Dog Walking Caledonia

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Over 36
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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 284 reviews
69 repeat clients
8 years of experience
Oak creek, WI, 53154

“Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.”

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Lindsay P.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
• 18 reviews
14 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: Daniel B.
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Daniel B.
from
$25
per walk
5.0 out of 5 stars
• 9 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: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
• 52 reviews
17 repeat clients
45 years of experience
Mt Pleasant, WI, 53406

“Jody was fantastic to my dog and cat🥰 excellent communication!”

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Vilma C.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 49 reviews
16 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: Madelyn G.
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Madelyn G.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

About: I've been around animals my whole life! Family and friends have trusted me to feed, walk, play with, and care for their pets, both cats and dogs. I also worked for Wag, which I thoroughly enjoyed and learned so much about caring for pets. My schedule is extremely flexible and I only work part time, so I can care for your pets at almost any time of day, especially mornings and afternoons. In a client's home, the pets are in a familiar environment with an unfamiliar person. So, the first thing I do is give the pets a chance to get used to me! Let them sniff me, let them approach me at their own pace.

Sitter Profile Image: Cindi W.
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Cindi W.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Muskego, WI, 53150

“Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.”

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Cindy S.
Sitter Profile Image: Tracy K.
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Tracy K.
from
$30
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Racine, WI, 53405

About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$20
per walk
4 years of experience
kenosha, WI, 53144

About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.

Sitter Profile Image: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

“Bill does a nice job with my somewhat opinionated girl. And she loves loves him.”

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Teresa N.
Sitter Profile Image: Jessica O.
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Jessica O.
from
$25
per walk
10 years of experience
South Milwaukee, WI, 53172

About: I’ve been a pet sitter for dogs and cats since I was in high school for family members and neighbors. I have a background with volunteering at local animal shelters. My schedule is flexible throughout the week which helps provide plenty of pet sitting availability. Pet care easily fits into my schedule. I typically have several week days/weekend available for pet sitting. Typically I have my schedule 4 weeks out in advance or more. I love all animals and love to show them kindness. I make sure they get their needed steps in for the day. I also think its important to spend quality time and play with them.

Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$20
per walk
5.0 out of 5 stars
• 20 reviews
5 repeat clients
5 years of experience
Hales Corners, WI, 53130

“Thank you so much for walking crew! Out door lock was malfunctioning and there was great communication! Will definitely use in the future. Thank you again!”

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Allie S.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
• 42 reviews
10 repeat clients
9 years of experience
Cudahy, WI, 53110

“Caroline is kind, genuine and Pancho loves her!”

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Carla K.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$16
per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Kaleigh S.
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Kaleigh S.
from
$22
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Bay View, Milwaukee, WI, 53207

“Logan and Lola are so excited to see Kale every time! They always come home smiling and tired, and Kale has been awesome at reinforcing our training for Lola.”

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Alicia C.
Sitter Profile Image: Alissa K.
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Alissa K.
from
$25
per walk
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently pet-sitting full-time, so I have plenty of time to take care of your pet(s)! I keep my calendar up-to-date and respond promptly to requests, so feel free to reach out and ask! I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Stajia W.
Verified Enhanced Background Check
Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Trevor G.
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Trevor G.
from
$16
per walk
24 years of experience
Milwaukee, WI, 53220

About: I’ve worked with animals my entire life, growing up with pets to helping neighbors, family, and friends with pets. I have worked in pet stores and vet clinics and lots of pet sitting! I work at a school part time and I am looking for a side hustle that I will enjoy and love during the summer while school is out and even when school is back! I am super open for the next month or two! I make sure all the needs given by the owner is done efficiently and thoroughly as well as giving the love and affection needed for the pet!

Sitter Profile Image: Kaia C.
Verified Enhanced Background Check
Kaia C.
from
$14
per walk
8 years of experience
Greendale, WI, 53129

About: I have helped take care of my own pets for as long as we’ve had them. I have one cat and one dog. I take my dog on walks, feed her, play, and clean up outside after bathroom use. I clean my cats litter box, give him his pills and asthma treatments, play, and give alone time when wanted. I also have experience caring for small pets such as a guinea pig, a bunny, chicks, and chickens! I am currently looking for an entry part time position at vet clinics near me so until then I have a clear schedule! I will be starting a vet program in August so my availability will change at that time. Usually I am given written instructions about what kind of tasks are required and what the animals likes and dislikes are. I can follow feeding schedules, walk schedules, and potty breaks. There is no such thing as too much information about your pet, the more I know the better care I can take of them!

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

Dog parents share their Rover experiences - Caledonia

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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
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    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

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Popular requests for dog walking - Caledonia

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Sitters in Caledonia average 4
repeat dog walking clients

FAQs for Dog Walking - Caledonia

Frequently asked questions about Rover

The average cost of Dog Walking in Caledonia on Rover is $18 per walk as of October 2026. Most bookings cost between $16 and $22 per walk. 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 2,385 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 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 Caledonia 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 Caledonia. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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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