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.
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
About: I've been providing house sitting and pet care for the past three years, caring for both dogs and cats while giving owners peace of mind when they're away. During that time, I've looked after pets of all ages, including senior animals and pets with medical needs, so I'm comfortable following detailed care instructions and maintaining their routines. I understand how important it is for pets to feel safe and comfortable in their own home, and I treat every home and every animal with the same care and respect I would my own. My goal is to provide dependable, attentive care so you can travel knowing your pets are in good hands. Pet care is a meaningful part of my daily routine. I make time each day to provide attention, play, feeding, and care to ensure pets feel comfortable and happy. I am able to work pet care into my schedule by prioritizing consistency, communication, and making sure each pet receives the time and attention they deserve. I provide pet care with a focus on safety, trust, and creating a comfortable environment. I have a cat of my own who I spend plenty of time playing with and caring for, while making sure his needs are always met. I keep my home clean, organized, and free of hazards, with anything potentially unsafe kept out of reach. When caring for pets in a client's home, I follow all instructions carefully, respect their space and belongings, and treat their home and pets with the same care and respect I would want for my own.
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: Hello! I have loved animals since I was a child, I grew up on a farm in rural Pennsylvania. As a kid, I got to see three litters of puppies be born. As an adult, I have two cats (one we found in our backyard at just a week old. I got into dog walking by accident, I was helping a lady in the community and her dog she rescued from India really liked me. She said her dog doesn’t like many people and asked if I would like to walk her some days. From then on (Dimple) and I were good friends. She was a fun companion during the day and I felt special because she took to me. I hope your dog likes me too! We live in a townhome community with great sidewalks for walking. We also have a dog park! Your pup is welcome to sleep and be wherever they feel comfortable in our house. We have 3 children who will keep your pup entertained!
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 am a Registered Veterinary Technician with over 20 years of pet medical experience, pet care, cat rescue, and TNR work. I have volunteered at Animal Rescue, Inc, walking dogs and caring for cats. I also volunteered for feral cat spay/neuter clinics. For over 20 years I have provided complex daily care, including medical needs, for my personal pets. This, and petsitting, have previously been accomplished during full time employment as a veterinary technician at veterinary hospitals. I have provided petsitting many times in owners' homes in the past. I can also pick up mail, water plants, close curtains, turn lights on and off, etc.
About: I am a veterinary technician with over 30 years of experience working with dogs, cats, birds, reptiles, pocket pets and some large animals. Animals have been part of my life since i was a little girl and I love giving them the best care! . I am punctual and trustworthy. I will take care of your babies like they were part of my family. **THE PRICE FOR MY OVERNIGHTS INCLUDES 1 MIDDAY DROP IN** I can take care of your pets anytime during the day or night. I will spend time to make them as happy and comfortable as I can while you are away. I provide walks if needed to give then the exercise they need, or play time in your fenced in yard. I will spend time giving them snuggles and love. If you have cat(s), I will clean the litter and spend time with them to make them feel comfortable and at ease.
“Billie is lovely and fantastic with our pup. She is super to work with and we look forward to having her help out whenever one or both of us are traveling!”
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’ve lived with dogs/cats my entire life. I have checked in, played, fed, given meds and potty breaks to dogs of two other families before. STARTING AUGUST 18: I will be starting my clinical rotations at WellSpan hospitals and other sites. This means during weekdays I will not be available from 6am-3:30pm or even later depending what site I am at that day (i have rotations in Gettysburg). Weekends I am available unless said otherwise! Thank you! I’m a college student on summer break, so I’m available a lot of the time! I let out and play with another dog during weekday mornings, so anytime after that! Although I have an unfenced yard, I live on a dead end road with not a lot of traffic. I have a huge field behind my house where I can play with your pets. I have a friendly Springer Spaniel who can keep your dog company. I can easily crate if needed. Will not walk or let dogs out to potty without a leash. Will play unleashed in field.
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.
“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: 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.
About: Hello, my name is Olivia I am a mother of 2 boys and I work a fulltime job on the night shift 9pm to 730am Saturday to Tuesday or Sunday to Wednesday. I have 10 years of professional experience in the pet care industry and a lifetime of personal pet ownership—including my own dog of 12 years and 2 cats—I offer a level of expertise you can trust. I am a detail-oriented caregiver who prioritizes safety above all else, from double-checking gates to monitoring surroundings during walks. Whether you have dogs, cats, or exotic pets and reptiles, I am here to help. I provide frequent text updates and pictures to ensure you have total peace of mind while you’re away. I am a full time stay at home mom, so my schedule is very open and flexible. I am home almost 24 hours a day every day. I know how to administer oral medication, take your pet for a walk and provide baths to animals. I am good at keeping pets on their schedules.
“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! :-)”
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?
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Windsor
Select a filter and find qualifying sitters offering dog walking.Sitters in Windsor average 3 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
The average cost for Dog Walking in Windsor on Rover is $22.2 per walk (as of August 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 August 2026, there are 2,425 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
- 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 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.
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