House Sitting Winston-Salem

Find a loving house sitter to watch over your pets and your home.

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Over 489
pet parents in Winston-Salem have booked house sitting

Winston-Salem, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$50
per night
4.9 out of 5 stars
• 29 reviews
16 repeat clients
10 years of experience
Winston Salem, NC, 27101

“It's been a while since Chelsea watched our dog, but when she came for the pre-visit to meet our new cat, our dog was crazy with excitement to see her again! She shared lots of pictures while we were away and our animals seemed perfectly comfortable and at ease with her. Great sitter!”

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Valerie G.
Sitter Profile Image: Madilyn F.
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Madilyn F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
Winston-Salem, NC, 27127

“Madilyn took very good care of our cats. Our power went out during her stay and she was very communicative about the situation. We very much appreciate that quality in a cat sitter. We will ask her to house sit for our cats in the future. We highly recommend her services.”

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Omeed R.
Sitter Profile Image: Amy D.
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Amy D.
from
$27
per night
4.0 out of 5 stars
• 4 reviews
10 years of experience
Winston-Salem, NC, 27104

“Amy provided excellent care for our dog while staying in our home. She arrived promptly, maintained excellent communication, and treated our dog as if she were her own. We hope to book with her again the next time we need.”

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Josh R.
Sitter Profile Image: Bria G.
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Bria G.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Winston-Salem, NC, 27103

“Brianna was amazing!! Very thorough and asked a lot of good questions in order to get to know our dogs and their routines. Very responsive and communicative throughout the day which we appreciate! I highly recommend and will be using Brianna in the future ☺️”

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Emily T.
Sitter Profile Image: Aubrey M.
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Aubrey M.
from
$80
per night
5.0 out of 5 stars
• 21 reviews
21 repeat clients
12 years of experience
Winston-Salem, NC, 27103

“Aubrey was fantastic! She was very communicative, sent lots of photos, and overall just made me feel really comfortable with leaving my two boys with her. Highly recommend.”

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Allison V.
Sitter Profile Image: Camdyn C.
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Camdyn C.
from
$25
per night
4.9 out of 5 stars
• 19 reviews
8 repeat clients
4 years of experience
Winston Salem, NC, 27101

About: I have started caring for pets since I was 12 I watched my family friends three dogs on many occasions and helped to potty train her new puppy. I have taken four years of vet and grooming in high school and know a lot about heath and safety for pets and grooming procedures. Also included walking the dogs through out the day. I love pets so much and would love to hang with yours!! I’m currently in college but I am online so I will have plenty of time to play and be with your pets throughout the day and they will rarely ever be left alone. We do have a fenced yard and I have four dogs your dog can play with they are all very friendly and love new friends I have multiple crates so if needed your dog can be crated.

Sitter Profile Image: Dominic M.
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Dominic M.
from
$20
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Winston Salem, NC, 27106

“Dominic was great and respectful of the house. Sent cute pictures. Dogs were happy when I came home”

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Jacki B.
Sitter Profile Image: Mya L.
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Mya L.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Winston-Salem, NC, 27106

“Mya was great with our pup! I have a very energetic and rowdy Aussie, and she did a great job playing with him and watching him for the weekend while I was gone. She was great about updating me, sending me pictures, and letting me know how everything was going! Thank you Mya!”

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Kate L.
Sitter Profile Image: Jessie H.
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Jessie H.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
Winston-Salem, NC, 27101

“Another great trip knowing our pup was in Jessie’s capable hands. Jessie is respectful of our home and always sends us lots of pictures of our girl. Will be using her again the next time we travel!”

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Angela B.
Sitter Profile Image: Jurney B.
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Jurney B.
from
$32
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Pfafftown, NC, 27040

“Jurney did a great job keeping my fur babies during my weekend away. She always kept me informed, always pleasant, and just all around great to work with. My fur babies seem to love her as well and appeared well taken care of.”

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Renata S.
Sitter Profile Image: Sandra A.
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Sandra A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
12 years of experience
Winston-Salem, NC, 27103

“Great care of our cat and dog including giving our anxious dog his medication. Appreciate the reliable care of our pets and home Sandra has provided. Communication was perfect while we were away.”

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Rebecca W.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
from
$77
per night
4.9 out of 5 stars
• 36 reviews
16 repeat clients
7 years of experience
Winston salem, NC, 27105

“Jessica was great! She made sure everything went smoothly and my dog seemed to have a good time while I was away. Thankful for her quick response at the last minute to come stay at the house with my puppy.”

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Erica O.
Sitter Profile Image: Lacy B.
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Lacy B.
from
$27
per night
12 years of experience
Winston-Salem, NC, 27106

About: I have owned dogs and other animals my whole life. I love animals and believe they are a blessing. I have been taking care of animals since I was young and enjoy spending time with them. I am currently searching for a new career so for the time being, I have plenty of time for pet care. Availability is currently open until further notice. I preferred home visits as I have two crazy dogs of my own that are sometimes a handful, but I love them and wouldn’t change it. Huge dog lover to all types of dogs.

Sitter Profile Image: Bonnie C.
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Bonnie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 112 reviews
39 repeat clients
4 years of experience
Walkertown, NC, 27051

“I loved working with Bonnie. Her updates were frequent and thorough, and she delivered all the care and attention my boy needed during a weekend away. My home was in a very good state when I returned. Will definitely be booking with her again!”

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Hannah A.
Sitter Profile Image: Elena V.
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Elena V.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 73 reviews
17 repeat clients
15 years of experience
Winston Salem, NC, 27103

“Elena took care of our Bella two weekends in a row. She was loved and well taken care of. Elena is very communicative about what she is doing with Bella or if there are any issues. She sends lots of pictures and videos too!”

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Elizabeth T.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Winston-Salem, NC, 27101

“MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!”

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Janice H.
Sitter Profile Image: Anita D.
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Anita D.
from
$60
per night
5.0 out of 5 stars
• 1 review
30 years of experience
Walkertown, NC, 27051

“Salem was very well cared for during our trip! Anita did a great job.”

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Amy V.
Sitter Profile Image: Nikima S.
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Nikima S.
from
$55
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
5 years of experience
Kernersville, NC, 27284

“Nikima did an amazing job while I was gone for 5 days. She sent a lot of pictures and activie reports through her stay with my pup. Bae loves her for sure. She was great about walking and feeding and giving him his meds. She even went above and beyond and swept the house and made sure everything was neat for my return. Looking forward to booking again for my next trip.”

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Nocona O.
Sitter Profile Image: Isabelle P.
Verified Enhanced Background Check
Isabelle P.
from
$80
per night
5.0 out of 5 stars
• 67 reviews
37 repeat clients
20 years of experience
Winston-Salem, NC, 27103

“Isabelle was awesome, she took great care of or fur baby and sent lot and lots of pics and updates while we were away. I would definitely recommend her and I know we will use her in the future!”

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Alex W.
Sitter Profile Image: Ashley J.
Verified Background Check
Ashley J.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 39 reviews
13 repeat clients
20 years of experience
Winston-Salem, NC, 27106

About: Welcome to my tranquil home. Here, your dog will receive the utmost care and attention in a loving and peaceful environment. I only accept one dog or two small dogs from the same family for boarding, which allows me to provide dedicated and specialized care in my home for each furry guest. I work from home so you can be assured someone is with your dog during their entire stay. I make it a point to maximize my time with your pet, and only leave if I need to run errands or have an appointment, which is rarely more than a couple of hours. Also, since I only keep pets from the same family you will never need to worry about other dogs. When we do a meet and greet what you see is what you get. You will meet me and Walter, my super laid back Chihuahua Italian Greyhound mix. And we offer up the Humble Abode (our home) which is a great respite for anxious and senior dogs due to the calm and peaceful environment. I’ve had pets my entire life and have been offering pet care services for more than a decade. Walter has happily helped me welcome many dogs over the 7 years he’s been around. IN HOME STAYS If you have a larger pack or prefer in-home care and/or drop in visits I also offer that. I do bring my dog with me so that would have to be allowed. I also offer cleaning, organizing and plant watering services as add-ins with in-home stays. Dog walking services are also offered for those long workdays and for your young and active pups. Please reach out with any questions and we hope to meet you soon! I work from home and set my own schedule so I can accommodate most situations if given advance notice. We try to go for 1/2 mile walk each day, longer leisurely walks or hikes on the weekends and visit local parks and nature if everyone is up for it. We also can hang out on the enclosed patio which is the perfect spot to sun bathe when the weather is nice. I try my best to accommodate any schedules your dog has. I live a pretty laid back lifestyle. With just me and my pup, Walter, home life is pretty peaceful. For this reason I only take one dog at a time, unless it’s two small dogs from the same family.

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The median cost per night for house sitting in Winston-Salem is $45

Pet parents share their Rover experiences - Winston-Salem

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5.0 out of 5 stars

Mya was great with our pup! I have a very energetic and rowdy Aussie, and she did a great job playing with him and watching him for the weekend while I was gone. She was great about updating me, sending me pictures, and letting me know how everything was going! Thank you Mya!

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Kate L.
House Sitting
5.0 out of 5 stars

Chelsea stayed at my place with my two doodles for 4 nights. This is the longest I have been away from my babies with a “stranger” taking care of them. Chelsea was amazing. She put me at ease and gave my babies lots of cuddles and attention. She sent photos while I was away and left the house is perfect condition. So very very thankful for her 🙏🏻🫶🏻

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Sarah S.
House Sitting
5.0 out of 5 stars

We will definitely use Susannah again. Even though she and Poppy aren’t best friends yet it’s so nice to have someone sitting with her.

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Rhonda W.
House Sitting
5.0 out of 5 stars

Amy provided excellent care for our dog while staying in our home. She arrived promptly, maintained excellent communication, and treated our dog as if she were her own. We hope to book with her again the next time we need.

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Josh R.
House Sitting
5.0 out of 5 stars

Ceili did a WONDERFUL job watching our dog and two cats while we were away! She sent lots of pictures (and even helped us out of a bind with a document we forgot). The girls were well taken care of and Ceili gave them plenty of love. Would highly recommend and would book again!

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Tory G.
House Sitting
5.0 out of 5 stars

Cameron was amazing with my three dogs. She provided updates and multiple pictures. The girls seemed very happy to have her staying with them. I highly recommend and will be requesting her services again in the future.

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Heather M.
House Sitting
5.0 out of 5 stars

Haley was absolutely incredible! All my pets loved her and she send the cutest updates. Absolutely use Haley if she is available 😃

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Mackenzie L.
House Sitting
5.0 out of 5 stars

Mariah was absolutely wonderful! Our pets loved her and she spent so much quality time with them! It was so great to know our pets were well cared for while we were away.

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Sarah M.
House Sitting
5.0 out of 5 stars

Brooke was really great with our two girls! She was quick to respond and communicative, and went above and beyond even taking them for walks! They both seemed happy and well cared for when we returned from our 5-night vacation. It’s always hard to leave them but I would definitely feel good about having Brooke watch them again.

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Courtney M.
House Sitting
5.0 out of 5 stars

Morgan was absolutely wonderful! I have a special-needs dog with rear paralysis, so leaving him in someone else’s care can be stressful. Morgan did an exceptional job caring for him and my cat and gave me complete peace of mind while I was away. Her communication was fantastic. She kept me updated, sent pictures, and made sure I knew how my pets were doing throughout my time away. It was such a relief to be able to truly relax and enjoy some time away without worrying about them. I’m so grateful for the patience, compassion, and attention Morgan gave both of my pets. It was a fantastic experience from beginning to end, and I would highly recommend Morgan to anyone looking for a caring, dependable, and trustworthy pet sitter. I will definitely book with her again!

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Renee H.
House Sitting
5.0 out of 5 stars

Brianna was amazing!! Very thorough and asked a lot of good questions in order to get to know our dogs and their routines. Very responsive and communicative throughout the day which we appreciate! I highly recommend and will be using Brianna in the future ☺️

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Emily T.
House Sitting
5.0 out of 5 stars

Ashley was friendly, responsible and communicative. My two Siberian Huskies were well taken care of and my extremely timid cat would actually come out of hiding, which she never does with strangers. She was a great hire.

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Brenna H.
House Sitting
5.0 out of 5 stars

Elise was great with Theo! She provided great updates and I felt comfortable knowing our boy was well taken care of :)

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Molly D.
House Sitting
5.0 out of 5 stars

Dinira is a fantastic sitter! Very responsive, considerate, and engaging. She was meticulous with the care needed for our fur babies and was above and beyond our expectations. I rate 5 ⭐ and 10/10, I couldn't have been more impressed, and I recommend to anyone with pet needs!

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Benjamin M.
House Sitting
5.0 out of 5 stars

100% give 10 stars. He was very communicative with me. This was the first time I’ve left my elderly dog with anyone besides family. My dog wasn’t lonely and was very well cared for.

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Cindie L.
House Sitting
5.0 out of 5 stars

Eliza took great care of Scout while we went out for the evening! She even checked in with us and sent photos letting us know how he was doing 🥰

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Lauren R.
House Sitting
5.0 out of 5 stars

We really can’t say enough good things about our experience with Claudia! We have seven animals and a couple have some special needs. She took the time to come a few times before our trip to practice medicating our diabetic cat and to meet and hang out with the other animals. During the trip she was consistent with updates, medication, feeding times and communication. She reached out with questions and to verify instructions. When we returned everyone was happy and well and I’m pretty sure they didn’t want Claudia to leave. We will absolutely book with her again!

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Renee S.
House Sitting
5.0 out of 5 stars

Elise was kind and friendly, and willing to meet with Kala before her stay to make sure it was a good fit. Kala didn’t even seem to have missed us when we returned.

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Angelia M.
House Sitting
5.0 out of 5 stars

Tara was so great with my kiddos! My boy is not easy at first, and she was very patient with him and by the end, they were snuggling. She also gave my girl some medicated eye drops she needed. She sent lots of updates and pictures and took great care of my house. Thanks so much Tara!

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Jesse O.
House Sitting
5.0 out of 5 stars

Marissa watched our brand new puppy while we went out week 2 of having him and it was such a great piece of mind and she sent the perfect amount of updates!

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Heather & Eric H.
House Sitting
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for house sitting - Winston-Salem

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Sitters in Winston-Salem average 4
repeat house sitting clients

FAQs for House Sitting - Winston-Salem

Frequently asked questions about Rover

The average cost of House Sitting in Winston-Salem is $40 per night as of October 2026. Most bookings cost between $27 and $70 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 856 sitters on Rover offering House Sitting across Winston-Salem. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winston-Salem walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winston-Salem maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Winston-Salem. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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.

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