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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Loving doggy day care in your neighborhood
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1. Jared C.

“Jared was great! He sent lots of pictures and took great care of my Loki. She came home and was so tired from all of the play with his pups! Would definitely book again.”


2. Feliksa Z.

“I left my dog with Feliska while work was being done on my house. The work took longer than expected and she was very understanding about that. She kept her a few extra hours and was very pleasant about it too. That helped relieved some of my stress about the situation.”


3. Carilyn & Jorge M.

“The girls had an amazing time!”


4. Poliana D.

“Thank you for taking such good care of Texas Poliana. It was his first trip to a day care/pet sitter and you made Texas feel very comfortable and cared for. We are looking forward to using your service again in future. The pictures were also great. Thanks for sharing and happy holidays.”


5. Ana P.

“Ana and her family were amazing with Zoey!!! We were really nervous about leaving her with a sitter for the first time but she seemed so happy and the photo and video updates were so reassuring. Thank you so much!”


6. Julie B.

“Julie did very well with Daisy. She seems very caring. She sent me pics all thru out the day which I really appreciated. We will use her again for sure.”


7. Elisabeth M.

“Elisabeth is great with communication. Cody is very comfortable with her. I’m a return customer and plan on leaving Cody in her care again in the future”


8. Angélica S.


“Angelica and her family were amazing with my dog. Very kind and gentle. They send updates and also accommodate to the times. We will definitely use the services again.”


9. Tim & Tess O.

“We have rebooked multiple times with Tess and tim! My husband and I get videos and photos throughout the day of lots of play and snuggles! We know our dog is thoroughly looked after, fed, played with, and loved every time we drop off and pick up our dog. Tim and Tess are great at communicating and quick to respond ! Would highly recommend them!”


10. Briaunna J.
“Briaunna has cared for my dogs numerous times with excellence. Her love for my animals (and their love for her) are exactly what they need while we are away. She is an intentional, responsible , attentive and a very doting sitter. I appreciate her dedicated service and communication with the our family while apart from our animals. Definitely would recommend her to Rover and anyone needing above and beyond care and devotion to their dogs!”


11. Mimi E.
About: I been enjoying taking care of my sister puppy for many years. Don’t have one of my own because I like to travel but would love to take care for someone else. I work at night part time, so I have all day. I don’t mind taking the puppy when I am traveling local or on the weekends I have a big fenced yard they could play . I will keep them inside my house and walk them when needed and give lots of of love




12. Tisha F.
“Tisha is a very loving and warm person. She has a beautiful pup named Lilly she spoils her.🥰 . She did a very good job taking care of my pup. I would recommend her to anyone 😊.”


13. Juliana M.
“Juliana dog sits for us all the time and she is absolutely amazing. My dog loves hanging out with her she’s super sweet and is amazing at what she does. The best part is I get to go on vacation and have zero worries about my dog because I know she’s in great hands.”


14. Selenia R.
About: I have been caring for my son’s dogs 4 at a time. I go to St.Augustine and watch them for their vacations. His children are able to care for them now and I truly enjoyed my time with them. I’m retired and live alone with my 1 yr old Shih Tzu. My home is equipped for home boarding and doggie daycare. I have a fenced yard. I have a fenced yard and my home is free of clutter. It’s a very safe environment for my fur friends. I will care your baby as I care for mine.


15. Brandi M.

“Brandi was excellent! She was very accommodating and responsive. She answered all of our questions and took great care of our pup! We will definitely be using Brandi again!”


16. Alexandria & Dan L.

“My dog had a great day with Alexandria. He was comfortable from the beginning and received the care and attention he needed. She did an awesome job caring for Lucky. Not to mention the picture updates throughout the day (my favorite part of his stay). Alexandria was consistent with keeping me posted during his stay and he was happy!”




17. Ariana C.
“Ariana has been amazing w/ our dog Rocco. He’s a Havapoo and an emotional support animal to my 17yr old daughter So we are very picky with who we leave him with. We trust Ariana and does Rocco, he absolutely loves her!”


18. Erica Carolina & Vinicius S.

“Erica & Vinicius were amazing when taking care of my little dog! They sent photos, videos and were very responsive throughout the day every time I asked for updates… they’re definitely my option number 1 for dog sitting from now on!”


19. Linda & Christine M.


“Linda and Christine had my very unsocialized basset playing with the big boys by the end of the day. We are so proud of our little guy and so thankful to have chosen them. We will definately use them again for a play date.”


20. Michele B.

“Michele is the best! Her and her cute pup Barkley are both so sweet. Cody is always happy and excited to see them both, which takes worry off my mind when dropping him off! Appreciate that Michele always sends photos of Cody and takes such great care of him 😊”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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 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 Winter Garden on Rover as of Jun 2025 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 Jun 2025, 2,092 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, 88% 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 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 2,092 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, 98% of sitters offer daily exercise, 96% 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.
