Dog Walking Winston Terrace
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 48 pet parents in Winston Terrace have booked dog walking
Winston Terrace, 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.
“Lauren does very good work. She's clearly quite competent with Clove and concerned about her welfare. She's pleasant for conversation afterwards and is flexible. I recommend her highly.”
About: What sets me apart is my calm, attentive approach and experience caring for senior pets and animals who need extra patience, routine, or medication support. I’m reliable, detail-oriented, and respectful of both pets and homes. I follow instructions closely, communicate clearly, and make sure every pet feels safe, comfortable, and loved while you’re away. I work both full time and part time, but pet care fits naturally into my routine. I’m very responsible with scheduling and flexible when it comes to letting dogs out for potty breaks, walks, feeding, and check-ins. I plan my days around pets’ needs and make sure they get consistent care, attention, and companionship while their owners are away. When caring for pets in a client’s home, I stick closely to their usual routines so they feel safe and comfortable. I follow feeding, potty, walk, and medication instructions carefully, provide plenty of attention and companionship, and adjust care based on each pet’s needs and energy level. I’m also respectful of the home and send regular updates for peace of mind
About: I have had pets my entire life - dogs, cats, guinea pigs, fish, hamsters, and more. I adore animals, and do everything I can to help each and every one of them. I am a student - outside of class, my schedule is pretty flexible. I am able to dedicate parts of my day to taking care of your animals! I treat animals in any location with respect and love. I do everything I can for my own pets, and will do the same for yours.
About: I’ve been watching both cats and dogs for friends and neighbors for a few years now, and now that I have more flexibility in my schedule I would love to provide my services to others! I work fully remotely and have a ton of flexibility to take care of your pets! If i’m not on vacation, i’m usually free to help :) I live in an apartment with my two-year-old chihuahua mix, Archie! Plenty of opportunities to run around the fenced dog area or ride over to a trail or park for more activity. If i’m dropping in, i’m happy to do whatever activities your pet loves and keep their routine going!
About: I’ve been caring for animals for as long as I can remember! My experience includes dogs, cats, rabbits, guinea pigs, frogs, and plenty of other furry, feathery, and scaly friends. I’m comfortable with animals of all different personalities and love getting to know what makes each pet feel safe, happy, and at home. I’m also an Eagle Scout, where I earned merit badges in Dog Care and other areas that taught me responsibility, preparedness, and how to care for others. I bring that same patience and attention to every pet I look after. Most importantly, I genuinely love animals. I have the patience of an older sibling (lol), the responsibility of a Scout, and the enthusiasm of someone who will absolutely be excited to meet your pet. Whether your animal wants a long walk, a playmate, some quiet company, or just someone to make sure they’re safe and cared for, I’m happy to be that person! I’m currently a full-time student at William & Mary, so my availability is primarily in the mornings, evenings, and late nights, as well as throughout the weekends. I’ll work with you to find a schedule that fits both your pet’s routine and my class schedule, and I’m happy to plan ahead to make sure your pet gets the care and attention they need! Every pet has their own personality, routine, and needs, so I like to follow your lead! Before a stay or visit, I’ll make sure I understand your pet’s feeding schedule, walks, medications, favorite activities, and any house rules. In your home, I’ll keep your pet’s routine as normal as possible while giving them plenty of attention, playtime, and companionship. I’ll also treat your home with the same care and respect I would want for my own. My goal is for your pet to feel safe, comfortable, and loved while you’re away, and for you to have peace of mind knowing they’re in good hands.
About: I’ve dog sat for family, friends, and clients that resided in Philadelphia, New Jersey, and Virginia. My clients have relied on me to check on, walk, and feed their little family members. I have a little bundle of joy named Mochi. Taking care of him is my favorite thing to do. He makes me realize that I have what it takes to care for pets of all different backgrounds. :) I’m currently working transitioning into a new job and looking to use all my free time to take care of your little family member!❤️🐱🐶 🏡 Trust, Safety & A Comfortable Environment 🐾 Your pet’s safety and comfort are my top priorities! Whether your pet stays in my home or I come to yours, I’ll provide a clean, calm, and caring environment where they can feel comfortable and secure. I’ll follow your instructions closely, respect your home and routines, and make sure your pet receives plenty of attention, supervision, and care. You can have peace of mind knowing your furry family member is in a safe and loving environment while you’re away. ❤️🐶🐱
About: I walk dogs for my local animal shelters frequently and i have raised and trained all of my dogs (i had 4) form when they where puppies so adults. I am a college student in my senior year, so my schedule is fairly flexible. However, my best availability is on the weekends and fridays. I have so much respect and love for animals, and I understand that they are family and someone’s babies. I’m happy to follow your pet’s routine and do whatever they need to feel safe, comfortable, and well cared for.
“Nicole went above and beyond to take care of our boy while we were out on vacation for 2 weeks. She is sweet, reliable and communicative. Our dog is forever in love with her. I would absolutely recommend her to anyone looking for a good walker/sitter.”
About: Worked as a veterinary assistant and have experience caring for cats, dogs, reptiles, horses, and farm animals. Also have experience working with scared or aggressive animals I am a student, so I have a flexible schedule and would love to care for animals during study breaks to make some extra money I always am thoughtful about the animals and pay lots of attention to what they need and are telling me. I make sure the animal is comfortable and happy
“Victoria is so good with our dog Dash! She’s so patient with him and makes sure he’s comfortable and has all the things they need (including treats!) for a successful walk! I’ll definitely be hiring her again!”
About: I’ve had pets for most of my life. I’ve had two cats and three dogs. My three dogs all weigh over 120 pounds and I am able and used to taking care of big dogs. Well experienced in taking care of multiple animals in a home. I’m well also used to talking care of cats needs, including their needs for space, litter, and playtime. I also enjoy spending time with any animal. I am flexible and free to help whenever needed. When I return to college I’ll balance helping out with your fluffy friends and my academics I will customise my service based on client needs. At home I feed my cat in the morning and early evening, cleaning litter daily and frequent water changes. For my dogs who are maremmas they require specific dietary needs so I cook for them as well as feed them regular kibble. One of my dogs had also specific medical needs.
About: Every since I got my first cat my life has never been the same. Now I always love to take care of all my pets for my friends and family house sitting and long walks. I'm a college student, so over the summer I have copious amounts of free time that allows me to flexibly take care of pets throughout the day. I ensure that all their primary needs are first satisfied, food, water, and walks, then I like to ensure that they get plenty of attention for the time I'm with them.
About: I’ve taken care of all kinds of animals since I was 12. I’ve worked on a farm caring for horses since I was a child. I’ve watched dogs, cats, rabbits, and fish for friends and neighbors. No animal is too small or large for me to love! I rescued my own dog three years ago and now have experience in R+ (positive reinforcement) training. I’d love to practice loose leash walking with your dog. I love taking my dog for long walks and hikes, if your dog likes company I’d love to take them together! I’m experienced in administering medicines, caring for puppies, and senior dogs. I work full time so I’m mostly available on weekends and weekday evenings. I have a car and can get myself anywhere in the Williamsburg area pretty easily. I’ll always do my best to make sure your pet is well taken care of. I understand dog’s body language, and am meticulous in making sure your pets needs are met.
The median cost per walk for dog walking in Winston Terrace is $20
Dog parents share their Rover experiences - Winston Terrace
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Meet local walkers who will treat your dogs like family
1. Search
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog walking - Winston Terrace
Select a filter and find qualifying sitters offering dog walking.Sitters in Winston Terrace average 3 repeat dog walking clients
FAQs for Dog Walking - Winston Terrace
Frequently asked questions about Rover
The average cost for Dog Walking in Winston Terrace on Rover is $22.2 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 884 sitters on Rover offering Dog Walking across Winston Terrace. 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 Winston Terrace. 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 Winston Terrace.
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 Winston Terrace. On Rover:
- 94% 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.
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