House Sitting East Winston

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

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Over 76
pet parents in East Winston have booked house sitting

East Winston, 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: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
31 reviews
8 repeat clients
8 years of experience
Winston-Salem, NC, 27104

Susie was incredible. Despite scheduling very early Susie was able to accommodate a quick meet and greet as well as follow up to walk through everything at the house. We checked in several times to make sure everything was going well and the girls were happy. It’s so comforting knowing we can turn to her again when we need someone to look after the girls and take care of our home.

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Vincent M.
Sitter Profile Image: Dave F.
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Dave F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
56 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

Our Marcel absolutely adores Dave! He gets so excited every time Dave shows up—it’s the highlight of his day. Dave is always on time, keeps everything neat and tidy, and truly enjoys spending time with our pup. We’re so grateful to have someone who treats Marcel with so much care and love.

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Shanessa R.
Sitter Profile Image: Ruahmari R.
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Ruahmari R.
from
$55
per night
4.9 out of 5 stars
51 reviews
31 repeat clients
20 years of experience
Winston-Salem, NC, 27101

I was away for about one week and Ruah stayed with my babies. She took great care of them. I will definitely be a returning customer! I highly recommend her services if you are looking for someone who truly cares for your pups!

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Ericka T.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
49 reviews
19 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah was a fabulous sitter. She stayed overnight with our girl. Hannah was very communicative and let us know what was going on with our girl. She left us a sweet card and a toy for Kat. We will definitely be using her again

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Andrea W.
Sitter Profile Image: Madilyn F.
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Madilyn F.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Winston-Salem, NC, 27127

Madilyn took great care of my babies. She sent photos of them and updates during her stay. The house was left clean and tidy. Will definitely book her again!

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Missi S.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
from
$35
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: Marci B.
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Marci B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
6 years of experience
Kernersville, NC, 27284

Marci is the best! She watched my four dogs overnight in my home. She brings calm to the dogs and to me. She sent plenty of pupdates, she’s puntual, a great communicator and cate taker. She also took great care of our home.

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Christina L.
Sitter Profile Image: Hayley W.
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Hayley W.
from
$38
per night
10 years of experience
Winston-Salem, NC, 27105

About: Hi! I’m 25 years old and a lifelong animal lover with over 10 years of hands-on pet care experience. Caring for animals has always been a huge part of my life, and I treat every pet as if they were my own. Whether your furry (or feathered!) family member needs a walk, a quick drop-in visit, overnight care, or extended sitting, you can count on me to provide reliable, loving care while you’re away. I currently have an Australian Shepherd mix and a pet bird, so I’m experienced with both dogs and exotic pets. I’m comfortable caring for pets of all sizes, ages, and personalities, and I understand that every animal has unique needs and routines. I’m also experienced and confident in administering medications, whether that means pills, liquid medications, or following specific care instructions to keep your pet healthy and comfortable. My friends, family, and previous clients consistently describe me as dependable, compassionate, and attentive. I’m proud to have glowing references from pet owners who trust me to care for their beloved companions, and I work hard to earn that trust with every visit. Your pet’s safety, happiness, and well-being are always my top priorities. I’ll make sure they receive plenty of love, attention, exercise, playtime, and updates so you can enjoy peace of mind while you’re away. I’m currently available for overnight stays, drop-in visits, dog walking, and other pet care services, and I’d love the opportunity to meet you and your pets. I can’t wait to give them the same level of care and affection that I give my own! Pet care is already a part of my everyday routine, so caring for additional pets fits seamlessly into my schedule. I start and end each day caring for my own Australian Shepherd mix and pet bird, making sure they receive plenty of exercise, enrichment, attention, and love. Because I’m already committed to a structured pet care routine, I’m able to easily incorporate walks, drop-in visits, feedings, playtime, medication administration, and overnight stays for my clients’ pets. I understand how important consistency is for animals, so I make it a priority to follow each pet’s normal routine as closely as possible. Whether it’s an energetic puppy that needs extra playtime, a senior pet requiring medication, or a shy cat that just needs some quiet companionship, I’m happy to provide personalized care that helps your pet feel safe, comfortable, and loved while you’re away. Your pet’s safety and well-being are my highest priorities. I take the time to learn each pet’s unique routine, personality, and needs so they feel comfortable and secure in my care. Whether we’re out on a walk, playing at home, or simply relaxing together, I remain attentive and patient while ensuring they stay safe at all times. I’ll also provide regular updates and photos, so you can feel confident knowing your pet is happy, loved, and in good hands.

Sitter Profile Image: Cameron B.
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Cameron B.
from
$35
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
5 years of experience
Winston-Salem, NC, 27101

Cameron was an absolute delight! She took wonderful care of my boys and gave great updates! The house was tidy upon my return. She really went the extra mile. I highly recommend Cameron and will definitely be using her again.

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Casey R.
Sitter Profile Image: Grace L.
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Grace L.
from
$30
per night
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: Elise S.
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Elise S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Winston-Salem, NC, 27103

Elise was amazing! She took great care of our dogs while we were on vacation.

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Emily T.
Sitter Profile Image: Ceili T.
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Ceili T.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
winston salem, NC, 27103

Ceili was wonderful. Always felt our dogs were happy and taken care of. We got lots of food photos and videos. She stayed at our home and left it in great shape. Definitely recommend her services and we’ll be reaching out for future needs!

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Carey B.
Sitter Profile Image: Eliza B.
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Eliza B.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Winston-Salem, NC, 27127

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.
Sitter Profile Image: Alejandra Y.
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Alejandra Y.
from
$60
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
7 years of experience
Walkertown, NC, 27051

Alejandra was amazing, our dogs olly and isla loved her!! She was very patient with them and she cuddled and played with them alot (they’re puppies) + isla really warmed up to her which is rare because she is usually very picky about the people she’s around with. thank you so much alejandra for taking care of our kids! ◡̈ they loved you alot!! til next time!

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Rebecca S.
Sitter Profile Image: Sharonda K.
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Sharonda K.
from
$35
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Winston Salem, NC, 27127

About: I am desiring to be of service to your dog when you are out of town or care for your dog when you are unavailable to take him/her out due to busy conflicting schedules. I know how stressful it can be, when you know that your sweet dog is home alone and you are unable to be there to take care of their needs. I am a medical professional and I know first aid and life support for dogs. If you are looking for someone that is trusty worthy in the Winston Salem, Clemmons, Advance, Kernersville. Lewisville, West bend,East bend, Accadia, Tobaccoville, and Advance area. Please let me know, would love to be help to you with your needs. I am very dependable and caring for dogs.

Sitter Profile Image: Rocio P.
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Rocio P.
from
$28
per night
12 years of experience
Winston-Salem, NC, 27107

About: I’ve taken care of dogs my whole life since I was 10 years old I have 3 myself. I volunteer at a dog shelter I got 1 of mine from. I always have time for pet care but I currently work part time since I am a college student. So my hours are pretty flexible. I can easily do for your dogs what I do for mine whether it’s crating them,walking them,making sure they feel safe and having fun or even just petting them while they fall asleep.

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

Bonnie is a great dog sitter! This is my second time working with her and will be doing it again. She makes sure I’m updated on my girl and know she is safe in her care!

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Tylyn C.
Sitter Profile Image: Noelle N.
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Noelle N.
from
$45
per night
5.0 out of 5 stars
42 reviews
17 repeat clients
5 years of experience
Winston Salem, NC, 27106

Noelle did an amazing job dropping in to let our two pups out on potty breaks, feeding them and making sure all their needs were met. She was extremely communicative and made sure we got lots of pictures and updates on how they were doing while we were away for a weekend! We will absolutely use her again for any dog sitting needs.🩷

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Tiffany S.
Sitter Profile Image: Zoe C.
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Zoe C.
from
$32
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
28 years of experience
Winston Salem, NC, 27103

Zoe did amazing with my babies this weekend!!!! She sent me lots of updates and kept them happy and healthy. Definitely will be using in the future!!!!!

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Rylie B.
Sitter Profile Image: Kirsten S.
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Kirsten S.
from
$40
per night
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 will update you with as many photos or videos you’d like!

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

Pet parents share their Rover experiences - East Winston

1 / 1
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

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
5.0 out of 5 stars

Kat was amazing. Very responsive & respectful of our house. She sent so many pictures of Wofford!!!! It was a joy to see him so happy with her while we were gone. We will definitely be booking with Kat again.

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Marissa P.
House Sitting
5.0 out of 5 stars

Susannah was great! Very communicative, responsible, took great care of our dog over a long weekend. Would definitely book her again in the future.

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Lydia H.
House Sitting
5.0 out of 5 stars

Ceili was wonderful! She sent so many pictures of Wofford every day. Would definitely book with her again & recommend her to anyone!

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Marissa P.
House Sitting
5.0 out of 5 stars

Sandra is the best! We are and will be repeat customers - highly recommend. She takes great care of our sweet little Bill and he just loves her. She’s communicative, trustworthy, and flexible with our crazy schedules!

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Kelly C.
House Sitting
5.0 out of 5 stars

Maggie was a fantastic sitter! She took great care of my dog during the worst of ice/sleet storms in years. My dog is very active and gets antsy when not walked enough, but I came back to a calm, happy furbaby. Not only did Maggie get the doggo's energy out, she also extended her stay when our flights back home got cancelled, twice. I will be forever grateful for the care, and Maggie's flexibility and fast communication in an unstable situation. She also checked in about my dog's comfort, which I appreciated. Recommend 15/10.

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Michaela A.
House Sitting
5.0 out of 5 stars

Jniyah was available on short notice over the holidays, and gave us comfort in knowing our pet was well cared for! She sent regular updates & had open communication.

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Gabrielle B.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Emily did a great job watching our dog. She was quick to respond to messages and gave us regular updates while we were gone. I particularly liked that she let us know her planned schedule for communicating with us, so we knew when to expect an update each day. Our dog was happy when we returned and our house was just as we left it. We definitely recommend Emily!

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Jenelle C.
House Sitting
5.0 out of 5 stars

Ryan was very professional and communicated well throughout the visit. I felt my fur babies were left in good hands and did not worry while we were away. Would not hesitate to book Ryan for future needs.

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Melanie W.
House Sitting
5.0 out of 5 stars

Meghan interacted with Fendi beautifully. There was a scheduling conflict due to Meghan's other appointment obligations, causing Meghan to arrive several hours later than expected. A call would have been appreciated; however, she did not want to leave the other dogs unattended as well. After we spoke, Megan came as quickly as she could and took excellent care of Fendi. She sent lots of videos and pictures and gave Fendi lots of love. She was extremely apologetic and even refunded some of the additional cost. Fendi interacted well with Megan and when I returned back home it was evident Fendi was establishing a bond. The house was well taken care of and Meghan adhered to all the specific directions given that Fendi is a service animal. She played with her and gave Fendi the special attention needed to allow us to enjoy our trip with less worry. Meghan is mature and took on this assignment at the last minute, reducing my stress of being worried. This is the first time I have ever left Fendi with (3) different individuals with rotating times since I was going to be away for nearly a week. Meghan came through for us and I appreciate her willingness to make this transition of being away more accommodating. Her interaction with Fendi is why I will certainly call upon her again. She showed love and kindness to Fendi and that is priceless.

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Rita F.
House Sitting
5.0 out of 5 stars

She is the best!! Washed my towels and sheets after staying w my pup and left my apartment cleaner than she found it !

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charlie k.
House Sitting
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  • 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

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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.

  • 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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Sitters in East Winston average 4
repeat house sitting clients

FAQs for House Sitting - East Winston

Frequently asked questions about Rover

The average cost for House Sitting in East Winston on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of July 2026, there are 910 sitters on Rover offering House Sitting across East Winston. 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 East Winston 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 East Winston 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 East Winston 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 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.

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

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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