Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 18 pet parents in Windsor have booked dog walking
Windsor, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’m now the mom of a 4-year-old poodle whose weight is 55lb , and 20 years ago I had a Maltese, whose weight was 6lb. I love dogs with my whole life. Love to play with them, take care of them, feel like being around with family members, never feeling bored I have a friendly dog of my own to keep company of your fur baby. I can easily keep your dog in a crate if needed
About: I’ve had 3 dogs and still have two. I also love all my friends and neighbors’ dogs as well. I’m comfortable with various sizes. I have small and medium but have walked friends labs & doodles. I’m very flexible and have some commitments Tuesday evening & Wednesday AM. Otherwise I just have the gym schedule to work around. Weekends are usually good too except some Saturday AMs by I can work around that commitment. I love animals and look forward to caring for your fur babies just as I would want someone to look after my fur babies. I can care for your pets in your home and will follow whatever usual routines your fur babies have. I can walk them, let them out and play with them.
“Tom was not only willing to step in and cover for my regularly scheduled dog walker on very little notice, but he did such a great job with Yoda, who has the stubbornness of most beagles. It was a relief knowing that Yoda was in such great hands. I , without a doubt, would use Tom again!!!! Thank you for taking great care of my best buddy !”
“Ryan and Shannon are amazing!!! I contacted them very last minute to do a meet and greet and walk our pittie, Dakoda, and they were so responsive and flexible and accommodating! You can tell they just genuinely love animals and Dakoda loved them! Will 100% be asking them to walk Dakoda in the future 😊 Thanks guys!!!”
“Abigail is very professional, very punctual and Leo loves to go for a walk with her; she provides photos/videos with all updates, will highly recommend her and will definitely use her services again....”
“Wow - I cannot thank Boryana enough for all of her patience and professionalism! She was the first dog walker we EVER hired for our dog. With two young kids and both working parents it was becoming increasingly difficult to take our dog out on all his needed walks. I must admit we were super nervous about getting someone else to walk our dog because he does not do well with strangers. Boryana made sure to take it step by step every day to the point that our dog got so comfortable with her and was looking forward to his walks with her! She was always punctual and very communicative. Thank you Boryana!!”
About: I have had a cat for most of the first half of my life. For the last 8 years I have sat for a large 55 pound American Staffordshire Terrier Pit mix. For the last year I have been a volunteer at our local animal shelter walking shelter dogs and socializing kittens and cats. I am a semi-retired teacher so I have plenty of time during the week and on Saturdays. I tutor online from my home about 10-15 hours per week. I live alone in a second floor apartment. I provide plenty of love, afffection, and attention as I love anlmals. I have no children or pets so I am available for them as much as needed.
About: I go the extra mile for the dogs in my care. I have over 12 years experience fostering dogs with special medical needs so giving medications or IV fluids is not an issue. I only feed holistic food and treats and purchase toys made in the USA. I will treat your pets like they were my own. I love to exercise and run so if your dog is active, I am the sitter for you. My own pets are very friendly to other dogs I can separate your dogs from my own. My cats and caged pets are kept away from the dogs so interaction is not an issue if your dog does not like them. I have had dogs and cats for over 40 years and have excellent references from adopters and current clients.
“We have been using Brianna for our dog Whiskey for a year, and we couldn't be happier! Brianna is always punctual, reliable, and communicates wonderfully with detailed updates and photos after every walk. Whiskey gets so excited the second they hear their key in the door. We always come home to a happy, tired pup. We cannot recommend her enough!"”
About: Hello thank you for your interest. I am an animal lover with many years of experience. I have cared for a variety of animals of all sizes. I have experience with administering medication. I work full time from home which allows me to have pets stay with me and they are not left alone. I am a responsible person who takes anything I commit to very serious. Your pet will be cared for and be given lots of love. My references are reputable and all my clients love me! **Full transparency I have a 3 year old rescue dog who gets along with all types of dogs and loves the company. If you would rather my dog not be present when I'm caring for your pup I can make arrangements for him to go to Grandma's** I work from home full time and I only take one family at a time up to 3 dogs. So I will only be caring for your pets. Your pets will be taken outside every hour they will have as many walks you prefer, but it's usually 3 walks a day depending on age, health, etc
About: Need a trusted sitter for your furry friends? I bring a lifetime of experience to your doorstep! Growing up in a household with five Shih Tzu-Poodles, I learned early on what it takes to keep pets happy and healthy. I’ve also successfully cared for French Bulldogs and understand their unique breed requirements.I proudly offer loving, attentive care for dogs, cats, and bunnies. From energetic walks, calm stays and specialized feeding routines, I treat every pet as if they were my own. Reach out today to schedule a meet-and-greet! I am available to look after your pup at any time of the day or night. Because I am always around on my pet sitting days, your pet will receive constant attention, frequent potty breaks, and plenty of companionship.To ensure your pup feels right at home, I just ask that you provide a clear description of their daily routine and care needs (feeding schedules, bathroom habits, or special quirks) when booking! I live in an incredibly welcoming, pet-friendly apartment complex surrounded by a safe, quiet neighborhood. My apartment itself is spacious, clean, and has plenty of room for your pup to stretch out, play, or curl up for a nap.Outside, we are blessed with beautiful green spaces and walking paths right at our doorstep, making it easy to go for long, leisurely walks. Because I work from home, your dog will never be left unsupervised. I treat every guest like member of my own family, ensuring a safe, low-stress, and loving environment from drop-off to pick-up.
“Our dog loves the time he spends with Michaela. She happily accommodates our requests to extend each visit to allow time for play and a feeding on top of a walk. She sends photos and updates which puts us at ease. Michaela is flexible and responds quickly - both of which we appreciate so much when planning care for our dog! Would absolutely recommend!”
About: I previously worked at Best Friends Pet Care. I worked there for two and a half years! I specialized there as a tiny camp counselor where I monitored a group of small to medium sized dogs for a few hours. I have experience handling, playing with and taking care of dogs from 2lbs to 150lbs, i’ve seen it all! I’ve also dealt with dogs of many ages from puppies to seniors. I have two family dogs of my own and currently have a cat with my partner and am my happiest when caring for fuzzy friends! I’m used to having an animal around 24/7 and wouldn’t have it any other way. I am currently in between jobs after a move. I am now available Monday- Friday anywhere from 10am - 5pm! I have lots of time to be with your fur baby. I can communicate with you on whatever you need for your pets! Whether that involves walks/ medication/ crates/ play time etc. I am open to hearing your dog’s personal needs and helping how I can!
About: I have taken care of my own and friends dogs for many years. They trust me to take care of them. I love dogs and cats. I work from home most of the time but I can be available after 5pm amd if it close to me I can take lunch break. I can take of your dog in your house, I can’t take care at home because I have a rescue dog, he is in social training.
About: Hello! I’m Catherine aka Cat. I am a proud cat mom to Sunny and Luna and I’m also a proud Dog Aunt to Winnie. I had a dog growing up named Mickey, he was a miniature pincher. I love dogs so much, unfortunately my apartment complex does not allow dogs. I will definitely spoil and love on your dogs! I am in college Full time, but most are online so I can do it anywhere! I’d prefer to work in your home, I am willing to clean and help with household chores if needed and run errands I do not offer services in my own home. Sunny my big boy has some cat-attude! I am unsure how Sunny would react to other pets. Also, my apartment doesn’t allow dogs.
About: Hii!! I love all dogs big and small! I currently have a goofy little chihuahua beagle mix and happy golden retriever. I love to take the pups on walks and hikes!! I am comfortable with giving your pet medications, as my pup needs his doggie inhaler daily. My dogs are my best friends and I will treat your pup like he/she is my own:)
About: I’ve taken care of both cats and dogs since I was a kid. There has always been a pet in my house while growing up. My family has relied on me to feed and play with the pets while they were away. I additionally have experience in caring for both young and senior pets. I’m currently working part-time, which means I have plenty of time to care for your pets! I’m available most days except for Wednesday & Thursday afternoons. My schedule is pretty flexible so I can accommodate if needed :) I currently have one cat in my home. I feed him, give him affection and play with him everyday. We also have a dog that lives at home with us. I take care of him when his owner is busy.
The median cost per walk for dog walking in Windsor is $22
Dog parents share their Rover experiences - Windsor
Ella is a treasure!!!! She walks my dog twice a week on a regular schedule, and she has cared for my two cats when we’re away on vacation. She is caring, thorough, and extremely flexible. There are times when I have put a last-minute request in or changed something, and she has always adapted in such a professional, gracious way. I highly recommend her!! 😊
Tom was not only willing to step in and cover for my regularly scheduled dog walker on very little notice, but he did such a great job with Yoda, who has the stubbornness of most beagles. It was a relief knowing that Yoda was in such great hands. I , without a doubt, would use Tom again!!!! Thank you for taking great care of my best buddy !
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.
Meet local walkers who will treat your dogs like family
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 on Rover is $16 per walk as of October 2026. Most bookings cost between $16 and $20 per walk. 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 4,975 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 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:
- 89% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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.
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