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Top rated Winston house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I lost my own dogs a few years ago, so now I get my dog fix from other people‘s dogs. I take care of dogs like they are my own “children” which is how I referred to my own dogs. Many people have said I am a dog whisperer because I can get dogs to do things owners are not able to do. As I work full time, I make sure dogs get their daily exercise and lovings. While you are away, your dog(s) will be well taken care of with no worries. During the school year, I work full time from 7:30-4 Monday through Friday. I make sure animals have what they need before I leave for work and meet their needs when I return home. I am not able to come home in the middle of the day. During the summer break, I am available all day as I am not working full time. After learning the routine your animal(s) follow daily, l follow it to make sure they stay safe and healthy. I treat your pet(s) and home like it is my own.
About: I have taken care of dogs since I was 8-9 but I grew up with old English bulldogs, and pit bulls. Always playing, taking them out on walks, keeping them active. My schedule is open. I’m a gym manager at Planet Fitness Tuesday-Saturday. From Noon-8pm But I can work around my schedule if you needed me too! I have 2 Australian shepherds, Maggy & Tucker. They are very spoiled babies, I feed them when I leave for work, they get both dry and wet dog food. When I get home I refill there dishes with dry food, they gets treated of course. Take them out on there night walks, or we go on a drive.
“Shelbie took amazing care of our cat Rosie and our dog Luna. She treated them as if they were her own pets and had wonderful communication skills and sent lots of photos and updates throughout the stay. I would absolutely recommend booking with Shelbie. 10/10”
“Suzanne went above and beyond in every aspect of her stay with Lou and Lobo, walking them often, communicating clearly and sending updates. I was confident they were her primary focus and work during her stay. We would be grateful to book with her again. I rarely leave my dogs when I travel and appreciate the excellent, conscientious in home care Sarah provided Lou and Lobo.”
About: I have had animals in my life ever since I was 4 years old. I've done extensive research on pets and what kind of care they prefer, what kind of diets are healthiest for them, and all the details that bridge the gap between their domestication and their primal instincts. I will provide loving care to dogs, cats, and other small animals like birds, hamsters, rabbits etc, and I will leave your house in just as good, if not better, condition than I found it! I work almost full time, but my schedule at work is very flexible, so I am available on weekdays and weekends. I can take animals on walks if needed, or just be there to feed them and let them out daily. I am very flexible in terms of what services I offer, as it depends on what services you need! I can come and petsit at your house, and I can even spend the night if you just don't want your fluffy friends to get lonely. I can board for certain pets but not all, so it is best to message me directly about what you are looking for!
“Kara did an amazing job taking care of our pets while we were away! She is very responsive, and sent pictures and updates while she was pet sitting. She did everything we asked and more!”
About: I have grown up living in the country with cats, dogs, chickens, and sheep. Currently, I have a 15 year old dog (puggle) and a cat. I have experience providing medication and senior care. I minored in Carroll College's canine track learning how to provide basic training for dogs. I work full-time from 8am to 330pm. I have the ability to come home on lunch if a pet needs to be let out or taken on a walk. I am home every afternoon and enjoy taking walks. I prefer to have communication to know what your pets individualized care. As I get to know someone I will strive to provide the care that is expected, provide top quality, and treat your pet as my own. My pets are like my family and I would aim to treat your pet the same. I enjoy going on walks, providing lots of pets, and taking time to connect with your pet.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winston is $40
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 house 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.
Sitters in Winston average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winston on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 71 house sitters in Winston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 94% of Winston house sitters respond in under an hour.
House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winston.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winston house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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