Dog Walkers in Caldwell, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Caldwell dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Cayla has been such a blessing to us. She is reliable, flexible, and communicates so well! Our puppy adores her, and Cayla is SO patient- even when our girl throws a curveball at her every day, she always finds a way to keep their walks going! It’s comforting knowing she is in such trustworthy hands while having so much fun. Highly recommend Cayla!”

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.
About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.
“We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!”

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.
About: While I haven’t had a dog of my own, I’ve had the joy of dog sitting and caring for many over the years. I genuinely love spending time with dogs—whether it’s going for a walk, playing, or just giving them the love and attention they deserve. I make sure each dog feels safe, happy, and well cared for, just like they would at home. I currently work full time from 8-4 pm on weekdays but I can swing by in the mornings and spend time in the afternoons otherwise I am always off every weekend to give you that getaway that you deserve! You pets will always be in good hands as I am a huge animal person! I always prioritize making pets feel comfortable, safe, and loved—whether they’re in my home or their own. In a client’s home, I follow their usual routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. I also make sure to keep the space clean and secure. If caring for pets in my home, I provide a calm and pet-friendly environment with plenty of attention, enrichment, and affection. I treat every pet like they’re part of the family.
About: Having a furry friend in the home has been a norm for me for as long as I can remember! I’ve cared for dogs of my own and family members dogs for my whole life. I have trained my own family dog through 4-H, so I am knowledgeable on some training tactics for dogs, just let me know your furry friends needs! :) I am currently taking time away from work, so I am available full time to care for your pets! Whether you just need someone to take them on walks or you need a sitter for a vacation, I am available whenever you need! At home, I’m in an apartment with an indoor cat of my own. He loves to follow me around to house and be wherever I am!
About: 75% of my life has been spent with dogs. In 2017 and after saying goodbye to our 13 year old yellow lab, I brought home a 10 week old German Shepard/Border Collie mix. He is a rescue from Oklahoma. I trained, potty trained, raised and still love Bandit. Last November an 8 week old Catahoula Leopard mix from the WI Humane Society was added to the equation. Pirate and Bandit are best of friends. Before Pirate, Bandit was anxious, skidding, ran away from and would go to only a select few. Who knew all he needed was his own emotional support dog?! He is a completely different dog. Friendly, not skidding, loves to play and run. Pirate is the same size at a year old as Bandit (approx 65 lbs. each) I am partially retired which gives me the availability and flexibility to come, play and stay in your home. Specific days of availability are Tuesday, Thursday, Friday, Saturday and through Sunday mornings. My only goal is to provide World Class service to you and your pets. I am able to administer medications, feed, potty and any other general care needed in your absence.
About: I’ve grown up around dogs my entire life and as a pet owner myself, I know how important it is to have care that can be trusted. I’ve taken care of dogs of all shapes and sizes for family and friends in the past. I am committed to giving the best care to all of our furry friends and guarantee to treat them like my own. My schedule is currently open most of the time so I can be very flexible when it comes to working with you and your pet’s busy schedules. I am happy to follow any special instructions you may have related to feeding, medication, or any other pet needs that are requested by you.

About: I’ve taken care of many dogs I’d say every kind I’ve worked in daycares where I would bathe them, feed them, or just keep them company and let them know they are safe I’m currently working part time at target, I’m always free to take care of your fur babies and make sure they are fed and taken care of! I have a fenced in yard that my dogs absolutely love playing fetch it and my fur babies love other fur babies they will get alone very well!
About: I’ve had pets especially dogs all my life. I’ve taken care of other dog for two weeks. I’m currently having two cats living with us. Pets are best thing to have! I’m currently working on call as substitute teacher. So I’d thought I could work on days I’m available to look after pets, dogs or cats. Take dogs for walk and feeding if need to. I have a backyard but not fenced. But take walk if need. Play with ball or toys. Giving lots of cuddles. Important making them feel comfortable and safe.
About: I have had both cats and dogs since I was born and have lots of experience providing care for many ages, behaviors, and disabilities. Over the last few years, I have aided with foster dog care, and while it can be challenging, it is very rewarding. Over the last few years, I have seen seniors, puppies, and pregnant dogs come through the home, and I always try to provide the best care I can while trying to find homes that are a good fit! I am working a part-time job at Carthage College and have ample time to help provide care. During the weekdays, I am quite flexible with my availability. On weekends I have lots of flexibility as well in order to provide ample support and care for pets. I am very active, so I am more than willing to provide walks and activities for your pup! If your dog needs medication, I am able to administer it when needed. I can also provide time outside and around the home if the dog must be in a crate.
About: I’ve always had dogs and pets growing up and have been a sitter for many friends and family’s throughout the years! All types and ages and breeds I’m currently working part time so I’ll have plenty of time to time to play and hang out with your pups! Especially on weekends - Friday, Saturday, Sundays ! I will follow your instructions clearly for how you would like me to treat your pups/animals and your home. I value your privacy and respect your home.
“Katie is wonderful! She met Dobby and he loved her. I could tell she was a doggy person right away! She took great care of my fur baby, sent pics, updates, and was very flexible with her schedule. I will be using Katie again and again for our pups walks.”


“Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.”


About: I have been a dog lover my whole life! Dogs have been apart of my family since I was kid. We have loved a wide variety of breeds from small dogs to large dogs. I also have experience as a dog walking volunteer at the Racine County Humane society! Through this position and my home life I have walked dogs from 5-100+lbs. My family calls me the dog whisperer and I've always felt so at peace walking or spending time with pups! I am a recent grad with my Masters in Physician Assistant Studies. I work as an Emergency Medicine PA offering me flexibility with my schedule. I would love to help care for your pets in my off time. Animals bring me so much joy and I will treat your pet as one of my own! I am able to work with pets of high energy as well as more docile pups! I am comfortable using crates as well as kennels.
How Rover works

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Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Caldwell is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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 Caldwell 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 Caldwell 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.
As of Jun 2026, there are 1,659 dog walkers in Caldwell. 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 Caldwell dog walkers respond in under an hour.
Dog walkers in Caldwell have an average of 16 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 Caldwell.
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 1,659 dog walkers in Caldwell on Rover, so you’re sure to find the perfect match for your dog! In Caldwell, 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.



