Doggy Day Care in Winding Wood, Clearwater, FL
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winding Wood doggy day care sitters
“We loved having Olga watch our puppy, Penelope. Penelope is highly energetic and Olga had no issue matching her energy. We had a last minute engagement and Olga was there for us at 9pm the night before. It was amazing.”

“Ashton and Luca (and Homer) were great and my puppies were happy and well taken care of. I love the updates I got about their day. It was a great experience for me and the pups. We’re happy to find someone who I find trustworthy. Finn and Èze will definitely will be their regulars from now on. I love how they felt right at home the minute they walk in to their home.”

“Wonderful sitters, provided constant updates to both of our dogs. They were available on short notice and were more than happy to accommodate to our pets schedule.”

“Jennifer is so kind and treats our dog like her own! We appreciate the updates and photos of our pup having a blast! She is flexible and helped us out with extended hours on short notice. Ovi is tuckered out when he gets home and we are so happy that he has so much fun there!”

“Noemi was super nice and very helpful which took our case only booked one day before. And she sent A LOT of pictures during caring and we all loved that!! Our dog played in her huge backyard, walked twice, played ball…seeing our dog playing really well was very sweet and relieving! Definitely recommended.”

“Our dog has really enjoyed going to Laura's and loves playing with Duff. We appreciate the pictures and updates you send. We are looking forward to bringing her more and really appreciate your help when we work long days!”

About: I have been pet sitting since I was 13 for cats, dogs, lizards, fish and more! I have also always owned animals of my own, have a deep care and respect for pets, and love spending time with them. I understand how important it is to leave your pet with someone trustworthy and caring, I would love to be that person for you! I work from home for the most part and basically create my own schedule throughout the day, so I can be flexible and fully available when needed. I regularly walk and play with my own dog so I am happy to extend to yours. Having a busy schedule doesn’t mean your dog has to be alone all day, I’m here to help!
“Dixie’s had such a good day at Doggy Daycare with Beata and her family! She was so tired when she got home and I will definitely recommend to other people. Thank you so much for the photos and caring for her like your own:)”

“My dogs had a great time at Teresa’s home! I have a coonhound mix who has more energy and she was great with her. We will use Teresa again for daycare services and would recommend her.”


“Suzie was amazing!! She quickly responded to any questions I had and met us downstairs at her place to watch our dog, Lilly. She sent me pictures and video of our pup playing with her dog Wally who is just a sweetheart! Our meetings ran a little late but Suzie was very accommodating with our schedule and I Thank her so much for that! She's absolutely wonderful!! I will definitely use Suzie again!!”

“I feel incredibly lucky to have found Shannon and his family! My 8 month old puppy pops his head up with excitement every time we pull up to their lovely home. Appa can be very timid, and Shannon was very patient ensuring he felt comfortable. Even Poppy helped in welcoming him as another member of the herd.”

“My dog had a great experience with Jace, she was comfortable caring for my blind dog and took excellent care of her. I will definitely rebook for all future doggy daycare needs!”

“Marissa was amazing! We needed dog sitting for a day, she responded right away with availability. The whole time she had our dog, we were getting updates and photos. When we picked our dog up, he wasn’t ready to leave! We will certainly be using her again”

“After the meet and greet with JD, we felt comfortable knowing Caesar was in good hands which enabled us to enjoy our day exploring Tampa. He was communicative and thorough with responses and we received photos of Caesar's stay. We look forward to booking with him again.”
“Lindsey and Brady were absolutely wonderful to work with and so good with my dogs!!! One of my dogs was recently adopted from a shelter and they went above and beyond to communicate with me both before the stay, and during. I am confident that my dogs were happy and extremely well cared for on their care, and will definitely book them again. Thank you!!”
“Paige and Stephen were welcoming and I felt immediately comfortable leaving my dog with them. I wholeheartedly recommend them and I will be rebooking.”
“Great experience! We dropped off my 6 month old puppy with Mia for doggie daycare and he had a great time. She sent pics throughout the day and easy to work work with. The house was nice and clean with a big backyard. I highly recommend Mia!”


About: Im a huge animal lover! I was born and raised in Brazil and grew up around different kind of animals. I have experience taking care of old and young dogs and I know they need different kind of attention. I will take great care of your fur baby like it’s my own. I love all kind of dogs no matter the size, breed or health conditions. I will walk, feed, play and give as much love as he needs. I can take him to walk on the beach, run in a park or just play with his favorite toys. I will make sure he feels safe while you are away. I would love to meet you and understand your dog needs. Message me today and we can coordinate a time to meet. Pet care fits naturally into my daily routine! I work from home Monday to Friday, and my flexible schedule allows me to provide plenty of attention and care for pets. Since I spend a lot of time in front of the computer, I enjoy taking break walks throughout the day—perfect for giving dogs some exercise and fresh air. On weekends, I love exploring parks, the beach, and different playgrounds with my son, so if your pup enjoys outdoor adventures, they’ll fit right in! Whether it’s playtime, walks, or cuddle sessions, I make sure pets feel comfortable and loved while in my care. In my home, I provide a safe and comfortable environment for pets. I have a fenced backyard where dogs can play and stretch their legs, and my street is lined with trees for shady, enjoyable walks. I’m also walking distance from Enterprise Dog Park, so if your pup enjoys socializing and running around, we can make that part of their routine (with your approval). I tailor care to each pet’s needs, whether that means frequent potty breaks, playtime, or just a cozy space to relax. My goal is to make every pet feel at home and well cared for!
Winding Wood dog parents share their Rover experiences
Fabulous week for Juno our Alaskan Husky mix! She was so settled and happy with Denise and her Border Collie Frankie! Such peace of mind knowing Juno was in good hands and happy. Denise is a wonderful person. She understands dogs and she totally gets dog owners worries too. Would not hesitate to use her again!

Isabella & Richard were very accommodating and able to care for my puppy with short notice. They made his first day care experience a positive one and communicated throughout his stay ( and took lots of pictures), They definitely helped ease my nerves with leaving him and he was a tired, happy pup in the evening. I would highly recommend.

Noemi was super nice and very helpful which took our case only booked one day before. And she sent A LOT of pictures during caring and we all loved that!! Our dog played in her huge backyard, walked twice, played ball…seeing our dog playing really well was very sweet and relieving! Definitely recommended.

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1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winding Wood.
Winding Wood doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winding Wood sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.



