Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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.
“Darcy has been wonderful with my dogs, and flexible in scheduling. I plan to use her again next summer (this was at a summer home, so I’ll be resuming with another walker until next summer.)”
“Colleen is excellent. She took great care of my puppy. She noticed a sore/ hotspot and arranged for us to get in to see her vet the same day and even volunteered to take him if my schedule didn’t allow.”
About: Starting from a young age I knew I needed to be a pet care provider. Starting in high school I worked at several barns providing care for various livestock and companion animal species alike. While I love our livestock, I find more fulfillment in helping our household pets. I’m currently working on an animal care and behavior degree, and work at an animal hospital. I have experience in giving oral medications (to both dogs and cats) as well as subcutaneous fluids. I’ve managed several complex medication plans and understand how important a regular routine is for our pets. If you think we would be a good fit please reach out with any questions you may have. I do work full-time during work days, however, I can accommodate your pets needs during the day as long as we have clear communication. Aside from my full time work schedule, I’m dedicated to making sure your pets get the highest quality of care possible. Every pet is different! What works for one animal may throw your own pet into a panic and I’m here to make sure we can create a routine for your pet that makes them the most comfortable when you can’t be there. If your dog needs outside time and you don’t have a yard, let’s find the closest park or walking trail! Do your pets become anxious over night? I’ll be there to snuggle their worries away and provide all the pepperoni and churu they could ask for. Whatever your pets needs are, we’ll have an open line for communication throughout their time with me to ensure both you and them are happy.
“Erin was great with Baxter - he loved going on walks with her! Erin is easy to work with and is good at responding to questions and changes in schedule. She’s very friendly and responsible! We’ll definitely book her again in the future!”
About: I am a veterinary technician who just loves all animals and spending time with them all day. I am trained in pet cpr. I love to take hikes, take the dogs swimming, plenty of walking, and have a very active lifestyle, so the pups will have plenty of playtime. I have owned many different breeds growing up including wolf dogs, so I have plenty of experience with all breeds. I have plenty of experience with my feline friends too so if you need someone to watch your adorable kitty I would be delighted. Let me help make your fur babies happy! I'm a Mom to a beautiful 5 year old and have most days free! I have an open schedule as of right now and can petsit whenever. I have a nice back yard with plenty of room for them to run around. I own a 3 bedroom house with a spare room for them to stay if needed.
The median cost per walk for dog walking in Windsor is $20
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.
How to book dog walking
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 4 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
As of October 2026, there are 177 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 , 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 , 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 .
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
- 100% 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 .
walkers on Rover set their own , 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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