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

Over 1 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 have grown up taking care of family dogs and cats since I was 10. I have experience in the care of dogs and cats varying in size, age and breed. I have experience in training puppies and other young dogs. Neighbors, friends and family have relied on me to walk and feed their pets as well as watch them while they are away. I have previously volunteered at an animal shelter. I have experience in giving oral medication to my own animals and am comfortable doing that as needed. I love going on walks, playing with and providing exercise for the animals I am entrusted with. I am currently providing babysitting and pet sitting services to those who need it. I will have plenty of time to play with and care for your fur babies! I’m available on weekdays and weekends with a pretty flexible schedule. I would love to care for your furry loved ones! I have a cat and two friendly dogs so I have experience in providing a safe and happy environment for dogs and cats of all types/ages. I can take them on many walks and can provide them with the exercise they need through extra play time, fun training sessions, short runs. I will provide fresh food and water to all your fur babies in my care. I can administer oral medications that they need if you are comfortable with it. They will get a lot of love from me and all their needs will be met! You will receive photo updates and I will check in with you to let you know how they are doing. I am available most weekends to help care for your pets if drop in visits are needed. I can walk your pets during the weekday for week day care I will follow all requests to care for your pets, to include treats given, crated or being left out, potty area, etc. I will provide updates as well to keep you apprised of your pets safety and wellbeing.

About: I have 13 years of pet care experience from owning 5 dogs. I also taken care of many dogs for friends over the years. I am constantly on the internet looking for different ways to keep dogs healthy and live a long wonderful life. I currently work part-time, which means my schedule is quite flexible. I can easily adjust my work hours to accommodate your fur baby’s needs. I’ll ensure that your furry friend is well-cared for throughout the day, including feeding, walking, playing, cuddling, and making sure they’re happy while you’re away. I will follow the instructions that are given to me very carefully because every dog is different. I do recommend having us meeting before you leave so I can bond with your fur baby with you there so they are comfortable with me. If you have a certain route you like to take your fur baby for walks or if you have a dog park where your dog can play with other dogs (if they are social) let me know! Otherwise I will walk your fur baby for a minimum of one hour and maybe even take them with me for small store runs in the area (with your permission ofc!).
About: For over 10 years, we've cared for dogs of all shapes, sizes, and personalities — each one holding a special place in our heart. Whether it’s mealtime, playtime, bath time, potty training, or giving medications, We make sure every tail keeps wagging and every pup feels safe, loved, and at home. With a flexible work-from-home schedule, I’m here to give your dog plenty of love and attention throughout the day. I’m usually only out briefly in the mornings for school drop-off and in the evenings for kids’ sports — My husband is home during the evening time to keep your pup company. It’s a team effort to make sure your dog feels safe, happy, and loved Our 1,650 sq. ft. home and fenced-in yard offer plenty of space for dogs to run, play, and relax. We’re happy to adapt our home to meet your dog’s unique needs during their stay, making sure they feel safe, comfortable, and loved — just like part of the family. For added peace of mind, we have security cameras outside and cameras inside our home, so even if we’re away for a short time, we’re still keeping an eye on things to ensure everyone’s safety

About: Energetic person looking to take care of energetic dogs. I love animals and love to take care of them. I’ve owned dogs my entire life. I’ve had a variety of breeds like Chihuahua, German Shepherds, Beagle, Terrier, Retrievers. Many of my pets were abused and shelter animals. I have experience with both large and small dogs. I’m comfortable with Mastiffs and Rottweilers. Most dogs love me even ones that are typically shy around strangers. You won't be sorry hiring me. I will take care of your dogs like they are my own. I think they can sense when a good person is around. I think dogs are one of the smartest and most intuitive animals around. I love to play with dogs and love taking them on walks. We can even play fetch or cuddle, whatever they like. You can trust me with your dogs and have no worries they are being taken care of properly. I will be your pet’s BFF. My schedule is flexible and I am a non-smoker.
About: I have been around dogs my entire life, and caring for them has always come naturally to me. I’m a compassionate and attentive caretaker who truly understands that every dog has its own personality and needs. Whether it’s making sure they’re fed, walked, played with, or just comforted, I treat every dog as if they were my own. My lifelong experience has taught me patience, responsibility, and how to build trust with animals, which is why I know I’d be a great fit for any role involving dog care! i promise your dogs will love our fenced in dog area and have lots of fun! I am currently not working, and I have always wanted to work with animals! Dog sitting allows me to watch my own dog while also taking care of other people’s dogs and making a living for myself! we have a fenced in dog area and lots of room to run and play! I don’t allow any squeak toys in my house in case of choking hazards! And I have crates if you can’t bring your own if your dog is crate trained!

About: I am currently in Vet Medicine, with experience from volunteering in animals shelters & participating in a clinic internship. I myself have 5 dogs ranging from 8months to 12 years old and interact with animals daily. Pet care is already a big part of my daily routine. Im currently in a veterinary program and completing an internship at Mount Pleasant Clinic, while also caring for my five dogs at home. Pet care fits naturally into my schedule. Im available for dog walking and check-ins in the late afternoon and anytime on weekends. These interactions and acts of care is a great way for me to continue to gain hands on experience while providing pets with the attention, care, and love they deserve! I focus on keeping pets comfortable, safe and on their normal routine as instructed. I will provide plenty of attention and care. I have no issue with following specific care instructions and paying attention to any changes of behavior or overall condition. On walks I prioritize safety & stay aware all while making sure your pet enjoys themselves!
About: Hello! Welcome to my page! I am experienced with caring for everything from mice to horses and 18ft reptiles. Specializing in puppers and equine of all shapes, sizes and personalities. Currently own two shepherds and a chiweenie. I am looking forward to helping keep your furbabies happy while your away. I am currently working from home so that will free up my schedule to assist with your care needs. My schedule is fairly easy to adjust. My personal puppers are spoiled couch potatos and avid toy chasers. If your furbaby prefers cuddles on the couch to an full hour of outdoor play then so be it. Walking, tug o war, Frisbee, tennis balls, you name it and we can make it happen
About: I am a devoted pet parent and caretaker. I have had many childhood pets including the care of family/family friends animals. I have 8 years of experienced pet care. My responsibilities include; administering medication (not including injections or rectal administration), providing fresh food/water, and maintaining a safe exciting environment! My life is mostly revolved around my cats, dog and hamster! I currently am a part time student unemployed. My schedule is very flexible, so I have much free time to care and keep company for your critters! I always ensure certain items stay stationary especially when they are fragile or toxic to my own and clients pets! Dogs/cats are quite curious so I’ve developed an extra set of eyes for their tomfoolery. Most importantly to gain the trust and comfort of your pets I typically greet them while sitting on the floor, so they aren’t intimidated and can sniff away!
About: I changed the direction my life was going and found the REASON was Animal Care. I began volunteering at 2 local Humane Societies in 2013. Very shortly thereafter became employed at both Societies = working 7 days a week with animals. I adopted my first 2 pets (torti cats named Cali & Ava) in the Fall of 2013. Adopted a 3rd torti cat in the Spring of 2014 (named Hallie B). I adopted a chihuahua in the Fall of 2016 (named Clara my grandmother’s name). With the exception of Hallie B they have all crossed the Rainbow Bridge. The 1st in December 2020 then June 2021 and most recently in May of 2025 :-( 🐾🐾🐾 They were adopted as Seniors. They were the best. After 4 years of Humane Society work I changed direction again in 2017 to a more professional aspect of Animal Care becoming employed at a Veterinary Hospital as a Kennel Attendant for over 7 years. I have performed a number of cat drop-ins around the Gloucester area for various residents affiliated with the Humane Society. One such assignment lasted for almost two months while the cat’s owners traveled to Florida for the winter. I currently work (outside of Animal Care) 40 hours WEDNESDAY afternoon thru SATURDAY night. Those days I am usually available for Animal Care from 7am to 12pm. Sunday thru Tuesday I am totally available. There is some flexibility with my full time work and the possibility of a little accommodation for Animal Care. I also have to spare some time for my own cat’s care. See my reviews / testimonials on the WAG! platform for pets I have provided care for most recently. Quality. Compassionate. Care. is what I provide pets. I want them to have the creature comforts that make them feel all warm and comfy and content.
“Knyleigh has been the absolute best for my boys, Panther and Yeti. She has provided the best care for them while I work full time and while my husband is on deployment. Hiring her for the booking has been one of the best things I could’ve done while I am by myself here without my husband’s assistance with the boys. I feel at ease knowing that her availability allows a “just in case” situation before with my boys and with a few hours notice, she is able to assist my to take my boys outside if I get called in for a last minute shift. I cannot recommend her enough. My boys get so excited to see her and it eases my worries knowing I have such a great and kind person looking over them while I’m gone. I’m so happy I have her dog walking services!!”

About: Ive had dogs just about all my life. I currently have a dog. He's an offleash dog so I am very familiar with training dogs to listen, using the bathroom outside, I also give baths. Walking for at least 30minute or until the pup gets tired. Go out first thing in the morning, Go out right after work, Replenish food bowl every morning, Fresh water every morning, Let them run around the backyard and get some sun every 2-4 hrs for 30m each. Bathe pup on Sunday. Fresh water daily, healthy food flow, safe and cozy place to lay, regular bathroom breaks, outside playtime, If bathed , allow them to air dry.

About: My name is Alannah and I am 20 years old. I love animals, I have experience pet sitting, I worked in a kennel and have helped deliver several litters of labs, I have had animals in my household since I was born, and I would love to help you keep your pets happy and cared for whenever you might need the extra help. I am in the military but work a shortened schedule, and I cannot have an animal of my own since I could go on deployments last minute. I love animals, dogs the most, and I would love so much to come take care of any pets and just lend some help. I currently work part time hours so I have plenty of time to care for animals. My average hours are 8-12 am. I have volunteered at some shelters to care for some cats and dogs, and I am actually considering fostering. I just love pets but am not in a stable enough environment to keep one with being in the military and I could have to leave for months on end with no notice. I am very respectful, will follow any and all restrictions / directions, and I have great decision making. I will know what to do to keep your pet safe and happy. Any sort of extra care I have no issue providing I am very attentive and very respectful of not only your wishes but also your space if you invite me to your home. I am eager and excited to help as needed.
About: I’ve been a animal lover my whole life. I grew up on a farm and took care of many animals. I will always do my best to make sure your pet is loved and well taken care of. I work a very flexible schedule and will do my best to be available whenever I am needed. I will always put your pets as a top priority. I will always work around your pets personal needs and do everything I can to make sure they are happy and well taken care of
About: I have had many pets while growing up including cats and dogs! My current fur baby is a corgi beagle who’s getting older so i do have experience with older dogs. I’m currently working part time at a gym so i have very flexible hours! I also love walking for my own personal exercise so getting to have a lil fur baby buddy to keep me company is amazing! My condo does not allow pets so i will only be able to watch your fur baby at your place. I’m hoping to take them on nice walks length of walk of course depending on the pets physical ability
About: I’ve taken care of dogs for 20+ years. I would love to take care of your fur babies! I am pretty fit and walk a lot so I would be able to walk your furry friend around! I look forward to meeting you soon! Pet care and home care fits in with me and my daily routine perfectly I have been housesitting and pet sitting and love doing it. I work from home and would be able to take care of your home and your pets on short notice. I have a big yard and live in a very nice neighborhood where I can walk your dogs. I’m also very responsible and can come to your home as well.
The median cost per walk for dog walking in Windsor is $20
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- 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.

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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.
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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 $17 and $17 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 2,141 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
- 94% 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.


