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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.
“Farrin is an angel and took amazing care of my little treasure! She is attentive, loving toward animals and kept me feeling secure knowing she was there while I was gone! I'll never need anyone else to take care of my buddy...thank you Farrin for being absolutely incredible! My buddy is very "complicated" with his care, so I really needed someone that understood the complexities of caring for a dog that has special attentive needs, especially at feeding time. Farrin excelled my expectations and left me feeling blessed knowing she was here. Thank you Farrin, you ROCK!”

“Madyson is the most responsive sitter I think I have ever had. She responds promptly to any messages I send her and sends me regular updates which is important to me so I don’t worry while I’m away. She doesn’t do anything we haven’t discussed without checking with me first and always lets me know her schedule. We came home to happy dogs and cats and a house cleaner than when we left. I am so happy we found Madyson!”

About: I’ve taken care of dogs and cats of all ages and provided medications when needed including pills, eye drops, and shots! I also am flexible to what your pet’s routine already is! I’m home for summers from college (Go Dukes) and I’ve always loved animals, so pet-sitting is my only job over this time! I’m available all days throughout the week! When you’re vacationing in the summer I will look after your pets and give you peace of mind with pictures I take of them and I always leave your house looking like I was never even there!
“Billy was the perfect Dog Sitter. All four of my dogs loved him immediately. He took such good care of them. He was prompt, courteous, attentive to all of my dogs. He was fantastic, and I will certainly use him again.”

“Such a nice young Lady. Shes like a dog whisperer, they loved her instantly! My dogs dont get that excited when I come home! Top notch! I would give her ten stars if I could. Madison went above and beyond!”


“Ronda was not only efficient and responsive, sharing twice-daily feedback about the care and feeding of our two kitties, but she was also able to establish an affectionate bond with them during our 16-day absence. We are pleased to give Ronda 5 stars and would highly recommend her.”


About: I’ve lived on a farm my whole. Currently a veterinary assistant therefore i can give proper care to your babies! I’m great with all temperaments/sizes! I am currently employed full-time at an animal hospital! I work 3 days a week from 8AM-8PM (which days vary) I am happy to drop in before/after my shifts if I have to work during when you need my assistance! I currently am looking for an apartment but generally in the home i’ve grown up in for 20 years, I live on a farm and take care of livestock/cats/dogs!
About: I adopted my first dog, Ollie, when I was 18 years old. Shortly after I discovered he was suffering from kidney failure and epilepsy. This resulted in frequent vet visits and daily medications, and I'm comfortable administering medication to your pets. Now, I have three cats that I've had for almost five years, living their best lives. I love my pets and I'm looking forward to giving your best friends the same level of love and care. I work full-time. I'm available after 2pm on most days - I try to keep my availability on my profile accurate but due to the nature of my job I may have more or less availability than what is listed. Please don't hesitate to reach out and ask! Daily care routine starts in the morning with food, medication, and cleaning litter boxes. We play at their request and make sure they have access to all their toys.
“Cindy went out of her way to make sure my dog felt comfortable with her before we had her stay at the house. She was very responsive to communication and sent pictures which I appreciated greatly.”

About: I’m currently doing a certificate online to become a pet vet assistant,I also like baking in free time and spend time friends ,and I mainly love dogs and cats since growing up I currently don’t have job at the moment and I wanted to get some experience being around pets more often so I’m available most of the time so I thought why try this I care for any pet that I run into even if I don’t know them well,for example on one of my walks I helped a woman catch there dog that got off there leash
“This is the 1st time in 8+ years of having our dogs, we used Rover while going on a 4 day vacation. We found Toni literally 1 day before our travel and she was a great match for our pups. She has been very professional and kept us updated regularly with both photos and also text messages. I would have her house sit again if we need to go on vacation and I would totally recommend her for anyone”

About: I’ve been caring for pets for over 7 years, and it’s something I genuinely love. I have experience with dogs of all sizes from energetic puppies to senior dogs who need extra care and attention. I treat every pet like family and always make sure they feel safe, comfortable, and loved. Pet care is a regular and rewarding part of my weekly routine. I’m calm, dependable, and attentive to each pet’s needs making sure they get the right balance of exercise, playtime, and rest throughout the day. Pets stay in a clean, cozy, and pet-friendly space with plenty of room to relax or play, including a fully fenced yard where they can safely explore and enjoy the outdoors. There’s always someone home even if I need to step out briefly, my mom or my boyfriend, who are both equally experienced and caring with pets, are always around to help. I usually introduce them during meet and greets so everyone feels comfortable and at ease
“Jimmy was fantastic! Our dog is nervous when first meeting people and Jimmy was patient and friendly! He took great care of our pets and house and I’m so grateful he was available for our last minute request. He sent us pics and updates regularly. 10/10 would book again! Thank you, Jimmy!”

Winston pet parents share their Rover experiences
Katie is lovely- she is responsive, communicative, responsible and was so loving to our pets. Our large dogs are not easy to handle at times, and Katie dealt with them beautifully. We appreciate her so much and will use her services over and over again! Our boys miss her already! 🐾💙

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 $50
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 3 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 $50 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 171 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 in Winston have an average of 18 years of experience. House sitters with repeat customers have an average of 3 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.









