Dog Walking in Cherokee Garden, Madison, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Cherokee Garden dog walkers

“Laura has been absolutely phenomenal with the weekly recurring dog walks. She gained the trust of our skeptical Bernese mountain dog immediately, and of course our golden loves her. Highly recommend!”

“10/10 Tucker loves going for walks with Autumn! He's such a good boy for her and is always really sleepy when he gets back. I will be rebooking with her again soon!”



“Allison by far exceeded our expectations as a dog walker. We were a little nervous as this was our first time going through the app, but she made the process painless and eased our concerns by her professionalism. At the meet and greet she took detailed notes about our dogs behaviors, triggers, likes/dislikes, daily routine, and asked all the important questions regarding their care. It was comforting to know that she took the time to learn everything about our pups and listened intently about their care instructions. We were very pleased with her services and would definitely recommend her to all new/potential dog parents who are in need of someone reliable and trustworthy to take care of their fur babies. We will definitely try to use Allison’s services in the future!”

“Lexi is very punctual and easy to work with. She takes great care of our pup and went above and beyond with extra requests today to get him some water and put him in his crate when they got back from their walk. Thank you, Lexi!”


About: I have been helping care for dogs both personally and as a friend since middle school. I began walking my own dog for an allowance in elementary school and loved it so I began to walk dogs for neighbors and family friends in middle school. Since then I have continued to work with dogs helping friends and family complete basic training (Sit, Stay, Lay, Leave it) and continued to learn more about dog behavior, activity needs by breed and body language. When walking your dog you can expect a minimum of a 1 mile walk/at least 20 minutes of actual walking time (or less if requested due to animal's health and abilities). I will ensure your dog is able to take in the sights and smells along the way and is engaged mentally to get some energy out. I work from home and am pretty flexible around my workday meetings. I have regularly scheduled reoccurring meetings from 9-930 on Mondays and Wednesdays but am flexible otherwise. When caring for your pet in your home you are the boss. I will follow any rules, routines or boundaries expressed by you and agreed to by me. Additionally, I will be respectful of your pet and your space. This means monitoring and respecting their behaviors and body language, keeping a clean space in your home, cleaning any mess made by feeding your animal, and cleaning accidents they may have had if provided the needed tools and supplies. When walking your dog you can expect a minimum of a 1 mile walk/at least 20 minutes of actual walking time (or less if requested due to animal's health and abilities). I will ensure your dog is able to take in the sights and smells along the way and is engaged mentally to get some energy out.

“Ernst is super friendly, responsive and knowledgeable. We have 70 lbs adolescent pup who has a lot of energy to give. Ernst is great at keeping our pup in line. I already notice an improvement in our pet’s loose leash walking!”


About: I’ve been taking care of animals all my life but have professionally done in the past 6 years! I love spending time around animals and I also stay hyper vigilant if there’s any issues going on! I am currently working in sales where I spend all day in Costco, so I'm looking for a way to get outside and make a new community of friends, and get some walk and play time in with a furry friend! Always more than happy to make time for your pet! I have a cat named Theo and he gets fed on a schedule three times a day, which seems to the perfect mix. I like to keep pets on a schedule and active so that they’re getting all the enrichment and care that they need! If there’s not a fenced in yard, I’m happy to go for a walk!

About: I have experience caring for pets, having grown up with them, and I am available with a flexible schedule throughout the summer months. I would be happy to assist if needed. I am currently a teacher on summer break and have availability to assist with dog walking, provide daytime or evening companionship for pets, and house sit if needed! I genuinely enjoy spending time with animals—whether it's going for walks, playing fetch, or simply offering affection and companionship. My priority is always to ensure pets feel happy, safe, and well cared for.

About: Growing up, I cared for my family’s cats and dogs as well as other pets in the neighborhood. Now, I live with my handsome cat, Monty, and I am a loving “dog aunt” to my friends’ dogs. When my friends are out of town or just a bit too busy and need an extra hand to make sure their dog gets all the love and attention they deserve, I’m here to help! I have cared for small dogs, big dogs, and dogs with various health concerns. I have experience administering medications to cats and dogs. I am currently in between jobs, my schedule is open and flexible. I am interested in continuing with Rover after I start my new job as well. I do not offer services in my home. Every pet has their own unique needs and preferences, I’m happy to follow any special instructions if needed.

About: As many other animal-lover's, I have had animals in my life ever since I was born. My very first pet was a black cat named Korn that my parents adopted right before having me! Ever since I have never been without animals in my life. I'm knowledgeable in care for cats, dogs, reptiles and other herps, fish, birds, and horses. I personally have two German Shepherds, a cat, and crested geckos. My dogs I got as puppies and trained them with my mother, so puppy duties are easy for me too! Additionally, I used to work as an adoption manager and took care of two facilities that specifically adopted out cats, so I've worked with many different kinds of cats of different ages and disabilities. I have a plethora of experience with many different species and breeds of those species! My schedule is completely open and flexible. I'm able to be molded into your schedule as you need it! Some Saturday's or Sunday's I will be vending at fairs, but they're not often and only a few hours during the one day! I take care of my own animals whenever I am home. I have two german shepherds, one cat, and crested geckos. The mammals in the house all have the same food schedule. My dogs get lots of outside and inside playtime with me and each other! I love playing with Eva too, and she is big into snuggles (drool city when petting her). I also have crested geckos and have their own personal schedule I attend to (feeding 2-3x a week, watering daily, handling the young ones to get them adjusted to human touch.

About: I’ve grown up surrounded by animals. I’ve dog sat several times over the span of a decade. I’ve cared for dog breeds of all ages, sizes and personalities. Whether it was daily walks, overnight stays, and followed detailed care routines. I also love to stay active and will provide long walks in the neighborhood or local parks! As a college student, I have a flexible schedule that allows me to plan my classes and study time around pet care. Whether it’s starting with a morning walk or stopping by in the afternoon. Typically I am available Monday-Friday. In clients houses, I make it my top priority to care for your space, respect your pets as I would my own home. I stick closely to your pets usual routine for feeding, walks and playtime. And I’ll always keep you updated with photos or messages to see how they’re doing.

About: I've had dogs and cats my whole life. I love a gentle giant as much as a little yapper. I have three cats, a bearded dragon, and a ball python myself. Dog walks are therapy, and I'm happy to dose meds, clean ears, or spend extra time throwing the ball (or snuggling with a senior buddy). I currently have wide-open availability and very flexible hours. I have organized sports I play in on Tuesday and Thursday evenings, which I simply work around for nighttime/evening potty breaks. I cannot offer in-home sitting at this time. My cats would be too disturbed and unhappy to have another fur baby in their shared space.

About: As a passionate and experienced dog sitter, I bring over 5 years of pet-sitting experience and 4 years of hands-on care with my own pup, who I adopted as a puppy and has grown into a playful, loving companion. He’s wonderful with other dogs and children, which means your furry friend will have a built-in buddy during their stay! I provide a fun, safe, and loving environment for dogs of all sizes and temperaments. I live in a dog-friendly apartment just 2 miles from a spacious dog park where I frequently take dogs for exercise and playtime. Whether it’s walks, runs, car rides, or simply cuddling on the couch, your pet will receive plenty of attention, affection, and activity while in my care. I’ve also volunteered at the Humane Society in Green Bay during college, where I gained valuable experience working with dogs of all breeds and energy levels. I pride myself on being active, attentive, and highly dependable. When your dog is with me, they’re not just being watched—they’re being cared for like family. If you’re looking for someone who will treat your pup like their own, provide regular updates, and ensure they feel right at home, I’d love to be that person. Feel free to reach out with any questions—I can’t wait to meet your best friend! I work part time monday - thursday and my boyfriend starts work later in the day so my pup usually is only home alone for 5 hours out of the day and I come home during my breaks. I usually take him potty and feed him at that time and allow for some play time before going back My puppy loves running. He is a high-energy dog so we do walks and he has lots of toys to play with. We also have a balcony so we like to people watch together in the mornings ! If your dog is not into other dogs or high energy, my pup is also crate trained.

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

About: I’ve cared for dogs of all breeds and energy levels. I treat every dog as if they are my own with patience and lots of treats. I’m currently working part time so I’d love to have the opportunity to fill my afternoons with walking your furry friends in the summer breeze. I live in a very secure complex with lots of room to roam around and explore. I’m always keeping an eye on the pups to ensure they don’t get into anything harmful.

About: Please send a message to inquire about availability. -------------------------------- Hi there, we're Amy Lynn and Jesse! We accept small, non-shedding breeds. Examples: Bichon Frise, Maltese, Lhasa Apso, Mini Poodle, Shih Tzu, Havanese, Yorkie, etc.. Please keep in mind that we won't be a good match if any of the following apply to your dog: 1) requires diapers or is otherwise not housetrained (except for rare accidents), 2) has extreme anxiety about being alone, 3) can jump a 4 foot fence, 4) is a shedding breed, 5) dementia-like behaviors (howling at night, disorientation, etc.,) 6) cannot do steps (we have 9 steps to get to our backyard), 7) is destructive (chews furniture, etc.), 8) is blind or mostly blind 9) requires an overnight potty break (rare occasions are fine). Drop-offs can be as early as 7:00 am and pick-ups as late as 9:00 pm. It's much appreciated if you send a message when you're about to leave or have an ETA. Your dog will be with one of us most of the time. When we leave a dog home alone, its usually not for more than 3-4 hours. Our yard is fenced and the neighbors on either side and back of us do not have dogs. We have a camera with audio in our front room to supervise when we're out. Most dogs sleep in bed with us. Please label any items you bring with your dog's name. We provide bowls, poop bags, toys, a crate (just in case), blankets, leashes. Its not recommended to bring toys because other dogs may destroy them.
Loving dog walkers in your neighborhood
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Laura S.Star Sitter
“Laura has been absolutely phenomenal with the weekly recurring dog walks. She gained the trust of our skeptical Bernese mountain dog immediately, and of course our golden loves her. Highly recommend!”


Autumn H.Star Sitter

“10/10 Tucker loves going for walks with Autumn! He's such a good boy for her and is always really sleepy when he gets back. I will be rebooking with her again soon!”




Allison A.
“Allison by far exceeded our expectations as a dog walker. We were a little nervous as this was our first time going through the app, but she made the process painless and eased our concerns by her professionalism. At the meet and greet she took detailed notes about our dogs behaviors, triggers, likes/dislikes, daily routine, and asked all the important questions regarding their care. It was comforting to know that she took the time to learn everything about our pups and listened intently about their care instructions. We were very pleased with her services and would definitely recommend her to all new/potential dog parents who are in need of someone reliable and trustworthy to take care of their fur babies. We will definitely try to use Allison’s services in the future!”


Lexi F.

“Lexi is very punctual and easy to work with. She takes great care of our pup and went above and beyond with extra requests today to get him some water and put him in his crate when they got back from their walk. Thank you, Lexi!”


Stacey S.

“Stacey was great!! She even spent extra time with Stanley.”


TAYLOR P.
“Taylor is amazing with our dog. Our dog is so excited to see and be walked by taylor. Taylor communicates well when it comes to checking in on our dog. She is our number one choice for dog walking and sitting.”


Ernst G.

“Ernst is super friendly, responsive and knowledgeable. We have 70 lbs adolescent pup who has a lot of energy to give. Ernst is great at keeping our pup in line. I already notice an improvement in our pet’s loose leash walking!”


Natalee Y.

“Natalee is very kind and conscientious, both to us and our pets. She takes great care of them, and they are always excited to see her!”


Ashley H.
“I have known Ashley for over 5 years. She is one of the most responsible person I know. She used to have a dog, and I have seen how much love and care she gave him. She is currently a cat mom that loves to spoil him with affection and love. Ashley loves the outdoors, so I have no doubt in my mind that she will be an excellent candidate to walk all the precious puppies in the neighborhood! She also has an experience working at a vet clinic, so she has a eye for detail, and experience to understand the pets needs. I would trust her with all of my own pets!”


Karrie G.
“Karrie is very reliable and will do what's best for the family & pets! She is kindhearted and thoughtful person that is always willing to help out. Karrie LOVES to snuggle up on the couch w/ them too! :)”


Sarah J.
“I would highly recommend Sarah as a dog walker or pet sitter. Sarah has stayed at my home with our golden retriever on multiple occasions and he has loved every minute of it! Lots of snuggles and walks. She has always arrived when expected and has sent us photos and updates when we were out of town, which I really appreciate. She is very responsible and most definitely a pet lover. I would not hesitate to consider Sarah for dog walks or sitting.”


Salem E.
“Salem would be a great fit for anyone looking to find a caring and flexible person to look after their pets. With a slew of geckos of their own and two family dogs, they have experience with furry and not-so-furry friends! Their genuine passion for animals shines through in every interaction, making them a trustworthy and compassionate caretaker. I highly recommend Salem to anyone seeking top-notch care for their furry family members!”


Stacy S.Star Sitter

“Stacy was great! She was communicative and she listened to all the details about my dog. She is timely and trustworthy, and my dog loves her too!”


Samantha M.
“Samantha has watched my 2 dogs several times, and I couldn’t be happier with the care she provided. She’s responsible, attentive, and truly loves animals. I get lots of photo updates. I highly recommend her to anyone looking for a trustworthy sitter”


Sarah W.Star Sitter

“Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!”


Samantha S.
“Sam took amazing care of our pets! We have 2 dogs and a cat, all with very different personalities. She got to know all of them and get each one exactly what they need. Even if it’s been a while between visits, our pets are so excited to see her and get their personalized attention. I couldn’t recommend Sam enough!”


Tatiana C.
About: As a passionate and experienced dog sitter, I bring over 5 years of pet-sitting experience and 4 years of hands-on care with my own pup, who I adopted as a puppy and has grown into a playful, loving companion. He’s wonderful with other dogs and children, which means your furry friend will have a built-in buddy during their stay! I provide a fun, safe, and loving environment for dogs of all sizes and temperaments. I live in a dog-friendly apartment just 2 miles from a spacious dog park where I frequently take dogs for exercise and playtime. Whether it’s walks, runs, car rides, or simply cuddling on the couch, your pet will receive plenty of attention, affection, and activity while in my care. I’ve also volunteered at the Humane Society in Green Bay during college, where I gained valuable experience working with dogs of all breeds and energy levels. I pride myself on being active, attentive, and highly dependable. When your dog is with me, they’re not just being watched—they’re being cared for like family. If you’re looking for someone who will treat your pup like their own, provide regular updates, and ensure they feel right at home, I’d love to be that person. Feel free to reach out with any questions—I can’t wait to meet your best friend! I work part time monday - thursday and my boyfriend starts work later in the day so my pup usually is only home alone for 5 hours out of the day and I come home during my breaks. I usually take him potty and feed him at that time and allow for some play time before going back My puppy loves running. He is a high-energy dog so we do walks and he has lots of toys to play with. We also have a balcony so we like to people watch together in the mornings ! If your dog is not into other dogs or high energy, my pup is also crate trained.


Brian & Jessie B.
About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.


Hannah S.
About: I’ve cared for dogs of all breeds and energy levels. I treat every dog as if they are my own with patience and lots of treats. I’m currently working part time so I’d love to have the opportunity to fill my afternoons with walking your furry friends in the summer breeze. I live in a very secure complex with lots of room to roam around and explore. I’m always keeping an eye on the pups to ensure they don’t get into anything harmful.


Amy Lynn R.

“Amy is a wonderful choice for our fur babies. She has loved taking care of others for as long as I have known her. My Dog loves going with her. I know she is safe and in the Best hands.I couldn't have asked for a better person to help with my fur baby! Thank you from Angela and Chewy”
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
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover 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 Cherokee Garden.
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
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.
