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

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Top rated Old Middleton Greenway dog walkers

About: I am in incoming second year at Colorado State University majoring in animal science and looking to become a Veterinarian. I have sat for family and friends pets since a very young age and have enjoyed all of my experiences. I worked at University of Wisconsin’s vet clinic for two years in High School taking care of and cleaning up after various kinds of animals. I am looking to gain more experience while I am home over the summer and caring for animals is something I love to do! I am available almost everyday over the summer with exceptions of some vacations. I am very flexible on the days I am in town as I don’t have another job or any other prior commitments. I can do anything needed including walking, feeding, cleaning up after, spending time with, or playing with animals. I would not be able to take any pets at my house since I have two dogs of my own but I would be more than willing to stay over at owner’s homes! really anything needed involving animal care I can provide.


“Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.”


About: What sets me apart as a pet sitter is the lifelong experience and genuine love I have for animals. I grew up in a home full of dogs and have always been surrounded by pets, learning early on how to care for them with patience and attention. Today, I have a dog and a cat of my own, so I understand how important it is to find someone you can trust to care for your furry family members. I treat every pet like my own, with kindness, consistency, and a lot of love. Whether it's a walk, a drop-in visit, or just some extra playtime, I ensure your pets feel safe, happy, and well cared for while you're away. As a teacher on summer break, I have a very open and flexible schedule, which means I’m available throughout the day to give your pets the attention and care they need. Whether it’s a morning walk, midday playtime, or an afternoon check-in, I’m able to provide consistent, dependable care. My background in teaching also means I’m organized, responsible, and great at following routines—qualities that translate well into attentive, loving pet care. When caring for pets in a client’s home, I prioritize maintaining their routine to help them feel safe and comfortable. I follow feeding schedules, provide fresh water, give walks or playtime, and make sure they get plenty of love and attention. I’m respectful of your home and any instructions you leave, whether it’s about medications, crate time, or favorite toys. If I were to offer care in my home, pets would have a calm, pet-friendly space and lots of companionship throughout the day. No matter the setting, I treat every pet as if they were my own, making sure they feel happy, secure, and loved while you're away.


“Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.”


“Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!”


About: I grew up with a Westie since I was 7 years old. I am a foster caretaker and trained to foster dogs by GRRoW (the golden retriever rescue organization of Wisconsin). I also have two roommates who grew up with dogs and are 3 years into veterinarian school at UW-Madison. Pet caretaking fits into my routine best every weekday for an after-work walk (5pm CST or later). I work from home on Mondays and Fridays so I have more free time those days of the week to watch an interact with your pet during the day. I have an apartment with a large open, yard good for playtime. My neighborhood and apartment complex is extremely dog friendly. There are plenty of non-busy street sidewalks and parks within walking distance for the dog to enjoy and run around in.

About: Experienced caring for dogs of all sizes, along with house cats, rodents and reptiles. Particular experience with medium and large size dogs who are anxious/reactive. Rates lowered while I establish myself on Rover. I work from home, so your dog will get a lot of attention when I care for them (and they'll probably get a nickname or two). Walks, bathroom breaks, visits to the dog park, and lots of pets and ear scratches all fit into my daily and weekly schedule with ease. I have a lot of experience with anxious dogs in particular, so am used to reading what a dog needs and wants with a close eye. I take care to make sure that a dog is comfortable with me, that I respect their boundaries, that I respond to their needs, and that we remove ourselves from any situation that might upset or overwhelm them. I often ask a pet owner for details about their dog's usual routine, any particular habits they have, their behavior on leash, and what gives them comfort. This helps me better respond to what the dog is sharing about their needs.

“Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.”


“Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!”



“Victor was great! He is very knowledgeable about dogs and eased any of my worries when it came to my anxious pup! I appreciated his attention to detail and updates. I will definitely be using his services again!”


About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I also go the extra mile with photo updates, customized activities, and keeping pets happy and stress-free while their humans are away. I’m active and love outdoor time — whether it’s long walks, playing fetch, or trail adventures, I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule from 7am-5pm, but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks throughout the day!

About: I’ve been caring for pets for years, starting with walking dogs for my neighbors — from tiny terriers to big, energetic labs. That hands-on experience taught me how to handle different sizes, breeds, and personalities with confidence and care. What sets me apart is my calm, reliable nature and genuine love for animals. I’m comfortable with leash training, reading dog body language, and keeping even the most energetic pups engaged and happy. I’m also attentive to each pet’s needs — whether that means a brisk walk, a slow stroll for a senior, or extra cuddle time. Your pet’s safety, routine, and happiness always come first with me. I have a very flexible schedule and am available anytime — weekdays, weekends, and even holidays. Pet care fits perfectly into my routine because I truly enjoy spending time with animals and can easily adjust my day around their needs. Whether it's an early morning walk, midday visit, or evening check-in, I’m ready whenever your pet needs me. When caring for pets in a client’s home, I treat it as my own. I follow all routines closely from feeding times to walks and medication and always prioritize your pet’s comfort and safety. I keep a calm, clean environment and make sure pets feel secure, whether they’re outgoing or shy. I pay close attention to details like locked doors, clean water bowls, and tidy spaces. I’m also happy to send regular updates and photos, so you can feel confident and connected while you're away.

“Very thoughtful walker & made sure my pup got plenty of exercise during his walks. Would recommend to anyone! Even left August some treats, which went above and beyond all expectations!”


About: I have had dogs my entire life. They ranged from puppies all the way to them becoming senior dogs, and they all came from very different backgrounds. I am especially good with senior dogs. My childhood dog eventually had severe arthritis and needed medication and some extra help. I would do anything for her that helped her feel more comfortable! I also puppysit for some family members so I am also used to the craziness a puppy can bring! I am currently available most days at any time until August 11. My cat does need medication at 8pm, but any other time of the day works for me! I can care for your pets however you need in your home! Whether it's going on a walk, playing outside, or staying inside, whatever is best for them is doable!

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my grandma’s dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I am currently on summer break, so I have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”

Loving dog walkers in your neighborhood
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Rose J.
“I worked along side Rose in 2 separate animal care jobs and Rose was very attentive to the animals she worked with and their environment as well as being very thorough while working with them and their spaces hands on.”




Allegra R.
Star Sitter


“Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.”


Brook P.
“I highly recommend Brook as a responsible and loving pet caregiver. She is incredibly attentive, patient, and clearly has a natural way with animals. Whether it's going for a walk, giving cuddles, or making sure pets feel safe and cared for, Brook goes above and beyond. You can trust that your pet will be in great hands with her—she treats every animal like her own!”


Ann V.Star Sitter

“Ann was so communicative! She asked great questions and made feel so confident in taking care of Beau. Left a great walk summary and I would recommend her to anyone!”




Jennifer L.
Star Sitter


“Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.”


Molly H.

“Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!”


Josette W.
“Josie is a dog lover!!! Josie would be a sweet dog walker for Rover because she is responsible, caring, and loves animals. She has experience with dogs of all sizes and understands the importance of keeping them safe, active, and happy. Josie is dependable, punctual, and communicates well with pet owners, making her a trustworthy choice for anyone looking for reliable pet care.”


Brenda S.
“Brenda really understands dogs. Our very independent cattle dog mix loves when Brenda comes to play, go for walks and watch our dog. She respects and follows our wishes regarding the care of our dog. We never have to worry when our dog is in Brenda's care.”


Donna S.Star Sitter

“Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.”


Alisyn L.

“Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!”




Victor N.

“Victor was great! He is very knowledgeable about dogs and eased any of my worries when it came to my anxious pup! I appreciated his attention to detail and updates. I will definitely be using his services again!”


Annie J.
Star Sitter


“Really appreciated Annie walking my sweet dog for me! She’s very trustworthy and great!”


Ava H.
“Ava is a compassionate, loving, caring, and responsible pet sitter and I would hire her in a heartbeat to care for my babies! She always gives endless love and affection to every animal she encounters. 10/10 recommend her for any pet sitting endeavor!”


Shaina N.

“Shaina is the best! She takes great care of our two fluffballs - they love her. She’s also incredibly friendly and considerate. Would highly recommend!”


Chenghao X.
“Chenghao is a pet-lover through and through. He is incredibly kind, patient, and caring with not only our cat, but he also would offer to help take care of our friends’ and neighbors’ pets just because he enjoys spending time with our furry friends. I would recommend him for anyone who needs a pet sitter!”


Anna N.

“Great job”


Alexandra D.

“Very thoughtful walker & made sure my pup got plenty of exercise during his walks. Would recommend to anyone! Even left August some treats, which went above and beyond all expectations!”


Ella O.
“Ella has lived with pets her entire life. She has actively assisted in the care of her families 3 dogs and 2 cats. Whether it was feeding, playing, walking, or simply cuddling with them, she did it all! Ella loves all animals, is trustworthy and dependable. Ella has a soft spot for senior pets, and she even adopted a senior cat from a shelter. You can trust that your pet will get all the love and attention with Ella as their caretaker!”


Naomi M.
About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my grandma’s dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I am currently on summer break, so I have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.


Michelle G.

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”
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 Old Middleton Greenway 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.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 91% of Old Middleton Greenway 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 Old Middleton Greenway.
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.
