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
10 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: 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: 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: 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: Madeline P.
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Madeline P.
from
$10
per walk
5.0 out of 5 stars
21 reviews
15 years of experience
Pewaukee, WI, 53072

Maddy was delightful.

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Rose Z.
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: Tiffany W.
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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: 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: 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: 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, Thursday, Saturday, 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: 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: Megan O.
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Megan O.
from
$20
per walk
5.0 out of 5 stars
6 reviews
6 repeat clients
12 years of experience
waukesha, WI, 53188

Megan has been wonderful with our dog. We have utilized her services twice and she was great!

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

About: 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: Michelle E.
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Michelle E.
from
$25
per walk
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Emily H.
Verified Enhanced Background Check
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 current graduate student and have an internship from 8am-2pm on Monday, Tuesday, and Wednesday and class Wednesday and Thursday from 5pm-9pm. Otherwise I am completely free and would love to spend that time with your pet or pets! I love having a friend to walk with. I have no pets at home so all of my time will be devoted to your fur baby. Unfortunately I do not have a big yard as I live in a condo apartment complex however I have many sidewalks and trails near where I live.

Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
20 years of experience
Brookfield, WI, 53045

Caitlin is the best! Super responsive when I had a question or request, always on time and 100% reliable. Will be using her again for my dog walking! Thank you Caitlin!

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Jennifer B.
Sitter Profile Image: Phoebe H.
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Phoebe H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 years of experience
Sussex, WI, 53089

About: I’ve been dog walking and dog sitting for many years for neighbors etc. I also took a vet class in high school to learn more about animals. I worked at a dog and cat boarding and daycare center and even volunteered in Guatemala at a dog sanctuary for 3 weeks. My dream is to one day run my own dog shelter. I am currently working part time so I would have plenty of availability to stay with your pets! I work Tuesday, Thursday, and every other weekend from 7-3 so all other times I am available! Caring for pets in my client’s home correctly would be extremely important to me. Making sure the pets are comfortable and taken care of in every way is my top priority.

Sitter Profile Image: Himaja J.
Verified Background Check
Himaja J.
from
$20
per walk
5.0 out of 5 stars
18 reviews
4 repeat clients
9 years of experience
Pewaukee, WI, 53072

Thanks for doing a great job with Mira!

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Vishnu W.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per walk
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

About: As of recent, I no longer have any pets of my own full-time and will enjoy getting to spend time with yours! I have had pets almost all of my life, and always more than one at a time. I have experience caring for cats, dogs, small indoor pets, and birds. I also provide care for chickens, and feeding care for horses, goats, and sheep. For the past 8 years I have done overnight, extended stay pet sitting, drop in care, and boarding in my home for dogs or small animals who come with their home (for example guinea pigs). I can also provide transportation and care for animals attending special occasions or wanted as a part of photos (for example at a wedding). I have experience giving both oral and injected medications to dogs and cats. I work full time 8:30 - 4:30 but do work from home on Tuesdays and Thursdays. I can provide care before and after work as well as during the days when I work from home. I am also free most weekends. Because all animals are different, my first priority is to provide the type of care and services specific to their individual needs. I do have a large yard, but it is not fenced in. I love to go on walks / hikes with dogs.

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Over 120
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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The median cost per walk for dog walking in Pewaukee is $20

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

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    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 2,052 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, 83% 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 2,052 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.