Pet Sitting Winston-Salem

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Over 995
pet parents in Winston-Salem have booked pet sitting

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Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$20
per visit
5.0 out of 5 stars
3 reviews
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: Gabriella K.
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Gabriella K.
from
$16
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
5 years of experience
Winston-Salem, NC, 27103

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.

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Mariah C.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$15
per visit
1 repeat client
6 years of experience
Winston-Salem, NC, 27101

About: I’ve taken care of dogs and cats for neighbors, friends, and coworkers since high school. From personal experience with my own pets to drop in visits for neighbors and friends, my love for animals drives me to provide extra loving care with lots of cuddles (only if they like them, of course). I am currently working at a 9-5 internship, so my mornings and evenings are free to take care of your furry friends! My consistent schedule allows me to dedicate breakfast and dinner time to your pet’s needs. I have years of experience with home visits! I will make sure I don’t leave a trace while taking care of your pets, whether that means cleaning dishes, consistently picking up in the yard, cleaning litter boxes, or whatever else you may need! I am happy to stay around for cuddles or be in and out, whatever fits your schedule and needs.

Sitter Profile Image: Audrey F.
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Audrey F.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
1 year of experience
Winston-Salem, NC, 27101

Audrey was great! I felt at peace about leaving them in her care. Would book again :)

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Karla E.
Sitter Profile Image: Megan Z.
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Megan Z.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
10 repeat clients
15 years of experience
Winston-Salem, NC, 27101

Megan was a thoughtful catsitter. She left me messages about how the cats were reacting, attached cute pictures to the cards and communicated appropriately. I will definitely be rebooking!

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Diana A. M.
Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winston-Salem, NC, 27103

About: I have experience caring for cats and dogs of all ages and personalities, including administering oral medications and following detailed care instructions. Whether your pet needs a fun walk, companionship during a drop-in visit, or extra patience and attention, I’ll make sure they feel safe, comfortable, and loved while you’re away. I work from home and so I have a lot of flexibility on weekdays for drop-ins and/or walks. I have the most availability on weekends if you go out of town and want someone to stop by multiple times to check on your pet. When caring for your pet in your home, my goal is to keep their routine as normal and stress-free as possible. I’ll follow your instructions closely, whether that’s feeding schedules, walks, playtime, medication, or simply spending quality time with your pet. I’ll make sure they get plenty of attention, affection, and exercise while you’re away. I also understand that I’m a guest in your home. I’ll treat your space with the same care and respect that I would my own.

Sitter Profile Image: Kendric & Jana P.
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Kendric & Jana P.
from
$12
per visit
5.0 out of 5 stars
4 reviews
7 years of experience
Winston-Salem, NC, 27127

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. 🐾🐶🐱

Sitter Profile Image: Channon B.
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Channon B.
from
$20
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
8 years of experience
Winston-Salem, NC, 27127

Channon has taken such good care of my fur babies that I’ve planned more trips with the confidence that they’ll get to see their buddy while I’m gone.

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Christina J.
Sitter Profile Image: Brooke D.
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Brooke D.
from
$15
per visit
7 years of experience
Winston-Salem, NC, 27101

About: I have grown up with dogs and taken care of friends’/neighbors’ dogs and cats regularly since high school! I love all animals and look forward to meeting yours :) I am a graduate student with the flexibility to go home/to your house in the morning, during lunch, and after 5pm or overnight for walks, mealtime, playtime, and potty breaks! I am comfortable with nearly all cats and dogs and will follow any instructions you leave closely! I love to take walks or go to dog parks/dog friendly places if you are comfortable with that!

Sitter Profile Image: Grace L.
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Grace L.
from
$15
per visit
5.0 out of 5 stars
3 reviews
20 years of experience
WINSTON SALEM, NC, 27103

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!

Sitter Profile Image: Hailey P.
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Hailey P.
from
$20
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
11 years of experience
Winston-Salem, NC, 27101

Oakley had a blast! Hailey was available to drop in on Oakley several times throughout the day. She always kept me updated and sent several cute photos. I would trust Hailey to watch Oakley again.

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Kirsten S.
Sitter Profile Image: Dave F.
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Dave F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
56 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: Hannah S.
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Hannah S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah was awesome! She took great care of our dog, Alfredo. She is very dependable and thorough. He had an episode of getting sick and she cleaned everything so well. Highly recommend!

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Karen W.
Sitter Profile Image: Kirsten S.
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Kirsten S.
from
$15
per visit
20 years of experience
Winston-Salem, NC, 27103

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!

Sitter Profile Image: Kelsey B.
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Kelsey B.
from
$25
per visit
4.8 out of 5 stars
78 reviews
23 repeat clients
16 years of experience
Winston Salem, NC, 27101

Kelsey gave great care to my two kitties. My kitty Barb hides from EVERYONE but me and my husband, but after just a couple of days of visits she started coming out for Kelsey. I look forward to booking with her again!!

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Mandi I.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winston-Salem, NC, 27101

Great sitter :)

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Charlie P.
Sitter Profile Image: Bailey L.
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Bailey L.
from
$15
per visit
10 years of experience
Winston-Salem, NC, 27101

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.

Sitter Profile Image: Mariana A.
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Mariana A.
from
$20
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Winston-Salem, NC, 27101

About: I’ve taken care of dogs for as long as I can remember. I’ve had pets since I was a very little girl. Then, throughout my teenage years I dog sitted multiple pets. I have a pet of my own back at my parents house who I live and miss so much <3 I’m currently working a flexible full time job so I have time to interact with the pups a lot. I love walking everywhere so a dog would be a great companion I live currently live alone with my cat but I work from home few days a week so I can definitely provide a safe space and company to your dog or take them for a fun walk!

Sitter Profile Image: Cameron B.
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Cameron B.
from
$15
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
5 years of experience
Winston-Salem, NC, 27101

Cameron was very reliable and did a great job of updating me every day.

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Heather G.
Sitter Profile Image: Emily W.
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Emily W.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Winston-Salem, NC, 27101

Emily is the best sitter I’ve used on this app! She’s very responsive and caring for my kitties. I have some odd feeding instructions and she does it perfectly! Highly recommend!

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Nico A.
1 / 1
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The median cost per visit for pet sitting in Winston-Salem is $20

Pet parents share their Rover experiences - Winston-Salem

1 / 1
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

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.

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

Meredith was absolutely incredible! We were so excited to get her updates every day and could tell how genuinely she cared for our kitties. She was so sweet and responsive, and I felt that she went above and beyond in keeping me updated and informed while we were away. We will be asking her to watch our babies again for sure!

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Joanne Z.
Drop-In Visits
5.0 out of 5 stars

Paisley was absolutely wonderful! We were able to travel for a long vacation without worrying about our 2 kitties, and when we came home everything was clean and both kitties were calm and happy - they had been so well cared for. Paisley kept us updated daily and was very thoughtful in doing extra little things like bringing in packages that arrived while we were gone. We will definitely ask for her services again!

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Caroline M.
Drop-In Visits
5.0 out of 5 stars

Audrey was awesome! So sweet and kind. She came over for a quick meet and greet before I left town and I could tell she didn’t need any direction. She was very timely and stayed for the entire timeslot. She watched my 2 cats and sent lots of photos of play time. I told her my one cat would probably hide during her visits but that didn’t stop Audrey from finding her and sending me a photo of her hiding place everyday just so I knew she was okay. I am definitely rebooking for all future trips.

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Samantha C.
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 felt at ease knowing Lilith was taking care of our cats for a week. She was so diligent and caring. Thank you, Lilith!

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

Excellent sitter! Luna is normally timid but warmed up to Megan almost immediately! Every check-in had lots of photos of a happy Luna.

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Richard M.
Drop-In Visits
5.0 out of 5 stars

Elise is a fantastic pet sitter! She’s reliable, a great communicator, and always leaves everything clean and tidy. Most importantly, our kitties are happy and content when we get home, which gives us tremendous peace of mind whenever we travel. Highly recommend!

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Leigh M.
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 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.

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Thea L.
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 he is a great sitter. I have even booked on late notice and she is understanding. I know that my cat is in great hands with her!

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

Love Claudia! She always takes great care of my boys while I’m away. I feel very confident knowing they are in good hands.

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

Super lovely and thorough! Trips are a lot easier knowing my girls are in great hands with Alyssa :)

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Dilyn A.
Drop-In Visits
5.0 out of 5 stars

Ryan is consistently dependable and kind. I’ve never trusted someone so much to care for my 2 cats, especially when one has medical needs.

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

The cats loved Emily! She was responsive to me, kind with the cats and polite to the home. I will book her again!

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Diana A. M.
Drop-In Visits
5.0 out of 5 stars

Jeff was great with my two cats during drop in visits. He kept me updated and followed my care instructions.

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Mollie G.
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

Cady was awesome! She was very sweet, and I felt comfortable leaving my cat in her care. She left very thorough reports about her visits and was prompt in her communication. Would highly recommend!

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Avery M.
Drop-In Visits
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Popular requests for pet sitting - Winston-Salem

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Sitters in Winston-Salem average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Winston-Salem

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 1,490 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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