Dog Walking Winchester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Winchester, 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: I have lots of experience with different types of animals. We have three inside kitties that were rescued when they were still bottle feeding. Two years ago we lost our 19 year old Labrador to old age. And the year before that we lost our 16 year old chow chow to old age. I will feed, water, walk and clean up after the babies. I am a full time store manager for Hobby Lobby. I Rover on the side to help my youngest daughter pay for her wedding. I am available most evenings after 6p. I do not wish to care for anyone’s fur babies in my home. It would stress my kitties and I will not put them through any stress. I will take very good care of your fur babies in your home. I will follow all instructions given for their care and do my best to make the visit as comfortable as possible for the babies.
About: We’re Layla and Gracie, a sister team who work together to care for your pets like they’re our own. With over 10 years of pet sitting experience, we’ve had the joy of caring for all kinds of animals including dogs, cats, small pets, chickens, goats, and even donkeys. We take the time to understand each animal’s personality and routine, making sure they feel safe, comfortable, and well-loved while you’re away. Pet sitting fits naturally into our daily routine, which allows us to offer flexible and consistent care. I am a full-time online veterinary technician student, and my sister Gracie is volunteering regularly at a local animal shelter with the goal of becoming a veterinary assistant. Because of our availability, you’ll be able to depend on us for walks, check-ins, and overnight care every day of the week. Your pets will always have priority in our schedules and routines! When caring for pets in our clients’ homes, we do our best to keep everything as close to their normal routine as possible. We follow all feeding schedules, walking routines, and any specific instructions (medications, diets, etc.) to make sure your pet feels comfortable and stress-free when they’re without you. We spend quality time with each pet based on their needs—whether that’s playtime, walks, cuddles, or simply keeping them company. We’re happy to provide updates, photos, and communication so you can feel confident that your pets are safe, happy, and well cared for.
About: Dogs have been a central part of my life since I was 7 years old. I grew up caring for both Cocker Spaniels and German Shepherds, so I know what it takes to care for energetic, intelligent, and strong-willed dogs! I have also helped a few shelters back in Russia so I'm comfortable managing different temperaments, and I tailor my care to fit each dog’s needs. I treat every dog like they’re part of my pack, and my goal is always to make your pup feel safe, seen, and loved while you're away. I'm pretty flexible right now as my only responsibility is my school so whether it's daily drop-ins, evening walks, or weekend sitting, I’ll make sure your pup gets the attention and care they need. If you need morning times just message me and we can work something out. In your home, I aim to keep your dog’s routine consistent and stress free. I’m respectful of your space and make sure your pet gets personalized care: walks, playtime, feeding, and companionship.
About: Being a bilingual pet sitter allows me to connect easily with both pets and their owners. I have a natural ability to bond with animals, making them feel safe and comfortable while their humans are away. Each pet is unique, and I adapt to their needs—whether they crave playtime, affection, or quiet companionship. I carefully observe their behavior, ensuring they feel at ease. Beyond feeding and cleaning, I focus on trust and security. The best moments are when a once-shy pet finally warms up to me. Pet sitting isn’t just a job; it’s about creating meaningful connections with with your pets. 🐾💕 Being a musician gives me the flexibility to dedicate time to caring for pets. My schedule allows me to be available when pet owners need me most, whether it’s for daily visits, overnight stays, or last-minute care. This flexibility means I can adapt to each pet’s routine, ensuring they receive the attention, companionship, and care they need. Whether it’s taking a dog on a midday walk, spending quality time with a shy cat, or simply being there for feeding and playtime, I love being able to offer reliable care. Pet sitting fits perfectly into my life, and I cherish every moment of it. As someone with a flexible schedule, I provide pet care both in my home and in clients’ homes. Since I currently don’t have a pet, I can welcome pets into my home, where they have space to feel comfortable and enjoy my yard. This setup allows me to give them dedicated attention in a calm environment. At the same time, I understand that some pets feel safest in their familiar surroundings. My flexibility allows me to meet them in their own home, keeping their routine intact and ensuring they feel at ease. Whether in my home or theirs, I prioritize their comfort, care, and happiness.
About: I have worked with small dogs and big dogs and nervous dogs- I have owned my own doggo (a shih tzu bichon mix for 10 years) since I rescued her from a poodle shelter. I have worked as an assistant training emotional support animals at a rehabilitation facility (: I would love to hang out with your doggo babies when you need me! I am an early riser and work part-time in pet care. It is my primary job- I have regular clients that are my own aside of rover so my calendar on app may be inaccurate. In the clients home- your pet(s) are my first priority and my second priority is your home. Boarding at my home- your pet is still my first priority! We have 1 budgie, 2 cockatiels, 3 dogs, and 2 kittens!
About: I am a nature lover! I enjoy taking my dogs, Rosemary & Kuzca, on exciting hikes and engaging adventures. We love visiting the river, the dog park, hitting nature trails around town, and quality play time at home. I also love cuddling up with my cat, Bee, when she will let me! I have always loved animals and wanted animal companions since I was a child. From dogs & cats to birds to snakes, the list of animals I’ve had under my care goes on. One thing that sets me apart is my desire to provide exquisite care for my furry/scaly/feathered friends. Every animal deserves to live a high quality life and it brings me so much joy to provide them with that. I continuously grow as a pet parent. I’m always researching new ways to improve my care techniques by staying up to date on things like nutrition, stimulation, and training. I work from home and decide my own schedule so I have a lot of flexibility in how I want to shape my day. This makes it so convenient for taking care of fur babies! We have a fenced yard that is perfect for a short zoomie sesh. Plus we have a gated dog park in our community that we frequent. I always try and incorporate as much outside time as possible.
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 - Winchester
Select a filter and find qualifying sitters offering dog walking.FAQs for Dog Walking - Winchester
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 Winchester. 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 Winchester 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 sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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.
Connect anywhere with the Rover app
