Dog Walking Caledonia

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

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Over 34
pet parents in Caledonia have booked dog walking

Caledonia, 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: Ky A.
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Ky A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
62 reviews
26 repeat clients
7 years of experience
Racine, 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. May 23rd-August 16th, I am home from college (in Racine) and taking summer bookings currently. From August 18th-December 6th, I'll be at college (in Whitewater) and taking bookings there. I'll be home (in Racine) again December 15th for winter break. 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: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
64 reviews
13 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
267 reviews
62 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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

Mandy did amazing with our two Huskies, they are strong dogs with a natural want to pull, and she handled them with great care. It is easy to see Mandy is very much a dog lover!

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Lucia T.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 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: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
49 reviews
9 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: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
Sitter Profile Image: Gianpaolo U.
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Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

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Lynette G.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
93 reviews
26 repeat clients
26 years of experience
Racine, WI, 53402

Great1

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Shari Z.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$15
per walk
5.0 out of 5 stars
1 review
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per walk
5.0 out of 5 stars
36 reviews
7 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany provides excellent walking services for our high-energy Nala. Would definitely recommend and plan on continuing walking and drop-in services.

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James C.
Sitter Profile Image: Melana R.
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Melana R.
from
$20
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Oak Creek, WI, 53154

About: As a lifelong dog owner, I’ve cared for pups of all sizes, ages, and personalities. From playful puppies to senior dogs, I’ve learned how to tune in to their needs and routines. I treat every dog like my own — with patience and love. Animals have always held a special place in my heart. Your furry friend will feel right at home with me. Dog sitting is more than just watching pets — it’s about creating a safe, loving space while their owners are away. I stick to each dog’s routine, give them plenty of attention, and make sure they feel calm and cared for. I have open availability during weekdays, making scheduling easy and flexible for you. Whether caring for pets in my home or yours, I make sure they feel safe, loved, and comfortable. In my home, pets have space to relax, play, and feel at ease. When I’m in a client’s home, I respect the space and treat it like my own, making sure your pet is happy, well-fed, and never lonely.

Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
16 reviews
11 repeat clients
25 years of experience
Racine, WI, 53406

Very friendly, dog had a great walk.

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Elizabeth E.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle was prompt in responding, friendly and outgoing with our pups, and asked great questions about them! We re-booked her promptly and highly suggest her services if you're in the greater SE-WI area.

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Heather J.
Sitter Profile Image: Anna S.
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Anna S.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Kylie K.
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Kylie K.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
428 reviews
104 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: Rylie W.
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Rylie W.
from
$20
per walk
5.0 out of 5 stars
25 reviews
9 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: Lauren B.
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Lauren B.
from
$20
per walk
4.8 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Greendale, WI, 53129

About: Throughout my life, I’ve grown up with cats & dogs and have learned to care for all their needs. I love making pets happy! I am interested in taking care of dogs & cats. I am open every morning from 7am - 11am. Afternoons from 2pm - 4pm & again in the evening 6pm - 8pm. I will make it a priority that your pet is cared for while you are away. I enjoy taking them on walks, giving them play time and extra love! Each morning, I take my dog out for a walk or play time for about 20 min. This gives him a chance to go potty. I take my dog out every 3-4 hours. I always make sure my pet has food and water throughout the day. Depending on the weather, and if I have to be gone for 3-4 hours, my dog gets to go to the dog park for more exercise later that afternoon. I will always make sure your pet has fresh water, good exercise, and enough potty time too. Making sure your pet is taken care of & feels loved while you’re away will be my priority!

Sitter Profile Image: Peter A.
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Peter A.
from
$16
per walk
5.0 out of 5 stars
47 reviews
17 repeat clients
40 years of experience
Franklin, WI, 53132

Showed up on time, reliable, took great care of our fur baby while we were out of town.

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Michele V.
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The median cost per walk for dog walking in Caledonia is $20

Dog parents share their Rover experiences - Caledonia

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

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
1 / 1
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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.

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Caledonia

Select a filter and find qualifying sitters offering dog walking.

Sitters in Caledonia average 4
repeat dog walking clients

FAQs for Dog Walking - Caledonia

Frequently asked questions about Rover

The average cost for Dog Walking in Caledonia on Rover is $16.65 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 2,570 sitters on Rover offering Dog Walking across Caledonia. 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 Caledonia. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Caledonia.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Caledonia. On Rover:

  • 93% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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