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
“Ruth was awesome!!! My kitties didnt sem stressed or neglected when i got back and their area was clean. I also love that she sent photos each day. I plan on using Ruth again. Thanks so much!!!!”
“Thank you Joshua. If you ever need superior care for your pups, then don't hesitate and book Joshua G! My pups were so well cared for they almost didn't care that I was home. Excellent communication and picture updates. 100% less stress on my dogs than boarding. Thank you again.”
“Sia was wonderful! Our pup is a little shy at first, and Sia was so patient and warm while Apple warmed up to her. She gave detailed explanation of what they did together, and took many pictures to show our sweet happy pup in her care! I am so glad to have found Sia, and I will definitely be using her again!”
“Erika was wonderful while watching our kitties! She left very detailed notes, and took cute pictures :) We can tell they enjoyed their time with her! We will definitely use her again!”
“Yan is an amazing cat sitter! I was really worried my about leaving my cat for two weeks but Yan kept me updated and made sure my baby was well cared for and had enough playtime! It was great to see the photos and read the personal updates for each visit. 10/10 Recommend booking with Yan!!!”
“Kylee is amazing!! This was my first time using Rover for our boxer dog. I was nervous to allow a stranger into our home for drop in visits but Kylee really made me feel at ease. I could not have asked for a better experience! Kylee was always on time, extremely reliable, quick with all communications and provided daily photos and details of her visit. I highly recommend her and will definitely use her services again!”
“Jennifer is the best!!!! My cats were treated so well that I didn't see any difference in their behavior after our extended departure. They were relaxed when we arrived and I could see right away that they really liked the care Jennifer gave them. Jennifer was very helpful and available. She helped us out when our trip out of the country was extended by 2 weeks. I had peace of mind knowing my cats were in good hands. Everything was clean when I arrived and my cats had missed us, but I could see that they were relaxed and well fed. seraphin, my most shy cat, was super comfortable with her, and that's a great proof of the quality of the bond Jennifer knows how to build with animals. Thank you :-)”
“Haven, has come from heaven she's caring and loving with my furry babies. I couldn't ask for anyone better than her. My furry babies loved her and knew when she was going to stop by, my cat would wait for her by the door and my dog loved her too. I'm beyond grateful to have found her. I recommend her 1000% I will keep her for my next booking. Happy new year!! ?”
About: Hi my name is Rachelle! I’ve walked and watched most dogs since I was seventeen my love for dogs and animals are my passion. I’ve had animals such as goats, dogs, ducks you name it since I was little! I can’t wait to meet you and your fur babies! I have a year and a half German shepherd who has very high energy so we spend most of our time in the yard playing fetch and going on walks My German shepherd requires a lot of walks and running through out the day it makes for a very fun day especially to see her so happy! I make sure everything is ok while I am walking them, make sure I have plenty of water with me and it’s not too hot for them
About: I have loved and cared for my own pets plus those of friends and neighbors. It's been one one of the most rewarding things that anyone can do. I am very happy just being home with my pets. We are not worthy of their love. I welcome the chance to help you care for your fur baby. I am a personal trainer so I have the flexibility to set my own schedule. My weekends are for the most part open, especially during the summer. My pets are my babies. I have cameras strategically placed to help me keep and eye on them at all times. I make sure to take a head count and take lots of cuddle breaks.
“Alison took great care of my two cats over July 4th weekend. This was our first time booking with her, and everything went smoothly. Will definitely rebook with her in the future.”
About: I have had at least one dog my entire life, so over 20 years. I have experience with puppies who were just born, all the way to a pup who is 17 years old - almost as old as me! I have owned multiple dogs at a time, trained my own puppies, and have even had farm animals (cows, pigs, goats, chickens, you name it!) My family and friends have relied on me to care for their pups for years, and I have experience with over 20 breeds including (Shih Tzus, Yorkshire Terriers, Chihuahuas, English Bulldogs, Great Pyrenees, German Shepherds, Mountain Curs, Golden Doodles, Golden Retrievers, Doberman Pinchers, and many more!) I am a 23 year old newly married, dog loving girl! I have a 5 year old English bulldog of my own and her and I are the best buddies! I can assure you, your pup will be just as loved as if it was my own. I absolutely love walking dogs and taking them to the dog park (two of my faves) or simply just playing in the yard. Prior to taking care of your pup, I love for them to get familiar with me, so I will take the on a walk or play with them first. I do not offer overnight services in my personal home, but will visit your home so that your sweet pup (or cat!) feels safe and very familiar with its surroundings. I have found that relocating your pup to a place they have never been can make them very nervous, therefore I simply visit your home where your pup is at the times that you typically feed/water, and take out your pup on a normal basis!
“We love Felicia, and so do our kitties! She is dependable, caring and goes above and beyond to make sure all is well around the house. It’s wonderful to feel confident carefree about our pets while we’re gone. If you value that as well, she’s your girl!”
Loving pet sitters in your neighborhood
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Ruth M.
Star Sitter
“Ruth was awesome!!! My kitties didnt sem stressed or neglected when i got back and their area was clean. I also love that she sent photos each day. I plan on using Ruth again. Thanks so much!!!!”
Bri S.Star Sitter
“We used Bri for the first time and she was great. We left a house full of dogs for her and they all loved her. Will definitely use her again!”
Devon O.
“Saffire was in the best of hands while we were away. We loved the reports and the pictures, they made us feel better while being away from her. Thank you for everything.”
Joshua G.Star Sitter
“Thank you Joshua. If you ever need superior care for your pups, then don't hesitate and book Joshua G! My pups were so well cared for they almost didn't care that I was home. Excellent communication and picture updates. 100% less stress on my dogs than boarding. Thank you again.”
Sia M.Star Sitter
“Sia was wonderful! Our pup is a little shy at first, and Sia was so patient and warm while Apple warmed up to her. She gave detailed explanation of what they did together, and took many pictures to show our sweet happy pup in her care! I am so glad to have found Sia, and I will definitely be using her again!”
Cassidy W.
“Cassidy took amazing care of our Daisy. Highly recommend her. Thanks.”
Erika L.Star Sitter
“Erika was wonderful while watching our kitties! She left very detailed notes, and took cute pictures :) We can tell they enjoyed their time with her! We will definitely use her again!”
yan y.
“Yan is an amazing cat sitter! I was really worried my about leaving my cat for two weeks but Yan kept me updated and made sure my baby was well cared for and had enough playtime! It was great to see the photos and read the personal updates for each visit. 10/10 Recommend booking with Yan!!!”
Kylee E.
“Kylee is amazing!! This was my first time using Rover for our boxer dog. I was nervous to allow a stranger into our home for drop in visits but Kylee really made me feel at ease. I could not have asked for a better experience! Kylee was always on time, extremely reliable, quick with all communications and provided daily photos and details of her visit. I highly recommend her and will definitely use her services again!”
Yaritza R.
“Amazing care for my dog’s, treated them as her own and spent additional time with them to ensure they played, ate and got cuddles.”
Jennifer S.
“Jennifer is the best!!!! My cats were treated so well that I didn't see any difference in their behavior after our extended departure. They were relaxed when we arrived and I could see right away that they really liked the care Jennifer gave them. Jennifer was very helpful and available. She helped us out when our trip out of the country was extended by 2 weeks. I had peace of mind knowing my cats were in good hands. Everything was clean when I arrived and my cats had missed us, but I could see that they were relaxed and well fed. seraphin, my most shy cat, was super comfortable with her, and that's a great proof of the quality of the bond Jennifer knows how to build with animals. Thank you :-)”
Carly B.
“Thank you for taking care of Kupah.”
Haven M.Star Sitter
“Haven, has come from heaven she's caring and loving with my furry babies. I couldn't ask for anyone better than her. My furry babies loved her and knew when she was going to stop by, my cat would wait for her by the door and my dog loved her too. I'm beyond grateful to have found her. I recommend her 1000% I will keep her for my next booking. Happy new year!! ?”
Kortney H.
“Kortney took good care of our doggy and was very communicative. Thank you”
Rachelle S.
“To whome it may conern, Rachelle has watched our dogs for us on numerous occasions. She has watched them for days at a time when we have gone out of town, and she is also willing to go by the house and let them out, feed them and take them for a walk. We enjoy Rachelle. She is a pleasant young woman and has been very always been reliable and caring. We have never had any issues and certainly trust her with our precious fur babies. She is willing to facetime too and we really like that! I certainly reccomend her as a reliable dog sitter and our pups do too! God Bless”
Calinda P.
“I have known Cali for over 30 years. She has been a pet lover and pet owner for as long as I’ve known her. She’s a loving, caring and responsible caretaker. Her home is a pet sanctuary. She has cats, a bird and until recently had dogs. She has also cared for my animals, two cats and one dog when I’ve gone on vacation. I trust her completely with my animals and I know she will be a perfect fit for Rover. I recommend her highly.”
Alison N.
“Alison took great care of my two cats over July 4th weekend. This was our first time booking with her, and everything went smoothly. Will definitely rebook with her in the future.”
Matilee R.
“Matilee watched my 4-month-old puppy. She was so flexible with times of drop off and pick up. Matilee provided me with updates and pictures of Sadie! Sadie always loved to see Matilee! She took Sadie on several walks and adventures. She knew those were Sadie's favorite things!! Over everything, Matilee was so good to Sadie and very cost-efficient!”
Kathryn Lynn P.Star Sitter
“Kathryn did a wonderful job with our 2 dogs and cat while we were on vacation. She sent daily pictures and updates and we highly recommend her.”
Felicia S.
“We love Felicia, and so do our kitties! She is dependable, caring and goes above and beyond to make sure all is well around the house. It’s wonderful to feel confident carefree about our pets while we’re gone. If you value that as well, she’s your girl!”
Winston pet parents share their Rover experiences
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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 pet sitting in Winston is $20
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 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.
Sitters in Winston average 6 repeat pet sitting clients
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 556 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, 85% of Winston pet sitters respond in under an hour.
Pet sitters in Winston have an average of 15 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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 556 pet sitters in Winston on Rover, so you’re sure to find the perfect match for your pet! In Winston, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.
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