House Sitting Winston-Salem
Find a loving house sitter to watch over your pets and your home.
Over 482 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.
“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.”
“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”
“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!”
“Our dog, Marcel, always love to see Dave coming. Dave is really good with him. We are very thankful to have found someone that Marcel is good with as he has severe separation anxiety.”
“Ruah was very communicative and reliable during her stay with our kitties. She left the place immaculate and we came home to two happy, healthy fur babies. Would work with Ruah again!”
“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!”
“We have now used Hailey repeatedly, and have absolutely loved having her house sit for our boys. Her communication is outstanding, photo updates multiple times daily, and our house is always clean when we return. She loves on our pups like they are her own, and we appreciate her so much!”
About: I’ve taken care of dogs my whole life since I was 10 years old I have 3 myself. I volunteer at a dog shelter I got 1 of mine from. I always have time for pet care but I currently work part time since I am a college student. So my hours are pretty flexible. I can easily do for your dogs what I do for mine whether it’s crating them,walking them,making sure they feel safe and having fun or even just petting them while they fall asleep.
About: I have taken care and grown up with dogs for over 10 years! I also love fostering dogs and helping out with furry little friends when I can! I have a hybrid full time job in downtown Winston Salem but am available and flexible to do some drop ins or walks during the week depending on situation! I’ll always ensure the dogs safety is secure and work with you to be aware of any qualities I should be aware of/pay attention to!
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!
“I have three wonderful rescue dogs one is just a little higher maintenance. He’s the pit mix and Marci was “ the pit whisperer”. She was so good with Riggs that he wanted to follow her home. I had no worries I knew that everything was well taken care of it was clean when I came home Just as I left it. She’s good with my dogs, allowing them to warm up naturally. I would give her 10 stars. If five was limit she was above and beyond and just wonderful. Marci provided excellent care for my pups which gave me true peace of mind, knowing your babies are well cared for allowed me the pleasure of truly relaxing on Vitamin Sea😎‼️”
About: Hello, I'm Bailey. I specialize taking care of dogs that are high energy &/or struggle with anxiety. I’m a natural healer & that extends to our furry friends! I’ve worked in doggy daycares, animal shelters, and even been around for a few dog births! Since then, I have managed a few restaurants and opened a facial business, which has increased my strong sense of reliability, organization, and many hours on my feet! I appreciate the consideration and look forward to meeting your furry friend! I own an esthetics business and am looking for some fun part time work while I build my clientele! I am almost always outdoors and walk a lot myself so I figured hey, let’s add in some furry friends too! Thanks for looking at my profile! My, and your, pets safety is always my first priority. Our animals needs us in the same ways we need them. Making sure they’re stimulated and happy is always my goal.
“Anne was a very reliable sitter for our girls! She sent updates and let us know her plans so we were assured she would be taking great care of our dogs! The house was very clean after she left too!”
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
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
Popular requests near you
Select a filter and find qualifying Winston-Salem sitters!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 $42.8 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 904 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.
Connect anywhere with the Rover app
