Dog Walking Kewaskum

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

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Over 9
pet parents in Kewaskum have booked dog walking

Kewaskum, 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: Sonja T.
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Sonja T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 126 reviews
34 repeat clients
30 years of experience
West Bend, WI, 53090

“Sonja is a great communicator and does well with Benny. Benny is a sweet boy with a lot of energy but Sonja handles him well!! She’s reliable and I’m happy to have found her.”

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Evelyn H.
Sitter Profile Image: Jacalyn K.
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Jacalyn K.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
17 years of experience
West Bend, WI, 53095

About: My name is Jacalyn, and I am a dedicated pet caregiver/house sitter in the West Bend area. When I’m not spending time with animals, I am a freelance artist working on long-term creative projects. Because my artwork is completely mobile, it makes me the perfect companion for your pets! I provide a consistent, calm presence in your home, ensuring your animals are never lonely, stressed, or left unattended for long periods. Specialized Experience & Skills: Unlike standard dog walkers, I have a deep, lifetime background in diverse animal care. You can completely trust me with your entire household ecosystem. Dogs: I grew up with a toy poodle in our home, caring for him when my parents went away. I would also house sit for our neighbor with medium-large dogs as a young adult. I have more recently house sat overnight for friends and my previous boss with two large dogs, providing structured feeding, walks, and plenty of play time. Small Pets: I formerly worked at a pet store where I was responsible for the daily care, feeding, and habitat maintenance of cats, dogs, birds, fish, rabbits and rodents. I also cared for my own pet mice, rats and rabbits over the years. I adore all animals, big and small. Animal Shelter Volunteer Roots: My love for animals started early—I volunteered at our local animal shelter with dogs and cats as a kid, learning how to handle different temperaments, walk the dogs, and keep environments clean and safe. If you have an animal friend that needs care while you're away, dog walking or a permanent home/vacation home that needs house sitting and check ups, don't hesitate to send me a message. I aim to provide the best care for your fur baby tailored around your work day, weekend plans, holiday travel, or seasonal vacations. My radius includes within 15 miles of West Bend. I am available for all of the services listed Tuesday-Sunday. My week is open for your nanny needs. Whether you are a local heading out on a vacation, long work days, or a tourist renting a cabin and looking to explore the local landscape, I am here to help. Why Choose Me? Because I balance my pet care with my art projects, your pets get the absolute best of both worlds: structured, energetic outdoor time combined with hours of quiet, indoor companionship while I work. I am detail-oriented, highly respectful of your property, and communicative with plenty of photo updates. Not only will i take care of your family member, but make sure everything is spotless when you return. I look forward to meeting you and your unique pets! Please feel free to reach out with your upcoming dates.

Sitter Profile Image: Kayla P.
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Kayla P.
from
$30
per walk
5.0 out of 5 stars
• 20 reviews
4 repeat clients
10 years of experience
West Bend, WI, 53090

“Kayla was prompt, friendly and loving towards our older dog. Our dog enjoyed the long run / walk and company. We are already planning to book with Kayla again!”

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Julia A.
Sitter Profile Image: Isabella A.
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Isabella A.
from
$20
per walk
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
West Bend, WI, 53095

About: I have dreamed about walking dogs since I was a little girl and now I have found a way to do it and get paid! I have two Weiner dogs at my mom's house, a labordooddle at my dad's, and two cats of my own.I know and love all kinds of dogs and cats! I will care and treat them like they are my own so trust me they will get the best care ever! They may even get a little spoiled... But I can be strict if you have certain rules you want them to abide by! I have training. Please consider me when thinking about who can care for your furry children. I will give them the best care they deserve! I work part time and have a flexible schedule, so I can be available when needed. I have a car for easy transportation as well. My cats get supervised time outside on harnesses and time in the breezeway with open windows to get some fresh air. My neighborhood is good for taking dogs on walks and there is a wonderful dog park near by!

Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 109 reviews
40 repeat clients
20 years of experience
Germantown, WI, 53022

“Paul helped me out a lot in a pinch! It was a last minute booking, I was from out of town, and my family made dinner reservations. Paul was flexible with the times and went out of his way to accommodate our situation.”

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Colin R.
Sitter Profile Image: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
8 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: Samantha G.
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Samantha G.
from
$15
per walk
22 years of experience
Fond du Lac, WI, 54935

About: I've taken care of dogs since I was 10 years old and have a passion for giving them the best life! I will treat your pet as my own, making sure they are well taken care of and happy. I'm always ready and willing to go for walks, give them approved treats, lots of play time and willing to give them medicines if needed as well! I am available most of the time!! I can be available for early morning walks, afternoon potty breaks, or weekend runs around the block! Pets are a huge priority in my life and I will make your pet one of my biggest priorities. I currently have three rescue dogs and one rescue cat. I understand that every pet is different in their comfort level with humans. I will work with your pet, at their comfort level, to ensure we create a positive and safe relationship. If possible, I'd be happy to set up play dates with other dogs as well! Leashes and harnesses are what I use for my pets, but I'm open to walking your pet how they walk best.

Sitter Profile Image: Mary A.
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Mary A.
from
$50
per walk
5.0 out of 5 stars
• 3 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

Sitter Profile Image: Whitney H.
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Whitney H.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Mequon, WI, 53092

About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I am able to attend to your pet as needed. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“First time using Rover! Excellent experience. Travis was awesome. Prior to her first walk with him, he came over for a meet and greet which was very helpful. Right away, Whinnie could tell he was a dog lover. He also was very responsive to all of my questions I had in person and via the app. We will definitely use him again! It is such a good feeling to know our pup is being taken care of.”

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Molly S.
Sitter Profile Image: Nadia S.
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Nadia S.
from
$16
per walk
6 years of experience
Waukesha, WI, 53186

About: I have worked with three doggy daycares with different social settings and dynamics small groups to groups of 45. We are trained to care for dogs, of any breed. Poop, or throw up I can handle it. I work part-time my schedule shifts, are Tuesday, and Sunday. However, I can change my shifts to meet your schedule needs. never be afraid to ask and always ask me a week in advance. I have been trained through three different doggy daycare programs that have introduced different training protocols to understand the needs, health, Dog AID, behaviors, and more of different breeds. Your fur babies or little ones will receive all the love and care they need. I will keep you updated with videos, photos, or even FaceTime to show you how everything is going when I visit a client’s home. I always follow and respect the rules, and if I notice anything unusual, I will report it and ask questions, because your pets’ well-being is my top priority.

Sitter Profile Image: Erin N.
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Erin N.
from
$19
per walk
5.0 out of 5 stars
• 28 reviews
2 repeat clients
3 years of experience
Wauwatosa, WI, 53226

“Carter definitely had a blast walking with Erin! Thank you very much”

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Beatriz A.
Sitter Profile Image: Alex M.
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Alex M.
from
$30
per walk
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex is reliable, dependable, and flexible dog walker. She’s been able to get our dog to go to the bathroom on walks (our dog always refused before) and to start loose leash walking. Lily loves Alex and waits at the front door for Alex to pick her up on walk days. I highly recommend Alex!”

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Sarah O.
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 Kewaskum is $20

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Kewaskum

Select a filter and find qualifying sitters offering dog walking.

Sitters in Kewaskum average 3
repeat dog walking clients

FAQs for Dog Walking - Kewaskum

Frequently asked questions about Rover

The average cost of Dog Walking in Kewaskum is $19 per walk as of October 2026. Most bookings cost between $19 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 909 sitters on Rover offering Dog Walking across Kewaskum. 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 Kewaskum. 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 Kewaskum 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 Kewaskum. On Rover:

  • 89% of walkers can help with special care needs
  • 95% 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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