House Sitting in Windsor Park, Clearwater, FL
Find a loving house sitter to watch over your pets and your home.

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Top rated Windsor Park house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We’re so happy with Brooke taking care of our fur baby, Maggie Mae! She’s absolutely amazing for overnight stays—we trust her completely in our home, and everything is always just as we left it. On top of that, she’s gone above and beyond for us. While we were away, she graciously was willing to deal with roofers and show them exactly where the leak was—such a huge help! Also, Brooke is incredibly accommodating and understanding, especially when our travel plans shift due to airline delays or cancellations. She sends plenty of pictures (which we love, because we miss our Mags!) and is always super communicative, positive, and reliable. Highly, highly, highly recommend! We are thankful for her.”

“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.”

“Mason is wonderful!! He came to our house to Dogsit for three nights. One of my dogs, Buddy, is slow to like people. Mason was patient and kind and within hours, Buddy was curled up beside him. I am thrilled to have found Mason. He understood our dog’s special needs and they were happy with him.”
“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.”

“Peyton was amazing! This was our first time using Rover and we couldn’t be happier. Our dog Charlie is over 15 and blind, so requires some extra attention and someone to stay at our house. Peyton took great care of both Charlie and our home. She provided multiple updates and photos throughout each day which we really appreciated. Highly recommended!”

“Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾”

“Taylor was very good with Hunter. He had a couple of skin infections and she was on top of it! He had a trip to the vet and a trip to the ER. She made sure he had his medicine, daily exercise, food and water, and made sure he wore the dreaded cone. Taylor took very good care of him. Taylor gave us daily updates and pictures of Hunter. If she had a question, she asked. Taylor also stayed at our house. She treated it as her own. Everything was in order when we came home. Bedding (ours and Hunters) was washed. We were very pleased with the care Taylor gave Hunter and our home.”

“Deb was awesome keeping me updated on how Snoop and Bella were doing, sent me photos, water dish was full when I came back home. She’s very good on communication and we’ll use her again. :D”

About: I've cared for cats and dogs all my life, but became a sole caregiver 24 years ago. I specialize in caring for pets with complex needs including subQ fluids, diabetes management and insulin injections, asthma inhaler/nebulizer treatments, and oral/injectable meds. I have a passion for TNR and have successfully rehomed/rehabilitated hundreds of foster dogs and cats. Three dogs and six cats have owned me, two of which lived over 20 years. I'm currently working part-time from home so I have plenty of time to dedicate to your pups or cats. I have a flexible schedule and always put their needs ahead of mine. I currently have a large fenced yard and two indoor cats in Clearwater, FL. I prefer to care for pets in their home environments, but can be flexible. I do whatever I can to care for and make them feel at ease. To me, there's nothing better to earn than an animal's trust -- I understand each has its own traits and quirks.
“Anthony was great! Took good care of a Denver with lots of walks and trips to our dog park. Very easy to communicate with him , it was nice to know Denver was in good hands. He even sent pictures everyday of her!”

“I can’t say enough about Bethany. She took such good care of my pups and cat. I felt totally at ease with her staying with them. She send plenty of pictures and quickly responded when I’d check in. She left my place in such great condition. If you need a sitter for your fur babies don’t think twice about hiring Bethany. She’s the best!!!!!”

“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).”

“I have not had a new Dog Sitter in over 12 years. Cynthia was absolutely the best with my sweet girl Linda. I could not have felt more comfortable. She was absolutely the best and if there was more than 5 stars to give I would give them!”

Windsor Park pet parents share their Rover experiences
We’re very appreciative of the care that Peyton took with our dog, Oscar. He doesn’t typically like strangers, but he was very quick to warm up to Peyton and seemed very comfortable around her. Peyton kept us updated with messages and pictures each day we were gone and everything went extremely well. Highly recommend and we will welcome her services again in the future. Thank you!

Debra is a 5+ sitter! My dogs enjoyed their time with her. Debra took great care of them and I am so grateful for her attention towards them! Debra is very professional, very knowledgeable about caring for dogs, attentive to details as to how to make the doggies happy and feel safe, and extremely considerate as a house guest. I would highly recommend Debra! Luna and Kaia send you a big doggie hug!
Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾

I am so happy with Bethany who not only took very good care of our dog Benji while we were away for six days, she took great care of the house as well! Bethany sent photos daily and I could see that our dog was not only happy but also relaxed and comfortable. That was the main thing I wanted. When we returned, the house looked fabulous, our dog was excited to see us, and we couldn’t have been more happy with this experience! I would highly recommend Bethany to anyone for dog sitting and housesitting. She is responsible with a calm personality and I am so appreciative. Five stars all the way!

I know my dog Pickles is in great hands when Richi comes to pet sit for him. Pickles loves lots of attention and love and Richi is so caring and always sends me photos to enjoy. I highly recommend these two pet lovers for times we need to be away from our fur babies.

How Rover works

1. Search
Read verified reviews and choose a house 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 house and 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!
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 Windsor Park.
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. Windsor Park 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.

















