Dog Walkers in Pewaukee, WI

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

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Top rated Pewaukee 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: Mathaus M.
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Mathaus M.
from
$20
per walk
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.

Sitter Profile Image: Sara V.
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Sara V.
from
$13
per walk
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Looks like a fun visit! Thank you Sara.

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Steve R.
Sitter Profile Image: Riley F.
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Riley F.
from
$19
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Hartland, WI, 53029

Logan has a great time on his walks w Riley I love the pictures she uploads and the little report on how Logan did on his walk. She responds quickly as well! 🦮🙂

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Andrea S.
Sitter Profile Image: Emma R.
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Emma R.
from
$20
per walk
5.0 out of 5 stars
5 reviews
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: Heather H.
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Heather H.
from
$25
per walk
5.0 out of 5 stars
52 reviews
15 repeat clients
25 years of experience
Pewaukee, WI, 53072

Heather was fantastic! She knew how to handle my young, strong Doberman with ease. I will definitely use her again to walk my boy and recommend her to family and friends. Thanks again Heather!

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Julie C.
Sitter Profile Image: Raleke H.
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Raleke H.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Pewaukee, WI, 53072

About: I’ve been a proud rescue dog mom for 6 years and understand how much our pets mean to us. Whether it’s walking, feeding, playtime, or just keeping your pet company while you're away, I’ll treat them like family. I have experience caring for both dogs and comfortable with pets of all temperaments. I am especially sensitive with dog with separation anxiety as my own dog suffers from that as well. I'm reliable, patient, and truly enjoy spending time with animals. I bring a strong background in responsibility and trustworthiness from my job as an Asset Protection Manager. My job requires attention to detail, discretion, and a high level of reliability-all qualities I bring to every job. I’m here to be a responsible and reliable pet care giver while giving your pet the love and attention they deserve—so you can have peace of mind while you're away! I have a very open and flexible schedule—perfect for giving pets the time and attention they deserve! I'm able to adjust my routine to meet each pet's needs and make sure they feel safe, happy, and loved. Whether I’m caring for pets in my home or in a client’s home, I treat every animal like they’re part of the family. I follow the pet’s usual routine as closely as possible—feeding schedules, walks, playtime, medication, and any special instructions you provide. I pay close attention to each pet’s comfort level and personality, whether that means giving them space to settle in or showering them with affection. In your home, I’m respectful of your space and aim to keep things tidy and calm. In my home, pets have a cozy, safe environment with plenty of love, supervision, and room to relax. Communication is key, so I always keep pet parents updated with messages and photos for peace of mind.

Sitter Profile Image: Melissa S.
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Melissa S.
from
$20
per walk
20 years of experience
Pewaukee, WI, 53072

About: Hi! I’m an experienced and dependable dog lover with over 20 years of hands-on dog caretaking experience. I’ve cared for dogs of all ages, personalities, and care levels — from energetic pups to senior dogs requiring extra patience, attention, and medication management. One thing that sets me apart is my flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Whether your dog needs potty breaks every few hours, lunchtime playtime, walks, medication administration, or simply someone there to keep them company, I’m happy to help! I understand that every dog has their own routine, personality, and comfort level, and I truly treat every pet as if they were my own family member. I know how important it is to have someone you trust caring for your furry loved one, and I pride myself on being attentive, patient, reliable, and loving. My goal is simple: to make sure your dog feels safe, happy, loved, and well cared for while you’re away. I look forward to meeting you and your furry best friend! I have flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Monday through Friday I can work your pet’s schedule into my work day! On the weekends, I can be available whenever! I’m here to help as much as I can. My goal is to ensure your dog feels no different when I’m at a client’s home. The schedule, routines, and energy remain the same. I’m just a part time friend your dog can be excited to spend time with while their parents are away. I follow everything you need to ensure your dog is cared for and loved.

Sitter Profile Image: Jessica P.
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Jessica P.
from
$16
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Sussex, WI, 53089

About: Animals have always been a huge part of my life, and in our home, pets are truly family. I’m a mom to one little boy and also a proud dog mom to my fur babies. My family and I are all animal lovers, and we understand how important it is to know your pet is safe, loved, and cared for while you’re away. We have rescued two of our family pets, one who has since passed and our current dog, Ollie. Because of Ollie, we know firsthand how important a safe and secure yard is. We live on an acre in Sussex with a fully fenced-in yard, which gives dogs plenty of space to safely run, play, sniff, and enjoy being outside. My husband and mom both work from home, so there is almost always someone here. This allows pets to have frequent potty breaks, outdoor time, attention, and company throughout the day. We love making dogs feel like part of our family while they are with us. I care for every pet the way I would want someone to care for my own, with patience, love, attention, and lots of updates. Whether your dog loves to play, relax, cuddle, or explore the yard, I’ll make sure they feel comfortable, safe, and loved during their stay. I currently work full time but have a flexible schedule. I am available for pet sitting at a clients home. I am also available for early morning walks or after work, and even drop in visits during the day. I care for other’s pets as I would want anyone to treat my own pets. I believe our pets are part of the family and I would want anyone to treat my pet to the best of their abilities.

Sitter Profile Image: Emily H.
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Emily H.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Pewaukee, WI, 53072

About: I have worked at a doggy daycare in the past for 2 years. Work there included watching, walking, feeding, playing, watering, and grooming dogs in our care. In addition, I have pet sat for many different households in the past for holidays! I am a recent graduate student transitioning from school back home and finding a full time job. Since I am job hunting, I have LOTS of free time throughout the weeks and weekends! I have no pets at home so all of my time will be devoted to your fur baby. I am familiar with small animals as well so if you have any that need to be fed or watered in your home I would love to do so!

Sitter Profile Image: Madeline P.
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Madeline P.
from
$10
per walk
5.0 out of 5 stars
21 reviews
1 repeat client
15 years of experience
Pewaukee, WI, 53072

Maddy was delightful.

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Rose Z.
Sitter Profile Image: Taryn P.
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Taryn P.
from
$13
per walk
3 years of experience
Sussex, WI, 53089

About: I’ve grown up with dogs of many temperaments, so caring for them has come naturally since I was young. I’ve helped friends and neighbors with their dogs, from playful puppies to the most anxious worriers and senior companions, prioritizing the mental and physical well-being of each one. I’m comfortable giving oral medications and happy to learn injections with guidance. I also work at a doggie daycare and love the work. I’m available most Fridays to Sundays, with flexible mornings, afternoons, and evenings. I enjoy keeping pets on regular routines and caring for them helps me stay active, spend time outdoors, and maintain a consistent daily schedule. I make sure every pet feels safe and comfortable by closely supervising them, keeping their environment clean and secure, and paying attention to their individual needs and routines. I handle all pets with patience and care, whether in my home or yours, and prioritize trust, consistency, and a calm, pet-friendly environment.

Sitter Profile Image: Tereace S.
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Tereace S.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Lower East Side, Waukesha, WI, 53188

About: I have grown up around all types of dogs. I have also cared for friend's dogs in the past and have grown to enjoy helping other's with their own. I currently work two other jobs both part-time, but am allowed a lot of flexibility. Day times and a couple weekdays are usually pretty open as well. I will provide whatever care is necessary based on your home whether a crate or fenced in yard. And of course with lots of love and attention!

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: Melita C.
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Melita C.
from
$30
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Pewaukee, WI, 53072

About: I’ve loved animals my whole life. I adopted my first dog, Ziggy in 2009. Unfortunately, Zig had special needs that cut his already short life even shorter. I made sure his days were filled with love, fun and all of the special care he needed. Ziggy inspired me to go on to adopt a kitty, eventually another dog and volunteer with a rescue. Animals are such sweet souls that can teach us so many things. I’m currently available for dog walks and drop in visits during the day and night on weekends. I’m also available weeknights at the moment for both as well. I’m available for walks from 30-60 minutes. I’m also able to stop by and do the basics or hang out and watch an episode of the Real Housewives with your fur baby if that’s what they prefer.

Sitter Profile Image: Makeady O.
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Makeady O.
from
$16
per walk
5 years of experience
Waukesha, WI, 53188

About: Hi, I'm Max! I've been a pet lover ever since I was a kid. Currently, I take care of my childhood dog, Jordy, who's about 19 years old and has several health issues. He's a sweet loving rescue dog, and I wouldn't trade him for the world. I am experienced with giving dogs medications, both liquid and solid, and cleaning them as needed. I understand that every dogs has their own needs, and I am willing and able to give every dog the love they need, want, and deserve. I just graduated from Carthage College, so I have the entire summer to care for your pet! Whether that means staying overnight or walking them a few times a day, I'm ready to give them the care they need. I will make sure your pet is safe and secure in your home, making sure physical boundaries are maintained and secure. A safe pet is a happy pet!

Sitter Profile Image: Tiffany W.
Verified Enhanced Background Check
Tiffany W.
from
$16
per walk
10 years of experience
Pewaukee, WI, 53072

About: I’ve been raised around dogs since birth. I have free time a few times a week. I’m looking forward to help you care for your pups. Looking to take up some of my spare time and help you with your pets. I have availability during the day several days a week. I have experience taking care of pets my entire life. I can easily meet your pets needs. I look forward to meeting different breeds and making you less stressed.

Sitter Profile Image: Lisa & Curtis W.
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Lisa & Curtis W.
from
$15
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
30 years of experience
HARTLAND, WI, 53029

We really appreciate Lisa. We are happy and grateful that we found her to help out with Larry!

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Justin S.
Sitter Profile Image: Kali W.
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Kali W.
from
$25
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
28 years of experience
Pewaukee, WI, 53072

Kali was quick to respond to our request, right on time for the meet and greet, and walk with Mocha. We definitely recommend her for dog walking!

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Sara D.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
368 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Excellent, so helpful. Very friendly, constant communication and photos! She took care of our baby and even offered to bring her treats & brought up our garbage cans! 10/10 would recommend!

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alyssa m.
Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Allison S.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison was very timely and professional. She was quick to communicate and had no issues with any changes of plans. We would recommend her to others and plan to reach back out to her in the future!

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Julianna L.
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Over 49
pet parents in Pewaukee have booked dog walking

Pewaukee dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Samantha did a great job caring for our puppy during the day! She stopped by twice for walks, had clear communication throughout the entire process, and sent photo updates which gave us peace of mind while we were away. It was obvious she genuinely cared about our puppy and made sure she was well taken care of. We would definitely recommend Samantha to anyone looking for a reliable and caring sitter/walker!

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Vanessa V.
Dog Walking
5.0 out of 5 stars

Emily is really great! She was right on time for our meet and greet and her walks with Mocha! We will definitely use her again!

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Sara D.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Sitters in Pewaukee 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 Pewaukee 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 Pewaukee 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 2,233 dog walkers in Pewaukee. 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 Pewaukee dog walkers respond in under an hour.

Dog walkers in Pewaukee have an average of 15 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 Pewaukee.

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 2,233 dog walkers in Pewaukee on Rover, so you’re sure to find the perfect match for your dog! In Pewaukee, 93% 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.