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

“Poliana will love your fur babies as her own! She provides exceptional care and is incredibly communicative, friendly and flexible. Your fur babies will get the best care and have the best time with Poliana.”

“Jared was great! He sent us many pics during Ace’s stay and Ace loved playing with his babies. He was so tired when we got him he went right to bed. So happy we came across Jared. He and his babies are definitely Ace’s new best friends l!!”


“I was vacationing with kids and my fur baby and needed a sitter while we went to theme parks. I was a little hesitant about leaving our boy as he had never been to doggy daycare before. Carilyn and Jorge were amazing with our boy, I received pictures and updates throughout the day and it was obvious he was having a ball. Don't hesitate to use them for your pet needs.”


“JOURNEY IS AMAZING! Please stop scrolling and looking and book with her. She did an amazing job! I have a 100 pound Doberman Pinscher and not anyone can handle him, and she sure did. He has pretty bad separation anxiety because he is a velcro dog, but she was able to reassure him and make him feel at ease. He went on several walks, ran around in her huge backyard, and I got many pics and videos during the day. Most importantly, he was very happy when I would drop him off, which means he felt safe and cared for. Her house was big and clean, the fenced in yard was perfect, and she lives in a very safe neighborhood. She will forever be my dogsitter when I am in Orlando again. THANK YOU for taking care of my Tank! I was blessed to find you!”


“My goodness, Rebecca was just the sweetest!! Peanut had so much fun! I felt so comfortable leaving him with her. Her communication and photos were amazing! I recommend her for any that needs to leave their puppy for a day.”


“Our baby Rachel was there for the first time and we felt that she was well taken care of . Julie is very kind and friendly, and sent us pictures and texts throughout the day. Rachel came home pooped and went to sleep as soon as she got home.”


“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!”


“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.”


“Idalis is awesome. She and her family took great care of Cody. She has a dog similar in size with Cody, which was great for Cody to play with. Cody was excited to be there as soon as he was dropped off. Highly recommend Idalis”


About: What sets me apart from other sitters is my lifelong, hands-on experience with pets at every stage of life—and the love I pour into each one. I had the privilege of caring for my two senior poodles for many years, cherishing every slow walk, every cuddle, and every moment of their golden years with patience and gentle care. Now, I’m joyfully training my energetic bernedoodle, which has taught me the art of positive reinforcement, leash manners, and channeling boundless puppy energy into happy, healthy play. I bring the same dedication to every pet I meet—offering seniors the comfort they deserve and giving younger pups the fun and structure they crave—so every tail, no matter the age, is wagging with joy when I’m around. Pet care isn’t something I “fit in” to my routine—it is my routine. With no children and the freedom of being a full-time, stay-at-home dog parent, my days revolve around creating a calm, loving, and stimulating environment for the pets in my care. From leisurely morning walks to mid-day play sessions and evening wind-down cuddles, I have the time and attention to ensure each pet gets personalized, unrushed care. Their comfort, happiness, and well-being are always my top priority—every single day. In my home, pets are treated like family. They enjoy a safe, clean, and calm environment, with plenty of love, attention, and structured play. I maintain routines for meals, walks, and rest, and I adapt to each pet’s individual needs—whether that’s extra snuggles for a senior dog or high-energy activities for a young pup. When caring for pets in a client’s home, I follow their routines to the letter, providing attentive care, companionship, and peace of mind while respecting their space and home. My goal is always the same: happy, relaxed pets who feel safe, loved, and perfectly cared for.

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

“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!”


“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!”


“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!”


“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!”


About: I’ve taken care of dogs and cats for the past five years. Not just my own but family and friends! I love to watch pets in my home who want to have fun and play with my own two dogs and 1 cat! I work from home full time so am available to meet needs of taking out your pet when you need! My weekends are also free to enjoy play time! I have two friendly pups who constantly look for new friends! I also have a cat that likes to see who is here but doesn’t bother them! My yard isn’t fenced in but we take many walks a day for everyone’s exercise!

“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 😊”


“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.”

Loving doggy day care in your neighborhood
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Poliana D.Star Sitter
“Poliana will love your fur babies as her own! She provides exceptional care and is incredibly communicative, friendly and flexible. Your fur babies will get the best care and have the best time with Poliana.”


Jared C.Star Sitter

“Jared was great! He sent us many pics during Ace’s stay and Ace loved playing with his babies. He was so tired when we got him he went right to bed. So happy we came across Jared. He and his babies are definitely Ace’s new best friends l!!”


Carilyn & Jorge M.Star Sitter

“I was vacationing with kids and my fur baby and needed a sitter while we went to theme parks. I was a little hesitant about leaving our boy as he had never been to doggy daycare before. Carilyn and Jorge were amazing with our boy, I received pictures and updates throughout the day and it was obvious he was having a ball. Don't hesitate to use them for your pet needs.”


Journey F.Star Sitter

“JOURNEY IS AMAZING! Please stop scrolling and looking and book with her. She did an amazing job! I have a 100 pound Doberman Pinscher and not anyone can handle him, and she sure did. He has pretty bad separation anxiety because he is a velcro dog, but she was able to reassure him and make him feel at ease. He went on several walks, ran around in her huge backyard, and I got many pics and videos during the day. Most importantly, he was very happy when I would drop him off, which means he felt safe and cared for. Her house was big and clean, the fenced in yard was perfect, and she lives in a very safe neighborhood. She will forever be my dogsitter when I am in Orlando again. THANK YOU for taking care of my Tank! I was blessed to find you!”


Rebecca D.

“My goodness, Rebecca was just the sweetest!! Peanut had so much fun! I felt so comfortable leaving him with her. Her communication and photos were amazing! I recommend her for any that needs to leave their puppy for a day.”


Julie B.Star Sitter

“Our baby Rachel was there for the first time and we felt that she was well taken care of . Julie is very kind and friendly, and sent us pictures and texts throughout the day. Rachel came home pooped and went to sleep as soon as she got home.”


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!”


Angélica S.
Star Sitter


“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.”


Elisabeth M.Star Sitter

“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”


Idalis L.

“Idalis is awesome. She and her family took great care of Cody. She has a dog similar in size with Cody, which was great for Cody to play with. Cody was excited to be there as soon as he was dropped off. Highly recommend Idalis”


Katherine C.
“Katherine is wonderful with my dog Abby. She is gentle, patient, and very caring. Abby is always happy to see her, and I feel at peace knowing she’s in good hands.”


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


Selenia R.

“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!”




Michele S.

“Our dog Tinkerbelle loved going to Michele’s house!! Michele is so sweet and accommodating and a great communicator! Thanks, Michele!!”


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!”


Monica S.Star Sitter

“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!”


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!”


Sara H.
About: I’ve taken care of dogs and cats for the past five years. Not just my own but family and friends! I love to watch pets in my home who want to have fun and play with my own two dogs and 1 cat! I work from home full time so am available to meet needs of taking out your pet when you need! My weekends are also free to enjoy play time! I have two friendly pups who constantly look for new friends! I also have a cat that likes to see who is here but doesn’t bother them! My yard isn’t fenced in but we take many walks a day for everyone’s exercise!


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 😊”


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.”
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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
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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.
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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 Aug 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 Aug 2025, 2,054 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, 89% 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 2,054 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, 96% offer medication administration, and 89% 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.
