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

Over 8 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.
“Rachel was great! She was very kind and patient with my crazy, high-energy golden retriever! She kept me updated with pictures and videos of walks and play time! 10/10 job for certain! I will be booking with her again! 😁”

About: I enjoy fostering dogs to help get more information about their personalities and in turn help them get adopted. I have also been a dog sitter for family and friends for years. I enjoy practicing my dog training hobby. I believe the more training a dog has the happier they will be. They will know their boundaries and what makes their human happy thus creating a positive environment. I currently work full-time from home therefore daycare or walks are the most ideal services for me. If we have a good established relationship (human to human and dog to human) I am open to overnight says. I have a larger fenced yard however the fence is vertically challenged. I like and want to go for a couple walks a day. I have a daughter who loves dogs and is very good with them. She's a gentle and loves to help train, feed or just sit and pet them.
About: I took a break from pet sitting for awhile due to moving, but I am back and available on weekends! I have loved and cared for dogs since I was a kid. Back in my home state I ran a doggy-day care and began grooming and shadowing at dog shows. I have mainly had Australian Shepherds, but have also had German Shepherds, Pitbulls, Poodles, Beagles, and Labs. I love dogs, honestly, more than people most days. In the past I have trained dogs and competed in dog agility trials. I currently have three dogs, an Australian Shepherd, who is my heart and soul, a German Shepherd Husky who is the sweetest girl, and a Rough Collie who lives up to his name, Taz. I can handle any size dog, any temperament, and ensure they get the care and attention they deserve. Dogs are such amazing animals that can help us overcome even our worst days, I want to make sure your dog is taken care of while you're away so you have less to worry about at the end of the day. I work full time, so I am only available on weekends at this time. My weekends are flexible to accommodate travel schedules, drop-in visits, and walks. I follow your instructions on how you want your dog taken care of. Thats your baby, and I am here to love them as you do.
“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 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’ve worked in the a vet hospital for 3 years , then moved to working in boarding and taking care of all sizes of dogs! I’m animal cpr certified. I don’t go to work until around 9 so I will come take care of your fur babies early in the morning then come back around 1pm to let them out for a mid day potty break. Then when I get off work I will come back over and take care of your fur baby and tuck them in for the night after they play and get their energy out. I have a 1 year old black and she used a leash and harness when we are outside unless we are playing with her toys. I’m very attentive to the surroundings before I let my fur baby off the leash.

About: What makes me different is the level of care, patience, and versatility I bring to every animal I look after. I’m not just here to cover the basics—I focus on making sure each animal feels safe, understood, and genuinely cared for. I’m experienced with a wide range of animals, from dogs and cats to large and farm animals like horses, goats, and chickens. This means I’m comfortable handling different routines, environments, and responsibilities with confidence. I also have a strong understanding of pets who need extra support, including seniors and those with anxiety. I take a calm, gentle approach, move at their pace, and prioritize building trust so they feel secure while you’re away. I pay close attention to small details—changes in behavior, appetite, or mood—so nothing gets overlooked. Combined with reliable communication and consistent updates, you can feel confident your animals are in capable, caring hands. Animals have been a constant part of my life, and caring for them is something I take seriously and genuinely enjoy. I provide reliable, attentive pet sitting for families who want their pets to feel safe, comfortable and loved while away. Whether it is daily walks, playtime, medication, or simply keeping them company, I focus on creating a calm, lovable and predictable routine that helps them feel secure. I’ve worked with dogs of all sizes, cats with all different personalities, small and large animals who need gentle, constant care. I pay close attention to behavior changes, eating habits, and comfort levels so you always know how your pet is doing. Communication matters a great deal, so I send updates, photos, and notes to keep you connected. My goal is simple, to treat your pet like they are my own and make those time away as stress-free as possible! I provide loving, reliable sitting, giving your pet a safe, calm, and comfortable place to stay while you’re away. I treat them as part of my own pets. Keeping routines consistent and their environment peaceful.
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: I’ve had animals my whole life. My babies have gone through lots of moves with the military with me and we are finally able to have the animals we want but not the space, so until we have the space, I’d love to help other people take care of their fur babies! I currently work part time, and i’m a home school mama. So my schedule is very flexible to come help take care of your babies when you can’t! I would love to help take care of your fur babies when you can’t! I know how I want my babies taken care of so I’m happy to do what’s needed to help with yours! I have very weird, particular fur babies, so no judgement if you do as well! happy to do what’s needed to make the fur babies happy!
About: I have many years of experience caring for both dogs and cats. I have a senior dog that I adopted in 2015 and in 2020 I helped raise a puppy from 8 weeks old. They were both raised with kittens as well. Through these experiences, I have learned how to care for different animals of different age groups. I currently work 9 am-5pm Monday through Thursday so I am available after 5pm those days. On Fridays, I am available from 8 am-1pm. I am available all day Saturdays and Sundays. I have a spacious apartment that is pet friendly and equipped with two dog parks and a lake with plenty of walking area. My pets are friendly and love play dates with new friends!
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: 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: 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! 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.
About: I grew up with and have worked with animals all of my life - dogs, cats, horses, guinnea pigs, hamsters, cattle, etc. I became a licensed veterinary technician 13 years ago and love seeing the furry faces that bring so much joy to so many. I have experience with all ages of animals, but have a special place in my heart for older kids. If you need help with your fur-child, I’m here! I’m between things right now, figuring life out. I’m pretty open besides when I have my daughter. I’m currently dog-less so seeing your puppy will really make my day! I want the time you are away from your pup to be as comfortable as possible. I will do whatever it is that will accomplish that. A schedule is so very important to them so let’s keep it!
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
“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: Dogs have been a part of my life for as long as I can remember, and caring for animals is something I truly enjoy. I've spent years working with dogs of all sizes, personalities, and energy levels. I currently have a dog of my own, Wesson, and I understand how important it is to find someone trustworthy to care for your pet. Whether your dog enjoys long walks, active playtime, or relaxing at home, I'll make sure they receive plenty of attention, exercise, and affection while you're away. I'm comfortable caring for all breeds and temperaments, from energetic working dogs to laid-back couch companions. I also have experience with dogs that use training tools such as e-collars and prong collars and can follow your dog's established training routine and preferences. When your dog is in my care, their safety, comfort, and happiness are my top priorities. I'll treat them like one of my own and provide regular updates and photos so you can have peace of mind while you're away. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. Pet care fits naturally into my daily routine, and I enjoy incorporating walks, playtime, potty breaks, feeding schedules, and one-on-one attention into our day. Because I'm home most of the time, pets are rarely left alone for extended periods, and I can easily accommodate their individual needs and routines. My goal is to make every pet feel comfortable, safe, and cared for while their owners are away. When caring for pets in my home, I provide a safe, comfortable, and structured environment. I have a securely fenced yard for supervised outdoor play and exercise, as well as a multi-level home that allows me to separate pets when needed. If a dog is crate-trained or requires their own space, I can accommodate that and ensure they have a quiet area to relax. I follow each pet's normal routine as closely as possible, including feeding schedules, potty breaks, walks, playtime, medications, and any training routines provided by the owner. My goal is to make pets feel at home while providing plenty of attention, exercise, and affection. When caring for pets in a client's home, I respect their established routine and environment. I make sure pets receive consistent care, companionship, exercise, fresh water, meals, and any special accommodations they need. I also provide regular updates and photos so owners can feel confident their pets are happy and well cared for while they're away.
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: Caring for and loving dogs has always been a passion of mine! I have a relaxed and jovial demeanor that they seem to gravitate to. I’ve owned 3 dogs so far of 3 separate weights, so I know how to cater to dogs of different sizes and personalities. I currently live in an apartment with lots of open spaces nearby for playing and walking. I always treat pets (dogs and cats too) in my care as I would my own, which is slightly spoiled but still disciplined. If you give me your trust, I will bring your pup or kitty happier and ready for more playtime! However, I do request that owners with dogs with behavioral issues notify me about them up front so I may work with them closer one-on-one. I'm currently working full-time in the Navy every 4 days, so I can watch pets on my off time. Four days a week on and off. I care for pets by learning their personalities, likes and dislikes, eating preferences, bathroom needs, what motivates them (toys, food, attention) and go from there.
About: I have 3 dogs of my own, varied ages, and even a pig! But I have been around animals as long as I can remember. My partner won’t let me get any more animals, so I would love to care for all of yours instead! I am a teacher and looking for summer, and break, work. I am practically available all day! I would be a fool to not do something that I love to occupy my days. I have a very energetic 1 year old, fully vaccinated, puppy that would love to run around with your fur babies. She has a bigger brother and sister, so size is not a problem for her. I also have 2 cats of my own so have experience with both.
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
I can’t say enough good things about Rachel. She communicates well and very knowledgeable about dogs. She seems to really enjoy what she does. My Buttercup loves her to death and I’m never worried about her when she’s in Rachel’s care. I know she’s in good hands!

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
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Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 3 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 $16.65 per walk (as of July 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 July 2026, there are 2,138 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:
- 95% 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.


