Dog Walking in Caledonia

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

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Top rated Caledonia 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: Carmen K.
Verified Enhanced Background Check
Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
34 reviews
11 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

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Tim B.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
27 reviews
5 repeat clients
26 years of experience
Racine, WI, 53402

About: My family 🥰 & I refer to our place as, THE MUTT MANSION 💘🐕🌎 My family & I are so grateful for Rover, we remember how hard it was to find great, reliable and trustworthy people to take care of our animals, and even our human babies too! We know the struggle, & we are so happy to help provide for your fur babies!! Xo This is my full-time job. I love it so much. I care about these fur babies, and their wonderful owners A LOT ❤️ it's been going so great & I strive to make sure every animal has the best time in my care 💘 xoxo. I've taken care of all kinds of dogs and animals since I was about 5 years old. I treat each creature as if they are my own. ALL animals deserve everything great in the world 🌎 ❤️ and I try my best with everything that I have, to help provide great care for them. I have 2 children and 2 fur babies of my own 🥰 I am 100% committed to this as my full time job. I am available all week during the day & night time and weekends unless I post on the Rover calendar that I am unavailable. I have a fully fenced in, and clean yard. I have a nice, cozy basement with a bed and a chair down there and that's another one of our hang out spots 🙃 Radio playing classic rock for comfort 💘 the dogs help me do laundry, vacuum, or just play down there!

Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
20 reviews
7 repeat clients
26 years of experience
Oak Creek, WI, 53154

We hired Amanda on short nottice to walk our dog. She met us prior and was very friendly! We appreciated the long walks for our pup & could tell she really liked her.

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Jordan W.
Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
172 reviews
37 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory was great! Jasper really responded to him well and he really took the time to listen to me. He is very communicative. Will definitely have him back! Ty!!

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Kelly J.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: Mandy R.
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Mandy R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
70 reviews
26 repeat clients
30 years of experience
Racine, WI, 53402

Mandy is by far our first choice when we need a dog sitter. We have used her service as a dog walker as well as a house sitter. During that time, she kept the house neat and tidy and stayed in communication with us on a regular basis, eliminating the stress of leaving the dogs and house behind. I loved that she sent us videos/pictures of our furbabies, mostly of them completely exhausted from their walk =). Above all, Mandy is trustworthy, and our dogs love her.

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Danelle S.
Sitter Profile Image: Jack D.
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Jack D.
from
$15
per walk
4.9 out of 5 stars
24 reviews
7 repeat clients
12 years of experience
Racine, WI, 53406

My pup loved Jack. He is very gentle, yet authoritative, ensuring they know who the alfa is and that they are safe with him. Jack's communication skills are good, and he keeps you posted on how things went. I would recommend Jack to anyone who is unsure whether or not to allow someone else to care for your new family member.

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Wendy D.
Sitter Profile Image: RANDALL S.
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RANDALL S.
from
$20
per walk
58 years of experience
Caledonia, WI, 53126

About: Grew up with family dogs and pets, owned a Doberman till his death 10 years old. Lived with a girlfriend who had two border collie mixes. Have no pets now, but dog sit my girlfriends two daughter's dogs a lot one has two dogs, and the other has one big one lol I`m retired so have pretty much time to walk or check in on your pet/s. We moved and bought a 170-year-old house which we are almost done redoing the inside. I`m also a photographer and have a biz. Treasured Memories Pet Photography along with doing art shows for landscape, travel, flowers and trees and wildlife etc. Our lot is .45 of an acre most is fenced. Would like to be a walker or check in but may sit have to see. I can feed and water your dogs.

Sitter Profile Image: River W.
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River W.
from
$18
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
2 years of experience
South Milwaukee, WI, 53172

River is great with our pups!

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Sara S.
Sitter Profile Image: Tyler S.
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Tyler S.
from
$13
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Franksville, WI, 53126

About: I’ve had and taken care of dogs since I was 17 and personally trained both of my labs. Capable of handling large dogs on walks. Love to play and exercise with your pets! I’m currently an airline pilot and have a large number of days where I’m home from flights before 3pm or home all day when I’m not flying. I have crate trained multiple dogs and feed both of mine on command. I have created the understanding that a crate is a home for them and not a space for punishment.

Sitter Profile Image: Michelle F.
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Michelle F.
from
$15
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Franklin, WI, 53132

About: I’ve helped my parents house-sit dogs since around 10 years old. Moving out I continued to care for my friends' fur babies, showering them with the love and care they deserve. I’m looking to reach out more and meet new fur babies and help out more people because as a dog mom myself, I understand life can get busy! And just as I have my own fur baby in mind, I understand wanting the best care for them and a peace of mind while away which I aim to provide. Hello! Please note that I work full-time during the week, with hours from 6:30/7:00 AM–4:00 PM daily, and until 5:00 PM on Thursdays. House Sitting: I can stay overnight and provide care before and after work. Please keep in mind the schedule if your dog will need a potty break during that time - I understand it's a long time for the little buddies! Dog Walks: Evening walks are available after 4:00 PM on weekdays (5:00 PM on Thursdays). Drop-in Visits: Limited availability during the weekday due to my work schedule, but I’m happy to coordinate early mornings, evenings, or weekends. I’ll make sure your pets are loved and cared for within the schedule I can provide. If this fits your needs, I’d be glad to connect! As a dog mom myself, I care for every animal with the same love and respect I’d want for my own pup. I treat each pet like family while always honoring the wishes of their owners. When I’m in someone else’s home, I’m mindful and careful—making sure your pet feels safe and happy, and your home is well cared for too.

Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
223 reviews
53 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has done a fantastic job walking our pup Emma while I recover from the flu. She clearly knows how to handle Emma’s pulling and jumping (working on it!) and Emma is excited to see her arrive!

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Joy W.
Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
42 reviews
16 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

About: I have been pet sitting dogs and cats since I was only 13 years old. When my grandparents were out of town, I would ride my bike to their house to watch over their cats and let out their dog. Now, I'm home from college and looking for a job that involves animals and I would enjoy doing. I am currently taking jobs for summer! I will be home from college May 23rd-early August! Returning clients will get priority over new clients when it comes to bookings. I can walk dogs, let them out, play with both dogs and cats, feed the animals, bring in mail and packages and water any plants as needed.

Sitter Profile Image: Rylie W.
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Rylie W.
from
$20
per walk
5.0 out of 5 stars
24 reviews
7 repeat clients
12 years of experience
Racine, WI, 53403

About: I have had animals my whole life. I have experience with dogs primarily, but I have experience with fish, Guinea pigs, cats, and birds! Any time friends/family leave town, I’m the one they call. Always open to questions☺️ I currently have my kitty Sol in my home, but I always take care of my 2 pups on the weekend, and I took care of them everyday when I was a kid! Dogs are my Bestfriend☺️ I have special treats and food I feed to each of my dogs, as they are different ages and breeds. I try to stay on top of new diets I see online, and vet check them beforehand. I have always followed the rule: leave the area nicer when you found it, so if the dog has an accident, no problem!

Sitter Profile Image: Carla B.
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Carla B.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
169 reviews
76 repeat clients
11 years of experience
Oak Creek, WI, 53154

Didy gets so excited to see Carla, that even when I have female visitors, he barks at them when they get here nonstop until they have taken him outside just like Carla would. When Carla brings her little ones with her it’s an extra treat for Didy!

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Andrea K.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
385 reviews
101 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon is awesome! My dogs love her and she is very dependable. If I take another assignment in Milwaukee I will definately ask her to walk my dogs again :)

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Ryn C.
Sitter Profile Image: Eleanor S.
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Eleanor S.
from
$20
per walk
11 years of experience
Racine, WI, 53402

About: For 11 years, pet owners have trusted me to provide safe, reliable care for a variety of animals, including dogs of all sizes, cats, puppies, kittens, and birds. I also have experience with multi-pet households, overnight & long-term stays, daycare & boarding, grooming & bathing, and medication administration from pills to eye drops. I’m a full-time college student, but my program is hybrid, so there is plenty of availability in my schedule! My only commitments are Monday, Wednesday, and Friday around lunchtime (approx. 11AM-2PM, excluding travel time). Unfortunately, I live on campus and cannot offer boarding services at this time. Not only are your pets in good hands with me, but your home is too. I strive to maintain a safe, clean, and nurturing environment for your pets as well as a no-mess, no-stress homecoming for you. I’m always happy to send updates throughout the duration of care as well.

Sitter Profile Image: Juliana B.
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Juliana B.
from
$28
per walk
4.6 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Franklin, WI, 53132

Reliable, friendly, and a great communicator!

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Irina G.
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Over 6
pet parents in Caledonia have booked dog walking

Caledonia dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Tyler & his lovely wife came last minute for me. Maggie had a wonderful walk with them. I appreciate them both!

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Samantha L.
Dog Walking
5.0 out of 5 stars

Dog walking with great with Gabby ! She's very attentive to the dogs and asks a lot of questions about them which shows she really cares. The dogs really seem to like her !

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Carolyn D.
Dog Walking
5.0 out of 5 stars

This was our first time using Gabby & we were so pleased with her! Our Maggie is a little fussy when it comes to walking her & Gabby was very patient & did a fantastic job! We already booked her for another time. I highly recommend her!

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Jana S.
Dog Walking
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How Rover works

  1. 1. Search

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  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 Caledonia is $20

Why Choose Rover?

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  • 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 Caledonia average 4
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 Caledonia on Rover as of Feb 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 Caledonia 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 Feb 2026, there are 1,932 dog walkers in Caledonia. 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, 82% of Caledonia dog walkers respond in under an hour.

Dog walkers in Caledonia have an average of 15 years of experience. Dog walkers with repeat customers have an average of 4 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 Caledonia.

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 1,932 dog walkers in Caledonia on Rover, so you’re sure to find the perfect match for your dog! In Caledonia, 89% 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.