House Sitting Winston-Salem
Find a loving house sitter to watch over your pets and your home.
Over 432 pet parents in Winston-Salem have booked house sitting
Winston-Salem, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”
“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!”
“Cameron was amazing with our 2 Great Danes and cat! She took them to the dog park and on lots of walks! Lots of pictures were shared and we came back to healthy, happy animals!”
About: I have taken care of a variety of dogs. Last year I got my first pup, who has taught me a lot about dogs with anxiety. I am a science teacher and have my summers off. I am looking forward to spending more time outside with some great dogs on walks! I can crate my dog to accommodate to yours and can have a separate area of the apartment for your pup so they feel like they have their own space.
“Highly recommend! Elise took care of my pup through days of storms and rain - my dog is terrified of both - and did such a great job! The very regular pictures she sent showed a happy doggo, who seemed very relaxed and very trusting around her. When I came home, doggo was happy, well-fed, clearly well-taken care of. Moreover, Elise graciously took care of the doggo outside of the scheduled hours - both before my (changed) flight out and when my flight back was delayed. Communication with her was super smooth and super friendly. 13/10 recommend!”
“Morgan was incredible all around! Communicative, organized, in tune with our dog 100%. She stayed at our home for two nights and everything went perfect. Our pup was super happy to hang out with her and she was the best houseguest. Highly recommend!!!!”
“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”
“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!”
“Kristin was the best pet sitter for my German Shepherd dogs!!!! Everything went ever so smoothly even though my boys are young and somewhat hardheaded!! Thank you soooo much Kristin!!! Will definitely book you again!!! Duncan and Bear said they miss you!!! 🥰”
About: Hi! We’re Jana and Kendric, a reliable pet care team with a shared love for animals. Having two sitters means your pets receive extra attention, supervision, and care while you’re away. We both have experience caring for dogs and cats of all breeds, sizes, and personalities, from energetic puppies and playful kittens to senior pets who need a calmer, more attentive routine. We’re comfortable with daily walks, feeding schedules, playtime, litter box care, and maintaining your pet’s normal routine so they feel safe and comfortable. We understand that every pet is different, so we take time to learn their habits, preferences, and personality. Whether your dog needs plenty of exercise or your cat prefers quiet companionship, we adapt our care to what makes them happiest. We also have experience following detailed care instructions and can administer oral medications if needed. Safety and communication are very important to us, so we always make sure your pets are supervised, secure, and well cared for at all times. While you’re away, we provide regular updates and photos so you can relax knowing your pets are happy and in good hands. Our goal is to make your pets feel loved and comfortable while giving you complete peace of mind. We treat every pet like they’re part of our own family and look forward to meeting you and your furry friends! 🐾🐶🐱 We (Jana and Kendric) work opposite schedules, which allows us to provide consistent care and supervision for your pets. Because of this, someone is home with your pet most of the time, ensuring they receive plenty of attention, care, and companionship throughout the day. We’re able to accommodate morning, afternoon, and evening routines, including feeding schedules, walks, playtime, and check-ins. Having two caregivers also means greater flexibility if your pet has specific needs or requires extra attention. Our goal is to make sure your pet feels safe, comfortable, and never left alone for long periods, while maintaining the routine they’re used to at home. 🐾🐶🐱 When caring for pets in our home or in a client’s home, we focus on keeping their routine as normal and stress-free as possible. We follow each owner’s instructions closely, including feeding schedules, walks, litter box care, medications, and any special needs their pet may have. For dogs, we provide regular walks, playtime, and plenty of attention to keep them happy and exercised. For cats, we make sure litter boxes are kept clean, feeding routines are maintained, and they receive playtime and affection while still respecting their space. We always prioritize safety, cleanliness, and communication. We keep environments secure, monitor pets closely, and send regular updates and photos so owners know their pets are happy and well cared for while they’re away. Our goal is to make every pet feel comfortable, safe, and loved. 🐾🐶🐱
About: I’ve been around dogs my whole life and cats for most of it — pet care has just always been part of my world. For the past 5 and a half years, I’ve raised my own dog, a German Shepherd/Belgian Malinois mix, from a puppy to adulthood, including working through his reactivity, so I have real hands-on experience with reactive and high-energy dogs. I know structured exercise, mental stimulation, training, and reading a dog’s cues, and I’m comfortable handling pets that need a more experienced, patient hand. Whether your dog is laid-back or comes with their own quirks, they’ll be in good hands with me. I was recently laid off from my full-time job at the airport, so my schedule is completely flexible to fit the needs of you and your pet(s). Your home and your pet’s safety are always my top priority. I treat every house I stay in with the same care and respect I’d want for my own — securing doors and gates, following your pet’s routine closely, and staying alert to anything out of the ordinary. I’m comfortable, calm, and responsible in someone else’s space, and I communicate regularly so you always know your pet (and your home) are in good hands while you’re away.
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!
“Zoe is a godsend! She took such great care of our older boys - gave their medication, cleaned up after them and provided lots of love to them. We will be rebooking with Zoe every time we travel. Thank you, Zoe! ❤️”
“Marci was absolutely awesome! She sent plenty of pictures and updates. She really takes the time to learn your pup to accommodate all needs as best a she can. That’s something you don’t really see on here anymore so we really appreciated that over here. She even brought a few new toys, seriously such a great sitter to have worked with!”
The median cost per night for house sitting in Winston-Salem is $45
Pet parents share their Rover experiences - Winston-Salem
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!
We really can’t say enough good things about our experience with Claudia! We have seven animals and a couple have some special needs. She took the time to come a few times before our trip to practice medicating our diabetic cat and to meet and hang out with the other animals. During the trip she was consistent with updates, medication, feeding times and communication. She reached out with questions and to verify instructions. When we returned everyone was happy and well and I’m pretty sure they didn’t want Claudia to leave. We will absolutely book with her again!
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!
Ana really saved me in a pinch! She came and did a meet and greet with my dogs the same night I messaged her after a previous sitter cancelled on me last minute!! She was super sweet and even brought her son with her to play with my pups!! They loved her and her son! We will definitely be rebooking!!
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.
Shaina was amazing! I have a pit bull/Rottweiler mix who is a snuggler, but also very energetic. Shaina knew just what to do to win her over! She also took very good care of my home and left it in better shape than I did!! My usual sitter had an emergency and at the last minute couldn't stay. Shaina was able to get put it on her schedule. Forever grateful for finding her! I WILL be a return customer!
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?
Cashless payments
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 sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Winston-Salem
Select a filter and find qualifying sitters offering house sitting.Sitters in Winston-Salem average 4 repeat house sitting clients
FAQs for House Sitting - Winston-Salem
Frequently asked questions about Rover
The average cost for House Sitting in Winston-Salem on Rover is $39.96 per night (as of August 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 August 2026, there are 871 sitters on Rover offering House Sitting across Winston-Salem. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winston-Salem walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winston-Salem maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winston-Salem choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the 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 Winston-Salem. On Rover:
- 94% of sitters can help with special care needs
- 98% 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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