Dog Walkers in Windsor, VT
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Windsor dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lars & Sarah provided a professional and punctual service which allowed us to take a day trip to Burlington. We booked morning and afternoon 30-minute walks. They arrived on time and conducted the walks (with pix to us as we walked the streets of Burlington). Couldn't have been better. Very reasonable cost for the peace of mind.”

About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.

About: I have pets my whole entire life from small animals to large. I also was in Vet Tech for a year & pet sit for a bunch of family members:) I currently work full-time at West Lebanon fit body Boot Camp. During the week I don’t go to work until 9/9:30, I also can take a lunch when needed! I leave work around 6pm. I can be flexible as needed, and sometimes can have schedule shifts. I prioritize safety, routine, and comfort in a calm, clean environment. I follow all care instructions closely, provide regular updates, and respect to your home. My goal is to create a low stress experience where your pet feel safe, comfortable and cared for at their own pace.
About: I have over 15 years of pet sitting experience including but not limited to, feeding, daily exercise, oral medication administration, foster dog, and senior dog experience. I'm currently working part-time so I have plenty of time to play with your pup! I am available most weekends for all your furry friends needs. I typically request a meet and greet so that I can see your pups routine first hand and ensure that we are a great match :)
“Quinn loved Ashley from the moment she walked in! She was great with him, and we also got multiple cute photos and videos of him throughout the walk which made us feel good as first-time Rover users. My husband and I (and Quinn!) look forward to continuing to work with her!”


About: I have worked in veterinary medicine for over 6 years and have been a pet owner most of my life. I have had a hospice dog and have a soft spot for senior animals. I currently have a Siberian husky, a husky/shepard mix and 2 cats! I currently have a flexible schedule that allows me to be available as needed. Animals are a significant part of my life and I look forward to helping you and your family. I am available for dog walks, drop ins, or pet sitting. I have 2 dogs and 2 cats as part of our family. They are definitely spoiled but also well trained. I take pet care very seriously, every animal deserves respectful and loving care. My dogs require a lot of activity due to their breeds which has given me a lot of experience with high energy, high needs dogs.
About: Hi there! I am 30 and I live in Springfield, VT and work in WRJ. So my radius is quite large. I have a 6 year old golden pup (as seen in photos) named Burton and also take care of my in laws cat, Middy. I grew up in Vermont on a small farm with 3 dogs (Pitbull and labs) and 2 cats. I currently have a pup, Burton. Who gets along with all dogs and people. Depending on your pets personality, I will be sure to be active with them. Our pup Burton gets 4 walks a day and typically goes for a swim once a day at a nearby kayak launch. I fully believe pets should have a significant amount of play + active time whether its a walk or drop in visit, they will have fun. I do work in WRJ from 8-5pm but I do have lunches available and we do have flexible time. I work a hybrid schedule MTW in office which is only 6 minutes from my house. I always do a walk at Thompson's Field in the morning, 1 mile walk at lunch, 1-2 mile walk at dinner and a simple walk late at night just before bed. My dog is super friendly and my roommate also loves dogs, so no matter what your dog should be preoccupied. If anything I have a large crate available to keep them safe.
“You both make me feel so safe and secure leaving my pups in your hands for their daily walks. Thank you so much for the updates and taking care of my fur kids ♥️”

About: Hello Hello! I am new to the app, very excited to start out helping people and there fur babies! I enjoy caring for animals and willing to be available regularly! I am currently flexible with availability :) looking forward to building up clients near my neck of the woods. Walks, exercise, pets, snuggles and a good back scratch! Safety and trust are super important to me, looking to help take the load off by caring for animals while your out of town, at work, have too many errands and need me to fill in, just reach out. Happy to talk more just message me!
About: Dogs bring such joy! I believe they are gifts and we are lucky to have them in our lives. We currently have a spoiled Australian Shepherd. I have learned so much as an Aussie mom, and love sharing helpful info with other dog parents, especially if they have a herding breed. I love all dogs, no exceptions! They deserve to be spoiled and appreciated for who they are. I offer pet care in your home, where your pet is most comfortable. I also have my own pet care insurance. I work full time in the upper valley and have a flexible schedule that allows me to work from home several days a week. If you have WiFi, I’m happy to work from your home to accommodate full-time snuggles and care for your pet while you’re away! I believe that dogs are part of the family. I love spending time with them, walking with them and helping them to socialize. They are gifts!
About: Animals have always been a huge part of my life! I work as a vet assistant and regularly pet sit for friends and family. I have many of mine own, from exotics to small animals, along with large animal experience.I’m comfortable with puppies, senior pets, shy animals, and pets with special needs. I’m reliable, patient, and happy to provide updates and photos so you know your pet is in good hands. I currently work part-time at a veterinary office in Claremont and part-time at PetSmart in Concord, so caring for animals is a huge part of my daily life! I’m available for walks and drop-in visits during lunch breaks and throughout the week depending on scheduling. I also have more flexibility for pet sitting, hangouts, and longer visits on weekends, Mondays, and Tuesdays. I always do my best to work with your pet’s routine and make sure they get plenty of attention, love, and care 🐾 Your pet’s safety and comfort are always my top priorities. I’m experienced with handling pets of different sizes, personalities, energy levels, and medical needs. Whether I’m stopping by for walks, feeding, medications, or overnight care, I make sure pets feel safe, relaxed, and cared for in their own environment. I’m reliable, patient, detail-oriented, and happy to provide updates and photos so you can feel comfortable knowing your pets are in good hands while you’re away 🐶🐱
“Samantha was wonderful with Edith and gave us great updates about their walks together. She was thorough and considerate and we will definitely rebook with her when we’re back in the area. Thank you very much, Samantha!”

Over 18 pet parents in Windsor have booked dog walking
How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Windsor is $25
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windsor average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Windsor on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 241 dog walkers in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Windsor dog walkers respond in under an hour.
Dog walkers in Windsor have an average of 15 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Windsor.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 241 dog walkers in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.









