Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 35 pet parents in Windsor have booked dog walking
Windsor, Find top rated dog walking
“We've only had Taryn walking our golden retriever, Stark, for a couple of weeks, but it's already one of the best decisions we've made. It's been a huge relief knowing our dog is in great hands when we leave for work. Taryn is on time, great at communicating, and even goes above and beyond to do things such as bring in trash bins, Amazon packages etc. I highly recommend Taryn for any of your pet's needs.”
“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk 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.
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.
About: Hello! My family and I currently have a beautiful silver Laborador Retriever, Mae, who brings so much happiness and energy to our lives. I’m a firm believer that a house is not a home without a furry friend! I have a pretty flexible schedule during the day, and would love to help out some pet owners in need of anything from short potty break, midday play, or walk while you’re out! I’ve grown up with dogs my entire life and am super comfortable with pets of all ages and sizes and have a lot of experience, including caring for older pups who might need a little extra TLC. I also have experience caring for cats (including those who have medication needs). Looking forward to hearing more of your pet care needs and meeting some new furry friends!
“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 have done petsitting (cats and dogs) for over 15 years. Usually for animals where I personally know the owners and have spent time with the animal to create a bond/relationship. I want to full disclose with new perspective pets parents: I have a full time, in-office job with the standard business hours, Monday through Friday. If that's not what you are looking for in a house sitter, I understand. If I had a pet of my own, I would ensure all their needs are met. As a petsitter, I would to ensure their animal's life doesn't change or I could make it better in some small way especially since their parent(s) is gone I stay at the animal's home to care for them so their life isn't different than what it usually is for them. Changing their environment can be quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone
“We have booked Lindsey quite a few times now and we are so grateful for her! She is a huge help and our dog loves loves her. He is always so happy and does his tip taps when he sees her. I love knowing my dog is excited to play and hang out with her! She’s very reliable and I love the detailed rover cards and lots of pics!”
About: I have been in the vet med field for about 7 years. During this time I have acquired many skills from that would set me apart from many other sitters. Hello everyone! I live a few minutes from Sun Prairie, although, I do work on the west side off of University Ave. I am typically available early morning or after working hours or on lunch breaks. I am also super flexible! We have 3 cats! I usually keep my pets in our finished basement during boarding stays. I am available for walks, potty breaks, meals/medications, and nail trims, at your request.
About: Although I have not been a trainer, I have raised my own puppy, as well as been around dogs my whole life! I love nothing more than dogs and the joy they bring to peoples lives, I know times can get busy, but that’s what i’m here for! I have my own puppy at home, and i love spending time with him, but i also love spending time with other dogs:) i love going on walks, and to parks around the neighborhood! I will make sure your pet is actively cared for while I am with them, I will play with, and attend to their special needs!
About: Hi! I’m Madison, a lifelong animal lover with hands-on experience caring for animals in both shelter and home settings. I volunteered with Shelter from the Storm Animal Rescue as a behavioral assessor, where I was trained to observe animal behavior, body language, temperament, and individual needs. I also helped write biographies for adoptable animals, which gave me even more experience getting to know animals as individuals and understanding their personalities and needs. My family also fostered animals, so I’m very comfortable working with anxious, shy, or nervous pets. I understand that some animals need extra patience and time to feel comfortable with a new person. I’m very in tune with animal behavior and pay close attention to body language, comfort levels, routines, and changes in behavior so I can help your pet feel safe and relaxed. I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I’m absolutely comfortable working with anxious, fearful, or timid animals and will give them the patience and space they need to feel comfortable. My goal is to make sure your pet feels safe, cared for, and in good hands while you’re away! I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I treat every pet and home with the same care and respect I would want for my own. I follow your pet’s normal routine as closely as possible, including feeding schedules, walks, medications, and any specific instructions you provide. My background as a trained animal behavioral assessor helps me recognize signs of stress, fear, discomfort, or overstimulation and adjust my approach accordingly. I’m especially comfortable with shy or anxious animals and will never force interaction before they are ready. I prioritize safe handling, secure doors and gates, and making sure pets cannot accidentally escape. I also respect your home by keeping things clean, following your instructions, and making sure everything is as you left it when I leave. Your pet’s safety and comfort are always my top priorities.
About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail. Then have college classes in the mornings and later in the afternoon into the evening. Some days I am done with classes early. I have more flexibility on the weekends. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.
About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well
“Jimmy did amazing with Tucker! He took the time to come and meet the day before the walk to talk about Tuckers habits and dos/don'ts which made me feel really comfortable with letting someone else walk our dog. Tucker was extremely happy after the walk too!”
“Laura was so patient and flexible, even when circumstances were difficult. She was amazing with Louie, who gets nervous with new people in the house. Louie was so happy to get out for nice long walks when we were stuck at work.”
About: I have experience with some pups an lots of middle aged/older dogs ~walks ~meds(depending on condition) ~lots of lovings ~leash training ~baths ~fetch ~eye boogie cleanings Hello my name is sequoia an I love animals Iv had many pets over the years an also try an save animals when our paths connect if they are in need of help it’s always been a passion of mine to help animals but better yet be-able to take care of happy healthy ones an even ones that need extra care it makes my soul happy pets are so fun and a huge part of family’s including my own<3 I work each night M-F~5pm-7pm. I care for my pets as they are my own human children I greet them with pets an kisses before breakfast each morning I have a cat an a turtle my cat an I talk all the time an my turtle is an adventurous lil guy who loves to walk around he’s super tiny an he loves his greens. My home is a safe place where I love having the company of animals I try and make every animals feel welcomed by showing them around an also sometimes letting them lead me to where they are most curious an of course lots of pets an loving if they approve I live in a calm setting where I play lots of meditational music through out the day/night to keep all in our zen modes. Outdoors activities is a must (: I love hiking/walking I always keep the pets on a leash weather they are trained or not.
About: Dogs have been part of my life for as long as I can remember! I grew up with multiple family dogs, mostly larger breeds. After college, I adopted a dog of my own who was by my side for 10 wonderful years. I've also spent the past decade volunteering at local animal shelters, which has given me hands-on experience with dogs of every size and temperament, from tiny pups to gentle giants. Along the way, I've learned how to work with nervous or anxious dogs, administer medication, and care for the specific needs of senior dogs. Whatever your dog needs, chances are I've handled something similar. I can't wait to meet your pup and give them all the love they deserve! My schedule is very flexible, which makes it easy for me to work pet care into my day. My day job is fully remote, so I'm able to build walks and drop-in visits around my work rather than being tied to a rigid 9-to-5. Right now I have even more flexibility, since I'm between roles, so I can typically accommodate last-minute requests or visits at times that might be trickier for others to fit in. Since I offer drop-in visits, walks, and house sitting, I spend most of my time in your home rather than mine — so keeping things safe and familiar for your pet is my main focus. - I go over feeding, medication, and routine details with you before I start, so nothing gets missed - I double-check leashes, harnesses, and collars before every walk - I lock up and secure the house every time I come and go - I'm comfortable with nervous or anxious dogs — I read their body language and never rush them - I can manage medication schedules and give senior dogs the extra care they need - I send photo and video updates so you always know how your pup is doing - I keep your vet's info on hand just in case Your home, your routine, your dog — I just fold right in and keep things running smoothly while you're away.
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
We've only had Taryn walking our golden retriever, Stark, for a couple of weeks, but it's already one of the best decisions we've made. It's been a huge relief knowing our dog is in great hands when we leave for work. Taryn is on time, great at communicating, and even goes above and beyond to do things such as bring in trash bins, Amazon packages etc. I highly recommend Taryn for any of your pet's needs.
Tricia has been wonderful with Cinco! We were a little nervous about hiring a dog walker for the first time, but Tricia immediately made us feel comfortable. She took the time to get to know Cinco, listened carefully to all of our instructions, and has been incredibly patient about letting Cinco set the pace and build trust with her. Cinco can be reactive to other dogs and can also be nervous around loud noises, so finding someone we trusted to walk her was very important to us. Tricia pays attention to her cues and adjusts the walk when Cinco is uncomfortable rather than pushing her. After only two visits, Cinco was already excited to see her! Tricia is also a great communicator and clearly cares about making sure both Cinco and we are comfortable. We feel very lucky to have found her and are looking forward to having her continue walking Cinco. Highly recommend!
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Windsor
Select a filter and find qualifying sitters offering dog walking.Sitters in Windsor average 3 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
The average cost of Dog Walking in Windsor is $17 per walk as of October 2026. Most bookings cost between $0 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,395 sitters on Rover offering Dog Walking across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Windsor. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windsor after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Windsor. On Rover:
- 88% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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