Dog Walking Caledonia

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

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Over 35
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
• 280 reviews
68 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: Tiffany B.
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Tiffany B.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 39 reviews
10 repeat clients
5 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: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 71 reviews
14 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: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 436 reviews
107 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: Joseph F.
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Joseph F.
from
$22
per walk
4.9 out of 5 stars
• 56 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: Daniel B.
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Daniel B.
from
$20
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: Genevieve S.
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Genevieve S.
from
$15
per walk
4.8 out of 5 stars
• 4 reviews
1 repeat client
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. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. 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: 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
• 47 reviews
15 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: Melana R.
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Melana R.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
6 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: Anna S.
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Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 22 reviews
4 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: Gianpaolo U.
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Gianpaolo U.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
• 17 reviews
12 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: 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: Kylie K.
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Kylie K.
from
$16
per walk
4.4 out of 5 stars
• 7 reviews
3 repeat clients
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: Sydney F.
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Sydney F.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

“Sydney has been great! She’s amazing with my dog, communicative, and flexible. I would definitely book her again!”

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Bethany D.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
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: Kylie R.
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Kylie R.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Oak Creek, WI, 53154

About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.

Sitter Profile Image: Neida S.
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Neida S.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

“Neida came promptly for her dog walk with Josie. She provided pictures and a note about about how the visit went. I look forward to her xo tuning to come on a regular basis.”

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Lisa S.
Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$10
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

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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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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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.

  • World-class support

    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
  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

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 $16.97 per walk (as of September 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 September 2026, there are 2,441 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:

  • 92% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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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