House Sitting in Trails Of Countryside, Clearwater, FL
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Top rated Trails Of Countryside house sitters

“Maureen took good care of our dog, Oakley. He really enjoyed playing fetch in the pool! Great communication and daily pictures were appreciated! She even thought to send me pics of my flowers blooming in the yard. :)”


“Peyton was really good with Ginger, sent at least 1 photo daily, kept in contact with us about Gingers care and anything that seemed a little off. Ginger seemed happy with her.”


“Jessika was communicative during her stay with my (2) animals. Kept me updated and informed with daily information. I appreciate you caring on my animals with kindness!”


“Dean was absolutely terrific! Our dogs took to him immediately and on his first time watching them, he watched them for two weeks! They’re both over 80 pounds and full of love, and he was able to walk them every day and give us peace of mind while we were out of town! Thank you, Dean and we look forward to working with you again!!”


“Melinda is wonderful! She went above and beyond taking care of our needy dog while we were away. He is not the easiest due to his fear of thunderstorms. She followed our instructions, gave him his meds and made sure he felt safe. She kept us informed and sent regular updates so we didn’t have to worry. We came home to a clean house and a calm, happy dog. We will definitely book her again.”

“Stephanie took good care of our two senior dogs and home while we were gone for a long weekend. She checked in with us regularly which we appreciated. Thank you.”


“Hailee was awesome with our boys! We will definitely be using her again in the future! She was so patient and loving with our mini dachshund that takes a little longer to trust and open up to strangers, she quickly became her new cuddle buddy!”


“Kadence was great! She took great care of Roscoe, respected our requests with house sitting, and communicated well through the whole process. I would definitely work with her again!”


“Katharina did a wonderful job taking care of my fur babies 😊 she sent lots of pictures and gave me lots of updates. The house was clean and in order when I returned. I would definitely recommend her to anyone that is looking for a sitter!”


“This is my third booking with Alex and my first house sitting from a non family member. I’ve grown comfortable with her during her drop in visits with Kahlani, I couldn’t wait to have her watch the boys too. It was nice for them to be their own home and with a familiar face (to Kahlani). I could tell from all the pictures I received that everybody’s super happy with her company. I highly recommend Alex and will definitely book with her again!!”


About: I’ve taken care of many different dogs and cats. I take pride in giving them every bit of love that I can and doing what is needed for the specific animals. Also, I will catch cute pictures of them to share with you. Dog Walking and Pet Sitting is my full time job right now. I’m available during the the day time to take your puppy out on a walk or check in on your kitties. I am here to do what is needed for your pet(s) and will follow all instructions you give. I find it best to have written instructions to look back on and have you show exactly how to care for your pet.

“Megan was great! We received so many pictures and updated and felt very confident our dogs were being cared for. We will definitely be booking Megan again.”

“Gabriela was absolutely wonderful for my kiddos. I was very comfortable leaving them in her care. And I would highly recommend her to anyone who loves their dog(s) and cat(s).”



“We had a fantastic vacation because we knew how well cared for the pups were in their own home!! They are pandemic 1 year old pups, and they were kept busy, well walked, lots of frisbee and kept learning how to sleep on their own beds. Daily pics and updates kept our minds at ease and we could see they were happy and having lots of adventures! Thanks Margot for all your love and care for our pups, hope to see you again soon!!”


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.

“I immediately felt at ease when I met Samouila. It’s difficult to find someone you’re comfortable taking care of your dogs, nevermind staying in your home! But I left feeling completely confident that my dogs and my home was safe. Highly recommended!!”


“Christina took good care of our boys while we were away. Was accommodating in adjusting my early return and left our home spic and span. She’s very sweet and the boys loved her.❤️?”


“Janelle saved the day for me this time around. I have used her a couple of times before and she has been great. This time I was out of town and the other sitter I hired didn’t show. My poor babies had been home for far too long. I reached out to Janelle and she made it to my home so quick. And covered the weekend. I am so super grateful.”


“Ethan took such good care of our boys while we were out of town. He was a huge help when our sitter canceled. He is a great communicator and we felt that he was happy to help. I would definitely recommend to anyone!”

About: Growing up, I helped raise French bulldog puppies with my parents so I have tons of experience, feeding dogs of all ages, cleaning up messes, keeping them entertained, etc. I do work a part-time job and I am also in college, but I'm free most evenings and mornings, and I also have hour long lunch breaks where I can care for a pet as well. I will pay the closest attention to your pet. Make sure accidents are avoided or always cleaned up. I will make sure they're consistently fed and properly entertained to meet my clients and their furry babies needs!
Loving house sitters in your neighborhood
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Maureen T.Star Sitter

“Maureen took good care of our dog, Oakley. He really enjoyed playing fetch in the pool! Great communication and daily pictures were appreciated! She even thought to send me pics of my flowers blooming in the yard. :)”


Peyton S.

“Peyton was really good with Ginger, sent at least 1 photo daily, kept in contact with us about Gingers care and anything that seemed a little off. Ginger seemed happy with her.”


Jessika H.Star Sitter

“Jessika was communicative during her stay with my (2) animals. Kept me updated and informed with daily information. I appreciate you caring on my animals with kindness!”


Dean D.Star Sitter

“Dean was absolutely terrific! Our dogs took to him immediately and on his first time watching them, he watched them for two weeks! They’re both over 80 pounds and full of love, and he was able to walk them every day and give us peace of mind while we were out of town! Thank you, Dean and we look forward to working with you again!!”


Melinda L.
“Melinda is wonderful! She went above and beyond taking care of our needy dog while we were away. He is not the easiest due to his fear of thunderstorms. She followed our instructions, gave him his meds and made sure he felt safe. She kept us informed and sent regular updates so we didn’t have to worry. We came home to a clean house and a calm, happy dog. We will definitely book her again.”


Stephanie W.Star Sitter

“Stephanie took good care of our two senior dogs and home while we were gone for a long weekend. She checked in with us regularly which we appreciated. Thank you.”


Hailee K.

“Hailee was awesome with our boys! We will definitely be using her again in the future! She was so patient and loving with our mini dachshund that takes a little longer to trust and open up to strangers, she quickly became her new cuddle buddy!”


Kadence H.Star Sitter

“Kadence was great! She took great care of Roscoe, respected our requests with house sitting, and communicated well through the whole process. I would definitely work with her again!”


Katharina M.Star Sitter

“Katharina did a wonderful job taking care of my fur babies 😊 she sent lots of pictures and gave me lots of updates. The house was clean and in order when I returned. I would definitely recommend her to anyone that is looking for a sitter!”


Alexandra M.Star Sitter

“This is my third booking with Alex and my first house sitting from a non family member. I’ve grown comfortable with her during her drop in visits with Kahlani, I couldn’t wait to have her watch the boys too. It was nice for them to be their own home and with a familiar face (to Kahlani). I could tell from all the pictures I received that everybody’s super happy with her company. I highly recommend Alex and will definitely book with her again!!”


Kelly B.
“Kelly took care of my dog while I was out of the country. She did a great job and my pup was healthy and happy when I returned. Since I was out of the country, I told Kelly she didn't have to send photos, etc. while I was on vacation. She had my number and a local contact in case of an emergency, but fortunately, they were not needed. I was going to use Kelly again, but it happened to be her wedding weekend, so I couldn't. I will use her again.”


Megan S.
Star Sitter

“Megan was great! We received so many pictures and updated and felt very confident our dogs were being cared for. We will definitely be booking Megan again.”


Gabriela W.Star Sitter

“Gabriela was absolutely wonderful for my kiddos. I was very comfortable leaving them in her care. And I would highly recommend her to anyone who loves their dog(s) and cat(s).”




Margot O.
Star Sitter


“We had a fantastic vacation because we knew how well cared for the pups were in their own home!! They are pandemic 1 year old pups, and they were kept busy, well walked, lots of frisbee and kept learning how to sleep on their own beds. Daily pics and updates kept our minds at ease and we could see they were happy and having lots of adventures! Thanks Margot for all your love and care for our pups, hope to see you again soon!!”


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.”


Samouila S.


“I immediately felt at ease when I met Samouila. It’s difficult to find someone you’re comfortable taking care of your dogs, nevermind staying in your home! But I left feeling completely confident that my dogs and my home was safe. Highly recommended!!”


Christina K.

“Christina took good care of our boys while we were away. Was accommodating in adjusting my early return and left our home spic and span. She’s very sweet and the boys loved her.❤️?”


Janelle M.Star Sitter

“Janelle saved the day for me this time around. I have used her a couple of times before and she has been great. This time I was out of town and the other sitter I hired didn’t show. My poor babies had been home for far too long. I reached out to Janelle and she made it to my home so quick. And covered the weekend. I am so super grateful.”


Ethan A.
“Ethan took such good care of our boys while we were out of town. He was a huge help when our sitter canceled. He is a great communicator and we felt that he was happy to help. I would definitely recommend to anyone!”


Hayden P.
“We have five dogs. That’s right—five. Hayden helps us with dogs. She’s patient, reliable, and has mastered the art of untangling leashes like a seasoned magician. If your dog needs walking (or just a new best friend), she’s the one. Highly recommended—by us and five very happy, very spoiled dogs. – Her Parents (and Dog Support Staff)”
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Trails Of Countryside.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Trails Of Countryside house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
