House Sitting East Winston

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Over 92
pet parents in East Winston have booked house sitting

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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
• 36 reviews
9 repeat clients
8 years of experience
Winston-Salem, NC, 27104

“Susannah has cared for my dogs for the last couple of years since my arrival in Atlanta I was gone for 18 days to Europe. Susannah Took care of my new little guy. She was responsible, flexible, and responsive to communications. Her dedication to our furry friends is obvious.”

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Bonita E.
Sitter Profile Image: Emily W.
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Emily W.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Winston-Salem, NC, 27101

“Professional and reliable!”

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Ashley S.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
• 48 reviews
10 repeat clients
20 years of experience
Winston-Salem, NC, 27103

“Kristin is wonderful! She took great care of our senior dog and many cats and was communicative throughout with texted updates and photos. Tidied up after herself and did all she promised. This was our first time using Rover and we couldn't be happier. We came home to a house full of relaxed and happy pets 😁 Will definitely re-book with Kristina in the future!”

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Frances B.
Sitter Profile Image: Rocio P.
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Rocio P.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Winston-Salem, NC, 27107

“Rocio has been so amazing! Rocio was absolutely incredible with my dogs! She kept me updated with photos and messages throughout the day, which gave me so much peace of mind. I would definitely book with Rocio again and highly recommend her to anyone looking for a caring and reliable dog sitter!”

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Johanna D.
Sitter Profile Image: Kalyn S.
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Kalyn S.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
25 years of experience
Winston Salem, NC, 27127

About: I've owned, trained, been around, worked with animals for over 25 years. I would absolutely love to help love on and care for your pet! I work full time from home with a very flexible schedule that I manage myself. I am often found walking the neighborhood while listening to a podcast! I have a secure fenced in back yard and also have an XL dog kennel as well as a Small size kennel available, if needed.

Sitter Profile Image: Holly B.
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Holly B.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
13 years of experience
Winston Salem, NC, 27107

“Holly stayed at my house over the holidays with my two big dogs. I was really anxious to leave them because they are used to traveling with me but Holly put me at ease. She did a great job sending updates and even cleaned my house! Will definitely use Holly again.”

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Catie W.
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
3 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: 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: 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: Dominic M.
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Dominic M.
from
$20
per night
5.0 out of 5 stars
• 3 reviews
3 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: 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

“Bonnie was amazing! We ended up having a sick pup last minute but Bonnie was very flexible and was able to give him meds and assess his condition. She was extremely communicative, and befriended our dogs almost immediately. We cannot recommend her enough.”

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Samantha E.
Sitter Profile Image: Lexie W.
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Lexie W.
from
$40
per night
4.6 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Winston-Salem, NC, 27106

“Lexie was a great dog sitter!! She took great care of our dogs and our house. She kept us updated and included plenty of pictures. I would 100% Lexie to any friend!”

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Samuel & Macy B.
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

“Sandra was wonderful. Someone willing to watch the pups in our own home makes everything easier on us and our 2 dogs. They were not stressed at all when we returned, and both seemed very happy to have spent the day with their new best friend Sandra. We will definitely call on her again in the future.”

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Randy F.
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: Elena V.
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Elena V.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 74 reviews
17 repeat clients
15 years of experience
Winston Salem, NC, 27103

“Elena watched our dog and cat while we were out of town for the first time after a major move and both animals were so relaxed! She sent tons and tons of updates and videos which was very reassuring and gave us peace of mind while being away.”

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Addison M.
Sitter Profile Image: Rachel K.
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Rachel K.
from
$40
per night
4.9 out of 5 stars
• 53 reviews
22 repeat clients
8 years of experience
Winston-Salem, NC, 27127

“Rachel was absolutely amazing with our 2 dogs. She stayed with them in our home and they couldnt have been happier. She communicated during our trip and kept and normally anxious pup very comfortable. Our dogs love her. I would highly recommend her to anyone looking for a sitter. We have already rebooked with her for our next vacation.”

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Amber C.
Sitter Profile Image: Kirsten S.
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Kirsten S.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
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: Anne F.
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Anne F.
from
$80
per night
5.0 out of 5 stars
• 11 reviews
33 years of experience
Winston-Salem, NC, 27104

“Anne was exactly the person for my house/cat sitting job. She went out of her way to meet my changing plans and I will definitely use her specifically in the future. A lovely lady and I had no concerns while I was gone.”

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Linda and Michael C.
Sitter Profile Image: Loren H.
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Loren H.
from
$106
per night
4.9 out of 5 stars
• 24 reviews
5 repeat clients
7 years of experience
Winston Salem, NC, 27107

About: I have been working with dogs since 2018, when I started puppy raising for Southeastern Guide Dogs. After raising a guide dog in training, I began working for Southeastern Guide Dogs as a kennel technician. From there I worked a kennel manager at Love My Dog Daycare. It was during my time at Love My Dog that I got extensive experience caring for dogs of all ages & sizes. I am able to administer shots and medications as well as nail trims and baths. I have been trained in canine CPR & first aid. While I no longer work in pet care full time, I continue to pet sit & foster dogs! I currently work from home in the Wallburg area of Winston Salem. My fiancé & I own a rural piece of property, with about 3 acres fully fenced in. During the day your pup will have the ability to go in and out as they please (I act as a personal door opener full time as well lol). We have a 16 year old chihuahua, two 7 year old lab mixes, and a 4 year old shepherd mix, as well as a cat who thinks he’s a dog. My dogs are very relaxed and adapt to the energy level of whatever dog is staying with us. If you’ve got a lazy pup - they’ll nap together all day, if they want to play- the pups will keep them busy! When your pup comes to play they will be able to fully be a dog- running around the yard, exploring, splashing in the puppy pool and sniffing to their hearts content! Adding in the care of an additional dog is no problem, as we often foster & dog sit. Outdoors we do have two Nigerian Dwarf goats & six chickens - but they are in a separated section of the yard and your pup will not be able to access them to ensure everyone stays safe. Dogs are allowed on all furniture & there is also a variety of dog beds available to them. We have fresh water available at all times. Your pup will be fed in a separate room from mine to ensure feeding time is a happy time. Your dog will have the ability to go in and out as they please into our fully fenced yard. If you do have a small dog that you would like to stay with us, I will always accompany them outside as a safety precaution - and although my dogs may be big, they absolutely love small dogs. I only host one family at a time so when your dog is here it will only be them & my personal pets. When your pup comes to play they will be able to fully be a dog- running around the yard, exploring, chasing squirrels, and using the world as their playground!

Sitter Profile Image: Paisley H.
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Paisley H.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 37 reviews
11 repeat clients
10 years of experience
Winston salem, NC, 27103

About: I’ve taken care of pets my whole life but I started getting paid for it when I was 10. I know CPR for dogs in case of emergency. I also have a big fenced in backyard for your pet to run and play. My schedule is very flexible and I am home often. So your pet will get the upmost attention and care! *SERIOUS INQUIRIES ONLY*DO NOT BOOK ME IF STILL CONSIDERING OTHER CAREGIVERS*I WILL NOT BOOK WITH ANYONE WITHOUT A PROFILE PICTURE FOR MY OWN SAFETY* I am a 2026 Salem College graduate, and I pet sit full time. So I’m home often and have a very flexible schedule, I’m able to provide pets with plenty of attention, exercise, playtime, potty breaks, and companionship throughout the day while keeping their routines as consistent as possible. I have a fenced in yard and ring security cameras. I will follow whatever rules you have for your pet and whatever feeding requirements/needs you share. Rest assured your pet will be cared for properly and I will follow all of your instructions to the best of my ability.

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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

She is the absolute best! My dog loved her and I was comforted by all the pictures she sent. I’ve never left Bean for more than a night and was very nervous. She did such a wonderful job I won’t hesitate to book her again. I highly recommend her to anyone whether they have anxiety leaving their pet or not. I can’t say enough great things about her and the care she provides.

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Sparkle S.
House Sitting
5.0 out of 5 stars

John was awesome! Took great care of my dogs (large and medium sizes) and let them have the best time. He was very communicative and timely on the app.

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James S.
House Sitting
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

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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Book with peace of mind

  • 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?

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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.

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 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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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