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
“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!”
“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.
About: I have taken care of dogs since I was a child. I have owned 3 in my life. I enjoy and have experience in training dogs too. I work full time most days but I’m off a few days during the week which rotates. Sometimes I work noon to 7, other times I work 8-4 I engage with animals and play with them, make sure they don’t destroy property, feed them and take them on walks appropriate for their energy level and age
About: I’m a dog lover and have grown up with dogs. I have been dog and cat sitting for friends and family for years, which has included dogs of a variety of sizes, breed, and age. I have also fostered a few dogs who had challenging behaviors and quirks. I would love to care for your pet, whether that’s a drop-in or a long walk! For house sitting requests I appreciate at least 2 weeks notice if you’re a new client so I can have time to meet you and your pet(s). I’m currently working from home part-time and have the flexibility to do drop-ins during the week on my breaks. I am happy to stop after work and on the weekends too. I will treat your home and pet as if it’s my own, and respect the guidelines you set out. I like to get to know your pet first and build trust with them, so that we can have a fun time together.
About: Growing up I had cats and dogs; it was all I knew :) At a very young age a learned to care for these animals. Now I am going to school for animals scone to further my education in all animals! I work full time Monday-Friday. I am available anytime after 6pm. Weekends I am very free. If I am stay overnight on a week days I’ll be gone for only 4 hours at a time. If close to my job I can stop by during my break! For boarding I have a very spacious home with lots of backyard room; a long leash if need. I currently work part time with dogs and cats, so I know a lot about their care.
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.
“Here’s a polished version of your review for Rover: --- **Review for Megan – Meet & Greet** We’ve only completed a meet and greet so far, but I already feel confident in Megan. I know her from our previous neighborhood dog park, and she’s always been attentive and great with our dog.”
“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!”
“Becky was fantastic! My dog loved Becky right from the start with no reservations. She was totally flexible to my schedule and provided great photos. If we need a walker again, I will reach out to Becky first. My kids also adored Becky and were so excited to see her”
About: I've been caring for animals for as long as I can remember. I connect with each animal and get to know what is normal behavior and what isn't so I can quickly identify if anything seems off. You can rest easy knowing you'll be immediately informed if anything seems concerning. And, I'll also provide updates with each visit, including pictures. I am an excellent communicator and very detail-oriented. I ask lots of questions during meet-and-greets to ensure there is no disruption in your pet's usual care and routine. I work from home and have a very flexible work schedule, so I can make frequent visits almost any day of the week. If your pet has health concerns (meds, needs to be fed at specific times, etc) or needs a specific schedule, I can accommodate for that the vast majority of the time. I will always communicate any schedule conflicts before finalizing a booking. Safety and trust are always my top priorities. I approach animals I'm just getting to know on their terms so they can feel safe and secure. I am always sure to leave things in your home exactly how you want them, including cleaning up after myself or any pet messes I find.
About: With years of experience in pet care, I go beyond just watching your dog - I create a personalized, fun, and safe environment tailored to your pet’s unique needs. Whether it’s daily walks, playtime, or cuddles, I offer a loving, attentive approach that ensures your dog feels right at home. I currently work full time but am available to let your dogs out throughout the day and for evening walks after 5pm on the weekdays. I create a safe space whether it be at my course or my client’s house by making sure they feel secure while also establishing a routine and sticking with what is familiar to them.
About: What sets me apart is my lifelong, hands-on experience with a wide range of pets, I’ve cared for two cats, a dog, and even a snake for most of my life. I’ve been the primary caregiver, not just a helper, so I understand the day-to-day responsibility and attention pets deserve and need. On top of that, I’ve dog-sat for neighbors and friends with pets of all ages, from energetic puppies to senior dogs needing gentler care. I’m currently working part-time, mostly nights (5-9) and some longer weekend shifts (1-10). I will always work around you and you’re baby, I don’t mind taking night shifts at all! I have a large yard for pets to enjoy, leashed or unleashed! I also have a separate space where your pet can endulge in a fun play area! All of my pets are extremely friendly with humans and other animals alike.
Loving dog walkers in your neighborhood
Search Results
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!”
Tammy T.
“Tammy’s the best! Thanks again Tammy!!!!!”
Bridget J.
“Bridget was great with our two high maintenance standard poodles. The communication was great and they were well taken care of. We would highly recommend Bridget.”
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!”
TAYLOR P.
“FIVE STARS. She is amazing with animals - especially kitties! My fur babies are so happy and relaxed around her. I know they will continue to be well-loved in her company. Bonus: she also can administer medicine with ease. Overall, couldn't recommend her enough. Thank you for going the extra mile, Taylor!”
Matthew S.
“Matt is awesome with our dogs. He is kind, trustworthy and pets respond well to him. He also has some experience training dogs. He would be an asset to your pet!”
Morgan D.
“Morgan has watched our two cats numerous times over the past few years and they absolutely adore her! One of our cats can be pretty shy and doesn’t always do the best when left alone (he gets depressed) but that is never the case when Morgan has watched them. He comes out of his shell and even shows her his zoomies! The kitties love when she comes to hang out with them and they are very sad that she’s he moved away and doesn’t see them as often anymore! She has a lot of really great experience with pets, is very attentive to detail, kind, caring, and sends plenty of great pictures! I can’t recommend Morgan enough!”
Jayde S.
About: Growing up I had cats and dogs; it was all I knew :) At a very young age a learned to care for these animals. Now I am going to school for animals scone to further my education in all animals! I work full time Monday-Friday. I am available anytime after 6pm. Weekends I am very free. If I am stay overnight on a week days I’ll be gone for only 4 hours at a time. If close to my job I can stop by during my break! For boarding I have a very spacious home with lots of backyard room; a long leash if need. I currently work part time with dogs and cats, so I know a lot about their care.
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! :)”
Megan B.Star Sitter
“Here’s a polished version of your review for Rover: --- **Review for Megan – Meet & Greet** We’ve only completed a meet and greet so far, but I already feel confident in Megan. I know her from our previous neighborhood dog park, and she’s always been attentive and great with our dog.”
Michel P.
Star Sitter
“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!”
Becky D.
“Becky was fantastic! My dog loved Becky right from the start with no reservations. She was totally flexible to my schedule and provided great photos. If we need a walker again, I will reach out to Becky first. My kids also adored Becky and were so excited to see her”
Eastyn L.
“Eastyn cared for our dog wonderfully! She came at the arranged time and walked her for the time we decided. Eastyn is personable and our dog loved going on walks with her!”
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!”
Taryn E.Star Sitter
“Taryn was amazing! Kept me posted on how our dog was doing, making me feel at ease and confident.”
Tiana B.Star Sitter
“Tiana is absolutely amazing when it comes to looking after our dogs! Whenever we pack our bags for a weekend away or an extended vacation, she is there to take care of not just our dogs but family dogs as well-four large dogs!! She handles it all with ease, making her my number one choice for pet sitting. So much that I often recommend her to folks when my own schedule doesn’t allow me to take on dog-sitting clients. It’s reassuring to know that with Tiana, our pets are in capable and compassionate hands and the dogs love her!!”
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.”
Pepper W.
About: What sets me apart is my lifelong, hands-on experience with a wide range of pets, I’ve cared for two cats, a dog, and even a snake for most of my life. I’ve been the primary caregiver, not just a helper, so I understand the day-to-day responsibility and attention pets deserve and need. On top of that, I’ve dog-sat for neighbors and friends with pets of all ages, from energetic puppies to senior dogs needing gentler care. I’m currently working part-time, mostly nights (5-9) and some longer weekend shifts (1-10). I will always work around you and you’re baby, I don’t mind taking night shifts at all! I have a large yard for pets to enjoy, leashed or unleashed! I also have a separate space where your pet can endulge in a fun play area! All of my pets are extremely friendly with humans and other animals alike.
Peyton H.
“Peyton is great!! She took very good of my pup!”
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
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Windsor 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.
As of Aug 2025, there are 1,310 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, 80% 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 1,310 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.
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