House Sitting East Winston

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

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Over 92
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.

1 / 1
Sitter Profile Image: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
• 36 reviews
9 repeat clients
8 years of experience
Winston-Salem, NC, 27104

“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.
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: Hayley W.
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Hayley W.
from
$45
per night
4.6 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Winston-Salem, NC, 27105

“Hayley did a great job with our two Bulldogs. They can definitely be high-maintenance, but she handled them very well. Overall, it was a great experience, and we were very happy with her care.”

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Steven D.
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: 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: Kerri M.
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Kerri M.
from
$45
per night
5.0 out of 5 stars
• 62 reviews
13 repeat clients
20 years of experience
Winston-Salem, NC, 27103

About: Hi there- I’m Kerri and would love to come pet your kitties or walk and pet your doggies and take care of them :) I have been taking care of pets since I was about 7 and love all animals. I love to take long walks with the doggies and give long cuddles to the kitties. I have seen illness in cats and dogs, and know how to identify if something isn’t right and how to take care of it, or contact someone who can. I have a little girl kitty named Pepper and she’s my best pal. Let me know how I can be of help to you and your pets! I would be happy to chat about anything you and your pet may need!

Sitter Profile Image: Jay C.
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Jay C.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
10 years of experience
Winston-Salem, NC, 27101

“Jay house sat for us for six days and did a fantastic job caring for our dogs and cat! He was great with the animals, and it was clear they really enjoyed his company. We came home to happy, relaxed pets and a tidy house. It gave us peace of mind knowing they were in good hands while we were away. Highly recommend Jay to anyone looking for a reliable, caring pet sitter!”

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Gregory S.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
from
$77
per night
4.9 out of 5 stars
• 42 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: Chelsea R.
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Chelsea R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
16 years of experience
Winston salem, NC, 27101

“Chelsea was a wonderful house sitter. She took excellent care of Oreo and my home. She sent regular updates and was willing to help with weekly trash pickup when I forgot to put my cans out before leaving. I will absolutely be checking with Chelsea first next time I need a sitter for my sweet senior girl!”

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Davis C.
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: Alejandra Y.
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Alejandra Y.
from
$70
per night
5.0 out of 5 stars
• 23 reviews
6 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: 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: Brooke D.
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Brooke D.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Winston-Salem, NC, 27101

“Brooke was great with our golden retriever! She sent lots of pictures and I know she took great care of her. Definitely will ask her to take care of Bailey again :)”

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Kristin A.
Sitter Profile Image: Madeline C.
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Madeline C.
from
$75
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Winston-Salem, NC, 27104

About: Hi there! I'm a lifelong animal lover with years of hands-on experience caring for both dogs and cats—whether they’re my own, a neighbor’s, or a friend’s. I’ve helped train energetic puppies, given oral medications, and have experience caring for my senior dog, so I understand the importance of patience, consistency, and lots of love. I recently graduated from Northeastern University with a degree in biology and just moved back home to North Carolina. I love spending time outdoors and going on long walks, and I'm happy to tailor my care to match your pet's energy level and needs. What sets me apart is my attention to detail, gentle approach, and deep understanding of animals at all life stages. You can trust that your pet will be treated with the same love and respect I give my own. I look forward to meeting your pet and providing care you can count on! As a student at Northeastern University, I have a flexible class schedule that allows me to make time for pet care throughout the week. I’m reliable, communicative, and happy to work around your pet’s routine—especially during afternoons, evenings, and weekends when I tend to have the most availability. I’ll always make sure your pet gets the attention and care they need, and I’m happy to discuss a schedule that works for both of us. When caring for pets in your home, I always treat the space with respect and make sure your pet feels comfortable, safe, and loved. I follow all instructions carefully—whether that includes giving medications, sticking to a specific feeding schedule, or maintaining routines that help your pet feel at ease. I’m happy to play, walk, or just keep them company depending on their needs and personality. My goal is always to make your pet feel relaxed and cared for while you’re away.

Sitter Profile Image: Bryan C.
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Bryan C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
3 years of experience
Winston-Salem, NC, 27106

“Bryan took an excellent care of my puppies.”

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Yanira C.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$27
per night
25 years of experience
Winston-Salem, NC, 27104

About: What sets me apart from others is my energy & love for animals & I have 2 pups of my own! 🐾 who keep me on my toes!! I actually am inbetween jobs & self discovering & I just want to feel like I am helping people still while I figure things out & free pup therapy! Love them like my own — I have been a dog owner my whole life I know the importance of making sure they are comfortable & taken care of

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$50
per night
10 years of experience
Winston-Salem, NC, 27107

About: I grew up with a dog and have always loved being around them. I also have experience dog sitting for a friend, including staying overnight to care for her dogs while she was away. I’m comfortable with feeding, walks, playtime, and giving them plenty of attention and company! I’m currently an online college student and work part-time, so I have a pretty flexible schedule. I’m available throughout the week and am happy to work with you to find times that fit your pet’s normal routine! I’ll make sure to follow any instructions you leave for your pets and keep their normal routine as much as possible. I’ll give them plenty of attention, playtime, and care while making sure they’re safe and comfortable in their own home.

Sitter Profile Image: Lauren & Layla W.
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Lauren & Layla W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 77 reviews
28 repeat clients
15 years of experience
Winston-Salem, NC, 27104

“Lauren and Layla are wonderful! Our pup, Bella, was diagnosed with hookworms on the day we were supposed to leave for a family vacation. Lauren and Layla graciously stepped in and watched Bella after our original boarding arrangements fell through. I cannot even begin to express my gratitude and appreciation for them. They made us feel so confident that Bella was in great hands and getting lots of love and attention while taking care of her during her treatment. They kept us updated with lots of messages and pictures. Knowing Bella was safe, comfortable, and well cared for allowed us to enjoy our trip without constantly worrying. Their kindness and professionalism during a stressful, last-minute situation meant so much to our family. We would not hesitate to trust them with Bella again and highly recommend them to anyone looking for exceptional pet care.”

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Susan F.
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: Rebekah T.
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Rebekah T.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 59 reviews
20 repeat clients
17 years of experience
Clemmons, NC, 27012

“Rebekah is extremely professional, personable and was amazing with all FOUR of our doggos! I highly recommend her to anyone that is looking for someone to care and love their fur babies!”

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Amy Lauren M.
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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

Thank you again! Our dog was calm and relaxed upon our return. Our home was well maintained and neat. Not a worry while we were traveling.

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R M.
House Sitting
5.0 out of 5 stars

Amy was absolutely amazing! She kept me updated the entire time, which gave me so much peace of mind while I was away. She took such great care of my dogs and even left my home spotless! You can tell she genuinely cares about the pets she watches and goes above and beyond to make sure everything is taken care of. I couldn’t have asked for a better sitter! I would 100% recommend Amy to anyone looking for someone trustworthy, reliable, and caring. I would definitely book with her again!

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Frida V.
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

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

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

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

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

We were happy to have Audrey pet/house sit for us. She was very friendly and responsive. We appreciated the photos and updates.

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Janelle L.
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

Jessie was wonderful! It was our first time leaving our baby and she was so attentive. Sent pics, stayed on top of her meds, and took wonderful care of our home. We will definitely be calling her again.

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Melanie W.
House Sitting
5.0 out of 5 stars

Jennifer was great with my three dogs, and kept my mind at ease with great communication and updates with photos. The house was in great shape when we got home and the pups seemed happy and content. Would greatly recommend her for your next dog sitter!

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Yulya N.
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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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

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Popular requests for house sitting - East Winston

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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 of House Sitting in East Winston is $56 per night as of October 2026. Most bookings cost between $31 and $66 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 863 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 , 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 East Winston. 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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