Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 105 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%.
“Keandra did great! Arrived on time, took both dogs for the allotted time and they came back ready to nap! That’s what we want! I have one dog that can be reactive and she handled him well! Will book again!”
“Coral is a sweetheart and my pets loved her. She was flexible, respectful, responsive and available to walk Lucy at the last minute due to a change in our work schedules. And though that’s all I hired her for, she also paused to pet my kitties and share updates on them as well which was much appreciated during my long days at work. When the need arises again I will for sure ask her to come back.”
About: I grew up around many animals (dogs, guinea pigs, birds, turtles, and cats) I currently have two dogs of my own, and I love taking them to the park and playing with all the dogs there. I’m happy caring for pets, my neighbors and friends also trust me to walk and care for their pets. I’m currently doing a full-time externship, but I have Thursdays free, Fridays after 3 PM, and weekends available. I’m happy to care for pets during these times and give them plenty of attention, walks, and playtime. I provide walks, playtime, and supervision at the pet’s home. I make sure they are safe, comfortable, and happy while they are in my care.
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: I provide attentive, Active & Reliable pet care. have owned dogs for the last 15 years, and have two active dogs of my own. I have cared for colleagues and friends' dogs, with experience caring for senior dogs and training puppies. I have flexible hours in my full time job and work from home 2-3 days per week. I love to be active so any excuse for an extra walk is welcome ;) Drop in visits and dog walking are preferred but I can provide house sitting or boarding with advanced notice. I am attentive and active, and love a detailed care list to follow!
About: I grew up in a house full of animals—big dogs, little critters, and everything in between! My family raised a golden retriever, German shepherd, and currently four huskies (my parents are crazy), so I'm very comfortable with high-energy breeds and strong leash manners. I’ll make sure your babies feel safe, happy, and loved while you're away. :) I am a nurse on Monday, Tuesday & Fridays but free every other day of the week, I love watching your babies on my off-days :) I love walking miles each day and am up for whatever hike your dog prefers. I can drop in to give your cat some cuddles any time of day. However you prefer me to handle your fur babies, I will do so. Fenced-in park, go on the trails, stay in your yard, stay in the home.. I will care for your pet wherever you need.
“Charissa went above and beyond caring for my little, energetic puppy. He had a fun time and was nice and tired afterward which is a true testament to her dedication and care. My puppy at points can be so energetic it can be exhausting, but Charissa constantly played with him and gave him lots of love.”
“Eric is way more than I expected. I haven't used others to walk my dog, but I just had major surgery and had no alternative. Callie anxiously awaits Eric's arrival and is so excited to go with him. It makes my heart sing. He clearly understands dogs.”
About: I’ve boarded, fostered and adopted many different kinds of pets over the years big and small. From high maintenance animals that require special love, attention and medication to the lowest maintenance just feed me and leave me alone pets. As a pet owner myself I know how important quality care and love means to you when you can’t be with them! You’re family has my full attention they’ll also have the attention of my family I’m a stay at home fur mommy e we spend a good portion of our day playing in the large backyard in the summer we enjoy water play and lounging in the winter we chase snowballs and eat snowmen With 4 very friendly loving fur babies of my own I understand the need for alone time and have kennels if your baby needs some alone time. Food and treats are strictly monitored and only given with parent permission
About: I’ve been caring for dogs and cats for as long as I can remember. I understand how important it is to know your pets are safe, loved, and well cared for when you’re away. My goal is to provide reliable, compassionate care while giving you peace of mind. I’d love the opportunity to support you and treat your pets like they’re part of my own family. Hi, I’m Coleman! I’m a registered nurse who loves helping others, and that passion extends to caring for animals, too. I’m dependable, attentive, and calm under pressure, and I know how important it is to have someone you can trust with those you care about most. Whether your pet needs a walk, playtime, companionship, or extra attention while you’re away, I’ll treat them with the same kindness, patience, and respect I’d want for my own. I look forward to meeting you and your furry family! I provide dependable, compassionate pet care that’s tailored to each pet’s unique needs and routine. Whether it’s daily walks, feeding, fresh water, playtime, companionship, administering medications when needed, or cleaning up after them, I’m committed to making sure your pet feels safe, comfortable, and loved while you’re away. I also pay close attention to changes in behavior or health, follow your instructions carefully, and provide updates along the way so you can have peace of mind knowing your pet is in caring, reliable hands.
About: I go the extra mile because I care. I love anyone’s animal like it’s my own. I've had animals since I was born. Dogs, cats, horses etc. Anyone who's ever seen me work with animals says how naturally it comes and sees the genuine love I have for them. Whether you have a senior pet who needs extra TLC, a youngin whose hobby is testing patience, or anything in between, I'd love to give them the best care possible while making your life easier. I train horses and dogs (hopefully for a living one day) so any challenge or task brought up, I can handle. Neighbors and friends are always asking me to take care of their pets and I'm excited to help every time. I love communicating and connecting with owners and I do art & photography as well so making pet art pieces/photos are something that brings me joy. I currently work a flexible part time gig, approx. 9am- 12pm daily except Monday & Thursday. My schedule is ideal to work around you and your pets' needs! I have plenty of space for your fur baby to get comfortable in my home along with a big fenced in yard, a safe pet abundant neighborhood to walk in, and park right down the street. I do not have a crate available but could transport yours if need be. A shih tzu and a dachshund live here as well but can be separate from your pet. In your home, I'm extremely flexible and would love to cater to your pets needs and routine in the comfort of its own home!
“She was very thorough and communicated amazing. I love all the pictures and very detailed in the happenings for the day! No question I will use her again in a heartbeat for dog walking, dog sitting, or anything! My dogs love her and she was very good with walking my Great Dane!”
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.
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 for Dog Walking in Windsor on Rover is $19.98 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 2,776 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Windsor.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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:
- 96% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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