Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 16 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: 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: 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: 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 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.
“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 😇”
“Matthew is so pleasant and laid back, any loving animal will gravitate well with him. Matthew was an easy win for my pittie girlie and she absolutely enjoyed her AM walk with him. I have already booked more appointments with Matthew that my pittie and I look forward to.”
“Alex was available on short notice (<24 hours) to come and walk a dog that we are fostering who has separation anxiety so that we could run to overlapping appointments without causing him distress. We really appreciate it!! And Rusty seemed to do well on the walk.”
“Thank you. We appreciate you. Bella. No slowing her down. I'm so impressed that she walks so well with you. She d be pulling me all around the complex till I just give up”
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: My name is Claudia and I'm a dental hygienist and animal lover! I’ve had an English bulldog and now have my puppy Bauer and bunny Daisy. I am available on the weekends only and prefer at least a few days notice. I like to meet you and your fur baby(ies) prior to a booking to get comfortable with your space and animals. Thanks for considering me A wonderful dog friendly community! Lots of open space to run near our community pool and grass to roll around in! Happy to show pictures
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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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 near you
Select a filter and find qualifying Windsor sitters!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 July 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 July 2026, there are 2,201 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
- 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 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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