Doggy Day Care in Winter 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 Winter Park doggy day care sitters

“Lotte had a great day as always with lots of playtime and naps. Debra was able to take Lotte with last minute notice and even got me a little personalized keychain for mother‘s day 🥰”


“Trent was very helpful my first time on Rover. He definitely helped tremendously. He also ensured I was comfortable leaving my baby. Since jm a meticulous dog dad. He def also sent pics which was so amazing kept me in peace of mind. Thank you Trent for everything.”


“She was very responsive and handled my dog with car and updated me and she hard a beautiful yard for him to play and and potty I will definitely be using her again whenever I’m in Orlando”



“Brittany was amazing. She allowed me to book last minute, and opened her home to Griffey. I’ll 100% reach out again for her services. Thanks Brittany!”


“Leda is amazing with my Toby. When I drop him off he rushes to the door to see her doesn’t even look back to say Bye to his mommy . It’s a great feeling when I drive away!”


“Linwood was great with our dog. He made him feel comfortable and took him on walks. When our fur baby came home that night he was exhausted from him fun filled day.We will definitely be using him again.”


“Kaitlyn gives great love and attention to scout and they’ve come to know each other well. Kaitlyn also gets him exercise and keeps him on his routine.scout loves to go to her place!”


About: I grew up in a house hold that had me helping with the animals at an early age and continued to always have a dog into my adult life up until this last year. My wife lives here as well, who also gave a great life to two dogs over the last fifteen years. As for senior care experience, the last few years had been dedicated to caring for our two older dogs who both had separate special needs, including blindness, joint pain, dietary issues, and other ailments that unfortunately come with all aging pups. I work from home a few hours in the early morning (6-9) with an extremely flexible schedule, and have the rest of the morning, afternoon and evenings completely free. My wife lives here as well helping take care of things so there is never a moment taken away from caring for the pups. We live in a gated community that is perfect for dog walks and has a dog park which allows me to walk or run your dog multiple times per day. Our home is completely dog friendly including all rooms and furniture. Your dog is able to hang out, play, relax and sleep, in any part of the home that they feel most comfortable. Walks, food, medication, and treats can be provided at anytime of the day or night, and I can accommodate to any schedule, including middle of the night bathroom breaks if needed.

“Heather is lovely in every way. As soon as we met Heather, Ziggy ran right into her arms and I felt so at ease leaving him. Heather's warmth and presence was evident and Ziggy had such a fab time with her pups. I'm very grateful to have found her.”


“This was our two pandemic pups’ very first dog sitting experience and Sara was AMAZING! She eased our mind and was great with the dogs and details of care. :) she went above and beyond with photos, videos, and letting me know how it went. She has made me feel so much better about returning to the office even though I will miss my babies!! TYSM”


About: With over 20 years of pet care experience, I have a deep love and passion for animals of all kinds. From dogs and cats to smaller pets, I’ve cared for them all with attention and affection. Whether it's walking, feeding, or simply providing companionship, I treat each pet as if they were my own. I understand that every animal has its unique personality and needs, and I tailor my care to ensure they feel comfortable, safe, and loved while you're away. Trust me to provide the highest level of care, ensuring your pet’s happiness and well-being. As someone who works from home, I’m able to give your pets plenty of attention and affection throughout the day. My flexible schedule allows me to cater to your pet's needs, whether it’s extra playtime, walks, or simply keeping them company. You can rest easy knowing your furry friend will have a dedicated and caring companion while you're away, getting all the love and care they deserve! When your pet stays with me, they’ll feel right at home in a safe, comfortable environment. I provide a cozy space for relaxation, plenty of room for play, and lots of attention throughout the day. With my flexible schedule and work-from-home setup, your pet will never be left alone for long, ensuring they always have the care, companionship, and love they need. Whether it’s a walk in the neighborhood, playtime in the yard, or just some cuddles on the couch, your pet will be treated like family while they’re with me. I do have two small dogs of my own that play very well with all other dogs, so as long as your dog is friendly they will have a ball together.

“The Best Dog Sitter I Could Ask For! I couldn’t be happier with Kimberly! She's been watching my baby boy every week, and her care and compassion toward him warms my heart. From the moment we met her, it was clear she has a genuine love for animals and enjoys making them feel comfortable and happy. Each week, she goes above and beyond, ensuring Cooper gets oodles of attention. The cute photos she sends and text updates alway shows me he being so well cared for. She even brushes him when he visits, LOL! I love how quickly she responds when we communicate and how kind she is to me every time we interact. If you’re looking for someone who is caring, dependable, and loves dogs as much as you do, look no further than Kimberly. We’re so grateful to have found her!”


About: I got my first dog when I was in 6th grade and he was a shitzu. He was the calmest dog I ever had and people told me he kind of resembled me. That was 14 years ago and I have learned a lot of patience, love, and care throughout that time. After he passed 6 years ago, I’ve continued to love animals through fostering (longest was 2 months) and dog sitting both short term and long term. While your pet stays in my home overnight, I will give all my attention to whatever needs they have. I will play with your dog as if they were my own because that is how much I I love them. My special skill is that I am patient with pretty much everything I do so when it comes to your pets, I will keep a cool head when things get “hairy”. I am currently working part time and will have plenty of time to give them attention and company. I also live in a dog friendly neighborhood with plenty of walking trails that will be perfect to explore! I try my best to treat all pets as if they were my own. I also don’t mind if they snuggle next to me on the bed or if they want to relax on the couch.


About: Born and raised to care and love all creatures on this planet. Working as a consultant in finance, but with flexible hours 7 days a week. Energetic and willing to give hands on full attention to your dogs or cats. I have owned cats and small dogs ranging from Terriers to Corgis and even Dalmatians. I have volunteered for several years at a Pet Boarding Kennel and service dog training facility. I frequently house sit both cats and dogs. Our neighborhood has a main dog park nearby and is situated within walking distance of several others. Apartment is spacious 2 bedroom with full kitchen and living room as well as a large patio the same size as the inside square footage. (I live above retail stores which is a nice perk! I have plenty of room for larger dogs. Currently working part time 3 days a week as a consultant so I will have plenty of time to spend socializing and playing all day with your furry besties. I create my own schedule as an advisor so I have lots of flexibility and freedom I have a large fenced in patio at my current apartment and experience with handling dogs with special needs. I have worked at a kennel and training center for service animals. I’m happy to offer a meet-and-greet at my location so your pet can get familiar with the space and I can answer any questions you may have. For safety and privacy, I keep certain areas of my home private, but rest assured your pet will be well cared for in a clean, comfortable environment. My reviews reflect the consistent, loving care I strive to provide every stay.

“Makenna is a great communicator, and my pup came home worn out and happy! The multiple walks were much appreciated.”


About: My responsibilities have included walking, feeding, and providing lots of love and attention. Whether it’s a quick walk or an overnight stay, I make sure every pet feels safe, comfortable, and cared for like they are part of my family. I am flexible and can easily adjust my schedule to fit your pet’s needs. I’m available for daily walks, drop-in visits, playtime, feeding, and overnight care. Your pet will receive my full attention, as I do not have any other animals at home. I provide a calm, safe, and welcoming environment where your pet can feel relaxed and comfortable.

“Ailin did such an amazing job with our dog! This is the first time our dog was with a sitter for an entire day, and she did so well with her. She updated us on how our dog was doing. She found ways to calm our dog, and so our dog was comfortable enough to eat, which is something she doesn’t do with sitters. Overall, it was a great experience, thank you!”


About: I’ve been taking care of dogs since I was young and cats shortly after that. I would be home with your animal to provide whatever service is needed at any specific time. I am taking classes looking for work that one up with my education so my availability is very open for your animal. We can discuss what works best for you but I am very flexible. I have a door that separates one room from another but animals are able to roam around freely. If a crate is needed, please bring up prior

About: My name is Zoe! I have a Miniature Dachshund puppy who’s 6 months old, 2 great Dane’s and a lab mix which means I have experience with big dogs and dealing with multiple dogs at once! I have 2 cats as well who are loved and spoiled and have their own room. I’ve worked with all types of animals and I have over 60+ families I work with on a regular and weekly basis. I have experience with pets with special needs, puppy’s and training skills as well. I’ve raised all my animals from birth and doing so gave me the experience I need to help others care for their pets when they can’t! I have been on Rover for 3 years now and absolutely love all the furry friends I have met and continue to see! Feel free to send a request for any time and I will do my best to accommodate! I strive to make sure your pet is taken care of as if they were my own and move my schedule around to make sure your pet gets the proper care. As a full-time pet sitter and nanny, I take great pride in providing loving, dependable care for others. I will ensure your pets safety on each walk and check all instructions left by you before we leave the house. I have experience with troubled dogs and what to do in the event of emergency’s.

About: Hello everyone! I'm Sara and I have 10 years of experience working with dogs, cats, and various other animals. As an aspiring vet student, I know the importance of prioritizing each pet’s individual needs, but also paying attention to their well-being, exercise needs, and happiness. I’ve encountered various breeds and temperaments, so I’m confident handling dogs of all kinds and ensuring they feel comfortable and safe in my home. Pet care fits into my daily routine since I currently work from home and attend college online. This allows me to provide constant attention and care, ensuring pets are always well-looked after, comfortable, and never left alone for long periods. That means plenty of potty breaks! In my home, I provide a safe, comfortable, and engaging environment. I ensure they have plenty of attention, regular walks, playtime, and a consistent routine.
Loving doggy day care in your neighborhood
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Debra R.

“Lotte had a great day as always with lots of playtime and naps. Debra was able to take Lotte with last minute notice and even got me a little personalized keychain for mother‘s day 🥰”


Trent L.

“Trent was very helpful my first time on Rover. He definitely helped tremendously. He also ensured I was comfortable leaving my baby. Since jm a meticulous dog dad. He def also sent pics which was so amazing kept me in peace of mind. Thank you Trent for everything.”


Nika P.Star Sitter

“She was very responsive and handled my dog with car and updated me and she hard a beautiful yard for him to play and and potty I will definitely be using her again whenever I’m in Orlando”




Brittany P.

“Brittany was amazing. She allowed me to book last minute, and opened her home to Griffey. I’ll 100% reach out again for her services. Thanks Brittany!”


Leda B.Star Sitter

“Leda is amazing with my Toby. When I drop him off he rushes to the door to see her doesn’t even look back to say Bye to his mommy . It’s a great feeling when I drive away!”


Linwood D.

“Linwood was great with our dog. He made him feel comfortable and took him on walks. When our fur baby came home that night he was exhausted from him fun filled day.We will definitely be using him again.”


Kaitlyn F.Star Sitter

“Kaitlyn gives great love and attention to scout and they’ve come to know each other well. Kaitlyn also gets him exercise and keeps him on his routine.scout loves to go to her place!”


Andrew & Krista O.
“Andrew is a caring and loving for all animals. The dog he had he took very good care of and loved very much. Is also a big animal lover so would care on any animal that he had in his care.”


Heather G.

“Heather is lovely in every way. As soon as we met Heather, Ziggy ran right into her arms and I felt so at ease leaving him. Heather's warmth and presence was evident and Ziggy had such a fab time with her pups. I'm very grateful to have found her.”


Sara C.
Star Sitter


“This was our two pandemic pups’ very first dog sitting experience and Sara was AMAZING! She eased our mind and was great with the dogs and details of care. :) she went above and beyond with photos, videos, and letting me know how it went. She has made me feel so much better about returning to the office even though I will miss my babies!! TYSM”


Ivanka P.Star Sitter
“My dog Polly loves Ivanka. She’s always so excited when she gets to see her and we’re so happy knowing she’s in great capable hands. Would recommend her to anyone.”


Kimberly H.

“The Best Dog Sitter I Could Ask For! I couldn’t be happier with Kimberly! She's been watching my baby boy every week, and her care and compassion toward him warms my heart. From the moment we met her, it was clear she has a genuine love for animals and enjoys making them feel comfortable and happy. Each week, she goes above and beyond, ensuring Cooper gets oodles of attention. The cute photos she sends and text updates alway shows me he being so well cared for. She even brushes him when he visits, LOL! I love how quickly she responds when we communicate and how kind she is to me every time we interact. If you’re looking for someone who is caring, dependable, and loves dogs as much as you do, look no further than Kimberly. We’re so grateful to have found her!”


Huan H.
“Huan is great with my dog, Sno! He keeps me updated with pictures of Sno walking and playing. Huan is very caring and responsible with Sno. I would recommend him to watch your pet!”




Lauren E.Star Sitter
About: Born and raised to care and love all creatures on this planet. Working as a consultant in finance, but with flexible hours 7 days a week. Energetic and willing to give hands on full attention to your dogs or cats. I have owned cats and small dogs ranging from Terriers to Corgis and even Dalmatians. I have volunteered for several years at a Pet Boarding Kennel and service dog training facility. I frequently house sit both cats and dogs. Our neighborhood has a main dog park nearby and is situated within walking distance of several others. Apartment is spacious 2 bedroom with full kitchen and living room as well as a large patio the same size as the inside square footage. (I live above retail stores which is a nice perk! I have plenty of room for larger dogs. Currently working part time 3 days a week as a consultant so I will have plenty of time to spend socializing and playing all day with your furry besties. I create my own schedule as an advisor so I have lots of flexibility and freedom I have a large fenced in patio at my current apartment and experience with handling dogs with special needs. I have worked at a kennel and training center for service animals. I’m happy to offer a meet-and-greet at my location so your pet can get familiar with the space and I can answer any questions you may have. For safety and privacy, I keep certain areas of my home private, but rest assured your pet will be well cared for in a clean, comfortable environment. My reviews reflect the consistent, loving care I strive to provide every stay.


Makenna W.

“Makenna is a great communicator, and my pup came home worn out and happy! The multiple walks were much appreciated.”


Shang G.
“Ivy is a very responsible individual, and has taken care of dogs as well as cats many times throughout her life. I would fully recommend Ivy for this job.”


Ailin L.

“Ailin did such an amazing job with our dog! This is the first time our dog was with a sitter for an entire day, and she did so well with her. She updated us on how our dog was doing. She found ways to calm our dog, and so our dog was comfortable enough to eat, which is something she doesn’t do with sitters. Overall, it was a great experience, thank you!”


Garrett H.
“We have a very anxious black lab and a very shy and timid. Jindo and Garrett has been able to overcome the challenges that both dogs present. He takes very good care of them. It takes them for walks and picks up their poop and gives them treats the dogs love, Garrett, highly recommend!”


Zoe P.Star Sitter
About: My name is Zoe! I have a Miniature Dachshund puppy who’s 6 months old, 2 great Dane’s and a lab mix which means I have experience with big dogs and dealing with multiple dogs at once! I have 2 cats as well who are loved and spoiled and have their own room. I’ve worked with all types of animals and I have over 60+ families I work with on a regular and weekly basis. I have experience with pets with special needs, puppy’s and training skills as well. I’ve raised all my animals from birth and doing so gave me the experience I need to help others care for their pets when they can’t! I have been on Rover for 3 years now and absolutely love all the furry friends I have met and continue to see! Feel free to send a request for any time and I will do my best to accommodate! I strive to make sure your pet is taken care of as if they were my own and move my schedule around to make sure your pet gets the proper care. As a full-time pet sitter and nanny, I take great pride in providing loving, dependable care for others. I will ensure your pets safety on each walk and check all instructions left by you before we leave the house. I have experience with troubled dogs and what to do in the event of emergency’s.


Sara S.

“I recently relocated to the Winter Park area and was not sure who I could trust with my boxer, Tyson. After I vetted a cpl different boarding services, I went with Sara. She did a fantastic job and kept me up to date daily w/ text messages and fun pictures. It's safe to say that I will be recommending her and Tyson will be going there again when boarding services are needed again. Thanks again Sara!”
Over 571 pet parents in Winter Park have booked doggy day care
Winter Park dog parents share their Rover experiences
I cannot thank Monique enough for watching my dogs. She agreed to do a meet and greet at a park and the initial meet my very anxious dog was already taking treats from her. They just had their first daycare at her house for the day and they are already so comfortable with her. She was very responsive and shared photos throughout the day and was very patient with them! Cannot wait to continue doggy day cares and boarding with her. Cannot be more appreciative of Monique as we just moved to Florida and would recommend her to anyone that needs a dog sitter!!

Makenna is a great communicator, and my pup came home worn out and happy! The multiple walks were much appreciated.

Heather took great care of Daisy while we went out of town for the day. She sent photos throughout and kept us updated! Daisy loved spending the day with Heather and her dogs!!

Ailin provided doggy daycare time for our senior pet, who initially in a new environment is a very anxious boy. She sent a picture and text within minutes of leaving, to reassure me that he had already settled into her home. I'm sure Ailin sensed my nervousness, so the timing of her communication was very much appreciated. At pick up it was evident that our old guy did just fine in Ailin's care for the day. We thank her very much, as we were able to enjoy the day out.

Thanks again, Sara! I appreciate the updates and photos of Gus during his stay with you :) And we hope to see you again soon!

Very friendly and nice. Worked with me on last minute sitting! Thank you so much! I would highly recommend!

Emma was so sweet. She kept us updated and sent us a photo on how our dog was doing. We felt confident leaving our dog with her, and it was nice knowing our dog had Beno as company too!

Chanel was great! She sent a lot of pictures and provided many updates. Trixie was very happy to spend time at her place with Picante.

Benjamin and Hunter were very responsive and easy to coordinate with! Pagu had such a good time with their dog Chewy and the photos of them playing made us so happy! Would highly recommend them and will definitely be using them again!

Laura was so sweet and reassuring! It was our first time using Rover, and she updated us with photos of how our dog was doing throughout her stay. Stevie is also the cutest! Overall, it was such a great experience.

Our dog Bella had another great day with Hannah! As soon as we drop her off, Bella is right at home. Hannah takes her for nice walks, gives her lots of love and sends us cute pics to keep us posted. You can tell she loves caring for animals & is a wonderful sitter!

Richard is a good Rover communicator and responds promptly to all inquiries. He also sent me a video my girls' feeding time. Thank you.

This was our first time using Alissa and she was wonderful. Gizzy had a great time and met a new friend. We will definitely be using Alissa again when we come back to the area next time!🐾❤️🐾

Autumn was extremely accommodating and took several great photos of our dog. She communicated quickly and frequently to ensure our dog was well cared for.

Amazing as always! Tae always gets excited when we pull up for his daycare days, he loves Jacquelyn and Matthew!

Sydney is fantastic. She is kind, caring, and patient. The environment is safe and very dog and cat friendly. The yard is great as well. Wesley came home happy and tired, with a couple of new tricks he learned while with Sydney. Highly recommend!

Cindy is great as usual! Great communicator, sends so many updates, and really loves Megabyte as her own!!

Popular requests near you
Select a filter and find qualifying Winter 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 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!
The median cost per day for doggy day care in Winter Park is $30
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.
Sitters in Winter Park average 4 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 Park 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, 2,014 sitters provided doggy day care in Winter Park. 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 Park sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winter Park 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 Park.
Winter 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 Winter 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
There are 2,014 sitters offering doggy day care in Winter Park on Rover, so you’re sure to find the perfect match for your dog! In Winter Park, 96% 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.
