Dog Walkers in Windsor, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving dog walkers in your neighborhood
Search Results
1. Laura S.
“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!”
2. Allison A.
“Be prepared for a very thorough prep meeting and detailed updates- like you may expect with a babysitter for a child. Allison wouldn’t be a good fit for someone who is looking for an especially quick key transfer; she takes this very seriously. She worked with my pup on reinforcing some of the training we were doing and communicated about her behavior in detailed notes. She definitely went above and beyond- exactly what you would want for your fur baby.”
3. Tammy T.
“Tammy was great with our energetic beagle/heeler mix!”
4. Kena L.
“Kena has walked our 2 poodles and I couldn't be more satisfied. She has a true love for animals and knows how to work with them. She is a great communicator; prompt messages and sends pictures. I truly value her help.”
5. Carla P.
“Carla was great. She showed up on time and got our dog out for a walk for us while we were gone. Would absolutely love to have her car for our dog again.”
6. Taryn E.
“Taryn was amazing! Kept me posted on how our dog was doing, making me feel at ease and confident.”
7. Megan B.
“Megan is an loving and knowledgeable dog owner/ caregiver. She has two large dogs of her own who she loves and exercises daily. She is loving and patient with her dogs and has trained them very well. I would trust her with any of my dogs and be glad to have her as a caregiver/ dog sitter. Anyone would be lucky to have her care for their dogs like she cares for her own.”
8. Lisa T.
“Lisa is great! Good communication and my rather high maintenance hound dog adores her. That’s really the most important thing, right? She takes him on long walks every day. Lisa is the best!”
9. maranda c.
“I have known Maranda for 13 years now and she has been my family’s go-to pet sitter during that time. She is extremely reliable and loving. When she’s over, she goes out of her way to take my dog for walks and always has the best advice when it comes to animal care. I know that she grew up around all sorts of animals, small and large, so she has a great deal of knowledge when it comes to the area. I highly recommend Maranda when it comes to animal caregiving!”
10. Michel P.
“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!”
11. Lindsey H.
“Lindsey was wonderful and worked well with our very timid dog.”
12. Sarah W.
“Sarah is a great option for a dog walker. She is very intune with the dogs needs, and sends pictures. She's flexible and responsive. Super appreciate her!”
13. Kirsten R.
“One of the most responsible and dedicated young ladies i have ever met. Hard working, honest, dependable and a goto young lady. He love for animals is a life long passion. Gets to know each animal she cares for and they become life long friends.”
14. Halli B.
About: I have never not been around dogs! I grew up with labs and once I moved out I rescued my beagle Millie who is the goodest girl! I am working part time this summer and have plenty of availability to walk dogs! I can be super flexible with same day appointments if needed! I have a good sized backyard and live in the middle of town close to all of the walking paths! Dogs rule and they run the show(:
15. Tiana B.
“Tiana has watched my dog multiple times. My dog has really bad separation anxiety and she’s so amazing with him! He calms down quickly with her which makes me feel so much better about leaving him. She sends multiple updates throughout the days. She also takes pics and always takes him on good walks! I’ve never had any issues or concerns when she watches my boy and I know that he’s in good hands with her.”
16. Gwen K.
“Gwen is a fantastic caregiver. She treats all animals as her own. I have never met anyone who loves all animals as much as Gwen does. She truly cares about animals and I trust her with all of my fur babies!”
17. Heather S.
“Heather has cared for several of my dogs over the years. She’s kind, caring, and loves animals. She takes care of them like they are her own and is willing to give medications (which can be a trick sometimes!), make sure they get plenty of snuggles, play time, and exercise. She is very honest and trustworthy and always follows up if something seems off or out of the ordinary. I highly recommend her caring for your furry friends!”
18. Brandy P.
“Brandy is great! Friendly, even cleans food bowl after visit. My English bulldog loves her! Thank you Brandy for being so caring for my needy 8 month old pup.”
19. Kirstyn M.
“Kirstyn is great with our dog, Maisie! She is reliable, friendly, and Maisie loves her daily walks with her!”
20. Lexi F.
About: I am open for Dog walking and house sitting for all sizes of dogs and cats, as well as general care for small critters such as rabbits, hamsters, fish, birds and guinea pigs. I also have many years experience with horses, goats, sheep, and pigs. I have a very flexible schedule at this time. I've been an animal owner since I was a child. Always had a dog and cats growing up, also had fish, birds, hamsters and rabbits over the years. Despite being a part time student I have all online classes so fitting in your pets needs are very easily done at any hour. I live in an area of many bike trails and walking paths as well as a personal fenced in yard for any dogs who don't have access to dog parks or have socializing issues in large groups. I am currently unemployed and looking for a Part Time job. I will schedule animal care around that future schedule. I miss my rover days when I switched to full time work prior. I treat every clients pets and home with respect and care for it as my own. When I'm house sitting i often supply my own snacks and such and tell pet owners they don't need to supply me. I stay within the set boundaries of each home as well.
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.
Doggy 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 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 May 2025, there are 1,286 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, 81% of Windsor dog walkers respond in under an hour.
Dog walkers in Windsor have an average of 14 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 1,286 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.
Connect anywhere with the Rover app
