Pet Sitting & Drop Ins in Trails Of Countryside, Clearwater, FL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Trails Of Countryside pet sitters

“Tracy is the best! She is truly concerned about the fur baby she is taking care of more than anything with the visit! And her videos are so fun and makes us feel so great about the time spent with Tracy. We kinda don't want to post this because she is so great, we know she is going to get so busy! Thank you so much!”


“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!”



“Rebecca has been sitting for me for years and is always fantastic! I’m never the best at scheduling as I should and she always helps last second when she can. Absolutely great to our pets over the years and one of the only people I trust to take care of them. Book her!!”


“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. 😊”


“Was so amazing with my fur baby and sent me the best update photos I could tell my girl was well taken care of and she even made me a cute goodie bag with a bracelet she made with my dogs name! 10/10 will definitely be rebooking with her”


“So happy kitties came out to see Stephanie. Happy with the communication and feedback on the visit. So happy to have connected with her to take care of my kitties while I’m away.”


“Courtney did a great job caring for my cats . She made sure they got attention and plenty if scratches. Plus she was geat about cleaning up after my senior kitty who had some accidents. Thank you Courtney!”


“I had a fantastic experience with Adriana! She was punctual, respectful, and incredibly trustworthy, which gave me complete peace of mind while I was away. My dog, Shirley, can be a bit particular, but she absolutely loves Adriana—which says a lot! It’s clear she has a natural way with animals, and I appreciated how attentive and caring she was. She followed all instructions perfectly, and I never had to worry about Shirley’s safety or happiness. I will definitely be booking her again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!”



“Margot was wonderful with our two older pups! You can tell she has a passion for animals and they loved her right away. She was flexible, reliable and I look forward to booking her again soon!!”


“This was my first experience using rover. I was skeptical and nervous considering my dog is a GSD and most dog owners understand you have to be a special type of person to understand the complexities and temperament in which they can conduct themselves. I inquired and she scheduled a meet and greet within 24 hours, once she met Oakley he instantly gravitated towards which he never does with strangers, he let her pet him and brought her toys to play almost immediately. I also need to mention I had tried to arrange this last second so her being able to meet Oakley on short notice was incredibly convenient. So I left with concern as a dog parent does for thier child and every time I worried she would send pictures and updates on Oakleys behavior and visits everytime she visited him. She even took pictures that are way cuter than I normally take which was ironically a god send because I forget to take pictures of him. Overall, Kayla was a rockstar! I appreciate everything she did for Oakley and would implore all large breed dog owners (Or any for that matter) that share a sliver of concern for their pets to trust Kayla and understand she very professional, punctual, and most importantly trustworthy. Thank You Kayla! Oakley can’t wait to see you again”


“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.”


“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!!”


“Brookelynn was AMAZING! This was my first time using her drop-in service for my indoor kitty, and I couldn’t be happier with the experience. She was super responsive, professional, and made the whole process feel so easy and stress-free. But the best part? My cat LOVED her!! 🐾 He’s usually pretty shy around new people, but Brookelynn won him over right away. I received regular updates and could tell he was in great hands the entire time. It gave me such peace of mind knowing he was not just being looked after, but genuinely cared for and played with! Brookelynn went above and beyond, and I’ll absolutely be booking with her again. So grateful to have found someone I can fully trust with my fur baby!”


“Debbie went above and beyond! Very reliable and a great communicator! We were confident our fur babies were in great hands when she was watching them. Even our shy cat loved her!!”



“Danielle could not have been nicer, I enjoyed meeting her. she took great care with my boys Leo and Spence! Will be repeat clients for sure!”


About: I've been taking care of animals for as long as I can remember. I currently have three dogs, two Scottish terriers and one Britney. I've trained and dealt with puppies. I also know the care that senior animals require. I've helped others with their animals on multiple occasions and have had many different kinds of animals. I've had experience with hampsters, guinea pigs, rats, turtles, bearded dragons, fish, hermit crabs, and of course dogs and cats! I love animals and I am willing to do any tasks required in taking care of them. I'm a happy and quick learner and will make sure your pet is taken care of. I currently work a part time job during the week for 4 hours of the day. This allows me much extra time to spend with your wonderful animals and take care of them! I will happily spend the nights with them and stay with them for as long as I can so they are not lonely if you are comfortable with that :) I will come to your home and do whatever is required of me! I always make sure the animals are taken care of first and foremost and usually spend a lot of time with them, such as walking and/or playing.

“Amazing service!!!! Needed to find someone last minute and Athena & Richi were there to the rescue! Really appreciate all they did to help my Tank. Would definitely recommend!”


“Fabulous. Simply fabulous. Everyone was happy, healthy, and well cared for. Even the blind cats took to Sam. She is very good to everyone in the pack we have here, and a pleasure to talk to. Will definitely use her again if possible.”


About: What sets me apart as a dog sitter is my deep, personal experience and genuine love for animals. Having cared for my own dog for 16 wonderful years and cat for 5 years, I understand the attention, patience, and compassion needed for pets of all ages and temperaments. Beyond my own pets, I’ve also been entrusted to care for the beloved pets of family and friends, earning their trust through reliable, attentive, and loving care. I treat every pet as if they were my own, ensuring they feel safe, happy, and well-loved while you’re away I am currently working full time Monday-Thursday from 8:30 am to 7 pm. I am available anytime before or after on Mondays if needed. I have full availability Friday, Saturday and Sunday. I provide loving, attentive care for pets in their own home, ensuring comfort, safety, and happiness through personalized routines, playtime, feeding, and lots of affection.


“Last minute I needed someone to come see my older dog over the weekend and Martha & Brett were great and quickly accepted my drop-in request and were excellent communicators. I’d highly recommend them and their services!”

Loving pet sitters in your neighborhood
Search Results


Tracy K.

“Tracy is the best! She is truly concerned about the fur baby she is taking care of more than anything with the visit! And her videos are so fun and makes us feel so great about the time spent with Tracy. We kinda don't want to post this because she is so great, we know she is going to get so busy! Thank you so much!”


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!”




Rebecca U.Star Sitter

“Rebecca has been sitting for me for years and is always fantastic! I’m never the best at scheduling as I should and she always helps last second when she can. Absolutely great to our pets over the years and one of the only people I trust to take care of them. Book her!!”


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

“Was so amazing with my fur baby and sent me the best update photos I could tell my girl was well taken care of and she even made me a cute goodie bag with a bracelet she made with my dogs name! 10/10 will definitely be rebooking with her”


Stephanie A.Star Sitter

“So happy kitties came out to see Stephanie. Happy with the communication and feedback on the visit. So happy to have connected with her to take care of my kitties while I’m away.”


Courtney G.Star Sitter

“Courtney did a great job caring for my cats . She made sure they got attention and plenty if scratches. Plus she was geat about cleaning up after my senior kitty who had some accidents. Thank you Courtney!”


Adriana D.Star Sitter

“I had a fantastic experience with Adriana! She was punctual, respectful, and incredibly trustworthy, which gave me complete peace of mind while I was away. My dog, Shirley, can be a bit particular, but she absolutely loves Adriana—which says a lot! It’s clear she has a natural way with animals, and I appreciated how attentive and caring she was. She followed all instructions perfectly, and I never had to worry about Shirley’s safety or happiness. I will definitely be booking her again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!”




Margot O.
Star Sitter


“Margot was wonderful with our two older pups! You can tell she has a passion for animals and they loved her right away. She was flexible, reliable and I look forward to booking her again soon!!”


Kayla B.

“This was my first experience using rover. I was skeptical and nervous considering my dog is a GSD and most dog owners understand you have to be a special type of person to understand the complexities and temperament in which they can conduct themselves. I inquired and she scheduled a meet and greet within 24 hours, once she met Oakley he instantly gravitated towards which he never does with strangers, he let her pet him and brought her toys to play almost immediately. I also need to mention I had tried to arrange this last second so her being able to meet Oakley on short notice was incredibly convenient. So I left with concern as a dog parent does for thier child and every time I worried she would send pictures and updates on Oakleys behavior and visits everytime she visited him. She even took pictures that are way cuter than I normally take which was ironically a god send because I forget to take pictures of him. Overall, Kayla was a rockstar! I appreciate everything she did for Oakley and would implore all large breed dog owners (Or any for that matter) that share a sliver of concern for their pets to trust Kayla and understand she very professional, punctual, and most importantly trustworthy. Thank You Kayla! Oakley can’t wait to see you again”


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.”


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!!”


Brookelynn E.Star Sitter

“Brookelynn was AMAZING! This was my first time using her drop-in service for my indoor kitty, and I couldn’t be happier with the experience. She was super responsive, professional, and made the whole process feel so easy and stress-free. But the best part? My cat LOVED her!! 🐾 He’s usually pretty shy around new people, but Brookelynn won him over right away. I received regular updates and could tell he was in great hands the entire time. It gave me such peace of mind knowing he was not just being looked after, but genuinely cared for and played with! Brookelynn went above and beyond, and I’ll absolutely be booking with her again. So grateful to have found someone I can fully trust with my fur baby!”


Debbie P.Star Sitter

“Debbie went above and beyond! Very reliable and a great communicator! We were confident our fur babies were in great hands when she was watching them. Even our shy cat loved her!!”




Danielle K.


“Danielle could not have been nicer, I enjoyed meeting her. she took great care with my boys Leo and Spence! Will be repeat clients for sure!”


Kadence H.Star Sitter
“Kadence has been a friend of mine for about seven years and has taken care of me and my family's pets when we have gone on vacation. She always treats my pets wonderfully and takes phenomenal care of them. She also adores her own dogs and pets as well as always talking about them and sending me pictures of them. Overall, Kadence is a very kind, loving, sweet, and caring person towards every person and animal which is why I 100% recommend her as a wonderful pet caregiver.”


Athena & Richi E.
Star Sitter


“Amazing service!!!! Needed to find someone last minute and Athena & Richi were there to the rescue! Really appreciate all they did to help my Tank. Would definitely recommend!”


Samouila S.


“Fabulous. Simply fabulous. Everyone was happy, healthy, and well cared for. Even the blind cats took to Sam. She is very good to everyone in the pack we have here, and a pleasure to talk to. Will definitely use her again if possible.”


Joselyn G.
“Thank you Joselyn!! You were so great with Sheppard and Pogo. The dogs loved having you take care of them. You do a great job communicating, keeping me updated on the dogs, and making sure I’m kept in the loop when I’m gone. I’m not sure what we would do without you !”




Martha & Brett B.
Star Sitter


“Last minute I needed someone to come see my older dog over the weekend and Martha & Brett were great and quickly accepted my drop-in request and were excellent communicators. I’d highly recommend them and their services!”
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 Trails Of Countryside.
Rover makes it easy to find Trails Of 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.
