House Sitting Winston-Salem
Find a loving house sitter to watch over your pets and your home.
Over 405 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.
“Susannah is our number one dog sitter. She is comfortable with big dogs and is experienced administering trazodone when necessary. Susannah took our dogs' many quirks in stride. Yes, we would definitely recommend her for future dog sitting. The best.”
“Chelsea has taken care of my house and pets several times now. She waters the plants, cleans up after herself, and my pets love her. She makes it worry free to travel. She is also only the 4th person my 10 year old cat has deemed worthy enough to sit on her lap! That says it all.”
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.
“Cameron was an absolute delight! She took wonderful care of my boys and gave great updates! The house was tidy upon my return. She really went the extra mile. I highly recommend Cameron and will definitely be using her again.”
“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.”
“Marci kept our sweet girl, Macy, this weekend and she was awesome. She took such good care of Macy, sent us lots of pictures daily- we will use her again! Thanks, Marci!”
“Brianna was amazing!! Very thorough and asked a lot of good questions in order to get to know our dogs and their routines. Very responsive and communicative throughout the day which we appreciate! I highly recommend and will be using Brianna in the future ☺️”
“Haley was an absolute lifesaver for us!! We were visiting Greensboro for a concert and found ourselves searching at the last minute for someone we could trust with our babies. She responded right away, & even showed up early to get to know Willow and Cricket, before we left. Calm, kind, and instantly tuned into their personalities. She clocked Cricket's love of booty scratches and Willow's princess 👸 energy without much direction. She checked in while we were out, which gave us such peace of mind. Honestly, the worst part about going back to Florida, is we wish we could bring her back with us!! If we lived nearby, she'd be our go-to without question. Thank you, Haley, for turning a stressful situation, into such a relief!! What a Godsend 💛💛”
“I am so glad that Kristen took care of our dog! She looked so happy, healthy and safe when we came home. Kristen shared some hilarious pictures of her with us during our travels. Kristen was able to understand the many sides of our labradoodle... If you know, you know!! Our home was well taken care of, and we'll entrust Kristen whenever we need someone to look after our fur-baby on future trips.”
“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!”
“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: I have taken care of friends and families dogs for several years and I have a black lab! I just started graduate school at Wake Forest and would love the chance to get away from class and studying to go on walks in this beautiful area with some doggos!! I’m currently a graduate student at Wake Forest, so I would only be available in the evening during the week but available all day during weekends! I have a fenced in yard at my apartment, so I can easily crate the dog if need be. I love going on walks and being active.
“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!”
About: With a lifelong history of caring for dogs. My experience spans from neighborhood pet sitting to providing a loving home for my own dogs, including a beagle, a pitbull, and a pug. When I lived in a trailer home neighborhood, I became the go-to person for neighbors who needed someone reliable to care for their dogs. I love pets ! 🩷me and your fur babies will become besties!🤞🏽😉 I’m currently doing reselling so im never to busy for my fur babies. Always anytime available for house sitting,drop in visits ,dog walking,I always give my full attention to them. I will provide constant supervision. Prioritize to a calm safely playful setting. I follow all owner instructions regarding dietary restrictions or medications, and I’ll always be prepared to provide updates or handle emergencies promptly.
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!
“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!”
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 part time from home with a very flexible schedule that I manage myself. I am often found walking the neighborhood with my pup 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.
The median cost per night for house sitting in Winston-Salem is $45
Pet parents share their Rover experiences - Winston-Salem
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.
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!
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!
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!!
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 $38.85 per night (as of September 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 September 2026, there are 873 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
- 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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