Doggy Day Care In Windsor Park
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 Windsor Park doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”

“Marquita was VERY VERY AMAZING with our Tootie girl. She made my dog feel safe and comfortable. She also made us feel comfortable leaving our Tootie girl with her while we were away. I highly recommend mind her! Marquita was very welcoming and made us feel like we were leaving our dog in very good hands. Can’t express how blessed to have her as a dog sitter. 10 Star in my opinion.”

“Heather was able to watch my two dogs at last minute's notice! I am boarding them for 10 days in May, so this was a good trial to see how everything went. They seemed quite happy to be with Heather and the afternoon was a success! Thank you so much Heather!”

“Another amazing day at Norma's for our pups! They love going to Norma's for daycare and she keeps them busy having fun! Our two Frenchie's hate to leave. Norma sends lots of pictures throughout the day and we highly recommend her if you are looking for any care for your furry family!”

“Ashleigh was amazing!! She invited to see inside the house and showed us the space, super cute for the doggies. She sends pics and messages. Always respond the requests. She our official pet sitter whenever we come to town!!! Thank you for taking care of Jerry!!! He wasn’t scare at all after the pick up.”

“We were visiting from out of town, and I was a bit nervous to use a new Rover sitter. But our experience with Athena & Richi was wonderful and peaceful from start to finish! They took great care of Sadie who can be very nervous when meeting new people and especially other dogs. Athena helped make the drop off and introductions very smooth, and I received photos and videos of Sadie romping around their yard peacefully with the pack within the hour. We will definitely use them again!”

“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”


“Enzo had a great day with Jennifer today. We will definitely continue with daycare when we need it! Thanks for taking good care of our sweet boy.”

About: I have over 40 years of experience caring for pets of all kinds. I will treat your fur babies as if they are my own. I work from home so they will not be alone for more than 2-3 hours. Frequent potty breaks and play time in the fenced backyard. Naps on the sofa or any of the dog beds around the house. I know how hard it is to find someone you trust. I have been a resident of Dunedin for 20 years at the same house. I am an active foster parent for Humane Society of Pinellas and will take wonderful care of your pets. Your pets will get 24/7 attention from me. I will follow your schedule for feeding, walks and playtime. I can care for your dogs, cats or furry friends. I have a secure, fenced yard. I keep a gate at the front door to provide additional security. I can also crate them if preferred. Please make sure to provide proof of updated vaccines
“Paige and Stephen were welcoming and I felt immediately comfortable leaving my dog with them. I wholeheartedly recommend them and I will be rebooking.”
“Thank you for accommodating our last-minute daycare request. Jason took great care of our dog and made the whole process easy and stress-free. He is flexible, responsive, and genuinely kind. We felt comfortable leaving our dog with him and would definitely book again.”

“Milo had a fantastic day with Milo! Lauren sent pics and kept us updated throughout the stay. I was running late for pickup and she was able to flex the end time for me a bit that was so helpful. Highly recommended.”

“Kenny takes very good care of my bulldog. His home is perfect with sliders from his office to a fenced back yard. His kids are also very good with my dog. They are respectful and playful. I’m happy to have found such a trustworthy home away from home for my dog.”

“Jennifer was communicative with caring for our baby Luna. I can tell she and Olive had a great day playing together! We definitely recommend! Your pup will be in great hands with Jennifer.”

“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’ve taken care of animals since I was 16 including sitting, bathing, walking and feeding. I can administer medicines as well as accommodate any special needs. I am currently working part time while waiting to return to school in September so I have a mostly free schedule. During boarding requests I can make sure I am home with the pet. I live in a dog friendly neighborhood extremely close to the Pinellas Trail. I also have a large fully fenced in yard that all dogs love!

“Vinny had a great time with Christina and the pack. He really enjoys time with other dogs and Christina provided the perfect environment. Vinny is now really tired after a fun filled afternoon and is taking a nap next to me.”
“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.”

Over 12 pet parents in Windsor Park have booked doggy day care
Windsor Park dog parents share their Rover experiences
Marquita took great care of my puppy! I was nervous leaving her for the first time, especially since she’s still learning, but Marquita was so patient, flexible, and talked me through everything. My pup had a great time and came home happily exhausted, even sleeping through the night. I would absolutely book with her again.

I was on vacation from Massachusetts and needed to find a loving home setting for my dog, Joy, while I took a few vacation days. I loved dropping my dog off at Sydney’s house. She has two dalmatians and the videos and pictures that she sent me throughout the day showed me that everyone was getting along and my dog was well cared for. I highly recommend. Sydney to care for your dog!! Lyn

We had a great experience! Olga kept us updated with photos throughout the stay, which gave us so much peace of mind. It was clear he was getting plenty of attention, care, and love. He came home happy and well cared for. We’ll definitely be booking with her again!

We had such an amazing experience! Thor stayed with Athena and Rich’i, and had the best time playing with his new “paw friends.” 🐾 They were incredibly loving and attentive, and what made it even more special was that they sent us photos and videos throughout the day. Seeing Thor so happy gave us so much peace of mind! He came home tired, happy, and clearly very well cared for. We’re so grateful and will definitely book with them again. Highly recommend! 💛

We are SO pleased with Ashleigh and her set up. We have a 70lb puppy who wants to play, run, and cuddle. Check, check and check! Have received many pictures of play/running, and even rest time inside: lying down next to another dog (!). Ashleigh is very genuine and her cheerful and warm attutude with us as owners and with all the dogs is super reassuring, and the pictures prove that our pup is having a playful and balanced time. Ashleigh also helped me navigate the Rover app. MUCH appreciated.

I have long work days and I was very nervous trusting my dog with someone else. From the moment my dog stepped into Eli’s home, I could tell she was comfortable and didn’t have any reservations about her. When I say we are going to her house, she runs to the door and whines until we leave. Eli sends pictures throughout the day of their activities and I can tell by how she comes home happy and sleepy that she is well taken care of. Her home is also very clean and has a fenced in yard. I feel grateful to have found a sitter that cares for my dog as if she were her own! I would absolutely recommend her for anybody that has reservations about finding a sitter through Rover.

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.

Popular requests near you
Select a filter and find qualifying Windsor Park sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
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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The median cost per day for doggy day care in Windsor Park is $25
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 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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Windsor Park on Rover as of Apr 2026 was about $25 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
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 Windsor Park.
Windsor Park 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 Windsor Park 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.





