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Top rated Winston house sitters

“Jenny is a very mature adult that goes above and beyond the call of duty in taking care of your house and pet. She has so many knowledgeable ideas . She has been a joy to get to know and we have that feeling, like we’ve known her for years! She had great ideas on how to get acquainted with our pup For the first meeting. We really respect her judgment and her care of four legged critters.”


“Sarah always does a great job. She is very respectful and courteous when house sitting and is good at communicating. Most importantly, my elderly (and very picky cat who doesn’t like people) adores Sarah.”


“Very happy with Pamela ! This was her 1st Rover Gig and I was pleasantly surprised. She is detailed oriented & paid close attention to the written directions I left her . She is great with communicating and I got lots of pictures and texts. My house was in the same order as when I left and my 2 very needy labs seemed happy and content after 4 days without me. Great job Pamela!!”


“We were so happy to find Hannah to watch our fur baby! He is fearful of new people and staying away from home and Hannah took great care of him. We don’t like to leave him for extended periods alone at home and she was more than willing to accommodate our request. She was also patient with us and our check ins.”


About: I’ve had dogs in my life since I was 5. I’ve had my own dog since I was 16 and currently live in a household with 5 dogs. I even have and do pet sit for friends and family. Proper animal care is like second nature to me. I’m currently unemployed so my availability is very open (especially after June). Taking care of dogs is basically my whole life, we have 5 of them in our household. I also live with a dog trainer so I have a little bit of knowledge on that as well. Proper pet care is my top priority. I take care of clients animals just like they’re my own. making sure they’re fed and watered and have their enrichment time. If your dog gets along with others I will bring mine for a playmate

About: I was raised with animals. Plenty of experience house sitting and animal sitting. Not just dogs and cats. I love animals and can’t wait to meet yours. I am currently a stay at home single father, I am available 24/7. I understand emergencies and the need and want to have your animals with someone safe and responsible. We have a fenced in yard and other dogs that are supper friendly. They will get lots of play time and attention, and spoiled with animal treats unless of allergies or requested not to. Can easily separate our dogs from your animals if need be. We have kennels as well if needed. We like to have the dogs inside with us at night. Cats will be kept inside at all times, loose in the house. Our dogs will be separated from any cats.

“Super nice and was reliable! Blu and Kiwi loved her and that was our biggest worry. Great communication the whole time so it helped us be able to relax on our vacation.”


About: I can care for a wide variety of animals. Care will include lots of physical and mental stimulation, as well as anything else you’d like! Let me know if your animal(s) needs any additional care such as medication administration or needs to be kept separate from other animals, and I will be more than happy to accommodate your animal’s needs. My dogs will need to come with me for overnight housesitting. There will also be an opportunity to become a private client to avoid the insane Rover fees, so you can save money and I get the full amount that you pay! (Currently, Rover takes 20% of my pay AND charges you even extra!) Just let me know what time works for you and I will do my best to accommodate time you need. I will do my best to be flexible and use effective communication with all my clients. I have 2 dogs, an almost 4 year old cattle dog and a 2 year old golden retriever. I also have 2 cats at home. Let me know in advance if your animal(s) are reactive or aggressive to people or dogs. All dogs will have plenty of training, physical and mental exercise, love, and anything else that they need during the day. They will be treated as if they’re my own whether I’m house sitting at your house or just doing a drop in visit.

“Blane was great with our pups. They got plenty of exercise with her since they went for multiple hikes. She updated us with daily communications and pictures that gave us peace of mind. She also cared for our house and kept it clean and running (trash, mail, etc...). We will definitely reach out to her next time we need help with our pups!”


About: I have been an animal lover since I was born! I grew up on a farm that included all farm animals; mainly horses, dogs, and cats. I’ve had many years of experience with training, and proper pet care! I currently work from home and I have plenty of time throughout the day for pet sitting! I’m available 24/7 I enjoy walks, and nature so I spend a lot of time outside. I have a large fenced yard, fit for animals. We have a loving friendly 7 year old hound dog named Copper. We live in a safe quiet neighborhood close to trails and parks.

“Natalie did a terrific job on such short notice providing house and pet sitting needs for us . She was a lifesaver and will definitely use her services again”

“Jonathan is the best pet sitter I have ever had. He is so loving and caring my fur babies were on vacation being with him. They get so lonely when I’m gone but not with Jonathan ! He even let my pups sleep with him . I can’t thank you enough for the great job.”


“Our dogs enjoyed their time with Christopher! He has a calm and relaxing presence with our anxious pup. Great communication allowed us to relax and enjoy our time away. Will be requesting Christopher again!”


About: Hey guys! I have been fostering, rescuing and babysitting for about 8 years now but have put a pause on the fostering and rescuing for now because I’m new here! But I was raised in Miami I’ve just been going all around but now I’m in Roseburg! I definitely have seen a lot in my years of rescuing and fostering cats mostly. I have had a few pup rescues as well . But I do have 1 Pitty “aggressive breed” of my own that acts like a huge teddy bear that I love dearly which is when the babysitting came into play because she loves meeting new animals(and so do I). I am an animal lover all around and will babysit your raccoon if you had one!Seriously as long as it’s okay with my fur babies lol. I am here for you and your babies not the money I do know it’s hard trusting people with your animals I have had a few crazy experiences myself so I will do anything to make you and your babies feel at ease. I can’t forget about my cats,I have 1 long hair cat myself so all animals that board with me must be respectful of them so we’re all having a good time and no one is stressed. And one rescue cat at the moment. My trio are a pretty chill bunch. I once babysat a “friendly dog” who tried lunging at my dog numerous times so that dog had to be picked up early unfortunately so now meet ups are a REQUIREMENT. Just for the safety of all animals because your baby will basically be mine for the time being and they will get all the love I have to give! I can’t wait to hear back from you guys. I am also a chef soooo if your dog doesn’t have a sensitive tummy I will offer them homemade dinners and treats with your permission of course and I’d tell you the ingredients incase of allergies. I only crate pups when I’m away if they aren’t house broken or in a gated area will be set up for them while I’m away! (Like if I go on a quick grocery run), I personally don’t have a preference so whatever you feel is best let me know. But other then that they are free to do as they feel just like the rest of the animals. BE AWARE they will be spoiled. Right now my schedule is pretty open since I’ve just moved out here. I only do Instacart for right now but looking to do Rover again. I do know some pups are runners and etc but I won’t let anything happen to your babies. Again I’m a very crazy pet mom so I’m strict about them and will give ur animals the same respect.

About: My entire life has been dogs, dogs, dogs! I also have other animal experience, such as chickens, goats, horses, cats, parrots, etc I have experience in whelping and rearing litters, training and building confidence in puppies and adults, house training, manners trainings, lead training, etc. I use balanced methods, while heavily leaning on positive reinforcement, but always adjust to the dogs in front of me. I have also had a few years of rescue and rehab experience, particularly with cats and puppies. I'm experienced with working dogs, large dogs, small dogs, and definitely giants! I'd like to think puppies are my specialty. I also have a bit of formal education. Let's work together! My own dogs are my world, and I am constantly trying to do better by them. I am always teaching out to peers to get their recommendations/opinions, and talk about training, care, nutrition, etc . I have working bred dogs, so sometimes our days don't look the same, and offering enrichment and exercise is super important. I also have four cats of my own, as well as two Chihuahuas. My male Chihuahua has mobility issues, and that has been a learning curve for both of us! My life pretty much revolves around them, in the best ways. I follow instructions laid out for me to my best of my ability. I like to take it slow, and help your pets be comfortable. New people can be scary for some pets, and we went to make the experiences as positive as possible. The goal is a lot of fun, and being safe! I also want to add, I am incredibly LgtqiA+, and disabled persons friendly!

“Breezy was just fabulous took care of my dogs like a they were hers. Was very comfortable that my dogs were in good hands.kept me in touch daily with pictures. Will definitely book breezy again. Thanks breezy for taking care of my dogs.”


About: I personally foster failed my best friend Between her and my other fosters, being a foster momma has been a true light in my life I walk my own bestie 3-4 times a day as she isn’t a ‘go in the backyard and chill’ kinda gal. We’re very outdoorsy, we love to be outside! Create a safe, comfortable, and fun environment for every pet I care for. I treat them like family and make sure everything runs smooth and effectively

About: I’m dedicated to giving your furry friends the best care and companionship they deserve! Although my current living arrangement doesn’t allow me to have a dog, I’m the fun ‘puppy aunt’ who loves spending time with my friends’ dogs. I’m passionate about playtime, hikes, and long walks, and I’m always eager to shower dogs with love and attention. My ability to connect with dogs and keep them active and engaged sets me apart, and I bring a warm, caring energy that makes them feel right at home. I have three cats. Through more than one decade of cat care experience, I have learned the importance of play, food routines, and litter box cleanliness. Most of my friends have cats as well; I’m familiar with the process of gently introducing myself to a new feline friend and providing care while their pet-parent is on vacation. I’m typically available all day on Sunday, Monday, and Tuesday. If you require pet care Wednesday-Saturday, please message me for my availability. I am excited to take care of your beloved furry friend, ensuring they receive plenty of attention, exercise, and care. I pride myself on creating a routine that helps pets feel comfortable, secure, and loved while their owners are away When caring for pets in the owner’s home, I prioritize creating a comfortable and familiar environment for them. I follow the pet’s usual routine, including feeding, walking, playtime, and providing companionship. I ensure their safety and well-being by maintaining a clean and secure space, and I give them plenty of affection and attention. I also keep the owner updated with regular check-ins and photos to ensure peace of mind while they’re away.

About: I have owned a dog and 2 cats for a year now. I have always been around animals growing up. I love taking dogs on walks and playing with furry friends. I’m currently working part time so I have some time to spare. Due to this, my work schedule isn’t always the same each month. But I would love to make some time to help take care of some cute doggies and cats! I have taken care of different kinds of dogs. I rescued a dog from the shelter so I have experience with taking care of animals that can be a bit more difficult. I am willing to clean up messes. I am very patient with animals and I will give them lots of love:)


“There should be a 10 star rating! Talk about an excellent experience. Danita checks all the boxes. My two dogs adored her. I can tell b/c neither seemed very excited to see me (us) when we returned from our 2 weeks abroad. I appreciate the fact that she came home during the day to let them out & made every effort to keep their routine “normal”. She’s also a very conscientious house guesthouse. Everything was “better” than I left it! If you’re looking for someone that will treat your pets & your home, as their own - you’ve found the right girl. Instead of dreading leaving my “children” next time, I’m finally feeling good about it.”

Loving house sitters in your neighborhood
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1. Jenny K.

“Jenny is a very mature adult that goes above and beyond the call of duty in taking care of your house and pet. She has so many knowledgeable ideas . She has been a joy to get to know and we have that feeling, like we’ve known her for years! She had great ideas on how to get acquainted with our pup For the first meeting. We really respect her judgment and her care of four legged critters.”


2. Sarah J.

“Sarah always does a great job. She is very respectful and courteous when house sitting and is good at communicating. Most importantly, my elderly (and very picky cat who doesn’t like people) adores Sarah.”


3. Pamela M.

“Very happy with Pamela ! This was her 1st Rover Gig and I was pleasantly surprised. She is detailed oriented & paid close attention to the written directions I left her . She is great with communicating and I got lots of pictures and texts. My house was in the same order as when I left and my 2 very needy labs seemed happy and content after 4 days without me. Great job Pamela!!”


4. Hannah C.

“We were so happy to find Hannah to watch our fur baby! He is fearful of new people and staying away from home and Hannah took great care of him. We don’t like to leave him for extended periods alone at home and she was more than willing to accommodate our request. She was also patient with us and our check ins.”


5. Dot F.
“Dot has a love and passion toward animals and pets. She would be a great caregiver as a dog sitter or walker. You can’t go wrong with Dot!”


6. Caleb H.
“Caleb is awesome. He has cared for my pets many times. He is consistent and reliable. I never have to worry. He is trustworthy and honest. My guys love him!”


7. Brigid Clare F.

“Super nice and was reliable! Blu and Kiwi loved her and that was our biggest worry. Great communication the whole time so it helped us be able to relax on our vacation.”


8. Cherakea R.
About: I can care for a wide variety of animals. Care will include lots of physical and mental stimulation, as well as anything else you’d like! Let me know if your animal(s) needs any additional care such as medication administration or needs to be kept separate from other animals, and I will be more than happy to accommodate your animal’s needs. My dogs will need to come with me for overnight housesitting. There will also be an opportunity to become a private client to avoid the insane Rover fees, so you can save money and I get the full amount that you pay! (Currently, Rover takes 20% of my pay AND charges you even extra!) Just let me know what time works for you and I will do my best to accommodate time you need. I will do my best to be flexible and use effective communication with all my clients. I have 2 dogs, an almost 4 year old cattle dog and a 2 year old golden retriever. I also have 2 cats at home. Let me know in advance if your animal(s) are reactive or aggressive to people or dogs. All dogs will have plenty of training, physical and mental exercise, love, and anything else that they need during the day. They will be treated as if they’re my own whether I’m house sitting at your house or just doing a drop in visit.


9. Blane I.

“Blane was great with our pups. They got plenty of exercise with her since they went for multiple hikes. She updated us with daily communications and pictures that gave us peace of mind. She also cared for our house and kept it clean and running (trash, mail, etc...). We will definitely reach out to her next time we need help with our pups!”


10. Danielle H.
“Danielle is such an amazing lady ,she took wonderful care of our pets and our yard.. She treats them as her own fur kids , which makes our hearts happy and at ease when traveling, knowing she has it covered... Highly recommend and definitely we use her always..”


11. Natalie M.
“Natalie did a terrific job on such short notice providing house and pet sitting needs for us . She was a lifesaver and will definitely use her services again”


12. Jonathan V.

“Jonathan is the best pet sitter I have ever had. He is so loving and caring my fur babies were on vacation being with him. They get so lonely when I’m gone but not with Jonathan ! He even let my pups sleep with him . I can’t thank you enough for the great job.”


13. Christopher C.

“Our dogs enjoyed their time with Christopher! He has a calm and relaxing presence with our anxious pup. Great communication allowed us to relax and enjoy our time away. Will be requesting Christopher again!”


14. Sabrina D.
About: Hey guys! I have been fostering, rescuing and babysitting for about 8 years now but have put a pause on the fostering and rescuing for now because I’m new here! But I was raised in Miami I’ve just been going all around but now I’m in Roseburg! I definitely have seen a lot in my years of rescuing and fostering cats mostly. I have had a few pup rescues as well . But I do have 1 Pitty “aggressive breed” of my own that acts like a huge teddy bear that I love dearly which is when the babysitting came into play because she loves meeting new animals(and so do I). I am an animal lover all around and will babysit your raccoon if you had one!Seriously as long as it’s okay with my fur babies lol. I am here for you and your babies not the money I do know it’s hard trusting people with your animals I have had a few crazy experiences myself so I will do anything to make you and your babies feel at ease. I can’t forget about my cats,I have 1 long hair cat myself so all animals that board with me must be respectful of them so we’re all having a good time and no one is stressed. And one rescue cat at the moment. My trio are a pretty chill bunch. I once babysat a “friendly dog” who tried lunging at my dog numerous times so that dog had to be picked up early unfortunately so now meet ups are a REQUIREMENT. Just for the safety of all animals because your baby will basically be mine for the time being and they will get all the love I have to give! I can’t wait to hear back from you guys. I am also a chef soooo if your dog doesn’t have a sensitive tummy I will offer them homemade dinners and treats with your permission of course and I’d tell you the ingredients incase of allergies. I only crate pups when I’m away if they aren’t house broken or in a gated area will be set up for them while I’m away! (Like if I go on a quick grocery run), I personally don’t have a preference so whatever you feel is best let me know. But other then that they are free to do as they feel just like the rest of the animals. BE AWARE they will be spoiled. Right now my schedule is pretty open since I’ve just moved out here. I only do Instacart for right now but looking to do Rover again. I do know some pups are runners and etc but I won’t let anything happen to your babies. Again I’m a very crazy pet mom so I’m strict about them and will give ur animals the same respect.


15. Dannie R.
“Dannie is amazing with animals I wouldn't want none else looking after them Dannie is loving and gentle and animals would have the safest care and love animals understand Dannie as Dannie understand them Lisa. D”


16. Breezy K.

“Breezy was just fabulous took care of my dogs like a they were hers. Was very comfortable that my dogs were in good hands.kept me in touch daily with pictures. Will definitely book breezy again. Thanks breezy for taking care of my dogs.”


17. Cassie L.
About: I personally foster failed my best friend Between her and my other fosters, being a foster momma has been a true light in my life I walk my own bestie 3-4 times a day as she isn’t a ‘go in the backyard and chill’ kinda gal. We’re very outdoorsy, we love to be outside! Create a safe, comfortable, and fun environment for every pet I care for. I treat them like family and make sure everything runs smooth and effectively


18. Amelia P.
“Amelia is a huge animal lover! Scales, fur, feathers you name it she will love on it! She is attentive, detail oriented and always has been dependable. You can feel 100% assured that your animals will be safe and loved on!”


19. Elizabet S.
“Elizabeth has been over to watch our 2 dogs many times and they absolutely love her, including our grouchy Beagle who doesn’t get alone with most people. She has shown great compassion for all animals that I’ve seen her with and has a dog of her own that she treats like family. She is patient and understanding to our dogs even when they are not at their best behavior. I recommend Elizabeth to anyone who is wanting their dogs or cats taken good care of. She is also capable of walking with them with no issues.”




20. Danita C.

“There should be a 10 star rating! Talk about an excellent experience. Danita checks all the boxes. My two dogs adored her. I can tell b/c neither seemed very excited to see me (us) when we returned from our 2 weeks abroad. I appreciate the fact that she came home during the day to let them out & made every effort to keep their routine “normal”. She’s also a very conscientious house guesthouse. Everything was “better” than I left it! If you’re looking for someone that will treat your pets & your home, as their own - you’ve found the right girl. Instead of dreading leaving my “children” next time, I’m finally feeling good about it.”
Over 22 pet parents in Winston have booked house sitting
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 $45
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 2025 was about $45 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 2025, there are 33 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, 100% of Winston house sitters respond in under an hour.
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.
