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

Over 99 pet parents in Windsor have booked dog walking
Windsor, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have dogs in my life since childhood. I seem to have a draw and ease for dogs to come to me easily. I'm the one at the party talking to the animals. I can do over nights at your house. I have a 55 lbs gentle dog that can or cannot come with me to sit. I drop a grandchild off at school each morning around 8 a.m., i can be at your house until then, and return after dropping off. I do go to the rec center usually in a.m. a few days a week, but can work that schedule around your dog's. Dog walks happen when the air is warm enough for both dog and myself, aka warm enough on their feet. currently I live with my daughter and her family, so i am unable to do care for additional pets at our house. We do have a fenced in yard and doggie door for our dogs. Our dogs are walked daily at least once.
About: Hi, I’m Cindy! I was a dog mom to a sweet pup, Myla. I offer a warm, home-based experience where your dog is treated like part of our family. With over 4 years of hands-on pet care experience and certification in pet CPR and first aid, I take pride in providing safe, personalized, and loving care for every pup who we dog sit. My husband also has years of experience with dogs—he raised his beloved dog for over 10 years until she passed—and he’s just as involved in helping care for our furry guests. Together, we create a calm, pet-friendly, patience, and playful experience We also have five amazing kids who adore dogs and love spending time playing, snuggling, and helping out. Whether your pup is active and playful or more laid-back and cuddly, they’ll get plenty of attention and companionship throughout the day. You’ll receive regular updates and photos, and I’ll make sure your dog’s routine is followed closely—meals, walks, medication, nap time, and cuddles, just like they’re used to at home. If you’re looking for a trustworthy, family-oriented, and loving environment for your pup while you’re away, we’d be honored to love on them for you. I’m home full-time during the day to provide attentive, personalized care, playtime, and companionship for your dog. While I work overnight shifts, my husband is home during those hours to ensure there is always someone here to supervise and care for our guests. Your dog will enjoy a calm, comfortable, and family-oriented environment 24/7. I’m available every day for boarding and committed to maintaining your dog’s familiar routine for a truly stress-free stay. Your dog’s safety and comfort are always my top priorities. I’m certified in pet CPR and first aid, fully insured, and have over 3 years of experience caring for dogs of all breeds and temperaments. Our home is pet-friendly, clean, and secure, with plenty of space for play and relaxation. Your pup will be part of our family during their stay, enjoying supervised time with us and our two friendly resident dogs. With both my husband and I sharing care duties, there’s always someone here to watch over your dog around the clock. I also maintain clear communication and provide regular updates, so you can feel completely at ease knowing your dog is in loving, capable hands
About: Family and Neighbors have relied on me to take care of their varieties of pets since I was 7, from feeding, walking, and snuggles to administering different types of medications. I have a deep care for animals and take their health seriously. I work from home and can mostly make my own hours to be flexible around your preferred times for me to come by to check in and care for your pet. I can approach your pet however you’d prefer and make sure they are secured safely upon my leaving whether that is kenneling or just locking the house door behind me.
About: My pets are my babies. I’ve had dogs and cats my whole life, including the last 20 years of my adult life. Over the years, I’ve cared for multiple special needs pets, including a diabetic feline. Through college, I worked part time as a veterinary assistant and in a boarding clinic and feel comfortable with various breeds and temperaments of pets. I’ve also had experience administering oral and subcutaneous medications for both canines and felines. Outside of traditional dogs and cats, I’ve owned horses, goats, and Guinea pigs and loved caring for each of them. I work full-time; however on the days that I have made myself available to care for your pets, they will be my priority and I will treat them as I treat my own - with the same love and attention I would want my own furbabies to receive when I am away. During my visits with your pet, I will make every effort to make them feel loved and comfortable in your absence and provide them with the same level of care I would hope for my pet to receive when I am away.
About: I have over 20 years of experience caring for all types of animals. I have 5+ years experience as a vet tech and have fostered over 100 dogs. Regularly walking dogs of all sizes, including leash training and socialization; administering medication as needed; providing playtime and enrichment activities; overnight pet sitting with feeding schedules; experience with senior dogs requiring extra care; basic grooming like brushing and nail trimming; reliable communication with pet owners regarding daily updates and any concerns. I am currently working part time from home, so I have plenty of time to play with your pups. I’m never gone more then four hours at a time. I have a fenced yard and two friendly dogs that can keep yours company. Dogs are treated like family around here. Everyone is aloud on furniture and all night snuggles in bed are welcome. If you prefer your dog to be kenneled at night that can easily be accommodated as well.

About: I am a Registered Veterinary Technician and currently work for an emergency hospital caring for both dogs and cats. I previously spent a large portion of my career working in feline specialized in cats but I have a deep personal love for dogs-especially the really big guys! I also have experience in owning a caring for a variety of amphibians, reptiles and small mammals. My goal in working with Rover is to help ensure pets are as healthy and spoiled as possible while their people are away-and hopefully don't worry too much while you are away. Even if that's just for a day at work! I am looking forward to finding many new furry friends to stroll and adventure with. I currently work full time but have typically have a flexible schedule and the ability to work remotely. I do spend Thursday evenings working on the ER floor which gives me stricter availability that day. I treat all pets as though they are my own. Their ability to relax and feel comfortable with me means just as much as making sure their needs are met.
About: I dont see it as a special skill but dogs generally just like me. I am the person in the park that random dogs walk up to. The person at the party that dogs sit with. I never fret about dog hair on my clothes. I am free most days. I am looking for creative ways to make some money. I also am an artists and spend time working on projects during the school day I am sure to follow any instructions given by the people to best care for a pet. I then would spend time just being with the pet to see how much or how little they need attention from me. Often times I walk dogs twice a day when pet sitting to alleviate anxiety.
About: Hello! My name is Laura🐾 I’ve always grown up surrounded by pets, and my love and passion for animals have only grown stronger into adulthood. I truly enjoy learning about and understanding all different types of animals and their unique personalities and needs. My experience in pet care comes from caring for my own pets, helping family and friends with their animals, and volunteering over the years. I’m passionate about providing animals with the love, patience, playtime, and exercise they deserve. 🐶❤️Caring for animals isn’t just something I enjoy it’s something I genuinely love and feel grateful to do! Need a break or just an extra hand? Let’s talk about your fur babies needs. I am easy going, and my schedule is very flexible. Available for Dog Walking, Daily Visits, Overnight Stays, Potty Breaks, Dog Park Trips, Pet Taxi, Hikes, Lots of Belly Rubs, Bath time, Grooming, Kitty Care and so much more.
About: Hello! We are Katie, Cheyenne, and Jackson! We are so very excited to get to meet you and your fur kids! A little bit about me: I have been working in the pet care industry for over 10 years now! Both in pet boarding and in veterinary emergency. I love that I can use all of the knowledge I have gained to make sure that I am providing your pets with the best possible care they can get! Not only do I make sure they are always happy and safe, I also am able to get them the help they need, quickly, if something were to happen. Please do not hesitate to ask any questions, and voice any concerns you may have! They get to go for a walk every morning and evening with my pack, before I head off to work. If I’m off they get to go on any adventures I go on, whether hiking or paddle boarding, as long as it’s safe for everyone involved! Your pups are treated like family, they can be on the couch, the bed, whatever they want to do! Of course I will follow guidelines established by you but I always ensure to be respectful of established rules and requirements. I also ensure to keep the house clean if I am in your home, you’d never know I was there!
About: I have taken care of and trained dogs of my own since I was about 10 years old to include golden retrievers, Maltese, and mixed breeds, as well as puppies, shelter pups, and senior dogs. My family currently includes one golden doodle and one husky who both love to go on walks, play, and love on both humans and other dogs. I am currently working part time so I am available during all day during the week from February 3rd-7th. I’ll be available all week the first week of March, as well. Both of my dogs are inside dogs but are taken outside on leash walks and to the dog park frequently. The care for pets in your home would be based on yours desires.
“Kayleigh was amazing. She walked my dogs 7 days in a row and even drove them to nearby dog parks. She is reliable and loves my dogs like they are her own. Will certainly use her great services again.”
About: I recently graduated with a degree in biology and a background in animal behavior. I have owned dogs all my life. I have a basic ability to train and administer medicine. I’m a total dog lover and foster rescue dogs frequently! I currently work part time from 11-4pm. There’s plenty of time for your dogs in my schedule. I’m very flexible and accommodating to all needs! As the owner of many different kinds of dogs, I understand the importance of safety and keeping your fur babies comfortable in their own space.

About: Hi there! My name is Eddie and I'm the owner of a four-year-old Akita mix, Skyloh. He's mine and my fiancee's entire world, and I couldn't imagine my life without him! I began pet sitting and dog walking because of how much I enjoy spending time with animals. I take care of pets of all species, breeds, and ages. I’ve always had animals around in my life and pride myself for being able to easily bond with them. I guarantee I will take care of your pet as well as I take care of my own! I'm available Mondays, Tuesdays, Wednesdays, Saturdays, and Sundays for drop-in visits and dog walks. I work from home on a flexible schedule, so I can make anytime after 9 am work. I understand that inviting someone into your home is a big ask, and I want you to feel completely comfortable and confident having me there. I’ll treat your home with the same care and respect I would my own by keeping things clean, being mindful of your space and belongings, and following any instructions or routines you’ve shared with me. Building trust with you is just as important to me as providing great care for your pet, and I’ll always do my best to make the experience feel easy and worry-free.
About: I have 11 years dog-sitting along with Wicket since I’ve had him in 2015. Friends and family have relied on me to take care of their pets when they are away or busy with work. The list of dogs I’ve babysat are: an Australian Shepherd mix, a Pug, a Pitbull, a Great Dane, a Chow Pei (a Shar Pei / Chow mix), and 3 Rottweilers. I work from home and I'm always available for your pet's needs and they will not be left alone for long periods of time, so they will get lots of attention. I have a small fenced yard with a shaded patio that offers shade. However, I am not offering boarding since I share spaces with other people, but, I have access to public green open spaces in the neighborhood.
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
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 4 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
The average cost of Dog Walking in Windsor is $20 per walk as of November 2026. Most bookings cost between $13 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 November 2026, there are 2,755 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 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 a map of the walking route, 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 Rover Guarantee, 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 Rover's Trust & Safety page.
Yes, you can find walkers who have experience with handling special pet needs in Windsor. On Rover:
- 91% of walkers can help with special care needs
- 95% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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.











