Pet Sitting & Drop Ins in Oak Creek At Countryside, Clearwater, FL
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 Oak Creek At Countryside pet sitters

“Stephanie is without a doubt the best sitter we have ever had and Bella is 12 years old. Incredibly thoughtful, kind and patient. We love her so much. And my puppies love her even more! Thank you!”


“Wow, what a great job Peyton did with my 2 dogs! She went above and beyond. She was able to take my puppy, who is extremely energetic, on a long walk, and my pup is a real puller and pretty strong. I feel confident that my fur babies are in good hands while I am away from home. I am going to book her again for tomorrow morning. 😊”


“Alex did an amazing job watching our two big pups while we are on vacation. She gave them all the love and attention they needed so they weren’t super lonely would definitely recommend and use her services again.”



“Rebecca is amazing! She takes incredible care of my babies… I have three English bulldogs and a cat. They are never stressed out, and I am grateful for how responsive she always is! highly recommend.”


“Courtney was great. My cats didn't hide when she came over they seemed to really like her. I appreciated the photo updates that she sent me. I will definitely ask her to watch them on my next getaway.”



“Hershey was very happy when I arrived home today and Margot locked all the doors and sent me a picture. Margot was great at the meet and greet with Hershey and obviously has a lot of experience with dogs. I felt very comfortable leaving my dog and home in her care. I am very grateful for her help!”


“Gabby was wonderful! She came and not only fed the kitties, but stayed and played with them. She did an amazing job and will definitely use her for future trips.”


“Megan was amazing with our rescue dogs! She was a great communicator and spent time making sure our pups were well loved (a bit spoiled ?) and cared for while we were away! She will definitely be a part of our pets’ future! Thank you, Megan!!”


“This was our first time having Debbie take care of our new kittens and their first time with having a sitter. Everything went so well! Debbie was caring, patient and communicative which I appreciate. She was even able to get our skittish little girl to come out and spend time with her. Thank you for taking such good care of the babies, Debbie. Would definitely recommend!”


“This is my second time booking with Brookelynn. She is a wonderful sitter. My cat is always happy when I get back home after Brookelynn has watched her. I had an issue with my thermostat and she resolved it to make sure my cat was comfortable. She always stays in contact with me while I’m away, which is beyond appreciated!”


About: I am an online student who is with the babies all day long. The house has a large screened in porch for nice days and a large fenced in backyard. I have a background as a former Veterinary Assistant, making me capable of administering insulin and other necessary medications for your special needs babies, I have also worked in day care and grooming. Aside from going on a walk around the neighborhood morning and night, and we have a great fenced in backyard. I also take any dogs with permission from their parents to the Enterprise dog park. This gives them a great deal of enrichment and a great way of burning energy as well as working on socialization. All dogs in my care get plenty of love and exercise. Walks happen every morning and evening, we have a fully fenced in backyard and the dogs get plenty of mental stimulation with our every other day trips to the Enterprise dog park.

“First time I’ve tried, Samantha, and she knocked it out of the park. My three cats, who normally are very shy with strangers, took to her right away. She was knowledgeable and took excellent care of them and my house. She played with them which they live. Came home to happy, healthy fur babies. I very highly recommend Samantha and will be using her in the future.”


“Melissa is top notch. Very responsive and very kind. She politely told me she had another pet sitting obligation booked but was able to stop by afterwards which worked even better for me. My boy is older and does not walk stairs real well and she boosted him up the stairs from behind as well. Absolutely everything you hope for when you come on Rover. 5 stars would not be enough. Thank you Melissa!!”


About: Dogs are everyone’s best friends! Whether is going on a walk or running around playing fetch, the chance to bond is what matters most. I want to show love and loyalty to all. I don’t as of right now so i’m always around to make sure your pet is in a safe space! I’m able to transport no matter the distance so you won’t have to worry :) I’m big on keeping a clean place no matter the activity. I stay on track of feeding schedules and giving lots of love at all times!

“Lisa has watched our two kitties twice and each time has been so amazing. She truly cares about them and it shows. Lisa follows our very specific feeding and medication schedules and provides lots of pets and love. I highly recommend her and trust her with our precious furry babies ❤️”

“Thank you. I’m so embarrassed I am having the sub pump replaced and my exterminator out this week! Susan was wonderful. My cats are very shy and she found and took photos. She was prompt and a great communicator. No complaints!”


“Ashleigh did an OUTSTANDING job taking care of my Luke. She kept me advised of her daily visits and left me confident that he was being well cared for. I will certainly be utilizing Ashleigh for my future needs.”

Loving pet sitters in your neighborhood
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Stephanie W.Star Sitter

“Stephanie is without a doubt the best sitter we have ever had and Bella is 12 years old. Incredibly thoughtful, kind and patient. We love her so much. And my puppies love her even more! Thank you!”


Peyton S.

“Wow, what a great job Peyton did with my 2 dogs! She went above and beyond. She was able to take my puppy, who is extremely energetic, on a long walk, and my pup is a real puller and pretty strong. I feel confident that my fur babies are in good hands while I am away from home. I am going to book her again for tomorrow morning. 😊”


Alexandra M.Star Sitter

“Alex did an amazing job watching our two big pups while we are on vacation. She gave them all the love and attention they needed so they weren’t super lonely would definitely recommend and use her services again.”




Rebecca U.Star Sitter

“Rebecca is amazing! She takes incredible care of my babies… I have three English bulldogs and a cat. They are never stressed out, and I am grateful for how responsive she always is! highly recommend.”


Courtney G.Star Sitter

“Courtney was great. My cats didn't hide when she came over they seemed to really like her. I appreciated the photo updates that she sent me. I will definitely ask her to watch them on my next getaway.”




Margot O.
Star Sitter


“Hershey was very happy when I arrived home today and Margot locked all the doors and sent me a picture. Margot was great at the meet and greet with Hershey and obviously has a lot of experience with dogs. I felt very comfortable leaving my dog and home in her care. I am very grateful for her help!”


Gabriela W.Star Sitter

“Gabby was wonderful! She came and not only fed the kitties, but stayed and played with them. She did an amazing job and will definitely use her for future trips.”


Megan S.
Star Sitter


“Megan was amazing with our rescue dogs! She was a great communicator and spent time making sure our pups were well loved (a bit spoiled ?) and cared for while we were away! She will definitely be a part of our pets’ future! Thank you, Megan!!”


Debbie P.Star Sitter

“This was our first time having Debbie take care of our new kittens and their first time with having a sitter. Everything went so well! Debbie was caring, patient and communicative which I appreciate. She was even able to get our skittish little girl to come out and spend time with her. Thank you for taking such good care of the babies, Debbie. Would definitely recommend!”


Bianca V.

“Bianca is the best! Finn loves her too!”


Brookelynn E.Star Sitter

“This is my second time booking with Brookelynn. She is a wonderful sitter. My cat is always happy when I get back home after Brookelynn has watched her. I had an issue with my thermostat and she resolved it to make sure my cat was comfortable. She always stays in contact with me while I’m away, which is beyond appreciated!”


Jace W.Star Sitter
“I want to express my utmost satisfaction with the pet sitting services provided. The lovely couple took excellent care of my beloved dog during my time away. The daily picture updates were a wonderful touch, allowing me to witness the happiness in my furry companion's eyes. This thoughtful gesture provided immense comfort, as I could see firsthand that my little girl was being well looked after. Knowing that my baby was in such capable hands during my absence truly put my mind at ease. Thank you for your exceptional care and attention to detail.”


Samantha C.

“First time I’ve tried, Samantha, and she knocked it out of the park. My three cats, who normally are very shy with strangers, took to her right away. She was knowledgeable and took excellent care of them and my house. She played with them which they live. Came home to happy, healthy fur babies. I very highly recommend Samantha and will be using her in the future.”


Melissa H.

“Melissa is top notch. Very responsive and very kind. She politely told me she had another pet sitting obligation booked but was able to stop by afterwards which worked even better for me. My boy is older and does not walk stairs real well and she boosted him up the stairs from behind as well. Absolutely everything you hope for when you come on Rover. 5 stars would not be enough. Thank you Melissa!!”


Talia R.
“What a blessing Talia has been for us. We have a house full of dogs, cats and critters. We’re able to travel without worry since we found her. Extremely reliable!!”


Lisa P.
“Lisa has watched our two kitties twice and each time has been so amazing. She truly cares about them and it shows. Lisa follows our very specific feeding and medication schedules and provides lots of pets and love. I highly recommend her and trust her with our precious furry babies ❤️”


Arabelle M.
“Arabelle was amazing! Didn’t have to stress about our dogs while she watched them 😊”


Susan C.

“Thank you. I’m so embarrassed I am having the sub pump replaced and my exterminator out this week! Susan was wonderful. My cats are very shy and she found and took photos. She was prompt and a great communicator. No complaints!”


Regina B.

“Punctual and efficient. This is our second booking with Regina and she has delivered both times. We will be using her again in the future. Thank you!”


Ashleigh K.

“Ashleigh did an OUTSTANDING job taking care of my Luke. She kept me advised of her daily visits and left me confident that he was being well cared for. I will certainly be utilizing Ashleigh for my future needs.”
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
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 Oak Creek At Countryside.
Rover makes it easy to find Oak Creek At Countryside 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
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.
