Doggy Day Care in Winter Garden
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 Winter Garden 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.
About: I grew up with and have taken care of dogs my entire life. I’ve always had an a soft spot for dogs and think they deserve all the love and attention in the world! I treat my dog like he’s my child - and would treat yours the same! I am home full-time and have a fenced backyard for the dogs to run around and play. I also love taking the dogs on walks through the neighborhood. The dogs would have free rein of the house and furniture - couches, beds, etc. I’m happy to accommodate any specific feeding instructions, medications, or overall care your dog needs. Safety is my top priority so I’ll make sure your dog is well cared for, feels comfortable, and ultimately has lots of fun!
“This was our first time having Monica watch Coco and she was great! She followed all of our instructions and asked all of the necessary questions to learn about our pup. She sent a ton of pictures and videos and it was so nice to see what was happening while we were away. Monica is very sweet and caring and we would highly recommend her!”

“She’s absolutely amazing! It was my baby’s first time in day care and I was scared on how she was going to behave since she’s just a puppy. But Wannena was incredible! And the 2 doggies she have, played with my baby all the time so by the time we got home she went straight to sleep 😭😂”

“Soda had so much fun at Poliana’s! I felt confident that she was being well cared for and loved the whole time. Poliana was very responsive and made me feel very at ease! We will happily return. :)”

“This was my first time using rover or any dog sitting service. It was wonderful. Rennan was very informative and flexible during our vacation working around late hours and my anxiety of being away from my dog. He was great. My dog was excited and happy to see him each day. Will definitely use him again next time it really made our stay much more easier.”

“Idalis is a great hostess for our dog Daisy. She is a cream lab and Idalis’s pet golden Logan was a great playmate for her. She spent 5 days there for doggie day care. The first day she was scared when we dropped her off. But the next 4 days she was super happy as soon as she saw us picked up the leash. She was ready to go! She seemed to enjoy being out of the house for some playtime and walk, and when she comes home she is tired. I know she will miss Idalis and her whole family. When we go vacation we will definitely take daisy there for boarding.”

“Brenda, Dwain, their daughter, and their cutie crew of furry friends were SPECTACULAR! I'm incredibly grateful to have found them and very pleased with Wink's care. They provided photos and videos, and were incredibly kind and generous. They will absolutely be seeing Wink and I again!”

About: You'll be so happy with our paw-sitively adorable pet sitting service. We love pet almost as much as we love our daughter, trust us! :) I’m have plenty of time to take care your pet I’m always at home so I can play and go for a walk with the little one if you want. I have fence yard so your dog is going to have space for play or just relaxing and also access to the first floor we don’t have problem with that.
“Always a great experience when I bring my pup to Selenia! She has a great set up in the house for the dogs and a fenced in area for the doggies to play outside! My puppy always comes back exhausted from playing all day with her shih tzu, Gigi!”

“A few reasons why we would recommend Caroline as a sitter: - phenomenal communication before booking as well as during the stay - many photos/videos received throughout the day - flexibility with drop off and pickup times - major plus that Sailor made friends with her doggos and they had a great time playing We are so thankful for Caroline for opening up her home to our pup for the day!”

“Julie and her family treat my baby Olive as if she were one of their own. There is no shortage of love and attention given in her household. She is great at following instructions, sending updates/pictures, and showering your fur child with affection. I had trepidations about sending a 2 month old puppy to a stranger's home but Julie ameliorated those concerns relatively quickly. I have already rebooked multiple dates with her and will likely do so after that. Our pup absolutely loves her and so will yours!”

“Carilyn was the absolute best, so sweet and took great care of my pup. He usually doesn't warm up to people fast but as soon as he met her he was instantly comfortable and went right with her. Will definitely be using them again in the future!”

“Ana was able to deliver once again an amazing sitter service. Our little Manu loves being with her. One additional detail - in one occasion we forgot to pack kibble and Ana was generous enough to provide it, rather than having us sending a delivery. I'm going back to NY wishing to find someone as good as her.”

About: I’m not just a dog sitter — I genuinely love spending time with dogs and getting to know their unique personalities. Whether it’s playtime, cuddle time, or just keeping them company, I treat every pup like they’re my own. You can count on me to give your dog the care, attention, and love they deserve while you’re away I am currently working part time so I am available whenever is needed! I am a college student and have classes online so it’ll be nice to take some time away from work and school to be with your furry friend! Whether your pet is staying with me or I’m coming to you, I make sure they feel safe, loved, and comfortable. At my home, they’ll have a cozy, clean space, plenty of playtime, and a calm environment — just like home. If I’m caring for them at your place, I stick to their routine as closely as possible, from walks and feedings to their favorite toys or spots to relax. I always make sure they get lots of attention and care, and I keep you updated with photos and messages so you know they’re happy!
About: What truly sets me apart is my ability to read a dog’s body language and adapt to their specific energy. Whether it’s a high-energy puppy that needs consistent boundaries and play, or a senior dog that requires a gentle touch and specialized attention, I provide a tailored experience. Pet care is my top priority. My schedule is highly flexible, allowing me to provide consistent attention, timely feedings, and plenty of exercise. Whether it’s early morning walks or overnight companionship, I structure my entire day around your dog's specific routine to ensure they feel safe, happy, and never lonely while you are away. Safety is my non-negotiable standard. In my home, I maintain a 'pet-proofed' and calm environment free of hazards. When visiting your home, I strictly follow your security protocols and care instructions. I provide frequent photo updates and real-time communication, ensuring a transparent, trustworthy experience where your pet’s physical and emotional well-being always comes first.
“Our girl Tilly had an amazing time with Heather and her family! Our pet sitter fell through the night before heading to Disney World and they were able to accommodate with barely any notice. They were so welcoming and sweet! They made us feel so secure about leaving our girl there and sent tons of photos. We will definitely be returning customers! ❤️❤️❤️”

Over 564 pet parents in Winter Garden have booked doggy day care
Winter Garden dog parents share their Rover experiences
A few reasons why we would recommend Caroline as a sitter: - phenomenal communication before booking as well as during the stay - many photos/videos received throughout the day - flexibility with drop off and pickup times - major plus that Sailor made friends with her doggos and they had a great time playing We are so thankful for Caroline for opening up her home to our pup for the day!

PHENOMENAL- if you want somebody to take care of your dog, Laura is your lady! My dog literally had a blast with her and he kept going back to her for more affection when I picked him up. She has two dogs of her own that got along really well with Zero and Laura updated me with any concerns and then she took him to the dog park and on walks. Literally took care of him like he was her own. Seriously so stoked to have found such an amazing Rover in the area.

Popular requests near you
Select a filter and find qualifying Winter Garden 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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per day for doggy day care in Winter Garden is $30
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.
Sitters in Winter Garden average 5 repeat doggy day care clients
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 Winter Garden on Rover as of May 2026 was about $30 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.
As of May 2026, 2,072 sitters provided doggy day care in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Winter Garden sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winter Garden have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Garden.
Winter Garden 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 Winter Garden 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
There are 2,072 sitters offering doggy day care in Winter Garden on Rover, so you’re sure to find the perfect match for your dog! In Winter Garden, 97% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.






