Dog Sitting Winston-Salem

Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.

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Over 591
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Sitter Profile Image: Ashley C.
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Ashley C.
from
$12
per visit
5.0 out of 5 stars
• 3 reviews
1 year of experience
Winston-Salem, NC, 27127

About: First time doing this on a professional app! I’ve been caring for pets for a couple years—both as a long-time dog owner and friend to similarly-minded friends. Recently, I’ve gotten into caring for reptiles and amphibians, including feeding and changing humidity when needed. I’m a college student, so although I have classes that will take up a few hours out of my day—they’re flexible enough to allow me the freedom to set my own schedule! I know that pets deserve the upmost respect! They are our best friend our siblings and children and I will treat them as such. Furthermore, I’m fairly athletic, so if you have a gentle giant or wild speedster, I’ll be able to keep up with them.

Sitter Profile Image: Laura & Dario Z.
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Laura & Dario Z.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 23 reviews
10 repeat clients
15 years of experience
WINSTON SALEM, NC, 27106

“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!!”

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Milena S.
Sitter Profile Image: Carolaine W.
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Carolaine W.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Winston-Salem, NC, 27101

“Caroliane did an amazing job taking care of our two cats. She went above and beyond, and we greatly appreciated her flexibility. Would absolutely rebook with her again.”

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CJ A.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$16
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Winston-Salem, NC, 27107

“Amanda is great! Prior to our first appointment she met me for a Meet and Greet to go over our routine with my dog Dottie. For our scheduled drop-in Amanda was on time, followed our routine, sent pics and spent time with Dottie. We will definitely use Amanda again in the future.”

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Jeremy T.
Sitter Profile Image: Hope B.
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Hope B.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
27 years of experience
Winston-Salem, NC, 27106

“First meeting Hope I knew she had a love for animals and felt Loretta would be in good hands. She communicated well while I was out of town and even brought in my trash can from the street. Also took care of the stray cats in my back yard. I would definitely recommend Hope for your pet sitting needs. Thank you for your help.”

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Emalene B.
Sitter Profile Image: Kirsten S.
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Kirsten S.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Winston-Salem, NC, 27103

“Kirsten was great! She stepped in to help with some cat-sitting in a last-minute situation and was very responsive and kind. She took lots of pictures and videos and was able to get a shy, skittish cat to be playful and fun during the time she spent with her. Kirsten is obviously great at what she does and I'd recommend her to anyone needed their dogs or cats watched. She is caring, attentive and communicative and I knew my cat was in good hands while I was away!”

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Luke G.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
16 years of experience
Winston-Salem, NC, 27101

“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!”

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Ellie J.
Sitter Profile Image: Ashley W.
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Ashley W.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
• 77 reviews
28 repeat clients
12 years of experience
Winston Salem, NC, 27103

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!

Sitter Profile Image: Jacob A.
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Jacob A.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
3 years of experience
Winston-Salem, NC, 27103

About: I have grown up with dogs all my life, different breeds and temperaments, taking care of them along with my family. I have walked multiple dogs together for friends, and am a perfectionist when it comes to providing good care for your furry family members! I am active, so I can play with your pet as much as needed, and haven’t met a dog who didn’t enjoy my company :). I am currently a full time Doctor of Physical Therapy student at WSSU, and don’t have a part time job so I have plenty of time to dedicate towards dog sitting! Monday and Wednesday are the only days I have more than 4 hours of class, as I have class from 8-12 then from 1:30-3:15ish, so I would have time to stop in for a potty break before I go to that last class. I am generally free on the weekends unless I have them marked off on my schedule already! If you have any further questions about my schedule please feel free to ask! I can use whatever facilities/toys are provided to me to help care for your pets, and am willing to learn what your pets habits are! I want to make sure your pets feel comfortable and safe with me being there, so I will strive to make my presence seem as normal as possible. I am always willing to take advice and notes on how to better care for your animals in your home!

Sitter Profile Image: Amanda S.
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Amanda S.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Winston-Salem, NC, 27101

About: I worked in the vet field for 5 years doing anything you can think of! I have lots of experience administering medication both orally and by injection. I also have a lot of experience taking care of pups of all ages from puppies to seniors! My boyfriend, Jose, and I have 2 playful girls that always love to make new friends and we have a huge fenced in yard for them to be safe and have fun in the sun! We also have 3 cats who have their own room with 2 cat trees and lots of toys that they would love to share with another friend! Jose and I have fostered many dogs and cats over the past 5 years and even have a foster fail of our own! We love to help any fur baby we can and our door will always be open for yours too! Please let us know anything and everything there is to know about your fur baby so we can make them feel safe and comfortable with us while you’re away! Their happiness and comfort is our priority! Jose is home during the week to love on, play with and care for your fur babies! We also have open availability on the weekends and are always active and would love to spoil and love your fur babies like they’re our own! We are also available in the evenings so let us help you out by taking care of the furry member of your family! We have a fenced in yard and 2 friendly pups that would love a friend to play with! I have a car to get around and can bring your pup to the park!

Sitter Profile Image: Evelyn R.
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Evelyn R.
from
$13
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Winston-Salem, NC, 27105

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!

Sitter Profile Image: Emlee N.
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Emlee N.
from
$17
per visit
4.9 out of 5 stars
• 27 reviews
12 repeat clients
25 years of experience
Winston Salem, NC, 27107

“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!!”

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Alana J.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 52 reviews
20 repeat clients
1 year of experience
Winston-Salem, NC, 27105

“Hannah was able to drop in and take care of our pup while I was working 12+ hours and the sitter we had lined up ghosted us. We were very stressed and she came through and made sure our pup got the attention he needed, and gave us peace of mind by calling and sending updates and photos. I would definitely book Hannah again!”

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Andrew C.
Sitter Profile Image: Aundrea G.
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Aundrea G.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
26 years of experience
Winston Salem, NC, 27101

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.

Sitter Profile Image: Dave F.
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Dave F.
from
$25
per visit
5.0 out of 5 stars
• 57 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

“Dave took great care of our cats! We could go on vacation and know they were would be looked after and loved! I will definitely have Dave look after our cats whenever we have to be away!”

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Elizabeth W.
Sitter Profile Image: Dustin & Jana M.
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Dustin & Jana M.
from
$17
per visit
10 years of experience
Winston-Salem, NC, 27127

About: What sets me apart is 10 years of hands on animal care driven by a deep love for animals. I am not just a sitter, I am someone who truly loves being with them. I have experience training energetic puppies with patience and positive reinforcement and providing gentle, attentive care for seniors who need slower walks, joint support and medication if required. I believe great care is in the details, so I make sure every animal is fed on schedule, always has fresh water, gets plenty of exercise and has real playtime and affection. You will get updates, photos and peace of mind knowing your best friend is safe, happy and loved. Pet care is the center of my daily and weekly routine right now. I currently have an open and flexible schedule and I am dedicating this summer to helping families with reliable dog walks and boarding. That means I am available for early mornings, midday walks, evenings, weekends and last minute needs. On a typical day my routine is built around the dogs in my care with walks, feeding on schedule, fresh water, exercise, playtime and lots of attention. I love animals and i’m looking forward to giving your animals my full focus and care! Nice sized, clean home with hardwood floors, AC/heat, and no other pets or people so your pet gets full 1-on-1 attention. No fenced yard so all outdoor time is supervised and on-leash with potty breaks every 2-3 hours plus daily walks. I follow your routine exactly and send lots of photo updates. In your home, I stick to their schedule, keep things tidy, and treat your space with respect.

Sitter Profile Image: Kalyn S.
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Kalyn S.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
25 years of experience
Winston Salem, NC, 27127

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.

Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Thea L.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
18 years of experience
Winston Salem, NC, 27103

“Thea is very comprehensive in her visits. She is able to meet any needs/requests you have! Treated my little guy very well. - I would recommend her services”

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Dakota B.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Winston Salem, NC, 27103

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.

Sitter Profile Image: Sharonda K.
Verified Background Check
Sharonda K.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Winston-Salem, NC, 27127

“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!”

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Macaylah A.
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The median cost per visit for dog sitting in Winston-Salem is €20

Dog parents share their Rover experiences - Winston-Salem

1 / 1
5.0 out of 5 stars

Ceili did a fantastic job with Bernie and Kopi! She was very communicative and took great care of our pups, one of whom has been sick and needs special care. We felt much better knowing they were with her. Thank you, Ceili!

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Kit P.
Drop-In Visits
5.0 out of 5 stars

Gabriella did a wonderful job taking care of our dogs with drop in visits including managing our reactive dog. She was reliable and completed drop in visits right on schedule. Our dogs were in good hands and I would trust them with her again!

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Joanna R.
Drop-In Visits
5.0 out of 5 stars

Cameron did a wonderful job with our dogs! She sent updates with each check-in, and her communication was great throughout. We will definitely choose her to watch our dogs again!

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Mike & Jordan M.
Drop-In Visits
5.0 out of 5 stars

Madeline was great! She was very kind. She made sure our pup had some playtime and updated us with photos. Will definitely be using her again.

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Mariah C.
Drop-In Visits
5.0 out of 5 stars

Haley did an incredible job with our dog, Roti! We received consistent updates, great communication, and Haley was flexible with scheduling changes. Very professional, friendly, and intentional in approach, I’d certainly trust Haley with my pets for check-ins, walks, and stays!

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Sud K.
Drop-In Visits
5.0 out of 5 stars

Samantha was SO communicative and kind—my pup even had a potty accident and she helped and took care of it all!

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Lauren R.
Drop-In Visits
5.0 out of 5 stars

Elise was so receptive to all of our requests taking care of our puppy! She was a fantastic help and friend for Luna!

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Emma G.
Drop-In Visits
5.0 out of 5 stars

Grace was great! Lots of communication through pictures and the animal seems well taken care-of. Wouldn't hesitate to book with Grace again!

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Bethany H.
Drop-In Visits
5.0 out of 5 stars

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!

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Ellie J.
Drop-In Visits
5.0 out of 5 stars

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!

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Holly L.
Drop-In Visits
5.0 out of 5 stars

Did a great job even on a last minute notice! Ana was a huge help and was great with communicating on a timely manner.

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Freri R.
Drop-In Visits
5.0 out of 5 stars

Elise was great! She came over on time, sent pictures of my pets and made sure my dog had a thorough potty break. My little dog has anxiety but seemed to bond well with Elise.

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Heather C.
Drop-In Visits
5.0 out of 5 stars

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.

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David S.
Drop-In Visits
5.0 out of 5 stars

Dinira is very reliable, and has great communication with us. The pups love her and we feel confident that they getting the BEST care while we are away. I highly recommend her!!

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Eva O.
Drop-In Visits
5.0 out of 5 stars

Aliza did an amazing job with my pups! She was great at communication and went above and beyond to help us out last minute. We highly recommend Aliza! Thank you!!!

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Josh L.
Drop-In Visits
5.0 out of 5 stars

Alyssa was able to help with short notice when I was in an unexpected bind. She was prompt and communicative and my pup loved seeing her. I definitely recommend and will use again!

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Amber F.
Drop-In Visits
5.0 out of 5 stars

Victoria is the best! She went above and beyond to take great care of my dog. I will definitely rebook with her! :)

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Ella S.
Drop-In Visits
5.0 out of 5 stars

Shaina was so great. She helped me last minute and has sent daily check ins and notes. She’s made my girl Luna feel totally comfortable and taken care of. 10/10 would have her watch Luna again.

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Sarah R.
Drop-In Visits
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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 sitters who will treat your dogs like family

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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 Dog Sitting - 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 September 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 September 2026, there are 1,461 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
  • 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.

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