House Sitting Countryside
Find a loving house sitter to watch over your pets and your home.

Over 19 pet parents in Countryside have booked house sitting
Countryside, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“So incredibly friendly and helpful! Marina stayed for a few hours with our extremely separation-anxious dog in our new apartment so we could go get some furniture. It felt like a silly request, but just having her there with Mable made a world of difference and by the time Marina left, Mable was sad to see her go. Marina sent us multiple adorable pictures of our dog while we were out and updated us regularly on what was going on, which was really nice for us as first-time users of any dog-sitting service. She was also extremely thorough in making sure she knew everything our dog needed before we left. We'll definitely be asking her back, thanks so much for everything!”

About: I have experience working in a vet office and working with pets. I’ve always loved animals and they gravitate towards me naturally. I am patient, reliable, and calm with all animals. I am working full time, however, I have evenings and weekends available. I currently work 7-3:30pm and I am available after work. My evenings and weekends are yours as needed. With my previous experience of working in a vet office I have experience in working with dogs of all temperaments and sizes. I am confident in maintaining a calm environment.

“Kaitlyn was so good with my Penny. Super professional and communicative, and she sent lots of pictures. She clearly loves what she does - it really comes through. Thanks for taking such great care of Penny and my house while I was gone.”

“Stop your search—Susan is the best dog sitter in Orlando & Kissimmee, hands down. During our stay at Margaritaville Resort, she transformed what’s usually a nerve-wracking experience for our two sensitive Italian Greyhounds into a stress-free, joyful week. From the first meeting, Susan’s warmth and expertise put our pups at ease in a way no sitter has before. Susan’s care goes far beyond the basics. She took the time to understand our dogs’ unique needs and provided thoughtful touches, like calming techniques and even the occasional therapeutic massage. Each day, we came back from Orlando’s attractions to find our dogs calm, happy, and visibly at peace—not the anxious pups we’ve come to expect after a sitter’s shift. If you’re staying in the Orlando area and want top-tier care for your pets, don’t miss out on Susan. She’s more than a sitter—she’s a trusted caregiver who will leave your pets as smitten with her as we are. Book her—you’ll thank yourself later!”


“Mariia was absolutely amazing with lotus and coco. Thanks to her I was finally able to enjoy a vacation worry and stress free. I’ve used Rover once in the past and had an awful experience with two different people canceling on me a day and two days before my trip and then the sitter that finally agreed to watch them, canceling on me after I left for my trip. My dogs can be super crazy at first and need some time getting used to someone new. Mariia came over once to meet them for a bit and then came over early the day I was leaving to spend some time with them before I left and that really helped my dogs get comfortable with her. I definitely over worry any time I’m away from my dogs and stress about whether they’re being good, but she stayed in contact with me every day sending messages and photos and it really helped me to enjoy my vacation and not worry about my dogs. I’m so happy I’ve finally found someone that I can rely on to watch them when I go on vacation. I can’t recommend her enough.”

About: I've loved animals since childhood and I have a collection of my own! Including the basics, 3 cats, and.... geckos, snakes, and quails of cource all our non-venmous and completely hsrmless little ones! No matter what your pet is I would love to care for them and give them the best care possible! If boarding: you pet will be housed in a separate room from my 3 cats to make sure everyone is as comfortable as possible! I will spend as much time as needed with your furry, feathered or scaly pet as needed! No matter my schedule I always block off time to give your baby as much time as they require! I have a separate sectioned off area of my apartment where you pet will get all the enrichment they need without being disturbed by any of my babies.
About: I have taken care of animals for all of my life. I was raised with multiple dogs of my own and have cared for my friends' cats while they were away. I am currently a grad student with ample time to care for your pet. I am very flexible and can do drop-bys or house-sitting. I have cared for animals all my life and even have a friendly Shiba of my own. I am very capable of keeping animals safe inside and cared for.
“This was a last minute trip to Orlando an Danny is about as sweet and caring as they come. We have never left our Poncho with anyone so far from home. He kept in touch a sent pictures and was so attentive to our requests a spoiling of my baby. We will definitely use him again in this area. I highly recommend Danny”
About: I grew up around all types of dogs, and currently have a cat that is my pride and joy, she is clicker trained, harness trained, and loves to go on sunset walks! I set my experience to 1 year because I have pet sat for neighbors over the years but not routinely, I adoreee animals and think all have their own personalities and love spending time and playing with all fur babies!!! I am a hybrid college student, attend classes once a week (Thursdays) so my schedule is pretty open, I prefer to be home at 8am and 8pm to feed and walk my cat but I am super flexible so long as you don’t mind me bringing my laptop to do some homework! :P I am a huge fan of time playtime, I will give your cat/dog a run for their money:) I will assure feeding time is don’t properly and timely.
“Showed up on time, asked intelligent questions about our dog to make sure she had all the information necessary, and was pleasant and courteous. Our dog liked her immediately and was happy and relaxed when we came home. A very comforting feeling!”

“Makenna is the bomb! She not only made our two k-9 girls fall in love with her, she also changed the bed, cleaned the house and left us a wonderful unexpected surprise!!! She is also a classy dresser and a delightful person! Thank you Makenna, we will definitely ask you to stay again. Kathy and Michael”

“I booked JaRavia at the last minute, and she was incredibly flexible with scheduling a meet-and-greet. During the boarding, she was patient and understanding with my shy dog, Bear, who can be a bit distant. She checked in frequently, and by the end of the visit, Bear had started to trust her. I highly recommend JaRavia for her kindness and love of animals!”

“My husband and I are so grateful to have found Makenzy! She did an amazing job watching our 2 dogs while we were away. Even our one dog Koda who is a bit more skittish around new people warmed up to Makenzy rather quickly. 12/10 would recommend and hire Makenzy again and again. :)”


About: I grew up in a pet family and I always had a way of forming special bonds with them. I grew up with cats, dogs, lizards, rodents, and snakes. All creatures are special and unique and deserve care specific to them. I am currently fully available to work with you and your family. I’m otherwise a home maker so I’m sure we can make it work! My pets at home are welcome to free roam. But every situation is different and you understand what your pet needs better than I will. I’ve always been great with direction so tell me what to needs to be done and it will be.
“Omg Danii was AMAZING! She was so kind and loving to our dogs and our dogs loved her from the beginning. She kept in touch with us and was quick to respond to messages, she sent pictures and updates, and kept our dogs happy and healthy. We will definitely be booking with her again!”

The median cost per night for house sitting in Countryside is $45
Pet parents share their Rover experiences - Countryside
Cheyenne was awesome in our first attempt at pet sitting for our 10 year old pup. She consistently provided updates/videos/pictures while we were away, and even came over for a meet & greet ahead of us leaving town to get her dog and ours some time together. We will definitely be using her again in the future!

Alison was absolutely wonderful! From the moment we met her, we felt confident our pets were in great hands. She took the time to ask thoughtful, detailed questions to make sure she understood their routines and personalities, which gave us so much peace of mind while we were away. She sent plenty of photos and updates throughout the weekend, and it was clear our pets were happy, comfortable, and well cared for. They absolutely loved her! It’s such a relief to find someone who is so reliable, attentive, and genuinely caring. We wouldn’t hesitate to book Alison again and highly recommend her to anyone looking for an exceptional pet sitter.

Jennifer is amazing! First of all her energy is awesome, my dog usually takes a few days to trust a new person, but he immediately loved Jennifer. He slept with her the first night without hesitation! He actually cried when she left. Aside from that she kept the house perfect, even went above and beyond what she needed to do, like take garbage out, bring in deliveries, fed extra to our bird, brought newspaper in, etc. Also, she kept us informed daily multiple times a day via text and photos. I appreciated that I didn't have to "hunt" her down for info on how he was doing. My dog requires specified feeding times and insulin shots, she had no issues with those and gave shots like a pro. We have her booked for 6 nights in October and it gives us such relief and peace of mind to know our baby is in great hands and is being spoiled while we are gone.

Chloe was so sweet and great with the dogs! Lola is intense and crazy, Mia is skittish and flighty, but they warmed up to her quickly. I wasn't nervous leaving them, especially with all of the updates and pictures Chloe sent. I would absolutely have her watch them, again.
This was the longest I have been away from my pets and Isabella made it so easy with updates and pictures. When I got home they were relaxed and I could tell they were well cared for. She's anazing at communucating and following instructions and goes above and beyond doing things I didn't even think about. Isabella is a gem and I would recommend her without hesitation!

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?
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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.
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