Pet Sitting in Winston
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winston pet sitters

“Chelsie took great care of our babies and helped eased our apprehensions while we went on vacation. She handled and managed good communication. We recommend her services!”


“Felicia was great to work with! She was flexible with my schedule changes and extremely accommodating and caring for our dog we just adopted from a rescue. I will definitely have her come check in on our pets again. I enjoy getting the pictures and updates from her.”



“Katrina was such a lifesaver! I have struggled to find a good sitter for my big doggies as they can be really timid of strangers and occasionally make it difficult to socialize. Katrina was so patient and they warmed up to her immediately. I got tons of pictures and videos while I was away and I could clearly see they made a new great friend. I'm so thankful for her help, would absolutely recommend!”


“If you want the BEST, Hire the BEST !! Erin came to visit Bently 2 times before we booked. Bently is a 95lb, 4 year old Pure Pit Bull from AKC registered parents. He Not the most social dog and hates cats. Erin came into Bently's life and showed him she wasn't afraid and was in charge. She showed Bently she was a friend, ready with Treats, Food, Water, and Lots of Loving. Bently "took" to her imminently and behaves better for Erin than he does for me. During her 6 visits over 2 1/2 days she kept me updated with texts and pictures (wish I could get him to pose like that). I Knew He Was Safe ! Erin made a friend in Bently as he still looks to see if she is entering the house when it's only my brother and I. Bently was Well cared for, was played with and given his Favorite treat a "peanut butter bone." Erin couldn't have done a Better Job. I will definitely use Erin to puppy sit Bently next time he needs a friend to care for him !!!!!! :)”


“Our normal cat sitter was having a new baby while we were going out of town, so we had to find someone new. I found Rebecca after another sitter that I had lined up backed out and I was so glad I did. She did a great job! I also cat sit for Rover, and Rebecca gave the wonderful care that I always try to give my own clients. We appreciated the notes, and pictures from each day that she visited. My kids were upset about leaving their 3 kittens for so long, but they felt better seeing that they were in great hands with Rebecca. I will definitely use Rebecca again and recommend to others families with cats.”


About: I genuinely love all dogs. It makes me happy to make them happy. I love to walk my dog everyday and I even walk my neighbor's dogs just for fun. I am available on Mondays, Fridays and the weekend all day. On Tuesdays-Thursdays I am available in the mornings and evenings. I will do my best to accommodate your schedule. I will provide conscientious, attentive care for your pet. I am very detail oriented and organized. I will be careful to follow whatever instructions. I will take them very seriously.

“Kendra was wonderful and able to step in last minute for me and my girl. She stayed in touch, and my fennie loved her, and I knew that to be true because she doesn’t get comfortable on anyone else but me. Always appreciative for Kendra’s help and will definitely rebook her”


About: Hello everyone - I am a 24 years old stay at home mom of 1. I have 6 plus years of experience in taking care of big and small dogs. I recently just quit my full time job so I am at home 90% of the time to be able to care for your fur baby. I do have two medium sized corgis who are very friendly with other dogs. My residence is in Yelm, WA which is about 35 minutes from Olympia. I live in a house and my backyard is gated . I am unable to care for dogs who are not house trained. For example; chewing & bitting on furniture, marking all over the place & etc Pets are allowed inside at all times ! I do general take my infant with me on walks, drop-Ins & boarding . If you have any other questions or concerns regarding your fur babies stay, feel free to ask away!!! I’m currently home full time so I am always available to be supervising/ hanging out with your dog from the time I wake up to the time I hit the hay . I have a fenced backyard, lots of room to run around & two friendly energetic corgis who LOVE to play with a bunch of tennis balls.

“Coy was a superb new family member. Our two young female cats were well taken care of. The pictures she sent was a great relief for me and my husband. She even moved to Garbage can off the road and put packages in the house. Would definitely use her again.”


About: I have owned and cared for all types of pets and animals all of my life ranging from dogs, cats, ferrets, birds, horses and ducks. I was taught at an early age how to care for my own pets, that they were my responsibility. Pets in my care will be treated like my own, who is very spoiled. I consider pets part of the family and I keep mine for life. In my care, any instructions given for your fur baby will be strictly adhered to. I have owned puppies and dogs of all sizes. The largest being Roudy, my 225 pound English Mastiff. I have also owned horses, ducks, cats, water turles, hamserts, guinea pigs and a ferret. I have also raised Golden Retrievers. My very first job in high school was working for a local veterinarian assisting in every aspect of the business from vaccinations to assisting in surgeries (my favorite) to helping with farm animals and giving medications. I currently have a very active young Border Collie named Bailey who loves playmates. My large fenced yard, along with walks and daily fetch, allows for plenty of exercise. Your baby would receive the same attention that is afforded to Bailey. They will become a part of my family while they are here. If so desired I can send daily updates and pictures to offset any anxiety that you may have leaving your baby in new hands. I am retired so I have nothing scheduled outside of the home on a regular basis except for volunteering a few hours a week at at local non-proftit Veterans Organization that provides resources and programs for suicide prevention and stress management to veterans and first responders . This is a farm conisting of many programs. I am working with horses, cows, turkeys, chicken, goats, sheep, pigs, rabbitts, dogs, cats, and mostly therapy horses. I am home full time to care for all of your fur baby's requirements and needs. I have a large fenced yard and friendly dog to keep your fur baby company and exercised. I also have a large crate and outdoor kennel and dog house if your pup requires either of these for any reason. I do allow animals on my furniture but will keep them off of it if that is your wish.

About: I've been taking care of pets since I was a little kid out of my 21 years of life I've only not been around pets for 5 years. I will play with them and make sure they are feed and watered and if they are a dog I will take them out whenever they need to go out. I currently have no job and am available to show up and take of your pets for how ever long you need and whenever needed I currently live with 2 cats, I feed and water them and clean their litter box my roommates are the ones that bathe them when needed

About: I have had over 15 years of small and large dog experience. I have worked in kennels so I have experience with handling several temperament types. Safe and compassionate Care is my number one concern! I'm currently going to school to finish my bachelors in science of nursing part-time online so I am home the majority of the week. I can provide around the clock care. I have a fenced backyard that attaches to my house and a large carport area that is covered. The yard is clean and grass is cut short. Everything is secure and checked regularly. I have three extremely dog friendly long hair Dachshunds.

About: Hi my name is Austin, I have owned and loved animals my whole life. I currently own both large breed dogs and small breed dogs from my Great Dane Bagheera to my pugwawa Tazz. I am an animal person but hands down dogs are my favorite! I've worked with dogs my whole life watching, boarding and taking care of my own pets along with friends and family's pets. I'm extremely flexible and if you have special requests I will follow them down to the bone! I love exercising so running pups is a great time for me. Please feel free to call with any questions or concerns! I'm available 24/7 and I love meeting new pups and breeds. I have no restrictions on breeds all pups are welcome!


About: I am so happy to get the opportunity to meet new puppers and doggos! I love spending time with all dogs, learning their own individual personalities, and creating new memories. I plan on giving them the attention and love they deserve! I’ve been around many dogs and they all seem to love me; which is great because the feeling is always mutual. I’ve had great bonds with boxers, pit bulls, and many other breeds! Food and treats of course.I will keep them fed with approved foods and feed at their normal breakfast/dinner times, give them potty breaks frequently, allow them to have their play time, and nap time! I am honored to be able to play with and love your dogs. Thank you so much rover!
Loving pet sitters in your neighborhood
Search Results


Emily F.Star Sitter

“Emily was very communicative, even through the last minute notice and some challenging weather. It was a comfort to know our cat was well cared for in our absence.”


Chelsie L.Star Sitter

“Chelsie took great care of our babies and helped eased our apprehensions while we went on vacation. She handled and managed good communication. We recommend her services!”


Felicia O.

“Felicia was great to work with! She was flexible with my schedule changes and extremely accommodating and caring for our dog we just adopted from a rescue. I will definitely have her come check in on our pets again. I enjoy getting the pictures and updates from her.”




Katrina J.


“Katrina was such a lifesaver! I have struggled to find a good sitter for my big doggies as they can be really timid of strangers and occasionally make it difficult to socialize. Katrina was so patient and they warmed up to her immediately. I got tons of pictures and videos while I was away and I could clearly see they made a new great friend. I'm so thankful for her help, would absolutely recommend!”


Erin M.
Star Sitter


“If you want the BEST, Hire the BEST !! Erin came to visit Bently 2 times before we booked. Bently is a 95lb, 4 year old Pure Pit Bull from AKC registered parents. He Not the most social dog and hates cats. Erin came into Bently's life and showed him she wasn't afraid and was in charge. She showed Bently she was a friend, ready with Treats, Food, Water, and Lots of Loving. Bently "took" to her imminently and behaves better for Erin than he does for me. During her 6 visits over 2 1/2 days she kept me updated with texts and pictures (wish I could get him to pose like that). I Knew He Was Safe ! Erin made a friend in Bently as he still looks to see if she is entering the house when it's only my brother and I. Bently was Well cared for, was played with and given his Favorite treat a "peanut butter bone." Erin couldn't have done a Better Job. I will definitely use Erin to puppy sit Bently next time he needs a friend to care for him !!!!!! :)”


Rebecca W.

“Our normal cat sitter was having a new baby while we were going out of town, so we had to find someone new. I found Rebecca after another sitter that I had lined up backed out and I was so glad I did. She did a great job! I also cat sit for Rover, and Rebecca gave the wonderful care that I always try to give my own clients. We appreciated the notes, and pictures from each day that she visited. My kids were upset about leaving their 3 kittens for so long, but they felt better seeing that they were in great hands with Rebecca. I will definitely use Rebecca again and recommend to others families with cats.”


Owen L.

“Owen did a great job feeding my fur babies this weekend! He sent me photos after each meal! Highly recommend!!”


Kari W.
“Kari is a kind, thoughtful, dependable friend, and she loves dogs with these same characteristics. She has taken care of my brother's dog Milo in her home, and treated him as though he was one of her own. I would recommend her without hesitation to anyone who has a dog that needs care of any kind.”


Kendra Y.

“Kendra was wonderful and able to step in last minute for me and my girl. She stayed in touch, and my fennie loved her, and I knew that to be true because she doesn’t get comfortable on anyone else but me. Always appreciative for Kendra’s help and will definitely rebook her”


Mckenzie W.

“McKenzie was terrific with Flokie! She sent multiple pictures and did extra efforts bringing a package inside and cleaning up peeps during my absence! Highly recommend and will use her again!”


Danielle W.

“Great job! My cats were very happy with their new friend.”


Lacey K.

“Awesome pet sitter!!! Highly recommend!!”


Melony M.
“I had a great experience with this dog sitter! My dog was so happy that she didn't want to leave. I would definitely trust her again to take care of my dog. She always kept me updated on my dog and never kept me in the dark.”


Coy M.

“Coy was a superb new family member. Our two young female cats were well taken care of. The pictures she sent was a great relief for me and my husband. She even moved to Garbage can off the road and put packages in the house. Would definitely use her again.”


Sandra T.
About: I have owned and cared for all types of pets and animals all of my life ranging from dogs, cats, ferrets, birds, horses and ducks. I was taught at an early age how to care for my own pets, that they were my responsibility. Pets in my care will be treated like my own, who is very spoiled. I consider pets part of the family and I keep mine for life. In my care, any instructions given for your fur baby will be strictly adhered to. I have owned puppies and dogs of all sizes. The largest being Roudy, my 225 pound English Mastiff. I have also owned horses, ducks, cats, water turles, hamserts, guinea pigs and a ferret. I have also raised Golden Retrievers. My very first job in high school was working for a local veterinarian assisting in every aspect of the business from vaccinations to assisting in surgeries (my favorite) to helping with farm animals and giving medications. I currently have a very active young Border Collie named Bailey who loves playmates. My large fenced yard, along with walks and daily fetch, allows for plenty of exercise. Your baby would receive the same attention that is afforded to Bailey. They will become a part of my family while they are here. If so desired I can send daily updates and pictures to offset any anxiety that you may have leaving your baby in new hands. I am retired so I have nothing scheduled outside of the home on a regular basis except for volunteering a few hours a week at at local non-proftit Veterans Organization that provides resources and programs for suicide prevention and stress management to veterans and first responders . This is a farm conisting of many programs. I am working with horses, cows, turkeys, chicken, goats, sheep, pigs, rabbitts, dogs, cats, and mostly therapy horses. I am home full time to care for all of your fur baby's requirements and needs. I have a large fenced yard and friendly dog to keep your fur baby company and exercised. I also have a large crate and outdoor kennel and dog house if your pup requires either of these for any reason. I do allow animals on my furniture but will keep them off of it if that is your wish.


William B.
About: I've been taking care of pets since I was a little kid out of my 21 years of life I've only not been around pets for 5 years. I will play with them and make sure they are feed and watered and if they are a dog I will take them out whenever they need to go out. I currently have no job and am available to show up and take of your pets for how ever long you need and whenever needed I currently live with 2 cats, I feed and water them and clean their litter box my roommates are the ones that bathe them when needed


Kayla W.

“Kayla was great! Super communicative and easy to work with!”


tristin c.
“I have known Tristin for almost 10 years. She takes exceptional care of her animals and is always willing to help friends and family out with their pets whenever she is asked. She is great with dogs especially if they can be problematic. 10/10 would recommend.”


Austin S.
About: Hi my name is Austin, I have owned and loved animals my whole life. I currently own both large breed dogs and small breed dogs from my Great Dane Bagheera to my pugwawa Tazz. I am an animal person but hands down dogs are my favorite! I've worked with dogs my whole life watching, boarding and taking care of my own pets along with friends and family's pets. I'm extremely flexible and if you have special requests I will follow them down to the bone! I love exercising so running pups is a great time for me. Please feel free to call with any questions or concerns! I'm available 24/7 and I love meeting new pups and breeds. I have no restrictions on breeds all pups are welcome!




Nicole B.
About: I am so happy to get the opportunity to meet new puppers and doggos! I love spending time with all dogs, learning their own individual personalities, and creating new memories. I plan on giving them the attention and love they deserve! I’ve been around many dogs and they all seem to love me; which is great because the feeling is always mutual. I’ve had great bonds with boxers, pit bulls, and many other breeds! Food and treats of course.I will keep them fed with approved foods and feed at their normal breakfast/dinner times, give them potty breaks frequently, allow them to have their play time, and nap time! I am honored to be able to play with and love your dogs. Thank you so much rover!
Popular requests near you
Select a filter and find qualifying Winston sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet sitting in Winston is $20
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winston on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 9 pet sitters in Winston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Winston.
Rover makes it easy to find Winston pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 9 pet sitters in Winston on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
