Pet Sitting in Winterstown
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 Winterstown pet sitters

“Rebekah is a lovely sitter. I would be happy to recommend her to anyone looking for a kind, compassionate, responsible pet sitter. I feel great about reaching out for future help the next time I go away.”


“Simply great! Great pictures, great walks, great communication and pictures. Bridget loves them. Have used numerous times and every time the service is excellent.”


“I highly recommend Chelsey for pet care. Her care made our pets' time away from us joyful and comforting and gave us true peace of mind. Chelsey went above and beyond, and we're so thankful for her dedication to our pets' well-being.”


“Christy took very good care of our cat when we were away. Her communication with us was great; she sent lots of pictures and replied very quickly when we had questions. Thanks very much, Christy!”


“I am a first-time customer with Rover.com. I submitted a request for a petsitter to watch my cats while I was out of state. For six days (including Labor Day weekend), Sarah M. took excellent care of my “Little Ones”. During all ten visits, she went the extra mile and cleaned up the occasional fur balls (yuck🤢) and small-scale disasters my cats made. My cats took a liking to her and that doesn’t usually happen. That means there’s something special about Sarah M. She is thorough, meticulous, kind, considerate, and professional. I’ll gladly ask her to watch my pets again! Thank you, Sarah! You’re a godsend!!😊💯👍🏾”


About: I have been caring for pups of all personalities and sizes since I was a child. My goal is to mimic your routines to decrease any stress or anxiety your pup may have while you are gone, providing lots of love and play time. I currently work full time at a daycare. I have time in the morning before 8 and time after six! On the weekend I have plenty of time to play and have fun with your precious pups! When it’s nice out I would take your dog outside for nice walks and play outside. Or if your dog is older or likes to be inside I do enjoy cuddle time.

“Kaylee is great, you can tell she loves the dogs she visits! It's so nice to have someone you trust visit your pup while your away. We'll definitely be using her again in the future”


“Kitty crew all loved her. My oldest cat is normally my judge of good babysitters because of her skittish nature. Natalie had her out of hiding and playing on the first visit. Mira doesn't even come out of hiding for my family (and she used to live with them).”


“Louis did a thorough job taking care of my poultry flock while we were away for 2 days, especially considering the extreme cold temperatures. We are grateful for the help. Thanks Louis!”


“Cheyene did a great job with our anxious pup and crazy husky! She was on time, sent great pics, and gave us feedback about how Zelda and Willow were behaving to make us feel more at ease with our first time using Rover.”


“I have three elderly dogs, two of which did not have not had a good past. They are fearful of people for good reason. They instantly trusted Mary. I have never before been able to go away without worrying the entire trip. She has truly enhanced our lives, already booked her a second time.”


About: I just love animals I will take care of them like they are my own. Because we all know they are our family. They are like kids. I am off most weekends. Friday to Sunday I get of work at 430 pm. Monday though Thursday. Hope this works for you. Thank you Like that was my own. I will take care of them the same way you take care of your pet. Because we know our pets are family. Also I don’t know how to change about pets not being allowed on furniture but they would be allowed on mine. If you allow it. Like said will treat and hold pets to your rules and regulations just as if I were you.

“So grateful for the excellent care provided for my Jenny. Ariel always communicates with us about how Jenny did during her visits. She also communicates regarding scheduling which is so helpful since my work schedule varies. I highly recommend Ariel to anyone looking for care for their pets.”


“Treanne did a great job caring for our babies! She updated us with pictures every day and spent quality time playing with them. She went above and beyond for us. I would recommend her in a heartbeat!”

Loving pet sitters in your neighborhood
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Rebekah A.Star Sitter

“Rebekah is a lovely sitter. I would be happy to recommend her to anyone looking for a kind, compassionate, responsible pet sitter. I feel great about reaching out for future help the next time I go away.”


Caleb & Juliana B.Star Sitter

“Simply great! Great pictures, great walks, great communication and pictures. Bridget loves them. Have used numerous times and every time the service is excellent.”


Beth K.Star Sitter

“Beth is the best pet sitter we’ve had! She takes great care of our three cats, including one that needs oral liquid medication. The cats love her, too!!”


Chelsey B.

“I highly recommend Chelsey for pet care. Her care made our pets' time away from us joyful and comforting and gave us true peace of mind. Chelsey went above and beyond, and we're so thankful for her dedication to our pets' well-being.”


Christy R.
Star Sitter


“Christy took very good care of our cat when we were away. Her communication with us was great; she sent lots of pictures and replied very quickly when we had questions. Thanks very much, Christy!”


Sarah M.

“I am a first-time customer with Rover.com. I submitted a request for a petsitter to watch my cats while I was out of state. For six days (including Labor Day weekend), Sarah M. took excellent care of my “Little Ones”. During all ten visits, she went the extra mile and cleaned up the occasional fur balls (yuck🤢) and small-scale disasters my cats made. My cats took a liking to her and that doesn’t usually happen. That means there’s something special about Sarah M. She is thorough, meticulous, kind, considerate, and professional. I’ll gladly ask her to watch my pets again! Thank you, Sarah! You’re a godsend!!😊💯👍🏾”


Asia C.Star Sitter
About: I have been caring for pups of all personalities and sizes since I was a child. My goal is to mimic your routines to decrease any stress or anxiety your pup may have while you are gone, providing lots of love and play time. I currently work full time at a daycare. I have time in the morning before 8 and time after six! On the weekend I have plenty of time to play and have fun with your precious pups! When it’s nice out I would take your dog outside for nice walks and play outside. Or if your dog is older or likes to be inside I do enjoy cuddle time.


Kaylee S.Star Sitter

“Kaylee is great, you can tell she loves the dogs she visits! It's so nice to have someone you trust visit your pup while your away. We'll definitely be using her again in the future”


Natalie V.

“Kitty crew all loved her. My oldest cat is normally my judge of good babysitters because of her skittish nature. Natalie had her out of hiding and playing on the first visit. Mira doesn't even come out of hiding for my family (and she used to live with them).”


Bria A.


“Bria w responded to my request and messages immediately. She was great and took good care of my super crazy/hyper pup. Definitely will be using her again!”


Louis M.

“Louis did a thorough job taking care of my poultry flock while we were away for 2 days, especially considering the extreme cold temperatures. We are grateful for the help. Thanks Louis!”


Cheyene S.


“Cheyene did a great job with our anxious pup and crazy husky! She was on time, sent great pics, and gave us feedback about how Zelda and Willow were behaving to make us feel more at ease with our first time using Rover.”


Mary Y.

“I have three elderly dogs, two of which did not have not had a good past. They are fearful of people for good reason. They instantly trusted Mary. I have never before been able to go away without worrying the entire trip. She has truly enhanced our lives, already booked her a second time.”


Erin M.


“Erin took amazing care of our two kitties while we were on vacation!! We will definitely be hiring her again next time we need a pet sitter :)”


Caryn S.

“Caryn did a great job taking care of our dogs! Even though the one was a little bit of a stinker 🙃. Would definitely recommend her.”


Jaclyn A.

“Did a great job taking care of our cats while we were away, including giving one medicine every day!”


Theresa D.
“To whom it may concern. Theresa is a wonderfully loving caregiver to animals, as well as the people in her life too. Her love for our 2 dogs and 3 cats was unmistakable, and we love her dearly as a wonderful person.”




Gabbie B.Star Sitter

“The boys do great when Gabbie drops by. They enjoy the extra play time and snacks while I am at work and it makes Orei much less barky if he gets a midday break!”


Ariel T.

“So grateful for the excellent care provided for my Jenny. Ariel always communicates with us about how Jenny did during her visits. She also communicates regarding scheduling which is so helpful since my work schedule varies. I highly recommend Ariel to anyone looking for care for their pets.”


Treanne K.

“Treanne did a great job caring for our babies! She updated us with pictures every day and spent quality time playing with them. She went above and beyond for us. I would recommend her in a heartbeat!”
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!
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.
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 Winterstown 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 308 pet sitters in Winterstown. 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 Winterstown pet sitters respond in under an hour.
Pet sitters in Winterstown have an average of 11 years of experience. Pet sitters with repeat customers have an average of 7 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 Winterstown.
Rover makes it easy to find Winterstown 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 308 pet sitters in Winterstown on Rover, so you’re sure to find the perfect match for your pet! In Winterstown, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% 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.
