Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 3 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.
“Billie is lovely and fantastic with our pup. She is super to work with and we look forward to having her help out whenever one or both of us are traveling!”
About: Hours of availability on the weekends, Friday 5pm-Sun 9pm. Possibly before 5 on fridays depending on location. I Love dogs, and have had 3 jack Russell terriers and 2 German short haired pointers and now 2 Labrador retrievers. I want to make it easy for pet owners to do things and not have to worry about their pet. I have also been in charge of the grooming(nails,bathing etc) since I was young. I feel I can tell how/what dogs want, they call me the dog whisperer. Just want all dogs/animals to love me :) We now adopted 3 kittens in the last 6 years since they always find us. Let me care for your dog/cat while you enjoy yourself. I have had other animals, not just dogs, as I care for animals in general(fish,guinea pigs, gerbils, rabbits, birds, cats). I have always been the dependable Neighbor and was always asked to watch the neighbors animals while they were away. I know how hard it is to find a caring person to watch your pet, instead of a kennel. I also have had to give my first dog insulin shots 2xs a day, also have given her medicine daily. Also give medicine/supplements to my current pets. Let me be that person.
About: I’ve cared for dogs for over 35 years and cats for 11 years. I’ve taken care of hermit crabs, Guinea pigs, rabbits, fish, turtles, rats, goats, chickens, pigs and ponies. I have a part time jobs with summers off and have time to tend to others pets. I am available to border on weekends and potentially weekdays with a reasonable notice. I have 2 friendly dogs and animal loving kids to keep your fur babies company. I can crate your pup if need be and have a lead in my yard to keep them safe from running off! They will never be left out alone. I’m a school bus driver so I am home and available most of the day. I’m only away from home for 2 1/2 hrs at a time so pets are not left unattended for long periods of time! I do not have a fenced in yard but I do have a lead in the yard that your dog would be on when not on a leash and being walked when outside.
“Elise was amazing! She helped with daily drop in visits for about 5 weeks, and was awesome the entire time. She came over for a meet and greet beforehand and Bia loved her! Elise was super communicative and took so many pictures for every visit. I definitely recommend Elise for any doggie needs, and will definitely request her again if ever in the area! :)”
About: I've taken care of dogs my entire life, and have owned multiple rescue dogs since I was 22 years old. I often assist my neighbors and family with their pets. My dogs are 100% my top priority! I have 2 small dogs who I currently take out every 2-3 hours. I am a dedicated dog momma that prioritizes them, making pet care a daily routine. I adjust to the temperament of the dog. It's important to make them feel comfortable in the home at all times. I let my dogs graze, with food and water available to them at all times. But this can be adjusted to your pups needs. We also walk daily (at least once a day), and treats are provided after successful potties outside. I also provide a variety of toys, blankets, and beds for my dogs.
About: I have been blessed with taking care of my two senior dogs; my labrador, Bentley, and my puggle, Lilly. As well as my puppy, who is also a Labrador, Toby! I have also pet-sat and walked my sisters GSP from when he was just a tiny, little guy! He’s a lot bigger now, and still has the same puppy energy! Either way, I am ready to care for your furry family. :) I currently work full-time as a barista. On average, I am at the cafe 4 days a week. Unfortunately, I do not have a set-schedule; however I am off every Sunday! Through the years of taking care of my three dogs, I can confidently say that I can take care of your fur-babies in many cases, whether they need to be let out to potty, need a play-mate, walk, etc. Growing up and having two labs, a puggle, and taking care of my boyfriends 2 Great Danes, and my sisters German Short-haired Pointer, I have knowledge on both smaller and larger dogs!
About: I have had dogs my entire life and have cared for them in their senior years with love and respect. This included giving medications, caring for incontinence and overall creating an environment that met their sometimes, seemingly to the outside world, over the top needs. But, there’s nothing I wouldn’t do to make their lives a little better and as comfortable as possible. I’m a stay at home mom and housekeeper so I have a flexible schedule Monday through Friday between the hours of 9am to 3pm. I currently care for one family’s 5 dogs about 10 days a month. So I can take helping a a few more families. I am currently available to do drop in visits and walking of your pets at your home. I am a very cautious and detail oriented person so if I’m caring for your pet I will be as diligent about keeping them safe during walks and outdoor time as I am with my own.
“Caleb is personable, friendly, and energetic enough to keep up with our lively puppy. Stella would always return her walks with Caleb happy, joyful, and yet ready for a nice puppy nap. Caleb even took the extra step to come over for an introductory visit to meet Stella, get acquainted, and talk us through any concerns/answer questions. Highly recommend using Caleb & Julianna.”
About: I've been taking care of pets for as long as I can remember, from helping train them to giving them a bath n everything in-between. I do have work almost everyday, other then being with my animals lol! Its easier for me, for the morning but will always figure out something if needed in the afternoon Animals are part of the family even if it's our animals or yours. My yard is fenced in its not big, if you give me a list or instructions I'll follow them to the max. The safety of your home n animals and their health is most important.
“Tabitha did a very good job watching our dog. She was great. She showed up on time and took him on a nice long walk. Tabitha is very responsible and our dog loved her. We would definitely consider her services in the future!”
About: Hi I am Brandi soon to be your pets favorite sitter/ best friend. I am a huge dog lover and will love to do whatever your dog chooses. Whether it’s cuddling, walking, playing, and etc. I want your dog to love and feel comfortable around me and cared for while you are away. You will get plenty of updates from me about your pets and cute photos/videos. Your pet’s happiness and well being is priority at all times. They will feel lots of love and attention so that they are happy with me also every experience is tailored to their needs and personality. With every visit you can trust that they will be safe and in good hands. I have had lots of experiences with dog whether it’s returning a lost dog to there home, walking friends dogs, stoping by at friends houses to check in on there dog, and giving food/love also potty breaks to pets. Before caring/spending time with your pet I would like to know their favorite activities, what time they eat, any medical information/health needs, special needs, and any behavioral signs I should be aware of from your pet. I am currently working at home with a flexible schedule and so I can accommodate you and your pets needs from walks, visits, and more. I can take your dog on walks and have plenty of play time. I can unfortunately not take your pet to my house so I will be at ur house to accompany them.
About: I've taken care of pets for as long as I can remember, from farm animals to rodents, cats and dogs, reptiles & fish and even a deer! I've taken care of senior pets and very young pets! Pet care fits into my daily and weekly routine because I work part time - a couple hours a couple days a week. Other then that I'm home with my 19 month old baby boy who is excited to meet your pets! I do have my front yard fenced in but it is not the whole yard. I have a big back yard with a field behind! I can crate your dog if needed or just let them hang out with me while they’re here!
“We couldn’t be happier with the amazing care our dog received while we were away on vacation. Lauren went above and beyond to make sure our pup felt loved, comfortable, and well-exercised every single day. It gave us such peace of mind knowing our dog was in such capable and caring hands. From daily walks and playtime to thoughtful updates and photos, everything was handled with professionalism and genuine love for animals. Our dog absolutely adored her and it showed! We came home to a happy, relaxed pup, which says everything about the quality of care provided. We are so grateful and highly recommend Lauren’s services to anyone looking for someone trustworthy, kind, and truly exceptional with dogs!”
About: I have lived with cats and dogs my entire life. Taken care of neighbors’ and co-worker’s pets. Previously worked for a cat vet, so giving medications is not a problem. Recently retired and looking to stay busy! I currently live with three of my own dogs and I’m finding extra free time these days. Recently retired from law enforcement and looking to stay active with dog walking or drop-ins. Looking forward to decompressing and helping those who work long hours not worry about their pets!
“Chelsea was wonderful! She treated my puppies like they were her own. My border collie was hesitant at first (he always is when he first meets someone) but he warmed up to her very quickly. She sent daily pictures which helped us know our puppies were well taken care of while we were out of town. I've even asked Chelsea to be our go-to sitter and dog walker!”
About: I have cared for dogs all my life. I successfully raised two dogs on my own. Neighbors, friends, and family have always relied on me to help with their dog care needs. I have just graduated from pharmacy school and am studying for my board exam. I am available weekdays and weekends all throughout the day, whatever your dog needs. I will maintain daily routines with feeding schedules, medications, potty breaks, and play time. I will uphold safety protocols and will respect your household’s boundaries.
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
I can’t thank Sam enough for stepping in this weekend! I needed a last minute dog walker for my two pups, and she was incredibly accommodating. She took the time to do a meet & greet, which I really appreciated, and the dogs loved her instantly (my toddler did too!). Sam is so pleasant and clearly cares - she gave my fur babies tons of attention and nice long walks, even in bitter cold weather. I felt completely at ease knowing they were in such good hands. Highly recommend her!
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 $22 per walk as of October 2026. Most bookings cost between $20 and $26 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 2,376 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:
- 89% of walkers can help with special care needs
- 93% 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 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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