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

Over 110 pet parents in Winchester have booked dog walking
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 fell in love with working with dogs while training my Labradoodle to become a therapy dog at the mental health clinic I operated. That experience eventually led me to breed and train Labradoodles for therapy and companion homes. For several years, I regularly cared for as many as six dogs in my own home, so I’m very comfortable managing multiple dogs, different personalities, energy levels, and routines. Dogs are still a major part of my everyday life—I take my own dogs to the park each morning for exercise, play, and socialization. I have a flexible schedule and can travel throughout the Las Vegas area for walks, drop-ins, and pet care. My goal is to give every dog the same attentive, patient, dependable care I’ve always given my own. I work from home and have a very flexible daily schedule, so dogs are rarely left alone for long periods. Most mornings start with a trip to the dog park for exercise and play, and I’m home throughout the day cooking, working, and playing piano—usually with the dogs lounging nearby. I’m available most weekdays and weekends and don’t travel extensively, so pet care fits naturally into my routine. My home has a fully fenced yard on a golf course and a doggy door for easy outdoor access. I have two friendly medium-sized doodles who enjoy playing with other dogs but are also good at giving them space. I’m happy to follow whatever routine makes your dog most comfortable, including crating when needed or letting them sleep on the bed like part of the family. I’m also available for overnight stays in your home or drop-in visits for feeding, water, walks, playtime, and companionship.
“Crystal has been wonderful! She came over to meet my dogs before the first walk. The dogs love her and I have a peace of mind that my pups are taken care of during my long days at work!”


About: I’ve grown up around dogs my entire life and have over 12 years of experience caring for them. I understand that every dog has their own personality, routine, and needs, and I always make sure they feel safe, comfortable, and loved while in my care. I enjoy giving dogs plenty of attention, playtime, walks, and affection, and I’ll treat your dog like they’re part of my own family. Im currently in nursing school and also work, so my schedule can vary from week to week. My calendar may sometimes look more limited than my actual availability, and I can often be flexible depending on the day and your pets needs! Please feel free to message me even if a date appears unavailable- I'm always happy to see if we can work something out. I only accept bookings I can fully commit to so your pup gets the time, attention and care they deserve! I always make each dog’s safety and comfort my top priority. I follow the owner’s instructions closely, including feeding schedules, walks, medications, and routines. I make sure pets receive plenty of attention and supervision, and I’m happy to provide regular updates and photos so you can feel comfortable while your pup is in my care.
“Hilda spent the Christmas-New Years week with our pups and they loved her! Daily walks and occasional feedings. Hilda was exceptional - professional, kind, and thoughtful throughout. HIGHLY recommended for all of your Rover needs!”


“Jorie walked our dogs all last week and did a great job! They were excited to see her each day :) We got thorough updates daily. We are already planning to book again. Thank you Jorie!”

About: Cleaning, feeding, and petting, are my specialities when it comes to dogs. I haven't really trained dogs, besides the basics, but I love spending time with them. I'm currently unemployed (looking for a source of steady income), so I'm available to watch your furry members of the family any time starting in December. Most anything that you need for your pet, I can do. I love learning what my clients expect from me and will do the best of my ability.
About: If you're looking for someone with an extremely flexible schedule and way too much dog knowledge, I’m your girl! To start off hi, my name is Arie and I've loved animals since my first gerbil at 7. I’ve had many more pets since but after my dog Gemma passed I’m not ready for another one just yet, but I still have lots of love to give •⩊• I’ve learned so much, from bottle feeding her to end of life care (Medicines, physical therapy, her Alzheimer’s. Etc.) I even took the dog CRP and choking class, I just wanted to know everything I could. Even reading every single book about her I found at the thrift and book stores. The one time I had to do CPR on her it was actually successful! I now even do well with behavioral issues, when Gemma’s mind started to go I was a stranger and villain all wrapped in one. She took the patience I thought I had and gave it huuge update haha. She truly thought me that most bad behaviors stem from anxieties and they just need a calming hand. I’m currently a student at CSN but almost ALL my classes are virtual, smh, I have way too much extra time. So this is a win win! You’ll help keep me sane and less lonely, I can help you keep your peace of mind while you’re awayy. When you reach out please feel free to add as much information on your companion as you see fit, there’s nothing you can add that’s too much or unnecessary. The more I know, the less anxious they’ll be when while you’re out. Even if you find a better fit, congratulations on being able to take the time to enjoy yourself!!! I hope you have so much fun and smile lots. Sincerely, Arielle ദ്ദി ˉ͈̀꒳ˉ͈́ )✧ Pet sitting would fit PERFECTLY. I have until midnight to submit all my work, I need a reason to procrastinate. I have crocheted all my yarn, watched my shows, and read all my books. ): The front back and sides of the apartment is fenced off, if it’s cool enough out your dog can momentarily stretch their legs if they’re used to having a doggy door.
About: My love for animals started when I got a bunny rabbit at five years old and a sweet tabby cat at the age of six. Ever since I’ve dedicated my free time to rescue, rehabilitate, and also foster both cats and dogs. I work part time, only three days a week so my schedule is mostly open. On my days off I’m available all day to look after your fur babies. I have a big yard and a dog run for dogs to run around and play. With turf for them to play on and sun bathe.
About: I love dogs/animals. Have grown up on a farm and working with all kinds of animals including cats, reptiles, fish, horses, cows etc. My extended family in Australia are vets and work at a zoo so very experienced and exposed to all different scenarios. I am studying to be a doctor and work part time at night so am flexible for pet sitting requirements. I live by the strip and happy to travel to check on your fur babies with constant communication. I own a pet friendly condo set up for those overnight stays, crates, bowls, toys and love on hand. I work at night part time and studying to become a doctor online so am very flexible on care requirements for you and your fur babies. I can do pop in visits and will communicate often. I am also open to odd hour visits such as early hours of the morning or late night as being a shift worker i understand some dogs schedules are adjusted to owners in the industry just like me. i understand our pets are fur babies and safety and trust is vital. I understand when in unfamiliar environments it is sometimes difficult for our fur family to navigate and pride myself in making it as comfortable as possible for them.
“I can’t recommend Jamie enough! She was incredibly reliable and was willing to step in last minute to walk Chewy when I had to leave for a trip. Chewy absolutely adores her. He waits by the door for her knock and gets so excited every time she comes by. It gave me so much peace of mind knowing he was in such good hands. She was truly the best dog walker we could ask for!”

“Awesome walker, great communication, kept me updated on the pups and got some pics along the way. Super nice about the whole thing and was great about meeting the pups on her own since I was already at work. 10/10 recommend.”
“Zuko loved his walks with Maliki! This was the perfect match and Maliki was very calm with our big boy (German shepherd/husky), flexible with our schedule and always professional. We felt extremely comfortable having Maliki work and walk Zuko. We would love to work with him again either for walks or more doggie training; would highly recommend Maliki.”

About: Good Day to whom this may interest, I am currently looking for some gigs to keep me busy for the area I am occupying, my job is seasonal I have worked with dogs and animals for 6 years, from working in pet shops and kennel tech positions to a Basic Obedience Dog Training, I have volunteered at animal shelters and worked in doggy daycares so I can work with up to 20 dogs in a space, I am confident and comfortable in my skills and knowledge. I will follow all care instructions and update you day to day on how your animals are doing. I love all animals and their unique lives. I'm currently doing a part time and work 5 days a week having Monday and Tuesday off, I work up to 7hrs for the part time so if your pup and especially you the owner are comfortable with said schedule then we can continue, so preferably drop in visits which I can dedicate at least 2-5hrs to your pup. Thank you for your understanding and Flexability. I will always give you updates on your Pet and given situation at the time of being with them. If there is any emergency I'll let you know so you are aware and handle it to the best of my abilities with skills I know and have or If provided given instructions on said events. I will only use provided information so there isn't much to worry about ( Unless stated other wise ).
About: I love all dogs in all shapes and sizes I have taken care of all kinds of dog big and small, I would love to take care of yours. I am very avalaible to you most of the time I am a student and have a part time job put I love to treat the pets like my full time job. I would love to take care of your pets in your house I find it makes things easier for your lovely animals and also myself.
About: What sets me apart as a pet sitter is my flexible schedule and personalized approach to each pet’s unique personality. I don’t just offer care—I provide companionship, making sure your pet feels loved and comfortable while you’re away. With me, your pet gets the attention and affection they deserve, tailored to their individual needs. Pet care fits perfectly into my daily and weekly schedule, allowing me the flexibility to provide consistent attention and care. Whether it’s regular walks, playtime, or overnight stays, I have the availability to ensure your pets get the routine and love they deserve without any compromises. In my home or a client’s home, I provide personalized and attentive care for each pet. I follow their established routines, making sure they’re fed on time, walked, and given plenty of attention. In my home, I offer a safe, comfortable space where pets can relax, play, and feel at ease. When caring for pets in a client’s home, I respect their environment and ensure the pets are comfortable, stress-free, and happy while maintaining their familiar surroundings. My goal is always to treat every pet as if they were my own, with love, patience, and dedicated care.
About: Experienced in providing loving, reliable pet care with a strong focus on safety, comfort, and individualized attention, ensuring every pet feels secure, happy, and well cared for. I prioritize plenty of playtime, gentle affection, and engaging interaction tailored to each pet’s personality and needs, so they feel right at home while you’re away. I have a flexible routine that allows me to give pets plenty of attention, walks, playtime, and care throughout the day. I’m reliable with schedules and make sure every pet feels safe, happy, and loved I care for pets in my home and/or my client’s home by following their normal routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. I make sure they get plenty of attention, comfort, and supervision so they feel safe, relaxed, and well cared for while their owner is away.
About: I’ve worked with dogs since I was 13. Weather it’s been working with new puppies or elderly pets I’ve seen it. Doing day to day walking and pet sitting. I take care of the pets so they can stay on a schedule. I’m currently a student at UNLV, but my schedule allows for plenty of time to be around, walk, and play with your pets through the day. I care for pets in their own home by following the same routine as the owner. Feeding on schedule, refreshing water, handling walks, and bathroom breaks. Keeping their environment clean and safe with plenty of attention.
The median cost per walk for dog walking in Winchester is $20
Dog parents share their Rover experiences - Winchester
Lilli was incredibly caring and patient with my dog. She took the time to learn about him and made sure he was well cared for throughout his stay. She communicated with me regularly and even sent me the cutest pictures of my baby! I could tell he was happy and comfortable with her. I would definitely recommend Lilli and would happily have her care for him again! 💕🐾

I feel very lucky to have found Hannah. She was amazing with my dog and I genuinely looked forward to reading her updates every day. She did such a great job using the app—lots of photos, tracking their walks, meals, poops and pees, and writing detailed updates about their time together. It gave me so much peace of mind knowing my pup was in such good hands. I would happily book with Hannah again.

Jamie was absolutely wonderful with our sweet Bruno! She was reliable, communicative, and kept us updated throughout our trip with lots of pictures and messages, which gave us so much peace of mind. Most importantly, Bruno adored her, and it was clear she genuinely cared for him and took great care of him while we were away. We really appreciated her kindness, attention, and consistency. We would not hesitate to book with Jamie again and highly recommend her to anyone looking for a trustworthy and caring pet sitter. 🐾💕

Zuko loved his walks with Maliki! This was the perfect match and Maliki was very calm with our big boy (German shepherd/husky), flexible with our schedule and always professional. We felt extremely comfortable having Maliki work and walk Zuko. We would love to work with him again either for walks or more doggie training; would highly recommend Maliki.

I couldn’t have asked for a better dog walker. She is incredibly trustworthy, kind, and genuinely attentive to Killer’s needs. From day one, it was clear how much she truly cares not just about doing the job, but about building trust and comfort with him. Killer absolutely adores her, and seeing how excited he gets says everything. She’s always helpful, thoughtful, and communicative, which gives me complete peace of mind knowing he’s in such good hands. I’m beyond grateful to have found someone who treats him like her own. So happy I found her and I continue to use her weekly .

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 for dog walking - Winchester
Select a filter and find qualifying sitters offering dog walking.Sitters in Winchester average 3 repeat dog walking clients
FAQs for Dog Walking - Winchester
Frequently asked questions about Rover
The average cost for Dog Walking in Winchester on Rover is $16.65 per walk (as of September 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 September 2026, there are 2,366 sitters on Rover offering Dog Walking across Winchester. 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 Winchester. 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 Winchester.
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 Winchester. On Rover:
- 93% 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.








