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

Over 38 pet parents in Countryside Estates have booked house sitting
Countryside Estates, 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.
“Mary was very good at taking care of my cat , during our trip to the uk . She was prompt at replying to my texts about how Alfie was adjusting , and kept me informed of his eating patterns . Very happy with her service .”

“Alyssa was available to take care of my boy at the last minute, and im not sure why she was available to book because she did an amazing job caring for my 75 pound siberian husky. She went above and beyond to ensure his needs were met and provided lots of photo updates to put my mind at rest that everything was going fine.”

“Jason was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.”

“Brooke was very kind, positive, and communicated well with texts and photos, which allowed us to enjoy our vacation with peace of mind. The pets were well taken care of.”

“Stephanie is absolutely wonderful and took such great care of our dog Summit! She went above and beyond for us while we were out of the country ! I truly can’t say enough amazing things about her and has become like family to us. She’s extremely reliable, common,and treats your pet as if her own. She sent tons of pics so we wouldn’t miss her too much while gone. We will use her again in a second on our next trip away ❤️”

“Jasmine was just amazing! First time using her to care for our Cavapoo Mavrick and we cold not be more happy. She was very communicative during her entire stay with Mavrick. She sent daily updates and pictures. We will use her again and again.”

“Alexandra was a good communicator, punctual and above all kind and loving with my dogs. She sent lots of updates with photos and left the house clean. I will definitely hope to use her services again.”
“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!!”

“Taylor and Bruno are fantastic, we really appreciate their house sitting-dog watching and taking care of our chickens. Wonderful communication and pictures. Thank you Taylor and Bruno!!”


“Kasey did a great job watching my dogs! She kept me updated on how they were doing and sent me pictures. She let them cuddle and played with them. I appreciated the care she took.”
“We love Mason! He was absolutely amazing with our dogs. One of our pups is a feisty Chihuahua, and somehow Mason had him wrapped around his finger in no time! He was great about providing updates and keeping both dogs on their regular schedule while we were away for an extended weekend, which gave us so much peace of mind. It was clear our dogs were happy, comfortable, and well cared for. We would definitely book Mason again and highly recommend him to anyone looking for a trustworthy and caring sitter!”

“Hailee did a great job with our two dogs and cat while we were gone for almost a week. She responded to messages and kept me updated when I checked in. One of my neighbors met her outside with our dogs and said she could tell my babies loved Hailee which just makes my heart happy. When we returned, our house was just as I left it. Thank you for being there for us and our family on pretty short notice when our other sitter fell through. I think we ended up with exactly who we were supposed to.”

About: I have taken care of dogs, cats and even exotics ever since I was a child. My major in college was Biology and my first job out of college was a Zoo Keeper. I then became a dolphin trainer working and training several types of dolphins, river otters and pelicans. The past two years I have been a Vet Technician working at a large animal hospital. Animals are my passion in life so any chance I get to be around them, I will! I am currently a full time student again and also working four days a week. Any free time I get I enjoy getting outside or relaxing. I am mainly free on week nights and some days depending on class schedule. I will not be watching pets in my own home due to having a cat myself that gets stressed around other animals in his own space. I will watch other's pets at their home and follow their instructions as given.

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.
“Wonderful experience. Stephanie is impressive personally, and with my pup, she is hands on and heart in. Her professional background gives her the expertise and capacity to care for others, whether human or canine, in a remarkable way, and her genuine positivity and perspective are refreshing. It's a joy to work with Stephanie.”


About: As a lifelong dog lover and owner for 10 years, I’m now embarking on a new chapter after 24 wonderful years in Chicago. Following a long career in advertising sales, I’m seeking a slower-paced, more fulfilling path — one that lets me combine my reliability with my love for animals. At 49, I bring maturity, responsibility, and genuine care to every pup I watch, ensuring your they are looked after as if they were my own. Also, the doodle you see in some pics is my amazingly chill, gets along with every living thing, sidekick Lambeau. So please note your dog(s) must be okay with other dogs. I'm currently taking some time off and won't be going back to remote work until the fall '26, at the earliest. So I'm very flexible with my time at the moment. I live in an apartment complex (2 bed / 2 bath) with a huge unfenced grassy area off my lanai, that Lambeau and I call our own backyard. I also live across the street from John Chesnut park, in the Tarpon Woods area so Lambeau and I spend lots of time at that huge dog park and/or exploring the various trails. So if you're open to that as well, I'll gladly take your pup(s) over there for some adventures.
The median cost per night for house sitting in Countryside Estates is $50
Pet parents share their Rover experiences - Countryside Estates
Lydia and Emmitt took amazing care of our puppies while we were on vacation! They sent us updates and photos every day while we were gone. They gave them multiple walks per day and lots of play time. The pups looked like they didn’t even miss us! They stayed in our house for a whole week and left everything exactly as they found it. I don’t think anyone has ever cared for our puppies so well while we were away before!

Danielle and Marcus were awesome. They are sweet and gentle and treated Lilly as their own. I never worried while Lilly was under their care and watch. I got pictures everyday and feedback about how she was doing. I will book them again when I need a reliable, responsible and professional pet sitter.

Cora went over and above for me. She met with me twice before dog sitting in my home which made me feel more confident and comfortable before leaving for 12 days. This was the longest I've been away and my older dog was starting to have some new anxiety. She also just started medication which Cora administered. Cora sent pictures, updates, and even a concern she had about Sweetie. Most important to me, she was able to work with me on schedule changes, coming earlier on her first day and staying an extra night due to a last minute flight cancellation. I will definitely contact Cora first when I need a dog sitter.

Jazmine to the Rescue! We experienced every pet parent’s nightmare when our original sitter canceled less than a week before our trip. We found Jazmine and she quickly arranged a meet and greet for the same day. Our pets immediately warmed up to her, which gave us peace of mind. While we were away, Jazmine sent daily updates and photos. When we returned, everything was clean and in good order, and she had even left the home tidier than we left it. We would book with Jazmine again. She was punctual, communicated well, and took good care of our pets.

Christine did a great job with our Dobermans while my husband and I were out of town for the weekend. One is a senior with health problems and the other is under 2, so they have very different needs! She made sure she had every detail about both and treated them with so much care.

Laryssa was very caring, attentive, and clearly treated our dog like one of her own. Communication was excellent throughout our trip. She kept us updated with messages and photos, which we really appreciated. When we returned home, the house was clean and exactly as we left it. It's such a great feeling to come home to a happy dog. Highly recommend!

We couldn’t have asked for a better sitter for Blu! She kept us updated throughout his stay with frequent messages and lots of photos, which gave us so much peace of mind while we were away. It was clear that Blu was well cared for and truly in great hands. She was also incredibly thoughtful and respectful of our home, even taking the time to tidy up before she left, which was such a nice surprise. Her communication, professionalism, and genuine care exceeded our expectations. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter. Thank you for taking such wonderful care of Blu! -Jen

Jasmine watched our dog Mickey while we went away for three nights and we were very very happy with the care that she gave him and the updates and photos that she sent to us. She even got him to eat on day one which we did not expect! We’ve been looking for someone for a very long time who we are comfortable with, and we have finally found someone!

Brooke was wonderful! Our initial visit made us extremely comfortable leaving our babies in her care! She updated us often with lots of photos, and updates! She left our home tidy, and just how we left it! I commend her, because even when she had a difficult family situation, she continued to give our babies the love they needed while we were away!

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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.
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