Dog Walking Winston Terrace
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 53 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.
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.
“Honey is wonderful with Honey! She sends me pictures and gives me a report on how Ciara is doing daily! Also, was very generous in giving Ciara more time mid week. I recommend Honey highly to my friends!! Thanks Honey ❤️”
About: I have taken care of dogs (during the day and overnight stays) ranging from 6 months to over two years. In addition to my pet sitting experiences, I have volunteered at two humane societies and specialized with the dogs. Before interacting with the dogs at the humane societies, I completed 22.5 hours of formal training, background security checks, and the Fear Free Shelter Program Core Modules. My responsibilities as a volunteer were canine enrichment activities (including making toys and interactions with dogs), recording behavioral observations, and canine handling onsite and offsite. I also enjoy running, so if your dog is up for that, they are more than welcome to join! I frequent run clubs with dogs because I love being around them and I don't have the finances to take care of my own right now (I am a graduate student). I just graduated from W&M with my Master’s in Science. I am currently job searching so my schedule is very open and flexible. Check my calendar to see when I’m can house/pet sit! At this time, I am only caring for pets in their homes. I am renting my current residence, so I cannot care for pets in my own home.
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
“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.”
“Victoria is amazing! She is extremely communicative and reliable in her services. I have a nervous pet and she went above and beyond to ensure that my dog and I were at ease. She was also able to help me in short notice. She is fantastic and I plan to use her again in the future :)”
About: I remember having dogs from my first conscious memories, his name was Kenan and he was the nicest Labrador you could ever have. Since then I’ve had. chihuahuas, cocker spaniels, hamsters, hermit crabs, cats, guinea pigs, chickens, you name it! I’ve always been around animals growing up and I’ve been taking care of them since I can remember. I have experience in senior care administering meds from taking care of my senior chihuahua so if you have an elder doggo that needs a bit of extra attention, I’m your sitter! If your animals love pets, look no further. I can’t wait to meet your furry friends :) Pet care fits into my routine pretty easily. I am on break from my seasonal job that I have in the Outer Banks currently so my schedule is super flexible for your pet care needs! I will respect your home as if it were my own when caring for pets on site as it is their sanctuary and yours. In my own home, I have a senior chihuahua who stays in the kitchen usually, and my lovely cat who wanders the house freely. We do have a fenced in backyard as well.
“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.”
“Nice gentle with my girl. Willing to try whatever thought would motivate, but usually based on what I suggested. Appears to be cautious and not wanting to hurt dog. Definately likes animals. Much interactive with my dog after we all called it a day. Client was being very recalcitrant. Perhaps do some bonding before attempting walk next te”
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.
About: I have cared for and owned dogs, along with many other animal/reptile friends for many years. Being involved in 4-H and FFA I have raised a variety of animals. I have two fur kids, Apollo and Astraea, ages 4 and 5 years old who love to eat, play, go hiking and nap. A crested gecko and huge freshwater aquarium call my place home as well. I can make sure your friend gets some extra attention, exercise, and even work on any training or new tricks they are learning. I moved to the area recently and began working from home allowing me some extra time to do this again :). Hope to hear from you soon! Working from home allows a pretty flexible schedule. Just need a days notice to ensure I could stop by if a specific time is needed! I am happy and comfortable assisting your friend based on whatever guidrlines you give! Just let me know what kind of care your friens needs!
The median cost per walk for dog walking in Winston Terrace is $20
Dog parents share their Rover experiences - Winston Terrace
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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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 $21.8 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 888 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
- 98% can help with giving oral medications or injections
- 100% 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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