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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.

“Noeli is incredibly amazing, trustworthy and responsible. She constantly sends me updates and pictures of my baby. I Highly recommend her. Max loves her very much and that speaks louder than a thousand words! ❤️”

“Ember was absolutely fantastic with our Husky. She played with him, went out of her way to make him frozen Kings, and even BRUSHED him which is a whole chore for husky owners? She made us feel at ease while we were away and helped around the house while we were gone - took out the trash on trash day, gathered/sorted our mail, and went above and beyond washing towels and sheets. We were very appreciative of Ember and will book again!”



“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.”


“Amelia was reliable and responded to all my messages in a timely manner. It was my first time using Rover and both of our first experience with overnight visits. Louis is aging and does not do well alone. Not only did she take excellent care of my Louis but she left my home as I left it. She even washed the bath towels she used while she stayed. I highly recommend Amelia. She is trustworthy and I look forward to using her again!”


“Jordan did a remarkable job with our senior dog. He takes various meds and experiences anxiety whenever we are away, but he seemed to thrive with Jordan. We are so lucky to have found Jordan to care for our fur baby!”


“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.”


About: I’ve taken care of dogs and cats for over 20 years. I started when I lived in Centerville. Grew up around dogs and cats and horses. Will stay at the clients house with the animal. If the client prefers the comfort of their pet I am reliable, Love animals, have references I go to school full-time for nursing. Right now I go to one class a week in the evening and during the week I do home healthcare needed part time until full-time morning classes resume in July I stay in the home if I need to. I feed in one of the animals walked the animals we needed. I play with the animals. I cuddle with the animals and show love to the animals.

About: I have taken care of dogs, cats and even rabbits since my family has taken in stray animals. We help them have the love they need until they are ready to find a permanent home. Currently I’m a student part-time so I will have the ability for the weekends and Wednesday and Thursday! Changes can be made for different days of the week. I have my partner in crime, Camilo, who can also make company to your lovely child in our days of fun! But for both of us respect and maintaining boundaries in someone’s home is always the rule of thumb!

About: Available to all breeds and have extensive experience in doggy care. Available upon request and home during the day! My husband is around to help as well. I have been around dogs my whole life and understand how important it is to have someone trustworthy to watch over the ones we love. Available for care while you go on vacation, last minute emergencies, long work days, and general assistance. We have plenty of openings for helping you with your needs. We typically will only have about 3 clients at a time so that we can provide as much attention to your loved ones as possible. Willing to come to your home and offer in home care to keep your pet comfortable and in their known environment. Flexible with scheduling as well.

About: Hi! I’m 26 years old, i have been around animals my whole life. I have my own 2 dogs. Moose and Maverick, they are labs. One yellow lab and one chocolate. I’m a SAHM who’s looking to help you watch your animals while being able to care for my 1 year old daughter. :) I am a SAHM so i’m currently home all the time with my 1 year old, so i’m able to feed the dogs and let them out all through the day to go potty or play! At my house, i have a fence in the backyard where the dogs can run. I have 2 friendly labs who would love to have some friends to play with! We also have crates if ever needed.

About: If you have any questions about my services please reach out to me. I am willing to be as flexible as I can. Since I am in school through Monday - Friday. But I am available all day and all night on the weekends. I have my own pet. He is a rag-doll cat and he requires a lot of attention throughout the day which I love because he is very interactive. I love to cuddle with my pet and any other animals that I can get the opportunity to cuddle and pet. I love playing, walking and just simply hanging out with any pets.

“Gyllian took good care of our babies for the first time they have ever been out of our sight overnight. They are just about 5 years old so they were raised during Covid lockdown and are very timid of anyone other than me and my wife. Gyllian seemed to understand exactly what they needed and by the end of the week they were following her around the house and taking treats out of her hand. She responded to chats and sent pics to keep us comfortable.”

Loving house sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Noeli F.
“Noeli is incredibly amazing, trustworthy and responsible. She constantly sends me updates and pictures of my baby. I Highly recommend her. Max loves her very much and that speaks louder than a thousand words! ❤️”


Ember S.Star Sitter

“Ember was absolutely fantastic with our Husky. She played with him, went out of her way to make him frozen Kings, and even BRUSHED him which is a whole chore for husky owners? She made us feel at ease while we were away and helped around the house while we were gone - took out the trash on trash day, gathered/sorted our mail, and went above and beyond washing towels and sheets. We were very appreciative of Ember and will book again!”




Ronda S.
Star Sitter


“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.”


Amelia Leeann R.

“Amelia was reliable and responded to all my messages in a timely manner. It was my first time using Rover and both of our first experience with overnight visits. Louis is aging and does not do well alone. Not only did she take excellent care of my Louis but she left my home as I left it. She even washed the bath towels she used while she stayed. I highly recommend Amelia. She is trustworthy and I look forward to using her again!”


Corinne S.

“Corinne took care of my precious boy. She took him for walks and gave him a bunch of attention. Bodie was sad to see her leave. Will definitely use her again.”


Jordan S.

“Jordan did a remarkable job with our senior dog. He takes various meds and experiences anxiety whenever we are away, but he seemed to thrive with Jordan. We are so lucky to have found Jordan to care for our fur baby!”


Alexander H.

“Alex took great care of my dog, keeping me updated and being flexible when my schedule changed at the last minute. I would definitely use him again and recommend to others.”


Billy C.

“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.”


Shelby A.

“Shelby is a wonderful dog sitter. She treated our old girl like a queen and was very responsive, helpful, flexible, and loving. We will definitely be repeat clients. ?”


Ava C.

“Ava was great! Would definitely book with her again”


Debora G.Star Sitter

“Debora cares for our 5 dogs while we were out for the day. She is very kind and nurturing, and my dogs loved her! I would trust my pups with her any day!”


Michelle A.

“Michelle was very sweet and accommodating. She is a good communicator and will take good care of your pets.”


Cindy L.
“Cindy walks my two dogs, a Husky and an Australian Shepherd, whenever I can't walk them. When I broke my foot, when I am traveling, whenever I am out too long during a day. She has been reliable, keeps in touch, and lets me know if there was any issue with the dogs. Both dogs love her and wait at the door when I tell them Cindy is coming. I can highly recommend her!”


Samantha W.

“Samantha was highly communicative, and attentive while taking care of General. She even left a frame with pictures of General upon my return home. Highly recommend!”


JAIRO C.
About: I have taken care of dogs, cats and even rabbits since my family has taken in stray animals. We help them have the love they need until they are ready to find a permanent home. Currently I’m a student part-time so I will have the ability for the weekends and Wednesday and Thursday! Changes can be made for different days of the week. I have my partner in crime, Camilo, who can also make company to your lovely child in our days of fun! But for both of us respect and maintaining boundaries in someone’s home is always the rule of thumb!


Stephanie S.
About: Available to all breeds and have extensive experience in doggy care. Available upon request and home during the day! My husband is around to help as well. I have been around dogs my whole life and understand how important it is to have someone trustworthy to watch over the ones we love. Available for care while you go on vacation, last minute emergencies, long work days, and general assistance. We have plenty of openings for helping you with your needs. We typically will only have about 3 clients at a time so that we can provide as much attention to your loved ones as possible. Willing to come to your home and offer in home care to keep your pet comfortable and in their known environment. Flexible with scheduling as well.


Makayla M.
“Makayla has a dog herself and she does everything for her . She loves dogs and loves meeting different breeds of dogs. She plays with them , walks them and just sits with them. She wants to become a pitbull rescuer one day. Jackie M.”


Madison T.
About: If you have any questions about my services please reach out to me. I am willing to be as flexible as I can. Since I am in school through Monday - Friday. But I am available all day and all night on the weekends. I have my own pet. He is a rag-doll cat and he requires a lot of attention throughout the day which I love because he is very interactive. I love to cuddle with my pet and any other animals that I can get the opportunity to cuddle and pet. I love playing, walking and just simply hanging out with any pets.


Mikayla S.

“Mikayla was amazing! She sent lots of pictures of our pups and they clearly had a great time with her. I would definitely book with her again!”


gyllian s.

“Gyllian took good care of our babies for the first time they have ever been out of our sight overnight. They are just about 5 years old so they were raised during Covid lockdown and are very timid of anyone other than me and my wife. Gyllian seemed to understand exactly what they needed and by the end of the week they were following her around the house and taking treats out of her hand. She responded to chats and sent pics to keep us comfortable.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Aug 2025 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 Aug 2025, there are 190 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, 89% 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.
