Dog Walking In Highlands Community
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Highlands Community dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Michelle did an excellent job. When we first met, she took notes about my requests. She followed my directions precisely and took excellent care of Myla. I received updates before, during, and after Myla's walk and she left very thorough notes on the visit card. I highly recommend Michelle.”


“I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.”

“Stephanie is great, and I'm going to have to come up with reasons to book her again, because my pups are going to miss her. Punctual, good communication, and comfortable with ACDs, which is not always easy. Highly recommend.”

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️
“Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!”

“Austin does a great job of meeting the high energy needs of my pup, including taking him on a good distance walk and even upping the pace to a jog at times. It gives me great peace of mind to know he’s tuned in to the needs of my dog.”

“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!”


“Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!”

About: I have grown up with a variety of animals from cats/dogs to small animals like rats, hamsters and reptiles and even chickens! I'll make sure your pet gets the attention they deserve and the care that they need. I'm very welcoming of detailed instructions so all the furry friends are satisfied and ready for your return. As someone who works from home I'm able to adjust my schedule to meet your pets needs. All my meetings are pre scheduled so I will be able to give full care to your furry friends. My home is cat proofed for my cats as one is extremely smart. Every cat gets cuddled, brushed and fed on time. My own animals are spoiled and yours will be too.

About: I’ve been caring for dogs since high school and have over 10 years of experience with pets of all kinds. I also started training service dogs in middle school, so I’m comfortable working with different temperaments and routines. I love making pets feel safe, happy, and well cared for while their owners are away! I’m currently a pharmacy student, so my schedule during the school year is structured and reliable. I’m available for walks, drop-ins, and pet sitting around classes and study time, and I enjoy having pets as company during quieter parts of the day. During the summer, I work but still maintain availability for pet care, especially evenings, weekends, and longer stays. I care for pets in their own home where they’re most comfortable and able to stick to their normal routine. I always make sure pets feel safe, calm, and well cared for by following feeding schedules, exercise needs, medication instructions, and any house rules closely.
About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.
“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!”

About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up around dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.
“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!”


“We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!”
About: I have 3 years of hands-on pet care experience and I’m also a husky owner, so I understand how important patience, exercise, and attention are for every dog. I’m comfortable with walking, feeding, playtime, basic grooming, and keeping pets on their normal routine. I’m gentle, responsible, and always focused on making pets feel safe, happy, and cared for. I take dogs out for a walk every morning to make sure they get enough exercise and start the day well. In the afternoon, I usually take them to Middleton Dog Park for playtime and socialization. I follow each pet’s routine and make sure they stay active, happy, and well cared for throughout the day. I provide a safe, clean, and pet-friendly environment at all times. As a husky owner, I understand how to handle active and energetic dogs and always keep a close eye on their behavior. I make sure doors are secured, walks are done on leash, and pets are supervised during play. I follow each owner’s instructions carefully, including feeding, routines, and any special needs. Your pet’s safety, comfort, and happiness are always my top priority.
About: Hi! I’m a lifelong animal lover who genuinely enjoys spending time with pets of all kinds. Whether your dog loves long walks and playtime or your cat prefers a calm companion and plenty of cuddles, I’ll make sure they feel safe, comfortable, and loved while you’re away. I also have years of experience with senior dogs with health issues. I understand that every pet has their own personality and routine, so I take the time to get to know what makes them happiest I am a full time student in the spring and fall and normally take summer classes but this summer am saving money and taking a summer off. I have a huge amount of availability and am willing to accommodate most schedules and dates, lengths of work etc. my routine every day is walking my dog a couple miles, school work outside of the summer, afternoon walk and weekends I take her swimming at salmo pond or Indian lake. At my home I have a fenced in back yard and I have a counter surfer and a chewer so my house is always puppy proof as no doors are left open and all food and paper is pushed back by the counter. It is a no tobacco house hold and all medication, vitamins, supplements or inside a mirror cabinet. I do not purchase chewing gum with xylitol in it ever. I have extremely reliable and will answer the phone most times and if I don’t I will call back generally within a half hour. I am not afraid to ask questions about dog care if I need to clear something up. I only let my dog meet another dog if I feel comfortable with it and trust the dogs demeanor
About: Although I’m new to Rover, I bring several years of pet care experience for friends and family, both in-home and in my own. Since I don’t currently have a pet, I look forward to giving yours my full attention and care. I’m comfortable with both dogs and cats of all sizes and love giving them plenty of walks, playtime, and snuggles. With a flexible remote work schedule, I can provide consistent care during the day, evenings, and overnights. As an early riser, I enjoy starting mornings with a walk, and I make sure your pet receives lots of attention, exercise, and companionship any time of day. I provide loving care while making sure your pet’s routines are followed exactly as directed, from feeding schedules to walks and playtime, so they stay comfortable and safe. I’ll also share regular updates and photos, giving you peace of mind while you’re away.
About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.
Highlands Community dog parents share their Rover experiences
Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

Claire was amazing! She was so friendly, and easy to coordinate with, and arrived in a timely manner . You can tell she really loves dogs. Bella was tired after the walk, which was much needed after being home alone today. Would recommend Claire for anyone in the Madison or Sunprarie area with pups in need of a good walk!

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. 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 Highlands Community.
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.
















