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

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: Hello, I have an adult cat and a 9 month old golden retriever. I have experience in training my golden, who can do basic and more complex commands (some were taught by me and by a trainer). I am okay with caring for young’s pets, and am open to giving medications or other special care that your fur babies may need :) I enjoy walking my dog and also have a cat stroller if any kitties would like some outside time! I am a full time student and barista, so I work morning shifts most days. I am typically available in the afternoons and evenings to drop-ins or walks! I care for any pet as if it is my own! I enjoy walking my dog at parks or in neighborhoods, and would do the same for other pups. I give love and pets to my cat daily, and would of course treat other cats with the same attention!
About: What sets me apart is the genuine love and experience I bring to every pet I care for. I have over 12 years of pet-care experience and am a pet parent myself to three Chihuahuas, including a senior dog. Because of this, I understand the extra patience, attention, and care that senior pets can need. I’m comfortable caring for puppies, adult dogs, and senior pets, and I’m happy to accommodate each pet’s individual routine and personality. Whether your pet is energetic and playful or prefers a quiet, relaxed environment, I’ll make sure they feel safe, comfortable, and loved while you’re away. 🐾❤️ Pet care fits naturally into my daily routine because I stay home full-time. This allows me to give pets plenty of attention, companionship, playtime, and care throughout the day. I’m able to work around each pet’s normal routine, including meals, potty breaks, walks, medications, and plenty of love and cuddles. 🐾❤️ Because I’m home most of the day, your pet can have someone nearby rather than being left alone for long periods. I truly enjoy having animals around and love making them feel comfortable, safe, and at home while their families are away. I care for every pet based on their individual needs and the routine their family has established. In my home, pets are treated like family and receive plenty of attention, playtime, potty breaks, walks, meals, and lots of love. When caring for pets in their own home, I make sure to keep their normal routine as consistent as possible so they feel comfortable and secure. I’m happy to provide walks, feeding, fresh water, litter box care, playtime, cuddles, and basic medication care when needed. I understand that every pet is different, so I take the time to learn their personality, schedule, and specific needs before their family leaves. My goal is always for your pet to feel safe, loved, and well cared for while you’re away. 🐾❤️

About: Hi! My name is Ashley, and I have been around animals my entire life. I have experience caring for small, medium, and large dogs with a variety of personalities and energy levels. Whether your pet loves long walks, playtime, or simply having company, I am happy to provide the care and attention they need while you’re away. I am also comfortable around cats and understand that every pet has their own routine and preferences. I know how important it is to find someone you trust with your furry family members, and I will treat your pets with the same care, patience, and affection that I would give my own. I look forward to meeting you and your pets! Please note: My house-sitting service does not include overnight stays. I provide care throughout the day and evening and will return the following morning for continued care. If your pet requires a sitter to remain in the home overnight, I may not be the best fit for your needs. My availability is Wednesday evening through Sunday evening each week. I am available for walks, drop-in visits, and pet sitting during that time and will do my best to accommodate your pet’s routine and needs. I don’t currently have a pet in my home, but I have spent my life around dogs and have experience caring for pets with different personalities, sizes, and energy levels. I understand how important routines are for animals, and I strive to provide a safe, loving, and comfortable environment while they are in my care.
“Nikolaas has been amazing with our two dogs. Both our boys are older (aka stubborn) and can have a lot of energy on a leash. Nikolaas’ energy calms them and he redirects them perfectly so they enjoy their walks stress free. They enjoy seeing Nikolaas when he arrives. They became instant friends. Nikolaas was very thorough in his interview with us and asked a lot of questions. We asked a lot of questions too and feel very happy we chose him as a walker and a friend to our dogs.”

About: I've had all different types of animals my whole life from pigs, birds, and reptiles to dogs, cats, and fish. I have 5 years of vet technician experience and will insure your four pawed family members will be safe, healthy and loved in my care. I have an open schedule; morning or night and have no problem with being flexible to anytime or day you may need your four legged loved ones! I have free range chickens and turkeys and three lovable fur balls who always have a massive yard to play in and explore. I have a snake who also enjoys lounging around outside while everyone's playing and exploring! Everyone gets food and clean water every couple hours. (Treats included of course!)
“Robbyn was excellent! She was reliable and responsive. She would answer my questions at all hours of the day. She allowed my dog to go at his own pace and even picked up on his little nuances like wanting to carry his own leash. Highly recommended!”

About: Hey there! I'm a proud military member and animal shelter volunteer with 10+ years of experience caring for pets of all kinds—dogs, cats, and even the little critters! From playful puppies to sweet seniors, I’ve got the skills to handle it all. Need meds given or special diets followed? No problem! I’m all about keeping your pets happy, healthy, and stress-free. I’m big on communication, so you’ll always know how your fur-babies are doing. With me, it’s not just pet sitting—it’s personalized, loving care that gives you total peace of mind. Let’s make sure your pets have a tail-wagging good time while you’re away! Pet care is a central part of my daily and weekly routine. Each day, I dedicate specific times for walks, feedings, playtime, and any special needs such as administering medications or training sessions. I schedule my work and personal activities around my pet care responsibilities, ensuring that each pet receives consistent and attentive care. My flexible schedule allows me to accommodate various needs, whether it's daily visits, overnight stays, or extended care. This dedication ensures that every pet in my care feels loved, safe, and well-attended to throughout the week. In my home, I create a safe and welcoming environment for pets by providing a designated area with comfortable bedding, toys, and plenty of space to roam. I maintain a consistent routine for feeding, walking, and playtime, ensuring each pet feels at home. I also have a secure backyard for supervised outdoor activities. When caring for pets in a client’s home, I follow the owner’s instructions closely to maintain the pet’s usual routine. I ensure their environment is clean, provide fresh food and water, and engage in regular play and exercise. I also send daily updates and photos to keep owners informed about their pet’s well-being. My goal is to provide personalized, attentive care that meets each pet’s specific needs, whether at my home or theirs.
About: I have fostered and owned numerous dogs and cats. I have cared for puppies, sick and elderly dogs. So if there are any dietary restrictions, medications or specific training that needs to be inforced I am your gal. For all of the nervous pet parents don't worry I will be sending lots of pictures and videos so you will never go a day without knowing your fur friend is in great care. It is my main goal that your four-legged family member has the best time at my house and that you are as carefree as possible. My goal is to always remain as flexible as possible and to work around the schedules of my pet families! I have structured my lifestyle to remain as flexible as possible. I have invested time and care into my home and pet to make it a safe and welcoming environment at all times. I always follow the needs and requirements of my pet families to ensure continuity of care.
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 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: I’ve owed 4 Labrador retrievers, and still currently have two, one is my duck dog and one’s my old retired boy. I love animals. We enjoy daily walks, and mental stimulation! They get plenty of outdoor time as well as one on one time! I’m currently working as an estimator from home so I have plenty of free time for animals and making sure they get the proper care they need while under my supervision! I have all necessities for animals. I have an out door dog run, I have indoor kennels, I have a designated area inside, I give mental stimulation toys and treats. I make sure the dogs are going outside atleast every two hours insuring the have there energy out and not missing any potty breaks man

About: What sets me apart is the presence and care I bring to every interaction. With 15+ years of hands-on experience across a wide range of animals—dogs, cats, reptiles, fish, chickens, rabbits, and guinea pigs—I’m not just pet sitting, I’m attuning. I notice the little things: a shift in behavior, a need for extra cuddles, or when it’s time to give space. My calm, loving energy helps animals feel safe and understood. I don’t rush through visits—I show up fully, giving your pet the same patience and warmth I give my own. As a homeschool mom with a flexible schedule and a peaceful home environment, pet sitting fits naturally into my life. I’m home most of the day, which means your pet gets consistent attention, companionship, and care—not just quick check-ins. Caring for animals is something I genuinely love, and it brings joy and balance to our rhythm at home. Whether it’s daily drop-ins or extended stays, I have the time, space, and heart to give your pet the presence they deserve. Whether your pet stays in my home or I care for them in yours, my approach is rooted in calm, attentive, and loving presence. In my home, they’ll enjoy a relaxed, pet-friendly environment with plenty of snuggles, play, and quiet time—whatever makes them feel safe and happy. If I’m coming to you, I aim to keep your pet’s routine as consistent as possible, respecting their space and energy. I treat every animal like family and always follow your instructions with care and attention to detail. We have a fenced in yard, and plenty of walkable sidewalks.
About: Dogs have become a true passion of mine. I provide more than feeding and walks; I focus on understanding each dog’s behavior, body language, and individual needs. I’ve worked extensively with puppies and adolescent dogs, helping build confidence, good manners, and positive social skills through structure, patience, and consistency. I carefully monitor eating habits, energy levels, and overall health while dogs are in my care, and I keep owners updated with photos and detailed communication. Whether your dog loves to play, explore, or simply relax, my goal is to provide a safe, calm environment where they can feel comfortable and secure. My schedule allows me to give dogs plenty of individual attention throughout the day. I plan my routine around exercise, structured play, rest periods, potty breaks, and enrichment rather than leaving dogs unattended for long stretches. I strive to maintain each dog’s normal routine as closely as possible so they feel comfortable while you’re away. Safety is always my highest priority. Every new dog is introduced gradually based on temperament and comfort level. I have experience using crates appropriately for rest, meals, and decompression when needed, and I carefully supervise all interactions between dogs. If your dog prefers quiet one-on-one attention, I’m happy to accommodate that as well. I believe every dog is an individual. I take time to observe behavior, communication, and comfort level so I can provide care that fits each dog’s personality rather than using a one-size-fits-all approach.
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: I have taken care and grown up with animals my whole entire life. I love and appreciate all animals, I have taken care of almost every single animal of all ages shapes, and sizes! I am currently available at all times and I do look forward to playing and exercising experiences with all of your furry friends. Plus taking care of all personal wants and needs, accommodations and everything else in between! I have a fenced in yard and I can also crate if need be but prefer to keep ur precious pup very active and entertained at all times!
About: My first two pets were 2 doggies at 9 months old. I had them for 17 years until they left for doggy heaven October 2024 and February 2025… I am not ready to fully commit again quite yet so decided babysitting and loving on others’ furbabies will help the healing. Work from home all week. Will be able to take care of them in home and overnight if needed! I will accomodate to all requests and needs. Will appreciate details such as age, allergies, health, likes and dislikes. Will treat your baby/babies like they are my own. Will walk them as I have a dog friendly neighborhood as well as a newly built dog park. The backyard is also fenced.

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: Hi! My name is Fallon and I am here to give loving, patient, reliable care to your pets. I have been around animals my whole life. This includes dogs, cats, guinea pigs, and rabbits. I enjoy all of them. I have previously worked as a vet assistant . I am a frequent visitor to the Isle of Wight animal shelter, where i walk the dogs. I have also fostered both cats and dogs and found them their forever homes. I am patient, loving, reliable and have experience handling all types of breeds. Please contact me for your animal needs . Thank you! I’m a stay at home mom with a flexible schedule. I am available mostly in the mornings when my kids are in school and can do some afternoons Safety and trust with dogs come from understanding their behavior and creating a calm, respectful environment. When people interact gently, respect a dog’s space, and pay attention to signs of stress, dogs are more likely to feel secure and respond positively. Consistent routines, supervision—especially around children—and clear boundaries help build trust, reduce fear, and keep both people and dogs safe.
About: I’ve been around animals my whole life, especially cats and dogs, so caring for them feels natural to me. I enjoy spending time with pets, giving them plenty of attention, exercise, and affection while making sure they feel safe, comfortable, and loved. I’m dependable, patient, and will always follow your pet’s routine and care instructions. I’ll treat your furry family member like they’re one of my own and keep you updated with photos and messages while you’re away. Pet care fits well into my schedule because I work PRN, which allows me to make my own hours. I occasionally work overnight shifts, and on Mondays and Thursdays I help with shipment at a clothing store from 6:00 a.m. to 10:00 a.m. Outside of those times, I have a flexible schedule and can plan around pet care. I’m committed to providing dependable, attentive care and will make sure your pet gets the time, attention, and love they deserve. When caring for pets in your home, I always respect your space and follow your pet’s normal routine as closely as possible. I’ll make sure they have fresh water, meals on schedule, exercise, playtime, and plenty of love and attention. I understand that every pet is different, so I’ll follow any instructions you leave, including medications, feeding schedules, or special care needs. My goal is to help your pet feel safe, comfortable, and happy while you’re away, and I’ll keep you updated with photos and messages so you can have peace of mind.
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?
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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.
Meet local walkers who will treat your dogs like family

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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
As of September 2026, there are 2,119 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
- 99% can help with giving oral medications or injections
- 99% 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.



