K.
from
$14
per walk
12 years of experience
Oconomowoc, WI, 53066

About: I have always had a dog growing up, so I learned from a very young age how to care for a pet. Friends and family have trusted me to take care of their dogs since I was around 12 years old. This includes stopping in the house to take them to the bathroom and feeding them, as well as giving medication if needed. Lots of snuggles and playtime too of course! I have taken care of dogs in the client's home for up to a week and cared for them at my home as well. No need to worry about any complex feeding schedules. I can manage it all. I am very comfortable with any age, breed, and sized dog! I have a one-year-old pup, so I am very familiar with training and puppy classes. I have volunteered at the humane society and when I was in high school, I job shadowed at a veterinary clinic. I currently work as a substitute teacher so my schedule is extremely flexible! During the summer months I am completely open. Weekdays and weekends any time of day. I make my own schedule so there will be no conflicts. I have a fenced in backyard with plenty of space for some off leash playtime! My dog loves to run around playing fetch with a ball or stick. I have a walking path across the street from my home and am walking distance to nature hill for some extra exercise. I always have water, waste bags and small treats with me when going on walks. (My dogs personal favorites are cheerios). I am comfortable walking with any leash, collar or harness. I have two kennels in my living room if your dog needs to be crated. At least one crate is big enough to fit a large or XL dog. I have a baby gate in front of my stairs, and the basement door is always shut. I personally love going to the pet store or drive thru to get my pet a pup cup! I would be more than happy to take your dog for an adventure and for some extra love and enrichment!

Sitter Profile Image: Brenna C.
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Brenna C.
from
$15
per walk
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 3 dogs of my own which mean the world to us!

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

Ramsey is fantastic! She was able to watch our 2 month old puppy on short notice and gave us updates every day. Will definitely be booking with her again!

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Lyndsay L.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
50 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: Elizabeth C.
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Elizabeth C.
from
$16
per walk
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: Anna H.
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Anna H.
from
$25
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Anna took the best care of Winston! Our puppy can be shy and nervous, but she treats him like one of her own regardless and we are so thankful to have her spend time with him while we are at work. Thank you again Anna!

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Kristen M.
Sitter Profile Image: Charles W.
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Charles W.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Watertown, WI, 53098

About: I have always had dogs in the household ever since I was born. More specifically my family had my sister and I grow up around Black Labs the entirety of my life. Neighbors as well as my immediate family have relied on me to take care of their animals. Whether it be a short walk or staying with them for an extended period of time, I was their guy! I have an extremely open/flexible schedule. I am self employed so I pretty much choose when I want to work my other job. Taking care of animals via Rover will take top priority unless my job situation changes. If that occurs I will make sure to update my profile accordingly! I have no other animals/roommates in my apartment. So your dog/cat will get all the undivided love and attention they deserve while you're away. Same rules apply if I am asked to dog/cat sit at a clients home!

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

About: Hi there! My name is Malia, and I’m a dedicated dog lover ready to care for your furry friends as if they were my own. With a reliable, caring, and energetic approach, I ensure your pup gets the attention, exercise, and love they deserve while you’re away. Whether it’s long walks, playtime, or cozy companionship, I customize my care to match your dog’s unique needs and personality. I’m experienced with dogs of all sizes and energy levels, from playful puppies to senior companions. Why choose me? • Flexible availability to fit your schedule • Passionate about creating a safe and happy environment for pets • Plenty of outdoor activity and cuddles guaranteed Let’s chat to discuss how I can help you and your pup! I am a stay at home mom who is raising a beautiful baby boy ! Easy to make my own schedule! Always can be home! I am always watching the dogs, when outside must be on a leash and being watched as well! When inside always entertained and monitored throughout the day

Sitter Profile Image: Anna R.
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Anna R.
from
$20
per walk
5.0 out of 5 stars
2 reviews
17 years of experience
Rubicon, WI, 53078

About: Hello! I'm Susu and I would love to care for your pet. I've been caring for animals since a very young age. My family and I would always bring in and care for fosters and strays, along with our own. Learning to train pups at such a young age has made it one of my biggest passions. I understand that every dog is different and it's all about learning who they are. I adapt and adjust to any dogs needs until they are happy and comfortable. Of course playtime is great but I will also inforce balance by having them do tricks and giving rewards. I believe in positive reinforcement and encouraging them to be their best furry selves. I will truly love your pet like my own. I do have a dog of my own named lexus. She is a rescue so she can be a little wary of strangers but is never shy around another furry friend! She has been socialized all of her life and loves to run and play. She understands social cues very well so if the other dog is uninterested in playing she will leave them alone. If Lexus and your dog meet I'm sure they will be best of friends! Whether it's just a walk or they stay a few nights I cant wait to meet your pup! My schedule is very flexible. I am a stay at home mom, photographer, mua and an artist. I am open to last minute scheduling if needed or scheduling something further in advance. Something consistent and on going would be preferred but if it’s just a one time thing that is okay with me as well! For walks we will go on a walk around the block. If needed we will work on not pulling the leash. For a boarding visit I will get them all set up and comfortable in my house. If it’s nice out we will go for a walk and play outside. Playing indoors as well and working on tricks they know or maybe learning a new one. Potty breaks will be provided whenever needed and food will be given as directed.

Sitter Profile Image: Amber P.
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Amber P.
from
$40
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
28 years of experience
Oconomowoc, WI, 53066

About: I have grown up with all kinds of animals, dogs being the main one. Love carin for dogs and always making them feel loved, even when owners may have to be away. What better way to spoil your pet then to make sure they have a great day too! I am the kind of person that would go to a party and hang out with the dog. I have excoerience in caring for both people and animals and hope that I may be able to help care for more. I will always be focused on what you are looking for for your dog and making sure that they get the time and love they deserve each day. Hope to talk to you soon. ? ❤️ We are a working household but have staggered start and end times so very little time is left alone. During that time dogs can remain out if possible or can be crated. Our dogs are crate trained for this time as well, though not always done. We have two friendly, though large dogs to keep yours company. We also have 2 cats, but can be placed in a different area of the house as needed. Have 2 meal times per day and can adjust to fit needs. Always have water available and frequent outside time.

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

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Sitters in Sugar Island average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Sugar Island on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Sugar Island dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 496 dog walkers in Sugar Island. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Sugar Island dog walkers respond in under an hour.

Dog walkers in Sugar Island have an average of 17 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Sugar Island.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 496 dog walkers in Sugar Island on Rover, so you’re sure to find the perfect match for your dog! In Sugar Island, 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.