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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.
“Lori house sat our adult rottweiler and mini dachshund for over a week. Lori was excellent with communicating and providing updates throughout her stay with our dogs. She was very calm and patient with one of our snippy and high maintenance pups. We will be asking her to return for our future dog sitting needs. I would highly recommend Lori's services. Thanks again, Lori!”

About: I have years of experience caring for a wide variety of dog breeds, as well as cats. From high-energy playtime and daily walks to providing the gentle, attentive care that senior dogs need, I know how to keep pets safe, happy, and comfortable. Neighbors, friends, and family have always trusted me to feed, walk, and look after their furry family members. I maintain a flexible part-time routine, which gives me plenty of dedicated time to focus on your pets! I am fully available for weekend boarding, and on weekdays, I am ready to step in for walks, playtime, and companionship anytime after 2:00 PM. Because my schedule is highly predictable, you can count on consistent routines and timely updates for your furry family members. Keeping pets safe and comfortable matters most here. A spacious, completely enclosed yard offers plenty of room for supervised outdoor activity. The household runs quietly, adjusting smoothly to each pet’s habits. Crating happens when preferred by the pet or requested by you. Every detail, including feeding schedules, medications, and special directions, is followed exactly as given.

About: I’ve been pet/house sitting for the last couple of years. The most animals I’ve worked with at one time is 4. I’m great with a schedule if your pet needs it. I love all pets and I can’t wait to get to know yours! I’m available most of the time I’m not working right now so the only time I won’t be free are for personal matters. I am looking for new work so this may change. I have worked with both larger and smaller dogs. If they are still working in training I can continue to work with them on what they know. I have helped train in the past but I haven’t done any primary training myself.
About: I have had family pets since I was very young and I have cared for them and others since I was 8 . I began dog walking and sitting in middle school. I have two dogs and one cat. I get along well with animals and I respect their boundaries as well as pay attention to their needs. I am very flexible with timing and have my own transportation. I am extremely timely and reliable. I am a mother to two wonderful children and a current stay at home mom. I have a flexible schedule with a strong routine. I would easily be able to add in petcare to the mix for those needing a trusted caretaker for their pet. I have a fenced in yard where your pet could play I also have a designated area in my home for a dog to spend the night that would give them space, safety, and freedom to relax. Your dog would be very well taken care of and have a nice place to spend while their best friend is away.
“Mya was a wonderful sitter while we were out of town. She communicated with periodic check ins complete with pictures of our fur babies. She followed all of our instructions to the letter and even left us a thoughtful keepsake. Will definitely book her again.”


“Valeria was amazing! Truly had the best experience with her. She was so communicative and had great attention to detail. Cannot recommend her enough! We will definitely book with her again ❤️”

About: I have worked with a variety of animals including chickens, dogs, cats and horses. I treat every animal like my own. With an eye for detail I will be the most attentive to the animals you call family. I am a college student and taekwondo lover looking to make some extra cash for the summer and upcoming fall semester doing something I love. Seeing as I am setting my own schedule this is perfect for me. Every instruction provided will be followed to the letter and anytime you want to check in you are encouraged to. I will care for your pets as I do my own like family. I will listen to the animal and contact you if anything appears concerning or out of the ordinary.
“Amanda was great! I was worried about my dog because she’s older. But she was very well taken care of and Amanda made sure Reese’s was in good hands! I will definitely rebook with her.”

“We are so grateful for Kelly! She stayed with our three dogs from November 7–9 and took such wonderful care of them. It’s not easy managing three personalities, but she gave each of them so much love and attention. She kept us updated with pictures and messages, which really put our minds at ease while we were away. When we got home, the dogs were happy, calm, and clearly had been well cared for — it was such a relief to know they were in such good hands. Kelly went above and beyond, and we can tell she truly loves what she does. We’ll definitely be calling her again the next time we go out of town or just need a drop-in!!”

“Jackie was great with our cat and our home while we were away. She was able to recognize signs of stress and adjust the care she provided to make sure our cat was happy and comfortable (he is typically on the skittish/nervous side as it is, so we wanted to make sure he was in good hands while out of town). She also sent us photos and updates while we were away. She was very kind and respectful. We will definitely use her again in the future!”
“Jessica took amazing care of our dogs! This was our first time booking through rover and getting an in-house sitter, but we will definitely be coming back to her for this. She was very professional in setting up the booking, doing a meet and greet with our dogs at home, and sent us consistent picture updates throughout the sitting. We have very high energy dogs, and she handled them well and spent lots of time playing with them in the backyard which is their favorite thing to do, despite the heat. We're grateful to have a great house and dog sitter we can trust in our area!”

About: I have been pet sitting since 2017. Along with that I have plenty of experience working with animals considering I have been volunteering at animal shelters and veterinary clinics since 2016. I previously worked at Banfield Pet Hospital where I have bolstered my skills and experience with mostly dogs, cats, and some smaller animals such as hamsters. I am confident in my knowledge of dog and cat behavior; I have the ability to restrain, administer medications, basic obedience training, animal safety, and attentiveness to your pets unique personality and overall health . I am a full-time undergrad student, and I take all of my courses solely online. Meaning I am super flexible when it comes to scheduling. While caring for a furbaby at the client’s home, I am EXTREMELY huge on checklists and to do lists. This keeps me on track all day, ensuring that your pet is on a schedule so that I can create a routine that sort of helps me predict your pet’s behavior. I am very attentive, making sure that the pet is in my sight at all times, especially younger pets. Also, I do posses a certificate in animal first aid.
About: I’ve taken care of dogs since I was 20 I've had my own pets and I have experience caring for dogs of all different sizes and breeds. Family members have put trust in me to take care of their pets. I’m a lover of all pets, young and old. We can do so many fun things I am sure I will pamper your pooch. I live in a house with a fenced yard and friendly neighbors! I live in a house with a fenced backyard. Many of my neighbors own dogs and you can see them walking their dogs in the neighborhood. My home is clean, fun and lovable.

About: Your pet will be like one of my children we will run , play and watch tv together and most importantly snuggle time is my favorite we have plenty of dog/cat toys and treats for your furry family member there will be no worries while I have your pet with me I have a huge yard ! Where they can get plenty of exercise . I have a big home also where they can also run around and play all day we love pets here at the Lewis house so no worries while i provide care for your pet and I will take and send you plenty of picture while we have our time together. Since I work from home on my own schedule I have nothing but time ! Your pet will have a great time with me ! Our whole house is partially fenced so it’s plenty of space for your fur baby to run and play with our fur baby and have fun.
About: When I was a child, I dreamed of becoming a vet. Nature, animals, and being active have always been a part of my life. I became a Fitness Professional who believes health & well-being are fundamental for humans AND for animals. I'm grateful for all LIFE and that shows in the way I embrace energy , the way I love to run & play myself, and that's what I provide to those that are under my care!! Security is a priority, water, food, a warm & comfortable shelter, a place to expand energy & many ways to stimulate interests are all I have to offer to your dog. I'm also patient - which I think is important because we all need time to learn & be understood.
“We recently had Natalie stay with our pets, and she was absolutely fantastic! Her sister Jessica F. has pet sat for us before (and we adore her!), so when Jessica recommended Natalie because she wasn’t available, we knew we would be in great hands. And we truly were. Natalie was extremely communicative, checking in multiple times a day and sending incredible photos of our pets, honestly better than the ones we usually take! It was so comforting to see our dog Beaker snuggling up happily, our cat Mushu curled beside her, and even our shy cat Totoro warming up and accepting pets. She handled a small challenge with Totoro’s medication with such patience and professionalism. When Totoro was initially resistant, Natalie kept us updated, tried different approaches, asked for our input, and never gave up. Totoro successfully received her meds for the entirety of our trip. Natalie spent tons of quality time with our pets, and when we returned home it was clear they had felt safe and secure the whole time. They were happy to see us, but showed no signs of stress, which unfortunately has not always been the case with sitters in the past. We are so grateful for the exceptional care she provided. Our home was left spotless with pristine bedding, towels washed, and everything exactly as we left it. She was so respectful of our space and left no trace behind aside from happy pets. Although she is new to Rover, Natalie is clearly a pet whisperer. At the meet and greet, even with Jessica there (whom our pets already love!), they instantly gravitated toward Natalie and showered her with affection. Her calm and gentle presence put them totally at ease. We wholeheartedly recommend Natalie to anyone considering booking her. We are already looking forward to having her stay with our fur-family again in the future!”

Over 3 pet parents in Winston have booked house sitting
Winston pet parents share their Rover experiences
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 1,497 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, 86% of Winston house sitters respond in under an hour.
House sitters in Winston have an average of 14 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.





