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: I'm an animal lover through and through. I have cats, dogs, and fish at home that have been apart of the family for a long while! On top of meeting their daily needs, I've also attended a large animal science program where I learned first aid, honed my animal husbandry skills, and got experience handling animals of all types! My schedule is very open the majority of the time, so there should be no problems there. If I am busy on a particular day, I'll be sure to mark it as unavailable on my schedule asap! I am able to feed, water, play with, and keep company dogs and cats of all types. I will respect their space if they're skittish or shy, and keep the social ones entertained. I would also love to take your dogs on walks!
“Jennifer did a fantastic job taking care of my mom’s fur babies! Smoke and Bandit are 14 years old move slow (Smoke also has arthritis and she kept an eye on him) and Jennifer was very patient in walking them. She was able to help me out on short notice the first week when my mom needed assistance with her dogs so I could take care of work and my work travels. She helped my mom for about 3 weeks in total. She was extremely flexible and always provided pictures and videos of the kiddos so I could follow along while I was not available. She kept me up to date every day with multiple reports on how they were doing. She was extremely easy to communicate with and always very quick with her responses (which I am grateful for). She went out of her way to make sure they got their medication and even picked up a prescription for Smoke while I was out of state. I can’t recommend Jennifer enough and will definitely use her again in the future!!”

About: I have had and taken care of animals for over 20 years. I love all animals and have experience with a wide range of animals. Small dogs, big dogs, cats, reptiles, aquatic animals, and rodents. All animals are cute and worthy of attention and love in my eyes! I currently work remote so your furry friends will get basically all of my time. Whatever, whenever, I got them! I stay up late and don’t sleep in late so there will be very little time that they won’t have my full attention. I have a good sized yard, not fenced in but I will always escort your pooch (or kitty) on a leash and let them wander and dilly dally as long as they want. My cat will keep your furry friend company as she loves to cuddle! I can also keep your pet and mine separate if that’s better suited for them, and can crate your animal if you have a routine.

About: My last pet was a 16 year old miniature schnauzer who passed in December 2024. Since then I have been caring for dogs and cats of family & friends and traveling around the country using Trusted Housesitters. I have cared for German Shepherds and Bengal cats in New Orleans, an elderly dog in Charleston, and multiple rescue cats in Virgina Beach. In Denver, I covered a dog walking business for 3 weeks walking labs, collies, poodle mixes, dachshunds and house sitting up to 5 dogs at a time. Now when I'm back home in the Cincy area, I like to help others care for their dogs and cats. My schedule allows for me to change my routine as needed. I understand pets have routine and may need to be on a regular schedule. I can care for your pets in your home by following their routines, entertaining and playing with them, and giving them love and attention. I am not able to care for pets in my home at this time.
About: Hello I have 15 years of personal experience. Ive had minature pinscher and pit bulls most my life and currently a border collie german shepherd mix. I love all breeds but those are the ones ive had experience with. I also have a Maine coon kitty which is an experience of its own! The services I am offering is walking small to medium dogs and sitting for kitties if needed.If your furbaby needs fed or water bowl filled no problem. Im open to other services if needed also.Contact me if interested
“Kassidy has done a great job for us and we will definitely continue to use her in the future! She takes great care of our dog and always leaves us with a detailed note of how the walks went.”
About: I have been helping to care for dogs since I was 10. I grew up with golden retrievers in the home and have been around dogs my entire life. Our Rottweiler recently passed away and my daughter and her were best friends! I am not ready to have a dog back in the house full time but have realized, after dog sitting for a friends puppy, this would be a great way to help care for others pets. I work from home so I am able to take frequent breaks for walks and potty breaks. I would not make myself available to care for anyone’s pets if I knew I was going to be out of the house for long periods of time. I also have a dog park in my neighborhood. I do not have a large yard, however; I do have a dog park in my neighborhood that is large and fenced in for great exercise. We would take frequent walks with my daughter around the neighborhood as well.
“Leslie was awesome!! She sent pics of Charlie having a great time on their walk and she even cleaned up my pup’s excited “pee” after they first met (sorry Leslie). Highly recommend! :)”


About: I am a huge animal lover! I have 10+ years of paid experience pet-sitting, house-sitting, and babysitting! I have been a regular sitter for all types of breeds, ages, and behaviors. I have regular experience with pit bulls, chihuahuas, Great Pyrenees, Great Danes, puppies & seniors! I have recently moved to Cincinnati and looking to build a new client base! I love walks, play time, & cuddles! I have experience in light training, medication, and socialization skills. During drop-ins, walks, or overnight stays, I will gladly help with any additional training needed. I always provide updates and photos, and can ensure you will receive prompt and detailed responses. I am currently working part-time, and my schedule is very open and flexible. With being new to Cincinnati, my goal is to find regular clients in need of a dog-sitter & walker, as well as helping out those who are needing a one-time or occasional helper. I have lots of reliable & trusted references that show my level of honesty, respect of privacy, and cleanliness for client home sitting. I am punctual, detail-oriented, and ready to work with the routine you and your pet have.
About: As your pet's second best friend, I offer tailored care, genuine love, and a paw-sitively unforgettable experience! I am well educated in dog training, ensuring they’re mentally and physically stimulated, to overall pet health. I take care of my dog to the fullest extent, your dog will be treated all the same as a new member of the pack! To ensure safety and health, we don’t play right after eating to avoid bloat, I am very conscious of heat on their paws when walking on different surfaces, I avoid rawhide treats and go with homemade or very natural treats instead, and those are just scratching the surface of do’s and don’ts! I keep a structured but flexible routine, which allows me to give your dog plenty of attention, exercise, and consistency. I prioritize walks, potty breaks throughout the day, and lots of playtime and enrichment. I’m home often and very intentional about making pets feel safe, comfortable, and cared for. Whether your dog needs structure, cuddles, or high energy engagement, I adapt to their personality and routine to make their stay feel as close to home as possible! Your dog’s safety and comfort are my top priorities. I have a well-socialized dog, Dilo, who has a background in working in high stress environments to not be reactive. Nonetheless, I always do slow introductions to ensure everyone feels safe and comfortable. If needed, I can crate or provide separate spaces for rest and decompression. Inside my home, I maintain a clean, structured environment with plenty of space for play and relaxation. I closely monitor interactions, follow feeding instructions carefully, and stick to your dog’s routine as closely as possible so they maintain some sense of routine while being away from home.

About: The things that separate me from other sitters are my active lifestyle, strong communication, adaptability/ flexibility and silliness! I love to go hiking, running, swimming at the family lake, explore dog parks and other fun activities while sitting. Options are endless and will keep you posted with fun photos, videos and other messages to make sure you know your pet is safe. I do not ADD ANY STRESS. Quite the opposite. I am here to help and relieve the stress of boarding your pet. And I'm okay with being scheduled same day or same day cancellation. I understand things come up, please just try and be certious and thoughtful though with lack of communication. (Please be aware that my rates are subject to change based on my availability, commute to/from work, time spent with the dog and many other factors. Please not that I do NOT make as much as you pay, rover app takes a good chunk out of what you pay. Graituity and tips are highly encouraged if you want quality care and repeat stays/ watches. ) My rule of thumb: I aim to make about $75-$125/ day for house sitting and animal care. I am to make about $25/ hour so that would require me to spend about 4-5 hours on ruotine pet car (walks, feeding, taking out, medicine, adventures + household chores ect.) I have to factor in gas money, taxes, and rover fees so please consider that when booking. I am willing to go the extra mie and make your dog's stay a vacation and spend all day with them, I just expect to be fault comensated. Some dogs (+multiple dogs, cats ect.) require lots more attention than others. I find it very hard to work full time and pet/ house sit. As I am trying to move away from my other job and pet sit closer to full-time. I love animals but they are lots of work, as we know! Please be curtious and respectful of my time and love I show your pets. I am currently working part-time as a rideshare driver and am part-time student in grad school to get my masters in psychology. And back living at my parents house with a big yard in the basement to play in. When I am pet sitting I revolve my life around the needs of the pet and adapt my schedule to their potty breaks and eating habits. Like I said, I'm flexible and easygoing and luckily don't have too much on .y plate right now besides studying and private rides mostly at night! I have backup as well with my cousin who lives with me. Leashes all the time if they could get away or in public. I have a stand outside with a long leash for extended outside time but am usually just side-by-side the pet most of the time so they are in good eyes. Clean environment, no drugs, no partying, no garbage laying around. (I live with my parents currently in Montgomery, OH and they are on board as well as they love pets too!)
About: Hello, my name is Jordan. I am a pet sitter based in Mount Orab, Ohio! I have 4 cats and a little Chiweenie Puggle with my boyfriend. I often take care of strays around the neighborhood and have even taken in a few. I work to advocate for those who don't have a voice. I enjoy walking in the outdoors! Perfect for your little pup full of energy. I have always had a passion for animals since I was little, accumulating a lot of pet care experience under my belt with smaller animals over the course of a decade. I always treat every furbaby as if they are my own. I cannot wait to meet yours, they will have my full heart and attention! Always up to answer those questions and concerns, you can rely on me to be there for you and your dog. I tend to specialize in small dogs and other small animals. I have a fairly flexible schedule due to working for myself currently, making plenty of time for your pet throughout the week Monday through Sunday as well as most holidays! I care for the pets in and around my home by feeding with set schedules, cleaning up any messes created, scooping litterboxes everyday, cleaning food bowls, walking my dog multiple times throughout the day, crating my dog at night, as well as keeping them enriched and entertained!
About: I have had pets for my whole life. Most of my friends called my house a "zoo" growing up because of the wide range of animals we had around the house, from puppies to snakes to pigs- we had it all. When caring for another animal, I treat it like it were my own. I always saw my pets as an extension of my own family and want to treat all animals the same way. I am currently home from college right now, so I am flexible. I have 3 pets of my own who I take care of, other than that I am free. It depends on the pet and their individual needs. I have a dog, but he is extremely active and loves being outdoors, so letting him out every hour or couple minutes is important for him. Whereas, another dog may not enjoy. being outside as much or have certain medical needs that prevents them from running. I love cuddling up on the couch with my pets (dog and two cats), and giving them affection. I also enjoy spending time with them by getting them active and playing their favorite games/ toys.
About: Hi there! I’m Steven - lifelong dog lover, experienced sitter and a pet parent of two sweet pups: a Bernese and a Chihuahua. I know how much trust it takes to leave your dog with someone new, and my goal is to make every pup feel right at home and every owner complete at ease. With years of experience caring for dogs of all sizes and personalities, I have handled everything from energetic puppies to senior dogs needing extra attention. I’m patient and love learning each dog’s quirk and routines. I work from home most days, which means your dog will get plenty of attention throughout the day. On the days I am in the office (usually Tuesday and Wednesday) I can adjust my schedule as needed to fit your pet’s routine. I live in a safe, pet friendly community in Colerain with plenty of green spaces for walks. I also love taking dogs to parks for a change of scenery or staying cozy indoors for extra belly rubs! Safety always come first. All outdoor time is fully supervised and your pup will never be off leash unless in a safely enclosed area. I truly treat every dog as my own and want to make your time away stress free. Can’t wait to meet you and your furry best friend! My day pretty much revolves around dogs — and I wouldn’t have it any other way! Since I work from home most of the week, I’m able to keep a flexible schedule full of walks, playtime, and cuddles. My own pups keep me active and in a great routine, so adding another furry friend into the mix feels natural. Even on my in-office days, I make sure every dog gets the attention and consistency they’re used to. I care for every dog as if they were my own. At my home, pups are part of the family — they can lounge, play, and get lots of attention throughout the day. I make sure everyone feels comfortable and safe, and I always supervise outdoor time. When I’m watching pets in their own home, I do my best to keep everything just how they like it. I stick to their regular routine, give them lots of love, and keep you in the loop with updates and pictures so you never have to wonder how they’re doing.
About: As a full time animal lover & caretaker I know how hard it can be leaving your furry family member behind! I focus on creating a safe, comfortable & loving environment for them. Each animal has its own set of unique qualities, quirks and personality! As someone who has grown up on a farm, horseback ridden, worked in an animal shelter & rescued - i’ve received the pleasure of experiencing it all! I have deeply enjoyed getting to watch each animal display every quality. During my time with your animal you can expect lots of updates, feeding, fresh water, spoiling with treats and lots of love! I provide both drop- in visits and overnights! As a full time animal caretaker, I am very flexible throughout the day to provide the best care possible for your furry companions! I typically accept same day requests with proper notice. I currently do not wish to board dogs at my place. I am more than willing to come to your home to best care for your animals. If you have a schedule for your pets, I request that be written down ahead of time. To best ensure your pets get all the care they need as if you were there.
About: Reliable dog care from a boarding kennel worker with hands-on experience in daily care, routines, and behavior. Beginning AKC training soon. With some veterinary experience as well. I have a flexible schedule as a full-time student, so I can stop by before or after classes for walks, feeding, medications, bathroom breaks, and other care needs. I’m happy to help with weekend visits and can do overnight stays when possible. I’m comfortable traveling up to about 25 miles for pet care. I treat every pet like part of my family, giving plenty of attention, love, and consistency. Inside my home, I maintain a clean, safe, and comfortable environment, following each pet’s routine for meals, bathroom breaks, play, and rest. I’m attentive to behavior, health, and individual needs, and I make sure pets feel secure, happy, and cared for while their owners are away. My reliability, patience, and flexibility help me provide personalized care that puts both pets and owners at ease.
About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.
The median cost per walk for dog walking in Windsor is $20
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.
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
As of October 2026, there are 2,375 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
- 95% 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.


