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

“Rachael takes great care of our pups! We knew she would be great when she showed up for the meet and greet with a notebook in hand. We left her notes and she followed them perfectly! Our pups get so excited to see her! They are exhausted from their walk and will nap for hours now! 😊”


“Aimee was wonderful Our Anna Mae loved her. Aimee had great communication with us and I will definitely continue to use her and recommend her to family and friends.”



“Sherry is the sitter for me. She takes great care of our fur family when we have to go out of town. Sherry always sends us photos and lets us know how are pets are doing….”


“Melissa was awesome. She sent pictures and videos of our Stormy Reign. She even came to check on her in the cold and snow. Very sweet young lady and my Stormy seemed happy when she was with her. We will definitely call on Melissa for all of our future bookings.”


“Rebekah had great communication throughout the whole process and took such good care of my two little boys. I definitely recommend her and will be booking again in the future.”


“You can't go wrong with using Leylah. We've used her several times and this most recent when we had to head out of town unexpectedly. She was able to accommodate for the last minute request and I knew our fur babies were in good hands. TY”


About: I take my time to understand each dog’s wonderful personality, specific routine and needs. Making sure they feel safe, happy, and loved while you’re away. I am a serial entrepreneur so I create my own schedule. I love being able to spend quality time with my pets throughout the day. Often taking them to the park or just to get fresh air throughout the week. I have a dog crate and play area, toys and a large backyard with a tie out. I will follow whatever instructions you would like so that your pet is cared for properly.


About: I am the proud dog mom of 3 mutts, they are my heart. I have been house and pet sitting for several years, specializing in horse and farm care. I have several long term repeat clients, I care for their dogs, cats, horses and the occasional llama. Your pet will be cared for with compassion and love. Each animal will receive individualized care, complete with hugs, kisses and play time. I can handle limited special needs, such as giving medicines or doctoring injuries. No shots. I am available for drop in visits daily or as needed, for lunch or dinner with walks and feedings, overnight short and long term stays. Mail and deliveries will be handled and brought in as needed. Your pets will be loved as if they were mine. I am working full time, i can work around my schedule as long as you are ok with the pets being left alone for several hours at a time. I spend time playing and cuddling with the animals so that they are loved and cared for. I spend time playing with and cuddling with the animals. I want them to be comfortable and loved even when their people are not there.


“Christina was excellent to our Nola. She took great care of her when we needed and she was extremely attentive to her. We can home to happy puppy everyday. Thank you Christina for all that you have to help our family”


About: I have been taking care of dogs since 14, in my house hold we have 5 dogs and I love each and everyone of them I am a college student who also works part-time so my schedule is free too play with pups and help take care of pups as needed! In my household we have a fenced yard but I often take all the pups on walking in the neighborhood and car rides which they love!

“Mark, did a great job looking after my girls. He was a life saver because I booked him on short notice. I had a family emergency in South Alabama and he came on that short notice to see about my babies.”


“Sharonda is the best! She made time for our Meet and Greet at the last minute, sat with and met our furbabies, asked questions so she could have the best understanding of them, listened to and answered all of my questions, sent photos, and did an overall phenomenal job👏🏿 Thank You Sharonda 🥰🙌🏿🙌🏿💖”


“So grateful for Nadine! She stepped up to make sure my pup was taken care of on late notice and was extremely reliable. She checked in at Queen’s needed visit times and shared pictures that gave me peace of mind while I was out of town. Highly recommend, Nadine! Thanks, again! 🙏🏼🙏🏼🙏🏼🙏🏼🙏🏼”


“Omg! What a perfect young lady! She was great with Pisces! My girl was completely comfortable with Kathryn! She even went above and beyond when I had an emergency on my cruise when I broke my phone and had to completely depend on the ship's computer. She actually got to my girl last minute since I was un”


About: I’ve always grew up with animals and worked with them since. I have the patience’s and passion to care and tend to your babies. I love spending time for animals. I have plenty of time throughout the day to go check up on your dog or cat. We can go on walks and have alot of play time. I see them multiple times a day and at night. I am in a friendly neighborhood. I have neighbors walking there dogs all the time. I also have a gated fenced. In my home animaled are abored and loved. We have passion for them

“Jessy (and Harvey) were amazing! They both came over a number of times to watch my dog in his own space, which I know made his weekend! Knowing how important your pets are, you can make a bad choice in who looks after them. Jessy probably provided a more-engaging weekend with even more exercise than I would have had I stayed home. Thanks, Jessy!”


About: I am a flight attendant with a flexible schedule, allowing me to provide the best care and cuddles for your pup! I have been taking care of animals for over 7 years and wanted a pet squirrel growing up! I am a flight attendant so I have a flexible schedule every month allowing me to offer the best and most care to your pup! I have 2 beautiful dogs at home. A 1 year old pup and a senior 13 year old pup! I have retractable and non retractable leashes for pups if needed, travel bowls, and the best pooper scooper! I will follow owners needs for their animal and always give the most love to each pup/cat!
Loving pet sitters in your neighborhood
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Rachael P.Star Sitter

“Rachael takes great care of our pups! We knew she would be great when she showed up for the meet and greet with a notebook in hand. We left her notes and she followed them perfectly! Our pups get so excited to see her! They are exhausted from their walk and will nap for hours now! 😊”


Aimee D.Star Sitter

“Aimee was wonderful Our Anna Mae loved her. Aimee had great communication with us and I will definitely continue to use her and recommend her to family and friends.”




Sherry J.Star Sitter

“Sherry is the sitter for me. She takes great care of our fur family when we have to go out of town. Sherry always sends us photos and lets us know how are pets are doing….”


Melissa M.Star Sitter

“Melissa was awesome. She sent pictures and videos of our Stormy Reign. She even came to check on her in the cold and snow. Very sweet young lady and my Stormy seemed happy when she was with her. We will definitely call on Melissa for all of our future bookings.”


Rebekah W.Star Sitter

“Rebekah had great communication throughout the whole process and took such good care of my two little boys. I definitely recommend her and will be booking again in the future.”


Kayla D.

“Kayla is great! Very attentive and my dog loved her”


Leylah N.

“You can't go wrong with using Leylah. We've used her several times and this most recent when we had to head out of town unexpectedly. She was able to accommodate for the last minute request and I knew our fur babies were in good hands. TY”


Chelsea W.
About: I take my time to understand each dog’s wonderful personality, specific routine and needs. Making sure they feel safe, happy, and loved while you’re away. I am a serial entrepreneur so I create my own schedule. I love being able to spend quality time with my pets throughout the day. Often taking them to the park or just to get fresh air throughout the week. I have a dog crate and play area, toys and a large backyard with a tie out. I will follow whatever instructions you would like so that your pet is cared for properly.


Sadie R.

“Followed instructions perfectly and gave such great care to my kitten!”




Samantha W.
“Leaving my pets in Samantha's care gives me great comfort. She sends me pictures and updates on a regular basis. She has the experience and love for animals, big and small, I know that I can count her to give the best care and attention to all of my herd when I am away. She is my only call when I am making travel arrangements!”




Christina C.

“Christina was excellent to our Nola. She took great care of her when we needed and she was extremely attentive to her. We can home to happy puppy everyday. Thank you Christina for all that you have to help our family”


Cam D.

“Cam was awesome with my boys. He was very attentive and accommodating to our needs. Communication was awesome I’ll definitely recommend him and use him in the future.”


Niyah M.
“Niyah is amazing when it comes to caring for animals. She knows how to take care of animals by making sure they have their meals, potty breaks, outdoor activities and exercise, walks and snuggle time in the house. She is also great with training. She has help with potty training and behavioral training with several dogs. Her love for animals is truly outstanding. She is the best animal caregiver.”


Mark T.Star Sitter

“Mark, did a great job looking after my girls. He was a life saver because I booked him on short notice. I had a family emergency in South Alabama and he came on that short notice to see about my babies.”


Sharonda W.

“Sharonda is the best! She made time for our Meet and Greet at the last minute, sat with and met our furbabies, asked questions so she could have the best understanding of them, listened to and answered all of my questions, sent photos, and did an overall phenomenal job👏🏿 Thank You Sharonda 🥰🙌🏿🙌🏿💖”


Nadine M.Star Sitter

“So grateful for Nadine! She stepped up to make sure my pup was taken care of on late notice and was extremely reliable. She checked in at Queen’s needed visit times and shared pictures that gave me peace of mind while I was out of town. Highly recommend, Nadine! Thanks, again! 🙏🏼🙏🏼🙏🏼🙏🏼🙏🏼”


Kathryn G.

“Omg! What a perfect young lady! She was great with Pisces! My girl was completely comfortable with Kathryn! She even went above and beyond when I had an emergency on my cruise when I broke my phone and had to completely depend on the ship's computer. She actually got to my girl last minute since I was un”


Brianna J.
About: I’ve always grew up with animals and worked with them since. I have the patience’s and passion to care and tend to your babies. I love spending time for animals. I have plenty of time throughout the day to go check up on your dog or cat. We can go on walks and have alot of play time. I see them multiple times a day and at night. I am in a friendly neighborhood. I have neighbors walking there dogs all the time. I also have a gated fenced. In my home animaled are abored and loved. We have passion for them


Jessy D.

“Jessy (and Harvey) were amazing! They both came over a number of times to watch my dog in his own space, which I know made his weekend! Knowing how important your pets are, you can make a bad choice in who looks after them. Jessy probably provided a more-engaging weekend with even more exercise than I would have had I stayed home. Thanks, Jessy!”


Natasha S.
About: I am a flight attendant with a flexible schedule, allowing me to provide the best care and cuddles for your pup! I have been taking care of animals for over 7 years and wanted a pet squirrel growing up! I am a flight attendant so I have a flexible schedule every month allowing me to offer the best and most care to your pup! I have 2 beautiful dogs at home. A 1 year old pup and a senior 13 year old pup! I have retractable and non retractable leashes for pups if needed, travel bowls, and the best pooper scooper! I will follow owners needs for their animal and always give the most love to each pup/cat!
Over 23 pet parents in Winston have booked pet sitting
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 $22
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 8 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 $22 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 547 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, 87% of Winston pet sitters respond in under an hour.
Pet sitters in Winston have an average of 13 years of experience. Pet sitters with repeat customers have an average of 8 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 547 pet sitters in Winston on Rover, so you’re sure to find the perfect match for your pet! In Winston, 97% of pet sitters offer daily exercise, 97% offer medication administration, and 91% 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.
