Pet Sitting & Drop Ins In Charter Oaks
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 Charter Oaks pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!
“We had such a great experience with Mia! She took wonderful care of our cats while we were away and gave us so much peace of mind. She was reliable, attentive, and clearly cared about making sure they were comfortable and well looked after. We really appreciated the updates, photos, and the extra love she gave them. It was obvious our cats felt safe and cared for in her hands. Coming home to happy, relaxed cats made all the difference. We would absolutely trust her again and highly recommend her to anyone looking for a caring and dependable pet sitter!”
About: I've taken care of multiple dogs at once at a doggy daycare and I'm comfortable working with big and small dogs. I'm good at taking high-energy dogs on walks. I am available every Tuesday, Wednesday and Sunday all day long. I am available during the morning and afternoon on Monday, Thursday, Friday and Saturday. Whether it's going for walks, playing in the backyard or sitting together, I'm used to being around lots of dogs with different needs and work on making sure they are comfortable and happy.
“Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️”
“I am so happy to have found Mason. Not only is he a lovely person, he truly made me feel so at ease. He went to extra mile sending us pictures when he checked in on our lil guy, including sending us hilarious updates.”
“Peyton took great care of our lab while we were away. Our dog loved her time with her, and Peyton was very good at keeping us updated. Communication was great! Thank you, Peyton!”
“Brooke did an excellent job taking care of our cat with drop in visits while we were gone for 7 days. She sent pics every time and was very attentive to our cats schedule. I would highly recommend her for your pets.”
“Jennifer O was the best! It was great to be able to visit my daughter knowing my Willow was being well cared for! She even came over before I left so she would be a familiar face! The daily updates and pics really helped me feel not so far away. I immediately took to Jennifer’s friendly, trustworthy, & knowledgeable air and her gentle, caring nature. I can’t rave about her enough! Your pet will be in good hands with Jennifer O!”
“David help us out last minute after other sitter bailed on us the day before our vacation. David was very responsive. He took care of our 2 dogs without any issues. We will definitely book David again!”
“I’ve had the pleasure of booking her every single time I need someone to take care of my two fur babies. She does an amazing job every time. She consistently follows directions, is always punctual, and communicates exceptionally well. If for any reason she can’t make it at the scheduled time, she always reaches out ahead of time to explain the situation and check whether the adjustment works for me. I truly appreciate the communication more than anything else. I especially appreciate how accommodating she is when last-minute situations come up. She’s always willing to work around changes to make sure my pets are still cared for. Even when I give her plenty of notice in advance, she keeps it in mind and is always happy to help. I’ve continuously booked with her because she’s the first person I think of whenever I need someone reliable to care for my pets, and I fully plan to keep booking with her going forward.”
“We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!”
“Jessica took such great care of my kitty. Nyx is super shy, but she eventually warmed up to Jessica because of her patience and attention. Jessica even took the time to find Nyx’s hiding spots to send me the most hilarious photos while I was gone. She even swept up the litter and washed the food and water bowls, which I wasn’t expecting! I don’t have any trips planned in the future, but I will absolutely hire Jessica again if I need someone caring and trustworthy to watch Nyx. She really put my mind at ease while I was away.”
About: I have raised dogs all my life. I also have years of experience with cats, reptiles, and rabbits. I have potty trained many dogs and I’ve even taught my furry friends a few party tricks. Come and see! I work full-time as a school teacher. I am home on Saturdays and Sundays (aside from church) every week. Weekends are the best times to book boarding appointments with me. I am also available during major holidays. I have a fenced-in backyard. I have two small dogs (under 15 pounds) and cats. I can separate my cats from your pet during the day if needed (as I have a furnished garage that they chill in). I also have a work sink where I can give animals under 20 lbs. baths. I live in a suburban environment in Dunedin, FL and I have extra medium-sized crates.
“Valarie is the dog whisperer, she loved and massaged Mac every visit and sent photos of their walks. She even went above and beyond to wash his paws off after a muddy walk so he didint get on the couch. Highly recommend thank you so much!”
“Heather was amazing! Took great care of our pitty mix! She cleaned up after his messes, made sure he ate and took him on plenty of walks! Would highly recommend and will be using in the future! Thank you Heather!”
“This was my first time using Rover, and I couldn’t have asked for a better experience thanks to Jennifer! She was incredibly communicative and attentive with my cat, who is usually very nonchalant and keeps to himself. The moment he gave her a headbutt during their first meet, I knew she was the perfect fit. Jennifer made me feel at ease while I was away, and I appreciated all the updates and care she provided. She also went above and beyond to help solve a never-ending battle with ants invading my cat’s food, I’m so thankful for her care and dedication. Highly recommend her to anyone looking for someone trustworthy and genuinely caring to look after their pets!”
“Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!”
About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway
“Deedra, was extremely helpful and went out of her way to do a few extra things that were needed and wanted. She worked with my dog originally a bit skittish with new people and won her over. She was persistent, super friendly and very understanding, and I would recommend her to anyone.”
About: Hi! I’m Chelsey 🐾 total animal lover with a soft spot for senior pets. I’m patient, reliable, and treat every pet like family. Whether it’s walks, cuddles, or extra care, I’ll keep you updated every step of the way 💛 I am remote and flexible for last minute bookings if needed 🤗 just ask and I will be happy to accommodate to your pet’s needs. I care for every pet based on safety, trust, and a calm environment. I follow each pet’s routine closely, keep spaces secure, and make sure they feel comfortable and stress-free. I build trust through patience, attention, and lots of love, while keeping owners updated every step of the way.
Charter Oaks pet parents share their Rover experiences
We had such a great experience with Mia! She took wonderful care of our cats while we were away and gave us so much peace of mind. She was reliable, attentive, and clearly cared about making sure they were comfortable and well looked after. We really appreciated the updates, photos, and the extra love she gave them. It was obvious our cats felt safe and cared for in her hands. Coming home to happy, relaxed cats made all the difference. We would absolutely trust her again and highly recommend her to anyone looking for a caring and dependable pet sitter!
Kristin took care of our kitties Poody and Ozzy while we were on a European cruise and we couldn’t have asked for anyone more dependable and compassionate! She sent detailed updates, great photos every day, brought in our mail and watered our new container gardens. We were at such ease knowing both kitties were being loved and our home was being checked on daily, while we were out of the country. Kristin loves animals and we will definitely use her again soon! 🩵
First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!
Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!
Jordyn went above and beyond during our time away and made our cats feel very comfortable. She offered to watch them out on the lanai which I’m sure they loved, brought in packages, and was extremely thorough with asking questions and following instructions. Will definitely rebook!
Brooke did a wonderful job getting to know our little doggy… She was responsible, reliable, and professional. We received lots of pictures and lots of updates about how our doggie was doing in our absence. This made us feel more comfortable about leaving him. Highly recommended!
Popular requests near you
Select a filter and find qualifying Charter Oaks 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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 Charter Oaks is $19
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 Charter Oaks on Rover as of Jun 2026 was about $19 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.
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 Charter Oaks.
Rover makes it easy to find Charter Oaks 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.
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