Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 18 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.
“On very short notice, Boryana was able to step in, take the time to meet me and Yoda before walking and feeding Yoda. She was fantastic! I would definitely use her again and recommend her highly.”

“Our dog loves the time he spends with Michaela. She happily accommodates our requests to extend each visit to allow time for play and a feeding on top of a walk. She sends photos and updates which puts us at ease. Michaela is flexible and responds quickly - both of which we appreciate so much when planning care for our dog! Would absolutely recommend!”


“Jess was super reliable and great with our 9 1/2 year old this past weekend! Even though we were having the first heat wave of the summer, she made sure to give Maggie the care and the walks she needed. Jess made sure Rover was charging us for the correct number of visits and sent great photos of her times with our Lab. Having her son along to play and help out was an extra bonus! I highly recommend Jess!”


“Tom was not only willing to step in and cover for my regularly scheduled dog walker on very little notice, but he did such a great job with Yoda, who has the stubbornness of most beagles. It was a relief knowing that Yoda was in such great hands. I , without a doubt, would use Tom again!!!! Thank you for taking great care of my best buddy !”

“Brianna was very kind to my dogs and made sure I came home to no accidents! With the warm weather we’ve been having she was kind enough to modify our walking routine to make sure the dogs were comfortable, has followed typical feeding schedules, and adjusted to my youngest dog’s needs through his medical issues. I am happy to recommend her as a reliable pet sitter for anyone in need”

About: I can take on the most hyper of dogs (I have one myself). I understand the high demand of a hyper dog and am ready to walk and play with your furry friend! I can also care for small critters! I work 2p-10p full time as a behavior specialist with individuals with autism. I am available most mornings and am available for overnights after 10pm! I always ensure that my pets have everything they need: lots of love, an extra long walk on sunny days, toys to play with, and food that meets their diets needs.
“Priyanka walked our dog (potus) for 2 weeks while we were away. She is absolutely fantastic- warm, friendly, and Potus absolutely loved her. She always showed up on time, gave Potus a lot of love and cuddles, and made sure our high energy dog got tired by the end of the long walks. Thank you very much Priyanka for taking such good care of him”


About: I go the extra mile for the dogs in my care. I have over 12 years experience fostering dogs with special medical needs so giving medications or IV fluids is not an issue. I only feed holistic food and treats and purchase toys made in the USA. I will treat your pets like they were my own. I love to exercise and run so if your dog is active, I am the sitter for you. My own pets are very friendly to other dogs I can separate your dogs from my own. My cats and caged pets are kept away from the dogs so interaction is not an issue if your dog does not like them. I have had dogs and cats for over 40 years and have excellent references from adopters and current clients.
About: Growing up on a farm, I’ve gained extensive experience caring for not only cats and dogs but many different animal species. I’ve always had a deep love for animals and have even worked as a vet tech during the summer. When it comes to pet sitting, I regularly look after pets for my friends and family when they’re away. I’ve had dogs and cats my whole life, from doodles to shepherds and labs. With experience in various roles, I’m confident in saying that I am responsible, reliable, have excellent communication skills, and, most importantly, a true passion for animals! Im currently home for the summer and am available anytime during the week. Along with weekends at any times. Im willing too work any hours as long as they are communicated in advance. I am able too provide a clean and safe environment for your pet if needed!I also can stay with your pet/clean there environment if needed.
“Ashley did phenomenal and went above and beyond when I needed someone in rather short notice. She always kept me informed and sent plenty of pictures of my pup while I was away. She is able to easily establish a great connection with animals. You can tell she has a genuine compassion and love for animals, especially when they are apart from their owner. Ashley is very professional, friendly, and skillful at caring for animals. Despite having a prior engagement to attend a wedding, she came back afterwards late at night to care for my dog when my flight was delayed. I highly recommend Ashley as she is an excellent care giver.”

“Elizabeth came over to meet our two pups. She spent a lot of time at the meet and greet, was patient with each dog, and said hello to our rabbit. Elizabeth came to walk both dogs while my partner and I were away for dinner. She was on time and there were no issues. We hope to reach out to her in the future. Thank you, Elizabeth!”

About: I've been caring for pets for a little over 5 years now. I used to work at a pet store handling fish, birds and small animals as well. I have a 5 year old golden retriever as well as 2 cats. I can help administer medications for dogs and cats that need it. I can also care for elderly dogs and puppies. I don't mind bathing them or doing nail trims either. I'm currently a college student doing online classes so I have plenty of time to drop by a clients house or to have them come to mine. Right now Mondays, Fridays and Saturdays work the mest with my schedule. I would be more than willing to negotiate other timings as well. I have a fenced in backyard and a dog to keep yours company. My entire house is pet friendly and welcoming. I can also crate your dog if needed and make the environment more comfortable for them
“Honor is great. She plays with our dog while I am away and my wife is at work, walks him all over town and is very communicative every single day. I would highly recommend her.”


About: I’ve have the pleasure of taking care of and loving so many types of animals. Dogs, cats, geckos, fish, hamsters! I have a passion for pets and an even bigger passion for care taking. I have very flexible availability especially while staying locally. I love to be active as I am young and have a dog of my own. I have a fenced in yard and a small dog! He is a Schnauzer and Poodle mix! My family and I have loved him for five years!
“Krystal was really worderful with Rosie. Krystal follows instructions as to Rosie's care. Rosie is a night owl so I gave Krystal a window in which she could do their walk. She was on time all the time. If your looking for someone caring for your best friend, you can't go wrong with Krystal!”
The median cost per walk for dog walking in Windsor is $20
Dog parents share their Rover experiences - Windsor
Tom was not only willing to step in and cover for my regularly scheduled dog walker on very little notice, but he did such a great job with Yoda, who has the stubbornness of most beagles. It was a relief knowing that Yoda was in such great hands. I , without a doubt, would use Tom again!!!! Thank you for taking great care of my best buddy !

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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 4 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 $16.05 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 5,215 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:
- 90% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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.





