Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 14 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.
“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”
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 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.
About: Hi I’m Hailey! Growing up my family always had both cats and dogs so I’m very comfortable taking care of pets. I have years of experience with both dog and cat sitting for both short and long term stays. I love to be active and take dogs on walks around the neighborhood and can customize my schedule to fit their needs. I work part time and have a pretty flexible schedule. I can work based around you and your pet’s needs! Available weekdays as well as weekends. I have dog sat for both large and small dogs before and have no issue with tailoring to their needs. I have years of experience pet sitting for long term stays up to a month for dogs, cats, and chickens alike!
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: Caring for animals has always been a passion of mine. From a young age, I naturally took on the responsibility of helping care for my family’s dogs, making sure they were fed, exercised, groomed, and given plenty of attention and affection. Providing a safe, loving, and structured environment has always been important to me. Over the years, I’ve gained hands-on experience with dogs and cats of all temperaments, including administering medication, basic grooming, and supporting rescue and rehoming efforts. I’ve personally rescued several animals and understand the patience, compassion, and consistency they need to feel secure and happy. I joined Rover because working with animals truly brings me joy. You can trust that your pet will be treated like family and cared for with the same love, responsibility, and attention I give my own. Pet care fits naturally into my daily routine because I’m home full-time caring for my baby and my own dogs. Being home throughout the day allows me to provide consistent supervision, frequent potty breaks, playtime, and plenty of attention. I’m able to follow your pet’s routine closely and make sure they’re comfortable, safe, and never left alone for long periods. With a flexible schedule and a calm home environment, I can give each pet the time, care, and companionship they deserve. Safety, trust, and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I provide a calm, clean, and pet-friendly environment with close supervision at all times. I follow each pet’s routine carefully, including feeding schedules, walks, playtime, and any special instructions or medications, to help them feel secure and stress-free. In my home, pets receive plenty of attention, affection, and safe space to relax or play. When caring for pets in a client’s home, I respect their space and maintain their normal routine to keep things familiar and comfortable. I treat every pet and home with the same care and responsibility as I would my own, so owners can feel confident their pets are in safe, loving hands.
“One of the best! Updated me the whole time my doggie was on a walk and came with last minute notice. Will definitely be booking more walks!! Muffin was satisfied 😇”
About: I provide loving, attentive pet care, ensuring pets feel safe, comfortable, and happy while maintaining routines, exercise, feeding schedules, individualized attention, and clear owner communication. (Bilingual) Habló español Pet care fits into my routine part-time and per diem, allowing me to dedicate quality time, flexibility, and focused attention to each pet without feeling rushed. I follow each pet’s routine closely, including feeding, walks, playtime, and rest. I keep environments clean, safe, calm, and provide regular updates to owners for peace of mind.
About: I’ve always been around dogs for many years and family and friends have entrusted me with their pet care. For their pets, I have done bathing, feeding, regular walks, and playtime. I have flexibility in the afternoons after work from 4pm and forward. Monday through Friday and open during the weekends. Plenty of time to care for your pet! I am only able to offer drop in visits and dog walks if needed since I do not own a place, I currently rent and able to drive to other places.
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 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
The median cost per walk for dog walking in Windsor is $22
Dog parents share their Rover experiences - Windsor
I had such a great experience! She was incredibly considerate, responsive, and took such great care of my dog. I especially loved the detailed updates during his walks—it was so reassuring to know how he was doing, and the amazing photos were such a nice touch! It’s clear she genuinely cares about the dogs she walks, and I felt completely comfortable knowing he was in good hands. I would absolutely recommend her and look forward to booking with her again!
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 of Dog Walking in Windsor on Rover is $20 per walk as of October 2026. Most bookings cost between $17 and $24 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 2,150 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:
- 96% of walkers can help with special care needs
- 95% 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 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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