Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 12 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: Lifelong animal lover with 7+ years caring for my own 2 dogs, along trusted experience with friends and family’s pets. I make sure your pet feels loved, comfortable, and cared for at all times. I’m currently working part-time, so I have a lot of availability throughout the week. I love morning walks because they get me up to start my day while also being active. As well as mid-day and evening walks allow me to take a break from any tasks and get outside in the sun while having some fun! Whether I’m visiting your home or walking your pup, my goal is to keep them happy, safe, and comfortable. For walks, I make they get plenty of fresh air, exercise, a potty break, and time to sniff and explore while keeping a close eye. During home visits, I’ll refresh their water, feed them, give potty breaks and spend quality time. I’ll also follow any instructions you leave for me and always treat your home with respect.
About: I have 10 years of experience working with pets in a variety of settings including animal shelters, veterinary offices, pet daycares, and as a pet sitter! I am comfortable with dogs and cats of all ages and sizes, and can provide specialty care such as medications. I currently do not have a 9-5 so have a flexible M-F schedule! I usually do not have weekends available, but feel free to message and ask if it is a longer stay that would go over the weekend. I ensure to respect your pet and your home. I know it is difficult to trust people with your pets, and I promise to take the utmost care. I have a senior dog myself, and understand every pet is different and has their own needs.
“Berkley did a great job with my pup, they arrived on time, were communicative, asked questions, and got along with Oso instantly. I would happily book them again for future services!”
“Very thankful that Jessica and Chris were available on short notice. They spent a good amount of time with my pup and provided some cute pictures! Definitely recommend”
“Karinna continues to be our go-to dog walker. She is so incredibly good with our dog that it brings us joy to see him having fun with her and ‘friends’ when we are gone. She is the best!”
“Liz is very responsive and has been a lifesaver for some unexpected next day bookings. We're immensely grateful for her willingness to work with us to figure out a time slot that worked for everyone! She's thoughtful of our dogs' needs, asking insightful questions about feeding times. And most importantly, the dogs seemed very content in the photos she sent of the visit and when we returned home!”
About: I’ve had dogs/cats since I was little so not only am I used to taking care of my own pets but other peoples pets as well. I am used to feeding, letting out/walking, and playing with dogs that are not my own. I can walk/ let out pets/ feed pets any day of any time I need to. I work from home and have a flexible schedule, so stepping out to let your pets out or to visit them is no issue! I have a fenced in yard and can let dogs out to potty/run around or take them to a dog park! I give them as much time as they need to be outside and move!
About: I enjoy spending time both in and outdoors. I love getting to know pets and people alike! I spend a lot of time taking care of my own pet along with supporting my friends and families pets whenever they are away. I’m currently working part-time and on holiday from university. During the week I have mornings and most afternoons free to spend time caring for pets. Respecting both you and your pets space and time is my top priority. At my part-time empathy and understanding each persons individual needs is crucial; I impart these same principles with pet sitting
About: I have experience with dogs, working at a doggy day care for about 2 years. I learned a lot of skills from that role, like patience, how to handle aggressive behavior and de escalating situations between dogs. I also did some grooming as well (baths & nails trims) and administered medications. I have a free schedule for the rest of the summer so I'll be available pretty much any time until late august. I’m available every morning and evening, except Sunday mornings but are available Sunday evenings and afternoons for dog walks. Morning times are open to your preference but I’d say about 7am-11am and in the afternoon-evening 12pm-6pm. I am also available for overnight stays for as many days as you need! I would make sure to understand your pets individual needs and clarify those things with You before sitting. I like to know what the schedule is so I can adjust accordingly. I'd make sure they are fed and walked and played with.
About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.
About: I’ve had dogs my whole life and just recently welcomed two cats into my family. I have been babysitting and nannying for as long as I can remember which would often lead to taking care of their four legged family members as well. I’ve assisted in potty training and with my own pets helped apply and give medications. I am someone who is reliable and trustworthy. I know how much my pets mean to me and have always treated any animals in my care as if they were my own. Right now I am off for the summer and because I work in a school am off on holidays and weekends. Once school starts again in August a typical work day is 7am-3pm. Throughout my years of working with families came a lot of house sitting and pet sitting for them and their friends. I am always respect of other peoples homes and am more than happy to take in mail/packages and take care of plants. I will always take care of your pets like they are my own. I am reliable and communicative.
About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)
About: I hold a variety of experience with a number of different species- fish, cats, dogs, ferrets, rabbits and horses. I worked as a veterinarian assistant for 10 years and am confident in my ability to care for medical needs if asked. Flexible, work at home and children at daycare. Your schedule can be maintained. I am happy to abide by your requests and will communicate clearly on what was done. I will follow your strict recommendations in order to keep your pet safe, as well as provide my strict judgment. I will not hesitate to ask questions nor seek emergency care if needed.
About: I have owned 5 dogs, 2 cats and 10 chickens over the past 40 years and provide service in Naples, FL, Marco Island and Bonita Springs. I am available most days in Naples FL, but very flexible depending on your needs. Do not hesitate to call me, I can give your pup the time and love he deserves. I would prefer to come to your home, only because my home is not fenced in, but could keep the dog on a leash at all times outside
About: Hi there! 👋 I’m an animal lover through and through! I’ve grown up surrounded by dogs and cats and have always loved caring for them. Now, I have a pup of my own for my kids to grow up with — and we couldn’t imagine life without furry friends! 🐾 I’d love to help care for your pets as if they were my own — whether it’s a walk, some playtime, or just keeping them company while you’re away. I look forward to meeting your four-legged family member! ❤️ Pet care is my full-time focus at the moment, which allows me to maintain a flexible schedule and give both your pets and my children the attention they deserve. When caring for a client’s pet in their home, I always make sure they feel safe, comfortable, and loved. I follow your routine as closely as possible — from walks and feeding times to play and cuddles — so your pet feels right at home even when you’re away. I treat every animal as if they were my own and always keep you updated with pictures and messages for peace of mind.
About: I’ve taken care of my dog, AKA my brother, for 12 years from pup, to angel. I’ve never had any siblings so he was all I had. But I learned a lot about being compassionate towards animals through my short time with him. I believe I can provide the same love I gave to my little bro, to all dogs! Even though I don’t think I will get another dog, I still want that same love and joy I get with dogs! I am currently a nursing student looking for a good way to do what a love while earning some money. I have lecture on Wednesdays from 10:30am-1:30pm and clinicals from 2pm-11pm on Thursdays, other than that, my schedule is free. The house is usually never empty. I have a fenced yard built for a 100lb Weimaraner, so trust that it will hold your doggies. I always split meals 3 times a day, breakfast, lunch, dinner. Bathroom breaks happen always in the morning and before bed. More bathroom breaks can happen as needed. Dog walking usually happens in the mornings when before it gets hot. Playtime happens when requested by the doggies. Treats are available for good pups as needed.
About: Growing up I’ve had either a dog , cat , fish & a bird. Once I had all four at once ! My love for my fur family grew with my age & now I’m extending the love from my fur family to yours ! <3 I currently work a part time meaning I have plenty of time to spend time with your fur family ! That could be cuddles , walks , meals & just chill time I’m there ! My services happen in your home to ensure you the most secure & trusting environment for not only you but also your fur family! <3
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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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
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 for Dog Walking in Windsor on Rover is $19.98 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 2,158 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
- 96% 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.
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