House Sitting East Winston
Find a loving house sitter to watch over your pets and your home.
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.
“Ruah took care of our dog over the Christmas holiday. She was super easy to communicate with. Our dog was so happy when we got home, and our house was spotless. Thanks Ruah!!”
“Dave was absolutely amazing! We have two very rambunctious Aussies that have loads of energy and they had an amazing time. Dave was very communicative and is always welcome back whenever we need someone to watch our babies in the future.”
“Hannah is a fantastic pet sitter. She sends me multiple updates throughout the day and always asks questions She is extremely communicative and trustworthy. This is the third time we’ve used her, and I will definitely book her again”
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.
“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.”
“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!”
“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!”
“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!”
“Zoe was amazing and helped up with some last minute in home sitting for our three girls! I can be over the top but she did great. Super communicative and sent lots of pictures. Would definitely trust her with our fur babies again!”
About: I’ve taken care of tiny to large dogs my whole life and enjoy them so much. Friends come to me first when they need someone to watch their animals for a weekend getaway or even just a night out. I can do basic training at home and I am a clean and easy-going human with a knack for taking care of animals. I am currently working from home with a very flexible schedule. On a daily basis I go on 2 personal walks/runs (I am an avid runner/hiker), and every weekend I try to go camping or do a day hike. I genuinely enjoy being outside. I like to follow guidelines given by the owner, whether that be 2-3 meals a day, medications, etc. I like to have a game-plan provided and I can do anything that is asked of me. I like to give the pet plenty of outdoor time while also allowing for relaxing indoor time. Totally depending on the pets activity level & daily habits.
“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.”
“Ed took great care of our dogs (and home)! They were happy and smiley and sad to see Ed go. Would definitely recommend anyone work with Ed, we certainly will (wouldn't hear the end of it from the dogs if we didn't 😅)”
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!
About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.
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.
The median cost per night for house sitting in East Winston is $45
Pet parents share their Rover experiences - East Winston
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!
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!
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.
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!
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.
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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Book and pay through Rover’s secured platform—no cash or checks required.
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. Search
Browse profiles of sitters near you who offer house sitting2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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Select a filter and find qualifying East Winston sitters!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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