House Sitting East Winston
Find a loving house sitter to watch over your pets and your home.
Over 92 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.
“Bria did an amazing job taking care of our two border collies. Was very attuned to their need for stimulation and gave them fun walks and engaging playtime. Also did a fantastic job of communicating with me throughout the stay. In addition to taking great care of the pups, Bria also took great care of our home. We returned to a neat home and happy pups! Will definitely use Bria again and highly recommend!”
“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!”
“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!”
“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.”
About: I have started caring for pets since I was 12 I watched my family friends three dogs on many occasions and helped to potty train her new puppy. I have taken four years of vet and grooming in high school and know a lot about heath and safety for pets and grooming procedures. Also included walking the dogs through out the day. I love pets so much and would love to hang with yours!! I’m currently in college but I am online so I will have plenty of time to play and be with your pets throughout the day and they will rarely ever be left alone. We do have a fenced yard and I have four dogs your dog can play with they are all very friendly and love new friends I have multiple crates so if needed your dog can be crated.
“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!”
“Nikima did an amazing job while I was gone for 5 days. She sent a lot of pictures and activie reports through her stay with my pup. Bae loves her for sure. She was great about walking and feeding and giving him his meds. She even went above and beyond and swept the house and made sure everything was neat for my return. Looking forward to booking again for my next trip.”
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.
“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!”
“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!”
“Lauren and Layla were wonderful! We had complete peace of mind while out of town for two weeks. They sent updates regularly and included pictures of our pups. Our house looked just as it did when we left. Would 100% recommend them to anyone in need of pet sitting!!”
“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!”
About: I grew up with a dog and have always loved being around them. I also have experience dog sitting for a friend, including staying overnight to care for her dogs while she was away. I’m comfortable with feeding, walks, playtime, and giving them plenty of attention and company! I’m currently an online college student and work part-time, so I have a pretty flexible schedule. I’m available throughout the week and am happy to work with you to find times that fit your pet’s normal routine! I’ll make sure to follow any instructions you leave for your pets and keep their normal routine as much as possible. I’ll give them plenty of attention, playtime, and care while making sure they’re safe and comfortable in their own home.
“Lisa did a great job with our pups. She sent messages, videos and pictures daily letting us know how they were doing. She is very responsive messages, always answering very quickly. Definitely recommend Lisa. Your dogs will be in great hands!”
“Kathryn was the best! Our pups loved her and she took excellent care of them. They all have unique needs, and she handled all of it with the greatest care. Would highly recommend!”
The median cost per night for house sitting in East Winston is $45
Pet parents share their Rover experiences - East Winston
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.
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 🙏🏻🫶🏻
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!
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!
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!
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 to book house sitting
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 - East Winston
Select a filter and find qualifying sitters offering house sitting.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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