Dog Walkers in Cumberland, WI
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Top rated Cumberland dog walkers

About: I have taken care of dogs since I was at home growing up, I now am a proud owner of my Gentle Giant English Bulldog I am willing to walk, feed, play or house sit your pet! Short and long term! Overnight stays are fine. References available upon request. Cats are welcome too! I can care for your pet at your home. I am willing to do over nights if needed. I have a crate available if the need arises.

About: I have taken care of dogs for almost my whole life. I was raised with a small dog and shared her responsibilities all 18 years of her life. I have been a trusted dog walker for many friends. I have worked with all ages, sizes, and training levels. I currently work full time Monday through Friday, but am able to work flexible hours to check on your pets throughout the day if needed. I will work to follow your normal routine and schedule with your pet as closely as possible. I will make sure your pet is getting as much attention as possible!

About: Hi there! My is Charlotte (“Charlie”). I’m a Certified Veterinary Technician. I have years of personal and professional experience with pets. I am fortunate to be able to offer individualized and consistent care in your home. Living in Wisconsin and commuting to the Twin Cities allows me to serve pets and their families in many areas. You dog is always welcome to come along for the ride! I am currently home full time and widely available for care. My day can most often be dedicated to or scheduled around caring for your pet! I diligently follow directions for care. Depending on the pet and their needs, I adapt my care style to make them as comfortable as possible.

About: I can care for any type of animal you can think of. Let me know the animal and I will help you out! I have taken care of exotic pets to farm pets. I work a part time job so I have a lot of free time to hang out and take care of the animals I am sitting. Your animal will not be left alone for more then 2 hours at a time. I will care for your animal as close as I can as you do yourself. Your animal will feel at home and loved and cared for.

About: Hello! I'll get right to it, I'm a dog trainer specializing in building members of the family. I am also a CGC Evaluator (Canine Good Citizen), so if your looking for someone to help you throughout that process or if your confident in your doggo and are ready to test, I'm your guy! I'm also a member as well as a Tester and observer for The Alliance of Therapy Dogs. So if you end up getting an ich to volunteer, I will be able to certify and guide your team along the way! Assuming you pass out test that is 😉 Now as a travelling trainer I sometimes take on a few extra gigs like this to make ends meet. My latest dog I trained before coming south recieved his VHM (Virtual Home Manners), CGC (Canine Good Citizen), and TN (Trick Dog Novice) titles at the ripe ole' age of 4 months! My personal dog Buddha is a service dog who has passed the PAT (Public Access Test). He is also a registered Therapy Dog through: The Alliance of Therapy Dogs. We are insured through the: Business Insurers of the Carolinas. He has the following titles: DN (Dock Diving Novice), FDG (Fit Dog Gold and below), TKP (Trick Canine Performer and below), VHM (Virtual Home Manners), CGC (Canine Good Citizen), CGCA (Canine Good Citizen Advanced), CGCU (Canine Good Citizen Urban), THDN (Therapy Dog Novice) and THD (Therapy Dog). Buddha is 3 years 9 months old. I also offer a stud service with Buddha if anyone is interested we can talk details through text, call, email, or face to face. What I'm saying is that if you'd like we could talk about my services as a trainer as well and I could show you and your little buddy some fun things to do, or perhaps help on something that has been a struggle. Whether it's a new obstacle or an older persistent one, we can overcome it. I free lance as a Pet Trainer and Respite Care Provider. My service dog Buddha and I work at Yellow River Game Farm. We also work odd jobs for people in town so our schedule is always workable. How ever you instruct. Otherwise we feed, walk, play, and rest at specific times. Pets need and do well with structure. Putting together a good positive routine sets our fluffy buddies up for success.


About: I do walking, snuggles, feed them, potty breaks and lots of play time! I do have a pet myself, but she stays home. I trained her all by myself. I taught her not to bark, lick the face, sit shake, stay fetch, and to love people. I'm a easy going person and I'm a animal lover myself! I hope to hear from you. I can start as soon as possible. You can also reach me at 7I also animal sit for my family and friends all the time. If you have any questions please feel free to call or text me. Thank you, Jenny M.

About: I have had animals my whole like and have had years of experience working with animals I have very many animals so you know your animals will be in good hands with someone who understands they are family to you and they will be given the utmost treatment! I am working part time and have a flexible schedule so I am happy to make sure I can work with your schedule and you and your pets needs! I have a dog that is extremely outgoing and friendly that would love to play with other dogs but if you would like they can be easily separated! I communicate with my clients on what they expect from me as there sitter and my needs as to safety and ßèèþ

About: Since childhood, I have always had a special connection with animals, always drawn to them. I have cared for cats, dogs, and other small critters since I can remember. I am now the proud owner of 4 large dogs, 5 cats, a lionhead rabbit, and fish. I also have experience working as a vet assistant for the last five years and have a keen eye for paying attention to the needs of our beloved fur babies. Along with experience, I am obtaining a certification as a veterinary technician, just completing my first year of a two-year program. I am currently a full-time college student, free for the summer, and have plenty of flexibility. Don't be afraid to reach out! I love animals! I stick to schedule feedings, potty breaks, and routines set by owners. Bonus: I will provide lots of belly rubs, attention, and treats if allowed.

About: I’m a dog groomer/trainer currently enrolled in the Academy for Dog Trainers. I’m a Certified Fear-Free Professional, Groom Tech, and Dog Groomer. I currently work at a dog training center and am continuing my education in order to help families resolve bigger behavioral issues with their dogs. I LOVE dogs. Force and fear free basically means that I only use positive reward methods to achieve my goals with dogs. I work part-time while attending school, so I’d like to use my available time to gain as much more dog care experience as I can. I will play with and positively interact with your dog for our entire time together. I LOVE dogs and greatly value the time I spend with them.

About: Hello I'm Jillian! I have taken care of many different pets and have a couple of my own. Im very experienced! I own a dog and a horse but have other experience from many other farm animals and pets! I have taken care of dogs that needed medications such for diabetes and pain management. I’ve also taken care of newborn puppies. I’m also pretty flexible for payment and scheduling. Message me for any other questions! I work night shifts at a hospital so taking care of your pet during the day will be easily fit into my schedule and if needing any watching for night time we can work that around! I take care of my clients pets just like my own. Kept well fed and exercised. Multiple walk during the day for the younger ones and a calm relaxing day for the elders.
Loving dog walkers in your neighborhood
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Mary S.
About: I have taken care of dogs since I was at home growing up, I now am a proud owner of my Gentle Giant English Bulldog I am willing to walk, feed, play or house sit your pet! Short and long term! Overnight stays are fine. References available upon request. Cats are welcome too! I can care for your pet at your home. I am willing to do over nights if needed. I have a crate available if the need arises.


Kristina J.
About: I have taken care of dogs for almost my whole life. I was raised with a small dog and shared her responsibilities all 18 years of her life. I have been a trusted dog walker for many friends. I have worked with all ages, sizes, and training levels. I currently work full time Monday through Friday, but am able to work flexible hours to check on your pets throughout the day if needed. I will work to follow your normal routine and schedule with your pet as closely as possible. I will make sure your pet is getting as much attention as possible!


Charlotte S.
“Charlie is a compassionate and caring pet lover. We worked at a children's horse camp together for many years and have stayed friends for 20+ years. She is extremely knowledgeable when it comes to all kinds of animals. She spent many years studying and practicing animal care professionally, she is beyond qualified to be the best Rover provider. She has a big pet family of her own, her dogs and my dog are best friends, Charlie teaches me something new about my dog every time we have a chance to get together. I've never met anyone who cares more for animals than her, if her calendar is open you would be SO lucky to have her watching your babies! She will treat them like they are her own. She will go above and beyond to make sure your pet is as comfortable as they can be. Highly recommend!”


Lillian G.
About: I can care for any type of animal you can think of. Let me know the animal and I will help you out! I have taken care of exotic pets to farm pets. I work a part time job so I have a lot of free time to hang out and take care of the animals I am sitting. Your animal will not be left alone for more then 2 hours at a time. I will care for your animal as close as I can as you do yourself. Your animal will feel at home and loved and cared for.


Alec H.
“Super dependable🐶 Works great with my dogs wonderful pet sitter!!!! My Dogs love him🐈 Alec takes time to play and walk my dogs and listen to my instructions. Super duper !!”




Jenny M.
About: I do walking, snuggles, feed them, potty breaks and lots of play time! I do have a pet myself, but she stays home. I trained her all by myself. I taught her not to bark, lick the face, sit shake, stay fetch, and to love people. I'm a easy going person and I'm a animal lover myself! I hope to hear from you. I can start as soon as possible. You can also reach me at 7I also animal sit for my family and friends all the time. If you have any questions please feel free to call or text me. Thank you, Jenny M.


Brooke J.
About: I have had animals my whole like and have had years of experience working with animals I have very many animals so you know your animals will be in good hands with someone who understands they are family to you and they will be given the utmost treatment! I am working part time and have a flexible schedule so I am happy to make sure I can work with your schedule and you and your pets needs! I have a dog that is extremely outgoing and friendly that would love to play with other dogs but if you would like they can be easily separated! I communicate with my clients on what they expect from me as there sitter and my needs as to safety and ßèèþ


Shoshanna M.
“Wonderful with dogs of all sizes. I have wittnessed the worst scenerios a pet owner can have and Shoshanna can lovingly, compassionatly and effectively bring out the best in the dog. Her patience and endurance using empathetic care with knowledge is outstanding. I call on her abilities when I have a behavioral or emotional problem with my 3 dogs and have never been disappointed. Trustworthy with care and health of anilmals all around. Helps eliviate stress of being a pet owner and accountable for impecable standatds. Five star rating is well earned.”


Lillianna W.
“Lillianna has been doing house/pet sitting, drop-in care, and exercise and enrichment with my animals for several years now. She has handled excited giant puppies, a fearful young male dog, elderly cats with health care needs, and post-amputation enrichment and training for a young male kitten. Lillianna has unfailingly been responsible, reliable, and trustworthy. She has met each animal where there are at, and each has fallen in love with her. Lillianna has shared photos and videos of touching moments when appropriate, and has answered any questions in a timely manner. I can wholeheartedly and with full enthusiasm recommend Lillianna for any animal related care she offers.”


Jillian W.
“I had Jillian watch my to dogs and she took very good care of the she take them for lots of walks cleaned up after them and sent me lots of pictures and videos of them the entire time I was away to ease my anxiety about leaving them home.”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Cumberland on Rover as of Aug 2025 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 Aug 2025, there are 29 dog walkers in Cumberland. 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, 75% of Cumberland dog walkers respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Cumberland.
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 29 dog walkers in Cumberland on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. 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.
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.
