Dog Sitting Winston-Salem
Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.
Over 656 pet parents in Winston-Salem have booked dog sitting
Winston-Salem, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Elise went above and beyond making sure my dog was cared for during drop in visits this month! Her updates always made me smile and my dog immediately loved her during our meet and greet even though she is sometimes shy with new people.”
“Upon meeting Adriana you could tell how compassionate she is for one's fur baby's! She was on time and played fetch with molly in the yard and spent quality time with her inside! Thank you again!”
“Emlee was very prompt and communicated with me regularly. She did everything that I asked and kept my kitty happy. I’ll definitely contact her every time I’m going out of town!!”
About: Raised my own dog and his puppy from birth, now experienced with senior care. Pet sitting is natural to me, it's not just a job. I currently have a part time job and in college. My hours vary through the week but they are set depending the season because of school. I have a senior dog, so he can either be relaxed or playful. So I can always adjust to my babies needs and I can do the same for yours!
About: I’ve grown up with dogs. I have experience caring for puppies and elderly dogs. I have an Aussie doodle puppy. I’m available for drop ins, walks, or sittings. I have a flexible schedule and will be available the majority of the day to care of your pets. If I have to leave during boardings, it will be only for short periods of times which will be communicated to you. I live in an apartment with plenty of space and a dog park. There is a nice neighborhood and park nearby for walks. For sittings at your home, I will respect your space and keep it clean. I have a puppy at home, so I am unable to stay at your home overnight. I will update you with as many photos or videos you’d like!
About: I have always had a fondness for animals, I believe they show us the best parts of love! I have taken care of many animals including cats, dogs, and goats for many friends and family. I love spending time with the little babies who need a bit of extra attention, time, and patience! I am currently employed full time within walking distance from my apartment. I go on walks in the morning and evening, and would love more companions! I have a knack for reading how people/animals are doing in new situations, so I do my best to provide a gentle, patient, and loving home away from home!
“Laura is the best! He has helped us a lot the days we are working, she takes very good care of our puppy and always sends us photos and videos of him. Totally recommended!!”
About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.
About: I've loved cats and dogs since I was young, to include fostering, and adopting. I know just how important these bundles of joy are to our families. Every pet deserves, a treat, playtime a safe walk, and love from their caregiver. I understand short schedule changes so I am open to checking in or taking care of things so you have no stress or worries. I'm quick to respond and will always keep you in the loop. I've cared for all types of dogs(puppies, fosters, timid,energetic) Safety is important. Every pet will be returned as safe and unharmed as they were given to me. Understanding the difference between, friendly playing and aggression.
“Ryan was incredible with the kiddos while we were away! He asked a lot of questions during the meet & greet and was very communicative during the past week! We appreciated the check-in cards with photos, too! We have a security system that Ryan made sure to re-arm after visiting, so that is very much appreciated! AND even brought our mail inside. 10/10 - would absolutely book again! Thank you so much!”
About: I grew up with dogs and have experience giving oral medication, injections (insulin) & IVs under the skin. My Layla passed away in 2017 from encephalitis and she had to get IVs every day on top of other things. We got Bruce in 2018 & Rocky in 2019. They are two peas in a pod..I call them Batman & Robin. They are great with other dogs as my husband and I have had many different breeds and sizes at our home. If your fur baby gets dirty playing in the yard, we will give the a bath (with your permission of course). They will go on daily walks, have a lot of play time since I work from home and I will make sure to send you photos and updates throughout their stay. Communication is extremely important to me. We look forward to meeting you and your furbabies! I am a real estate professional and run a team here in the Triad. I work from home and have the time to care for your fur baby as a majority of my work is from my computer. Rocky and Bruce love having new playmates over as well and we have a large yard for them to run around in 😊 We have a large fenced-in back yard and a deck for them to lounge on. I never let other people’s dogs stay outside unsupervised. If they are outside, I am outside. It’s an extra step of care that is super important to me because sometimes, animals can be unpredictable, see a squirrel or a rabbit and jump the fence etc. We ensure your fur baby is safe.
“Amaya was very attentive to our cat while we were out of town! She went above and beyond to make sure he was well taken care of. Highly recommend her to anyone looking for someone with an eye for detail and love for animals!”
About: Hello, I'm Bailey. I specialize taking care of dogs that are high energy &/or struggle with anxiety. I’m a natural healer & that extends to our furry friends! I’ve worked in doggy daycares, animal shelters, and even been around for a few dog births! Since then, I have managed a few restaurants and opened a facial business, which has increased my strong sense of reliability, organization, and many hours on my feet! I appreciate the consideration and look forward to meeting your furry friend! I own an esthetics business and am looking for some fun part time work while I build my clientele! I am almost always outdoors and walk a lot myself so I figured hey, let’s add in some furry friends too! Thanks for looking at my profile! My, and your, pets safety is always my first priority. Our animals needs us in the same ways we need them. Making sure they’re stimulated and happy is always my goal.
About: I've owned, trained, been around, worked with animals for over 25 years. I would absolutely love to help love on and care for your pet! I work part time from home with a very flexible schedule that I manage myself. I am often found walking the neighborhood with my pup while listening to a podcast! I have a secure fenced in back yard and also have an XL dog kennel as well as a Small size kennel available, if needed.
About: I have years of experience taking care of pets of various sizes and needs! I have worked on horse farms, pet sat for friends, and pet sat for neighbors. I look forward to continuing this wholesome work! I am a current second year PA student about to start clinical rotations in the end of June. This is helpful for pet sitting and dog walking because my schedule will be variable each month! At this time, my schedule is very open and flexible. I can pet sit / help with dog walking at any time of day! Starting in July, I know that I will be available before 7 AM and after 5 PM on Mon-Thurs. I will also be available all day Fri-Sun. I have completed daily care (i.e. feeding, walking, playing) for dogs of all breeds and sizes. I am very comfortable with caring for and walking dogs of all sizes!
About: I’ve taken care of tiny to large dogs my whole life and enjoy them so much. Friends come to me first when they need someone to watch their animals for a weekend getaway or even just a night out. I can do basic training at home and I am a clean and easy-going human with a knack for taking care of animals. I am currently working from home with a very flexible schedule. On a daily basis I go on 2 personal walks/runs (I am an avid runner/hiker), and every weekend I try to go camping or do a day hike. I genuinely enjoy being outside. I like to follow guidelines given by the owner, whether that be 2-3 meals a day, medications, etc. I like to have a game-plan provided and I can do anything that is asked of me. I like to give the pet plenty of outdoor time while also allowing for relaxing indoor time. Totally depending on the pets activity level & daily habits.
“Maria did an amazing job taking care of my cat when I was gone. She took the time to take pictures and send them to me. She played with her and gave her extra love. I will definitely be using Maria again!”
The median cost per visit for dog sitting in Winston-Salem is $20
Dog parents share their Rover experiences - Winston-Salem
Gabby did such a great job with our German shepherd puppy! She asked about specific details or things we wanted her to do during the visit. She sent lots of photos and worked on her tricks! The rover app was glitching so she left a hand written note on our counter also.
Chelsea was awesome! She took great care of our dog and kept us updated with consistent messages and photos, which we really appreciated. Our dog can be reactive at times, and Chelsea was incredibly patient and understanding throughout his stay. We would absolutely recommend her and would trust her to watch our dog again!
I cannot even rave enough about Meredith. We last minute had a family member back out of watching our 2 dogs and 2 cats for our 4 day vacation. Scrambling to find an alternative, we hit the internet and found Rover. Which led us to Meredith. She was able to care for our pets for all four days including walking, feeding, playing, and cleaning after them. She kept us updated everyday and sent photos of all of the babies. We will be booking again!
Tara was great. Shadow and Angel both love to see her and seemed really excited when I got home from work. They even both had a little accident with one getting sick the first day, and I really appreciate Tara cleaning up as best she could so I didn't come home to too bad of a mess. Great communication and my babies definitely got great care.
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 sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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 sitting - Winston-Salem
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winston-Salem average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Winston-Salem
Frequently asked questions about Rover
The average cost for Dog Sitting in Winston-Salem on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of August 2026, there are 1,446 sitters on Rover offering Dog Sitting across Winston-Salem. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winston-Salem stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winston-Salem choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winston-Salem with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Winston-Salem. On Rover:
- 93% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 97% 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.
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 sitter.
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