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

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


“Allison has been walking our dog Mila for almost a year now and we could not be happier with the services she provides. She does an amazing job with our very energetic pup, who absolutely loves it when she comes over to take her for a walk. Allison is incredibly professional and very easy to get in touch with. Each walk she gives me a detailed update on how things are going and anything that may have happened on the walk. If I had the option of giving her 10 stars I absolutely would!”

About: I have had pet care experience with a neighbor for four years now. And I have also helped own a dog for 8 years. With my neighbor I do pet sitting/drop in visits, dog walking, and cat care. With my own dog, I have had him since he was a puppy, and he is my best friend. I have had experience living with him, walking him, feeding him, and bathing and grooming him as well. I would do anything for my dog, and I will transfer that love to all animals I meet. I am a college student and my plan is to do this during my winter break between semesters. Since I will not have school during this time, my schedule is very free and flexible. I am doing this to have something to look forward to every day during break. So I am very open on a daily basis to accommodate to your schedule. My plan is to do services that are in my clients home because my dog right now doesn't always work well with others. So when I am in my clients home I will treat all people, items, and pets with the utmost respect and kindness. I will care for your pets on drop-in visits and on walks like they are my own.
“Heather is so good at communicating with me, she always watches for anything unusual in Josie’s routine and makes sure to notify me. She’s been very flexible and extremely reliable. As an anxious dog mom, I am so at ease knowing she is taking care of Josie. And Josie is always happy after her walk days with Heather!”

About: I grew up on a farm and around animals my whole life. I’ve dog sat for many friends and family members of mine and would love to be able to look after yours. I work in the mornings and I am home by noon most days and am around all weekend to look after any pets. I go for long walks most days. I have a large, in fenced backyard and I am close to the park and walking trails. I also love to go hiking and would like to able to take dogs with too.
“Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!”

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.
“Jamie is awesome! She went above and beyond our expectations while taking care of our boys!! She is very professional and took the time to meet the boys before our scheduled dates with her. We got great pictures from her!! We will definitely be using her again”

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.
“Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.”

About: I've always had a soft spot for animals, for years I thought I was a cat person- until I raised my first puppy. NOW I know that love, that dedication and pure joy. I've found something I love! I currently work from home two days a week and those days are flexible. I work in the office three days a week, 7a-4p. Available most weekends. I am aware of all surroundings and always keep my pooch or yours top priority. Long walks along the Yahara river and lots of visits to local dog parks.
“This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.”

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.
Over 19 pet parents in Windsor have booked dog walking
Windsor dog parents share their Rover experiences
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!
The median cost per walk for dog walking in Windsor 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 Windsor 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 Windsor on Rover as of May 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 May 2026, there are 1,298 dog walkers in Windsor. 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 Windsor dog walkers respond in under an hour.
Dog walkers in Windsor have an average of 15 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 Windsor.
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 1,298 dog walkers in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 91% 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.







