Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 3 pet parents in Windsor have booked dog walking
Windsor, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Treanne was able to make daily walks happen for my best friend even on a fairly short notice. She sent pictures and notes about what was going on. Absolutely a great job!”
About: I've always loved animals and am fascinated with their care. I have trained my own German Shepherd Husky as well as dog-sitted for a variety of restricted breeds. I am currently attending college classes in the mornings so I can perform tasks before class and the full day after. I also drive for Uber Eats so I balance both positions. I will ask lots of questions about your typical care of your pet prior to taking on the animal to ensure their routine remains the same. I am slow in introducing myself to animals, by letting them sniff and be comfortable before engaging.
About: From pet-sitting duties and caring for my own animals, I have extensive experience caring for a variety of animals, including feeding, grooming, and providing companionship. I’ve also administered medication to dogs of all ages and sizes, ensuring proper dosage and handling for each. I'm a proud graduate of Bloomsburg University with a bachelor's degree in early childhood education. I also enjoy working part-time in the restaurant industry. My schedule is quite flexible as long as I have some prior notice! I'm happy to work with clients to find times that suit us both well. I'll make sure to follow all of your instructions carefully to keep your little buddy happy! Do you have any specific wishes for them? Just let me know! I welcome them on my bed and couch unless you'd prefer otherwise. I always keep the water bowl full and ensure pets are happy and healthy. If you'd like, I can even give them a bath—just bring their shampoo if they have sensitive skin! If you choose me, I promise to go above and beyond to take great care of your furry friend!
About: I've personally worked with a professional dog trainer, a doggy day care, and a pet store, so I have various knowledge when it comes to how to interact, play, treat, walk, watch, and love your dogs. I also have personal experience with seniors, puppies, special needs and x-large large dogs. I also have much understanding and experience with cats and kittens as well I'm currently Part-Time, which means I will have more time to watch over and love on your babies. Weekends and holidays are no problem either. I believe (and have experienced it with my own pets) that pets are more comfortable in their own home, and that's why I offer to come and house/pet sit in the safe haven that is your house. Your pet will get treated, and spoiled, as if they were my own
About: I’ve taken care of dogs of all breeds and sizes, cats and small farm animals for 12 years and I have a vet assistant certification from Animal Behavioral College. Experienced with med administration, puppies, rescues, and senior dogs. I’m currently home full time - basically my daily and weekly routine is to care for my animals and garden at home. I do travel out of state occasionally to sit for friends and family I’ve worked with over the years. I have a fenced in yard and two dogs to keep your fur baby company and active. A senior Great Pyrenees and a year and a half old mixed breed that love to run around and chase each other and balls in the back yard. My cat is very used to dogs and puppy play dates, and I’m able to crate your baby if needed.
About: Hi! I’ve grown up with dogs all my life and also was a trainer for the seeing eye before! We are a very active family so lots of playing and walks will be had! I have a puppy of my own that I am training so your baby will always have a friend! Look forward to meeting you and your fur baby I’m a stay at home mom so I will be home full-time minus errand running here or there so you can expect your fur baby to be fully enriched with constant company! We will play outside, go on trips and of course walks including hikes if you are comfortable with that! I also have a puppy so they will have a built in bestie!
About: Hi! I’m Cass, a lifelong dog lover and proud pet parent to our gentle Great Pyrenees, who truly believes he’s a 100-lb lap dog. We’ve also been lucky enough to share our lives with two other amazing pups—a loyal German Shepherd and a sweet Lab mix—who have since passed but left us with so much love and experience. Dogs are a huge part of our family. Our Pyrenees goes everywhere with us, and he’s wonderful with other dogs—calm, friendly, and happy to make new buddies. My kids also love playing with dogs and are always excited to have furry guests around. What you can expect from me as your sitter: 🐶 A safe, loving, homey environment 🚶♂️ Daily walks and plenty of exercise (it’s really important to me!) 💛 Lots of affection, attention, and updates 🏡 A family that truly enjoys having dogs around 🐾 A dog-friendly resident pup who helps make visitors feel at ease Your dog will be treated like part of our family—because that’s truly how I care for them. Whether we’re out on a walk, playing in the yard, or relaxing inside, I make sure each dog feels loved, comfortable, and well cared for. I’d love to meet your pup and give them a home-away-from-home experience! Let me know if you’d like to chat or set up a meet-and-greet. 🐾💛 I work in the evenings and my husband works during the day so your pet will always have someone with them. We also have two kids My dog and kids will keep your pet company. Have about an acre of land surrounded by woods. Our dog runs free but we can offer leash service as well
“I am very thankful for Cheyene was amazing with my dog Bonnie! She is reliable and her professionalism, her genuine love for animals. Well trusted dog walker and definitely be calling her again. Thank you Cheyene! :-)”
“I’ve had such a wonderful experience with Billie! She is consistently punctual, incredibly kind, and communicates well. I always know what’s going on thanks to her thoughtful updates, and she’s great about letting me know of any scheduling changes well in advance — usually at least a week ahead, which I really appreciate. It’s such a relief knowing my dog is in caring, reliable hands. Highly recommend her to anyone looking for someone trustworthy and genuinely wonderful with pets!”
About: I’ve held two jobs consisting of dog care, one which included stopping by houses to clean waste/greet clients and their dogs. Second, in a doggy daycare where I oversaw many dogs at once in daycare activities. As for boarding dogs, the chores consisted of walking, feeding, bathing, and giving enrichment to dogs. I’ve worked with anxious and aggressive dogs, younger and older dogs, small and big. But I have always loved all dogs. I’ve learned dog body language very well and have grown up with three. All dogs deserve the right care and happiness. I am very flexible and I am completely open! Sunday - Saturday , Morning - Night I’m around York, PA area & willing to commute far :) I am very detail oriented so when it comes to pet specific needs, I’m easy to work with. I take responsibility for my actions and aim to care for your pet the way they need. I understand every animal is different, every client is different, so I’m willing to learn and provide great communication.
About: They call me the female dog whisperer. I've always had a passion for animals and I love dogs & all the different breeds & personalities ! I thoroughly enjoy all the different breeds of dogs and cats along with all of their very specific needs! I am going to be attending school in March for dog training and I'm so excited to start that! For I have always wanted a career working with animals I love all kinds of animals, dogs,cats, birds, lizards, I had to Schneider skinks .,..in the past. Mojave and Sahara just like the deserts! Your dog&/or cat will be treated as part of the family, just like my own dog is treated. I'll follow your rules & routines. Just give me as much information as you can, & we will stick to that schedule! If your dog sleeps in your bed, then your dog will sleep in my bed and if your dog is used to eating at nigh, well then that's when your dog will eat, or if in they are used to eating in the am, then they shall eat in the am! I'm experienced with giving oral medications to dogs and cats. I look forward to meeting you and your best friend. I do have a Boston Terrier named Bandit who is a little guy about 20 lb but he thinks he's a big dog but he wouldn't hurt a fly! Lol. Any ? S please feel free to ask? I'm home 24/7 at this time in my life, unless I have a Dr Apt. Even if I do have a doctor's appointment, they don't take all day by any means. I would absolutely let you know ahead of time if that was the case! I believe in clear, concise, specific, & honest communication! I have a fenced in yard. I also have a clothesline going through my backyard where I can put the dogs out on a long leash if they are sneaky escape artist( like my little stinker! None of that happening here! As I said before , I am pretty much home 24/7 & if I do leave I am not usually
“Murray was wonderful! Delightful to work with. Excellent with communicating. Very attentive to Nala’s needs, especially as they cared for her during very intense heat. I would give my highest recommendation over and over. I’m very grateful for the care Nala received.”
About: I’ve cared for dogs for over 35 years and cats for 11 years. I’ve taken care of hermit crabs, Guinea pigs, rabbits, fish, turtles, rats, goats, chickens, pigs and ponies. I have a part time jobs with summers off and have time to tend to others pets. I am available to border on weekends and potentially weekdays with a reasonable notice. I have 2 friendly dogs and animal loving kids to keep your fur babies company. I can crate your pup if need be and have a lead in my yard to keep them safe from running off! They will never be left out alone. I’m a school bus driver so I am home and available most of the day. I’m only away from home for 2 1/2 hrs at a time so pets are not left unattended for long periods of time! I do not have a fenced in yard but I do have a lead in the yard that your dog would be on when not on a leash and being walked when outside.
About: I have been around cats and dogs all my life. I just love all animals. Dog walking is great for their physical and mental health/improves their joints, and all around good therapy for me and your pet. Play time is also important. I will treat your furry family member with the utmost care & diligence. I am responsible, attentive, & detail oriented and will provide quality services. Currently available during the day. Just about anyday with a little notice. Can set up regular scheduled walk times. Or if you are in a bind, and need, on spur of notice. I am willing to walk from your home, or to a near by park. Giving attention and time. I typically like to know if they have a specific diet, medications, preferences, etc.
About: Hours of availability on the weekends, Friday 5pm-Sun 9pm. Possibly before 5 on fridays depending on location. I Love dogs, and have had 3 jack Russell terriers and 2 German short haired pointers and now 2 Labrador retrievers. I want to make it easy for pet owners to do things and not have to worry about their pet. I have also been in charge of the grooming(nails,bathing etc) since I was young. I feel I can tell how/what dogs want, they call me the dog whisperer. Just want all dogs/animals to love me :) We now adopted 3 kittens in the last 6 years since they always find us. Let me care for your dog/cat while you enjoy yourself. I have had other animals, not just dogs, as I care for animals in general(fish,guinea pigs, gerbils, rabbits, birds, cats). I have always been the dependable Neighbor and was always asked to watch the neighbors animals while they were away. I know how hard it is to find a caring person to watch your pet, instead of a kennel. I also have had to give my first dog insulin shots 2xs a day, also have given her medicine daily. Also give medicine/supplements to my current pets. Let me be that person.
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
I can’t thank Sam enough for stepping in this weekend! I needed a last minute dog walker for my two pups, and she was incredibly accommodating. She took the time to do a meet & greet, which I really appreciated, and the dogs loved her instantly (my toddler did too!). Sam is so pleasant and clearly cares - she gave my fur babies tons of attention and nice long walks, even in bitter cold weather. I felt completely at ease knowing they were in such good hands. Highly recommend her!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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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.
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 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 on Rover is $22 per walk as of October 2026. Most bookings cost between $20 and $26 per walk. 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 2,408 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 a map of the walking route , 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 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
- 97% 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 Meet & Greet .
walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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