Pet Sitting Countryside Woods
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 241 pet parents in Countryside Woods have booked pet sitting
Countryside Woods, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Mia is absolutely awesome! She helped us out on very short notice and was willing to come over and meet our anxious dog before the drop ins! She took such good care of our dogs and gave them plenty of play time while we were out!”

“Clair is an absolutely wonderful pet sitter! She recently watched our dog and cat while we were away, and we could not be happier with her care. She was incredibly kind, always on time, and our animals absolutely loved her. It gave us total peace of mind knowing our pets were in such great hands. We highly recommend Clair to anyone looking for a trustworthy and loving pet sitter!”


“Sooo thankful to Margot! She was attentive, communicative, kind and loving. Couldn’t have asked for a better sitter! Thank you Margot, we hope to have you care for the babies again in the future!”
“We had an amazing experience with Stephanie taking care of our cat, Babaska! She responded super quickly to our initial request and offered a very reasonable price per visit. Before the first official appointment, she even came by for a meet and greet to go over all the details—such a thoughtful touch. Stephanie is clearly a true animal lover and takes her job seriously. She was always on time, followed all our instructions perfectly (including feeding and cleaning the litter box), and even stayed to play with Babaska so she wouldn’t feel lonely. The daily updates with pictures and videos were a huge bonus—her photos looked so professional that we’re actually planning to print some out! We’re beyond happy with the care Babaska received, and we’ll definitely be hiring Stephanie again in the future. Highly recommend her to anyone looking for a trustworthy, caring, and reliable pet sitter!”

“Melissa is amazing! She did a great job taking care of our cats. Melissa is very professional, was always on time! I love the pictures of our cats Melissa sent to us every visit. We highly recommend her! P.S. Vasilisa and Timosha looking forward to your next visit! ??”

“Debbie was amazing! Super responsive and kind, she made the process a breeze. She was super attentive with our cat, provided lots of pictures, and made us feel comfortable with our choice to go with a sitter. Absolutely would recommend her!”

About: As a recently retired Pinellas County teacher, I now have the flexibility to give your pets the time, attention and dependable care they deserve. I have owned dogs throughout my life and currently share my home with my two cats, Max and Mya. I especially enjoy helping pets stay happy and comfortable in their own familiar surroundings. As a teacher, I built my career on being dependable, patient, organized, and trustworthy. Those same qualities make me a caring and attentive pet sitter. I understand that every pet has its own routine, and I will follow your instructions carefully to help them feel safe, comfortable, and loved while you’re away. I’ll keep you updated with photos and messages at every visit, so you can relax knowing your pet is safe and well cared for. I know how much our pets mean to us because mine are family too. I look forward to meeting you and your furry family members! As a recently retired teacher, I have a very flexible schedule and can often accommodate morning, afternoon, evening, and weekend visits. I enjoy keeping pets on their regular routines whenever possible and will work with you to provide dependable care that fits your schedule. Advance notice is always appreciated, but I will do my best to accommodate last-minute requests when I’m available. I believe pets are happiest when they can stay on their normal routine. When caring for your pet, I will follow your instructions carefully regarding feeding, walks, playtime, medications (if needed), and bedtime routines. I will treat your home with respect and your pet with patience, kindness, and plenty of attention. Safety is my top priority. I’ll always make sure doors, gates, leashes, and harnesses are secure and will provide regular updates and photos so you can relax knowing your pet is safe and well cared for.
About: Lifelong dog and cat owner! Trusted with shy pets and have consistently earned praise for building quick connections with lovely animals that usually dislike strangers! I’m currently working part-time at the zoo so I’ll have plenty of time to hang out with your babies and care for them! I can crate your pets if necessary, provide treats (that you’ve authorized), and give them plenty of attention! I’ll also adhere to all the rules provided for the care of your babies.
About: I have had a pet in my home since I was born. The first dog I remember was Ginger, then PJ, then Sparkie, then Jenna and Millie, Anja and Argus, then Bonnie and Clyde, and now we have our very friendly buddy, Gustav. They ranged from a miniature Schnauzer and Jack Russels to Rottweilers and German Shepherds. My closest friend's dad bred and trained German Shepherds while I was in high school. I was surrounded by a pack most of my life and loved it. I owned a local pup friendly pub for 14 years and made it a point to great every dog that came in. I am hoping for the chance to see some of those dogs again! My current schedule is very flexible, so I can focus on the pet's care when they need it. I understand that different pets require different things at different times and I am able and willing to accommodate with a bit of forewarning. I have a fenced in yard and a very friendly 10 month old puppy who loves new company. He and I go for walks around our neighborhood daily and we do outings to the park a few times a week. I have 2 cats that are indifferent to dogs and they have their own separate space so they can be alone if they want. I deep clean the litter boxes at least twice a week and would be happy to do the same for your kitties at your home. (Access to a hose outside is very helpful for this) I have room for crates and pets are not left outside unattended. I am very vigilant about picking up poop and want to keep a clean yard for the pups to play in.
“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.”

“I left my two chihuahuas with Amanda for a week-long cruise. She was dependable and great with the pups. She sent lots of pictures so I could enjoy my vacation without any worries. I will definitely use Amanda again!”

“Adriana was great!. She hit if off immediately with my three-month old Shihpoo, and her first visit had accompanying photos and a report of Roisin's activities. I will use her again!”


About: I’ve been caring for dogs and cats for over 7 years, and it’s something I’ve genuinely loved doing from the start. I grew up helping my family with pet sitting we’ve all been on Rover so I’ve had plenty of hand on experience. I’m really comfortable with all kinds of pets, from playful puppies who need extra time and energy to senior pets who need a little more patience and care. I’m all about making sure each pet feels safe, loved, and happy while their people are away. I also used to run a small reptile rescue, so while dogs and cats are my main focus, I’ve picked up a lot of useful skills when it comes to handling animals with different needs and personalities Pet care fits really well into my daily routine! I’m a full time college student, but my classes are scheduled in a way that keeps my mornings and afternoons free. I’m available every day of the week before 5 PM, so I have plenty of time to dedicate to walks, drop ins, feedings, and just spending quality time with your pet. I’m super flexible and can usually adjust my schedule to fit what your pet needs When I’m caring for your pet in their own home, I always follow your instructions whether it’s feeding, walks, meds, or special routines. I know how much it means for them to stay comfortable and happy in their own space. I treat every home and pet like they’re my own, making sure they feel loved and secure while you’re away.

About: On top of being a vet assistant for almost 10 years now, I have my own 5 pets that I take care of, each with their particular set of needs. I know all about having a specific routine so I’ll make sure things are done exactly as requested! I have two crazy pit mixes at home, but I also had my family Yorkie that I would take care of up until she passed back in 2025. I also have 3 cats, one of them being special needs (CH, IYKYK). I currently work 10 hour shifts, Monday-Thursday as a vet assistant. I normally go home during lunch anyway to let my own dogs out, so I could always try to accommodate extra time to let your dogs out as well if needed. Since I’m very limited on time during those days, I’d have to be relatively close to my job (10-15 min) to be able to provide midday care for everyone. Weekends (including Friday) I have more flexibility though, as my boyfriend would be home to take care of my pets while I take care of yours! I know a pet’s home is the most comfortable environment for them, so I will do my best to keep the comfort level while you are away. I can walk wherever/however long they need, provide adequate play, and just spend as much time as possible so that they never feel alone. I can also do any additional tasks around the home, such as light cleaning and taking care of any plants you may have (watering, etc). I’ll always make sure to tidy up before your arrival, that way you have more time to decompress without worrying about cleaning up after me :)

“I cannot say enough positive things about Kasey. My dog is a rescue we found living in a dumpster only four months ago. I was so nervous about going out of town because he doesn't like strangers and is very anxious. Kasey is a total professional who was able to quickly bond with my dog, and kept me informed every step of the way on how Taco's visits were going and how he was behaving. I missed my dog, but thanks to the excellent care Kasey provided, I never once worried about him.”

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
“Susan did a great job watching our 3 cats! She did 4 drop ins while we were away traveling for the holidays. We came back to a perfectly clean apartment and happy kitties. This was our first time using Rover and it was well worth it. Thanks so much again, Susan!”

The median cost per visit for pet sitting in Countryside Woods is $20
Pet parents share their Rover experiences - Countryside Woods
Absolutely love these sitters. I know my pets are well cared for and enjoy the drop ins. They go above and beyond to make sure my turtle thrives, too. Great feedback and updates. Booking for all my work travel, because it's one thing I know I won't have to worry about!

Kadence did a great job for me. She's a lovely person and really seems to care about our animals. They came rushing out to meet her when we first met her last week, which is a good sign because Harris is very picky about who he likes. I'll definitely use her again.

Andrea did a wonderful job as our pet sitter. Our cat requires medications at specific times of the day, and Andrea was flexible enough with her schedule to accommodate this. She was always on time with the medications and did a great job! I highly recommend her!

Claire was able to accommodate my last-minute booking, which I really appreciated. She kept me updated throughout the visits and sent lots of pictures, which gave me peace of mind knowing my pup was happy and well taken care of. I will definitely book with her again! 🐾❤️

Courtney was phenomenal! We had such detailed notes for Jax, and she flowed them great. She sent constant detailed updates, gave lots and lots of chin rubs and provided the care and relief we needed to be able to go away. It’s scary introducing an 18 year old cat to a new person per the first time and we felt safe and comfortable leaving him in her wonderful care. We will certainly use her services again if we ever get another weekend away.

Debbie watched my cat, Justice, for the 2nd time so far, and she is amazing - she ensured Justice's automatic feeder and water fountain were full and functional, cleaned her litter box, and most importantly, stayed in touch with me each visit. I greatly appreciate how she sends photos and appears to truly care about my cat's wellbeing.

Amanda was wonderful! She came by twice today to check on and walk Novi while we were at the beach all day, and it gave us such peace of mind knowing Novi was in great hands. We absolutely love her, and Novi does too! We’re so grateful for how dependable, caring, and sweet she is. Highly recommend!

We invited her twice to have our talk and instructions before we left for 2 weeks. She sent us daily pictures of our dogs and cat from every visits. When she couldn't find the cat one day, we told her it's ok, the cat was raised by the dogs and she goes outside to do her business. Later she found the cat and sent us pictures as proof. We will be using her again whenever we have to leave our pets.
Jennifer did a fantastic job caring for my dog while I was out of town. From the moment we connected, she was professional, dependable, and genuinely caring. She kept me updated, made sure my dog was well cared for, and gave me complete peace of mind while I was away. When I returned home, my dog was happy, healthy, and clearly comfortable with Jennifer. It’s obvious she truly loves animals and takes her responsibilities seriously. I would highly recommend Jennifer to anyone looking for a trustworthy and caring pet sitter. I wouldn’t hesitate to have her watch my dog again in the future.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform










