Dog Sitting Winston-Salem
Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.
Over 648 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.”
About: **Please understand we can only consider requests with completed profiles. Think of it like online dating for pets—we just want to make sure it’s a good match on both sides! We share our home with one large, lovable dog—who just so happens to be the ultimate dog sitter! He’s incredibly gentle and gets along wonderfully with dogs of all breeds and sizes. With experience fostering through the Humane Society, we’ve developed a deep love and understanding for pups of all kinds. Spoiling them with love, care, and attention is just what we do best! **Just a heads-up—we’d really appreciate it if you could choose drop-off and pick-up times that match your plans as closely as possible. It helps us keep things running smoothly! If pick-up is after 10 PM, we kindly ask that your pup stays an extra night to keep things calm and comfy for everyone.** I work from home, so I’m able to take quick walk or play breaks throughout the day. Whether your pup needs a little activity or just some quiet companionship, I’m here to make sure they feel comfortable and cared for. While we don’t have a fenced yard, we do have a cozy screened-in sun porch where our own pups love to lounge and keep an eye on the birds. If your dog prefers a crate, I’m happy to accommodate that. And if they’re more into the laid-back lifestyle, they’re welcome to relax on the couch or guest bed—whatever makes them feel at home!
“Amanda did a great job taking care of my pup. She was very attentive and got along with him great. She was super punctual to our schedule and made sure he was safe and comfortable while I was traveling for work.”
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!
“Noelle is the absolute best! Even in a blizzard she made sure my cat was taken care of and even went as far as making sure my faucets were dripping so my pipes wouldn’t freeze. She provided daily updates with pictures and it was apparent Sunny was comforted by her presence. I’ve already requested to be rebooked, I couldn’t recommend her more.”
“Absolutely wonderful. Had to work a long shift and Sharonda came with very little heads up and took amazing care of my puppy. She was very kind and sent updates! Would encourage anyone to use her she is great!”
“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!!”
“Sarah was AMAZING with our 2 year old Rottie mix and our 6 year old pug mix. She sent plenty of pictures and updates and went above and beyond taking care of our boys while my husband and I were away:)”
About: I was raised on a farm with cats and dogs. I have a plott hound mix, a pit bull, a lab, and a sassy calico cat, all rescues, of my own. I have a lot of compassion for animals and treat them like members of the family, albeit spoiled ones. My goal is to keep your pet as comfortable as possible while their human(s) are gone. I am comfortable with cats and small to large dogs at any energy level. My neighbors, vet, and friends can provide references, if needed. I work in education, so my summer schedule is wide open. Nights, weekends, and some holidays are possible during the school year. I am able to check in, walk, stay overnight, etc. In your home, I will follow the instructions given and take pictures to let you know your pets are well taken care of. My goal is to make them as comfortable as possible while their humans are away.
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: Hi! We’re Jana and Kendric, a reliable pet care team with a shared love for animals. Having two sitters means your pets receive extra attention, supervision, and care while you’re away. We both have experience caring for dogs and cats of all breeds, sizes, and personalities, from energetic puppies and playful kittens to senior pets who need a calmer, more attentive routine. We’re comfortable with daily walks, feeding schedules, playtime, litter box care, and maintaining your pet’s normal routine so they feel safe and comfortable. We understand that every pet is different, so we take time to learn their habits, preferences, and personality. Whether your dog needs plenty of exercise or your cat prefers quiet companionship, we adapt our care to what makes them happiest. We also have experience following detailed care instructions and can administer oral medications if needed. Safety and communication are very important to us, so we always make sure your pets are supervised, secure, and well cared for at all times. While you’re away, we provide regular updates and photos so you can relax knowing your pets are happy and in good hands. Our goal is to make your pets feel loved and comfortable while giving you complete peace of mind. We treat every pet like they’re part of our own family and look forward to meeting you and your furry friends! 🐾🐶🐱 We (Jana and Kendric) work opposite schedules, which allows us to provide consistent care and supervision for your pets. Because of this, someone is home with your pet most of the time, ensuring they receive plenty of attention, care, and companionship throughout the day. We’re able to accommodate morning, afternoon, and evening routines, including feeding schedules, walks, playtime, and check-ins. Having two caregivers also means greater flexibility if your pet has specific needs or requires extra attention. Our goal is to make sure your pet feels safe, comfortable, and never left alone for long periods, while maintaining the routine they’re used to at home. 🐾🐶🐱 When caring for pets in our home or in a client’s home, we focus on keeping their routine as normal and stress-free as possible. We follow each owner’s instructions closely, including feeding schedules, walks, litter box care, medications, and any special needs their pet may have. For dogs, we provide regular walks, playtime, and plenty of attention to keep them happy and exercised. For cats, we make sure litter boxes are kept clean, feeding routines are maintained, and they receive playtime and affection while still respecting their space. We always prioritize safety, cleanliness, and communication. We keep environments secure, monitor pets closely, and send regular updates and photos so owners know their pets are happy and well cared for while they’re away. Our goal is to make every pet feel comfortable, safe, and loved. 🐾🐶🐱
“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’ve taken care of pets my whole life but I started getting paid for it when I was 10. I know CPR for dogs in case of emergency. I also have a big fenced in backyard for your pet to run and play. My schedule is very flexible and I am home often. So your pet will get the upmost attention and care! *SERIOUS INQUIRIES ONLY*DO NOT BOOK ME IF STILL CONSIDERING OTHER CAREGIVERS*I WILL NOT BOOK WITH ANYONE WITHOUT A PROFILE PICTURE FOR MY OWN SAFETY* I am a college student. I do most of my classes online so my schedule is very flexible. I am available almost anytime. Just message me(: I have a fenced in yard and ring security cameras. I will follow whatever rules you have for your pet and whatever feeding requirements/needs you share. Rest assured your pet will be cared for properly and I will follow all of your instructions to the best of my ability.
About: Hi! I’m Jennifer, a lifelong dog lover and proud owner of my 5-year-old pup, Scooby. Caring for animals has always been a big part of my life, and I truly believe pets are family and deserve love, patience, and attention just like any other family member. I also had the privilege of caring for another dog for 12 wonderful years before she sadly passed away from cancer, which gave me experience with dogs through all stages of life and taught me how important compassionate care is. I’m currently a teacher assistant so during the Holidays, weekends and out of school for the summer I’ll be available any time. So I can make sure I give lots of love and attention to your love ones. I live in a safe, pet-friendly apartment complex with two gentle young children under 7 who have grown up around dogs and love animals. Your pet will be welcomed into a warm, caring environment where they’ll receive plenty of affection, playtime, and attention while you’re away. Whether your dog loves cuddles, walks, playtime, or simply relaxing, I’ll make sure they feel comfortable, safe, and treated like part of the family.
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.
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.
“Summer is great! She was so flexible with me when booking and was great with Lilo. She even brought in a few packages that came. I will be using her in the future!”
About: I’ve been a dog owner the majority of my life and I’ve also been as a dog sitter for friends. My dog Georgia is my whole world 🩷 I work Monday through Friday and I have weekends off! I’m free to stop by morning or evening and any time on weekends 🙂 I love a long walk in the evening! Georgia is super friendly and gets along with other dogs! I currently live in an apartment but I have access to a fence and dog park
The median cost per visit for dog sitting in Winston-Salem is $20
Dog parents share their Rover experiences - Winston-Salem
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.
Connor was so sweet and accommodating for our little critter crew!! It was our first time away from them for this long and we came back to a happy, healthy bunch. He was super attentive to less pleasant occurrences during our time away — whether it was a broken glass or something else, he handled everything without hesitation. We’d be happy to work with him again!!
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 July 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 July 2026, there are 1,514 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:
- 92% of sitters can help with special care needs
- 99% 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.
Connect anywhere with the Rover app
