Doggy Day Care in Osceola
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 Osceola doggy day care sitters

“Lindsay was amazing! She took such good care of my puppy who is usually scared and timid but didn’t want to leave her at the end of the weekend! So thankful for her care and you will not regret having Lindsay as your sitter!”


“Jamie was wonderful! Her communication was excellent, she sent plenty of photos and updates throughout the day. My dogs came home so happy and tired, I know they had such a fun time.”


“I can’t say how impressed I am with Tammie. I was visiting family and am from Iowa, Tammie was more then accommodating and welcoming. I could tell she likes what she does and cares about her canine clients. Her home is set up for the dogs and, even with multiple dogs, stays clean. My Corgi was comfortable right way. I used Tammies daycare twice, the second time my Corgi couldn’t wait to get in the door. I will be using Tammie services whenever I visit, no question about it!”


“Chris took great care of our dog and provided some insight on his behaviors during the stay which will help with training. Will definitely be dropping him off for more stays in the future.”


“Friendly, kind, great communication! Christina watched Scout while I was in town for the afternoon. Scout was happy and tuckered out when I picked her up. Thanks Christina!!”


“Betty was very patient and responsive to our changing schedule. She was very good with our puppy introducing him to her small dogs and other activities in her yard.”


“Alejandra was wonderful with our pup, Cliff! She sent lots of pictures and videos of him throughout the day, and he had a blast! He had lots of friends to play with and was ready for a nap when he got home!”


“Josie was amazing. She checked in through the day, sent pictures, and was extra flexible with us. Our dogs came home worn out and ready for snuggles. We will definitely be using her again. She was amazing.”


“Flexible and an understanding caregiver for our active poodle. We were visiting out of state and Sonny was able to accommodate us last minute. Sonny sent us photos, videos, and updates through-out the day, which helped my family be more at ease. We will be using Sonny’s services when we visit next time.”



“Michaela was great! We were visiting Traverse City from Ohio and needed somewhere for our dog to go for a couple hours. Michaela sent us photos throughout the day and took good care of our pup!”


About: New to Rover.com but 10+ years of fostering over 400 babies for local shelters. They were all spoiled by the time they were ready for adoption. (No apologies for that 🙃) Your pet will be well cared for/spoiled while they visit! Love animals and miss fostering I did while in California. Your family member will be in caring hands who has years of experience with puppies and kittens who needed medication. I’m retired and have all the time in the world. 🤭 New home with half acre fenced yard. Have a very active border collie who wants a playmate. My animals have always had the run of the house but I can provide a crate if need be. If you need an extended period of time, let me know. My last foster was 6 months, from a local shelter and was here for over 2 months.

About: I love both dogs and cats. I have 3 cats of my own whom I love very much. I’m happy to help with your pets! Book with me and you’ll be happy you did!! I’m currently working as a in person home care aide. My schedule is usually always different but I have a lot of open availability and plenty of time for your pets! I’m also enrolled at SMC to get my associates in social work. I am happy to spend time with your pets anytime I’m available !! I have many days off where I would be available all day. I have a 3 cat household. Reliable transportation to get to your pet and room at my place for any overnight stays. No fence but leashes work.

“Gabriella gave Milo the best care for the price. Gave updates, pictures and videos. Was responsive. And Milo had a great time!! Very reliable and above & beyond service. Thank you Gabriella for watching Milo so last minute. We really appreciate you and would love to use your services again!”


About: At Sycamore Kennels, your dog is more than a guest — they become part of our daily, family-run routine built on trust, safety, and experience. With a proven background in AKC and UKC hunt tests, we bring professional-level care to every dog we welcome. Our full-time family members live and work on-site, ensuring hands-on supervision, enrichment, and consistency throughout the day. Our peaceful grounds are enclosed by a Kentucky-style yellow poplar fence, reinforced with galvanized steel mesh between each board for added safety. Puppies enjoy their own dedicated pen under the shade of a mature maple tree — complete with a bench for bonding, training, or quiet moments of rest. Whether it’s a long-term stay, holiday boarding, or puppy development, your dog will thrive in an environment designed for both champions and companions — where safety, structure, and care come standard. At Sycamore Kennels, your dog becomes part of our daily family routine — not just a drop-off appointment. Our full-time, family-run team is deeply rooted in the care and training of Labrador Retrievers, with decades of experience competing in AKC and UKC hunt tests. Because we live and work on-site, your dog receives consistent, hands-on attention throughout the day — structured outdoor time, enrichment, rest, and professional handling when needed. We treat every guest like part of the pack — with the same care, schedule, and commitment we give our own champions. For Holidays: At Sycamore Kennels, holidays don’t mean your dog gets less — they get more. Our full-time, family-run team is always on-site, even during busy seasons. While others scale back, we maintain our consistent routine of personalized care, structured exercise, and enrichment — just like we do for our own dogs. Whether it’s Thanksgiving or New Year’s, your dog will enjoy a safe, festive, and attentive environment built by professionals with decades of hunt test and canine behavior experience. For Long-Term Stays: If you're planning an extended trip, Sycamore Kennels offers long-term care you can trust. Our family lives and works on-site, giving your dog continuous structure, stability, and affection throughout their stay. Dogs are part of our daily routine — not left in a run all day. With a background in handling Master Hunters and HRCH-titled retrievers, we’re equipped to provide both physical and mental enrichment for high-drive and companion dogs alike, no matter how long they stay. At Sycamore Kennels, safety and trust start with a thoughtfully designed environment and hands-on, full-time care. Our property is fully enclosed with a Kentucky-style yellow poplar fence, reinforced with galvanized steel mesh for added security — giving dogs freedom to play while staying safely contained. Puppies enjoy their own shaded pen under a mature maple tree, complete with a bench for bonding, and quiet rest. Because we live on-site, your dog becomes part of our daily routine — not left alone or confined for long periods. We provide structured outdoor time, supervised play, and calm rest periods in a clean, secure setting. With decades of experience training and titling hunt test dogs, we know how to read behavior, build trust quickly, and keep high-drive and companion dogs alike safe, engaged, and happy. Whether it’s a short stay or extended care, your dog will be treated with the same attention and respect we give our own champions.

About: I have had many kinds of pets, from turtles to birds to cats to dogs to horses. Now that I'm retired, I have time, knowledge and experience to share with others who need support for the care of their pets. A retired teacher who is home most of the time. I have time to give, and I would like to help others with pet care. I love to walk, and I'd love to walk your dog. I have time to stop by and care for your pets in your home. If you need to board your pet, I have a quiet home and would enjoy having your pet in my home. My home is I have a fenced yard for dogs and cozy boxes by windows and two litter boxes for cats. I am careful to follow owner's instructions to follow the routines their pets are used to and to provide visiting pets with any particular medical care they need as well as affectionate attention and exercise.

About: I have been training and caring for dogs for 14 years. I am a Certified Veterinary Assistant and Professional Service, Therapy, and Pet Dog Trainer. I own All About Dogs Training. I train and board dogs out of my home. I have an extremely flexible schedule, so I would be available for all of your pet’s needs at anytime! I live on a 0.5acre lot with a fenced in yard. I have 5 personal dogs who love to play with other dogs of all sizes! I do crate all the dogs in my care overnight and anytime I leave my house.

“I had a great experience and would highly recommend! Supitsara is very caring and knowledgeable about dogs, and really nice in general. She provided pictures and updates. I had no hesitations leaving my dog. Thank you again.”


About: Intuitive dog/cat mom, I will find a way to any canine heart. I grew up with dogs in our house and was taught to treat them no less than family members, having said that, I need to confess I am the worst person when it comes to disciplining a dog, but if you have some simple rules for your canine companion, I will follow them. My own puppy is seven years old and he is a spoiled little one, but is a gentle and sweet young fellow, his sister is a quiet long haired kitty. I love them both so much. I am an artist and a student at IUSB, but I have plenty of time between classes for long walks and other quality care your pets deserve. I live in a quiet neighborhood, overlooking a small pond, there is a fenced dog yard right outside my apartment building as well as many acres of green lawns to frolic upon.


About: Are you going somewhere but your dog has separation anxiety? Perhaps you just want to make sure your dog is taken care of while you're away? Well, look no further. My name is Stephen. I had a dog when I was growing up and have loved animals all my life. In addition, I volunteer as a dog handler at the local humane society. I will walk your dog and/or I also can pet sit & offer visits/checkups (non-veterinary) at your house. In my off time, I work as a photographer. In addition, I volunteer at the local humane society. I offer the following dog services for dog owners: Dog walking services Dog/house Sitting (at your house) Check ups & visits (non-veterinary) Please Note: At this time, I do not service Michigan as there aren’t enough requests. I give discounts if you have more than one dog and/or refer me to another customer that becomes a client. The referral discount goes towards your next dog service. Dog Walking (size of dog): Small Medium Large Did your current dog service provider recently become unavailable? Inquire today about my services & rates today. Did you find a price lower than me? Contact me & I'll try my best to beat it! Inquire within about these additional services! Had a pet Volunteer dog handler at local humane society Why I love dog sitting All my life!

“Alyssa did amazing watching our Mini Aussie puppy for daycare! She’s just 11 weeks old and still in the process of potty training, but Alyssa was so understanding and adaptive to her needs! Pepper and Kona also got along so well which made us happy knowing she had another dog to play with. She sent us tons of picture updates too! We will definitely be using Alyssa again for any future booking services for our dogs!”

Loving doggy day care in your neighborhood
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Lindsay M.


“Lindsay was amazing! She took such good care of my puppy who is usually scared and timid but didn’t want to leave her at the end of the weekend! So thankful for her care and you will not regret having Lindsay as your sitter!”


Jamie M.Star Sitter

“Jamie was wonderful! Her communication was excellent, she sent plenty of photos and updates throughout the day. My dogs came home so happy and tired, I know they had such a fun time.”


Tammie K.


“I can’t say how impressed I am with Tammie. I was visiting family and am from Iowa, Tammie was more then accommodating and welcoming. I could tell she likes what she does and cares about her canine clients. Her home is set up for the dogs and, even with multiple dogs, stays clean. My Corgi was comfortable right way. I used Tammies daycare twice, the second time my Corgi couldn’t wait to get in the door. I will be using Tammie services whenever I visit, no question about it!”


Chris K.Star Sitter

“Chris took great care of our dog and provided some insight on his behaviors during the stay which will help with training. Will definitely be dropping him off for more stays in the future.”


Christina S.
Star Sitter


“Friendly, kind, great communication! Christina watched Scout while I was in town for the afternoon. Scout was happy and tuckered out when I picked her up. Thanks Christina!!”


Betty G.


“Betty was very patient and responsive to our changing schedule. She was very good with our puppy introducing him to her small dogs and other activities in her yard.”


Alejandra M.Star Sitter

“Alejandra was wonderful with our pup, Cliff! She sent lots of pictures and videos of him throughout the day, and he had a blast! He had lots of friends to play with and was ready for a nap when he got home!”


Josie & Michael D.Star Sitter

“Josie was amazing. She checked in through the day, sent pictures, and was extra flexible with us. Our dogs came home worn out and ready for snuggles. We will definitely be using her again. She was amazing.”


Sonny S.

“Flexible and an understanding caregiver for our active poodle. We were visiting out of state and Sonny was able to accommodate us last minute. Sonny sent us photos, videos, and updates through-out the day, which helped my family be more at ease. We will be using Sonny’s services when we visit next time.”




Michaela S.Star Sitter

“Michaela was great! We were visiting Traverse City from Ohio and needed somewhere for our dog to go for a couple hours. Michaela sent us photos throughout the day and took good care of our pup!”


Mary G.
“I have known Mary for approximately 10 years and I know she is a great pet mom. She has always had cats and dogs and fostered pets for as long as I have known her, she is a loving and responsible person. I believe Mary would be a great asset to Rover.”


Leandra R.
“I’ve had the pleasure of knowing Leandra and can confidently say she is a responsible and loving pet caregiver. As a devoted cat mom to three happy and well-cared-for cats, she brings patience, attentiveness, and genuine affection to everything she does. Anyone would be lucky to have Leandra looking after their pets—she treats them like family.”


Eddy G.

“Gabriella gave Milo the best care for the price. Gave updates, pictures and videos. Was responsive. And Milo had a great time!! Very reliable and above & beyond service. Thank you Gabriella for watching Milo so last minute. We really appreciate you and would love to use your services again!”


Chad N.
About: At Sycamore Kennels, your dog is more than a guest — they become part of our daily, family-run routine built on trust, safety, and experience. With a proven background in AKC and UKC hunt tests, we bring professional-level care to every dog we welcome. Our full-time family members live and work on-site, ensuring hands-on supervision, enrichment, and consistency throughout the day. Our peaceful grounds are enclosed by a Kentucky-style yellow poplar fence, reinforced with galvanized steel mesh between each board for added safety. Puppies enjoy their own dedicated pen under the shade of a mature maple tree — complete with a bench for bonding, training, or quiet moments of rest. Whether it’s a long-term stay, holiday boarding, or puppy development, your dog will thrive in an environment designed for both champions and companions — where safety, structure, and care come standard. At Sycamore Kennels, your dog becomes part of our daily family routine — not just a drop-off appointment. Our full-time, family-run team is deeply rooted in the care and training of Labrador Retrievers, with decades of experience competing in AKC and UKC hunt tests. Because we live and work on-site, your dog receives consistent, hands-on attention throughout the day — structured outdoor time, enrichment, rest, and professional handling when needed. We treat every guest like part of the pack — with the same care, schedule, and commitment we give our own champions. For Holidays: At Sycamore Kennels, holidays don’t mean your dog gets less — they get more. Our full-time, family-run team is always on-site, even during busy seasons. While others scale back, we maintain our consistent routine of personalized care, structured exercise, and enrichment — just like we do for our own dogs. Whether it’s Thanksgiving or New Year’s, your dog will enjoy a safe, festive, and attentive environment built by professionals with decades of hunt test and canine behavior experience. For Long-Term Stays: If you're planning an extended trip, Sycamore Kennels offers long-term care you can trust. Our family lives and works on-site, giving your dog continuous structure, stability, and affection throughout their stay. Dogs are part of our daily routine — not left in a run all day. With a background in handling Master Hunters and HRCH-titled retrievers, we’re equipped to provide both physical and mental enrichment for high-drive and companion dogs alike, no matter how long they stay. At Sycamore Kennels, safety and trust start with a thoughtfully designed environment and hands-on, full-time care. Our property is fully enclosed with a Kentucky-style yellow poplar fence, reinforced with galvanized steel mesh for added security — giving dogs freedom to play while staying safely contained. Puppies enjoy their own shaded pen under a mature maple tree, complete with a bench for bonding, and quiet rest. Because we live on-site, your dog becomes part of our daily routine — not left alone or confined for long periods. We provide structured outdoor time, supervised play, and calm rest periods in a clean, secure setting. With decades of experience training and titling hunt test dogs, we know how to read behavior, build trust quickly, and keep high-drive and companion dogs alike safe, engaged, and happy. Whether it’s a short stay or extended care, your dog will be treated with the same attention and respect we give our own champions.


Margaret B.
“Thanks so much for watching my dog when I went away. I could tell her was happy and well cared for while I was away!”


Katie S.
About: I have been training and caring for dogs for 14 years. I am a Certified Veterinary Assistant and Professional Service, Therapy, and Pet Dog Trainer. I own All About Dogs Training. I train and board dogs out of my home. I have an extremely flexible schedule, so I would be available for all of your pet’s needs at anytime! I live on a 0.5acre lot with a fenced in yard. I have 5 personal dogs who love to play with other dogs of all sizes! I do crate all the dogs in my care overnight and anytime I leave my house.


Supitsara S.

“I had a great experience and would highly recommend! Supitsara is very caring and knowledgeable about dogs, and really nice in general. She provided pictures and updates. I had no hesitations leaving my dog. Thank you again.”


Yuliya W.
“Julie was not only very caring and responsible with my fur-baby, she also saved her from my ex who tried to take her when I wasn't around. A real life saver!”




Stephen G.

“Stephen has loved animals all of his life. He volunteers at the local humane society and he's an aspiring young adult. Stephen is responsible, reliable, courteous, and has a deep passion for animals. I also know I can trust him with my pet.”


Alyssa B.

“Alyssa did amazing watching our Mini Aussie puppy for daycare! She’s just 11 weeks old and still in the process of potty training, but Alyssa was so understanding and adaptive to her needs! Pepper and Kona also got along so well which made us happy knowing she had another dog to play with. She sent us tons of picture updates too! We will definitely be using Alyssa again for any future booking services for our dogs!”
Over 3 pet parents in Osceola have booked doggy day care
Osceola dog parents share their Rover experiences
Flexible and an understanding caregiver for our active poodle. We were visiting out of state and Sonny was able to accommodate us last minute. Sonny sent us photos, videos, and updates through-out the day, which helped my family be more at ease. We will be using Sonny’s services when we visit next time.

Popular requests near you
Select a filter and find qualifying Osceola 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 Osceola is $25
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 Osceola average 9 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 Osceola on Rover as of Aug 2025 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.
As of Aug 2025, 83 sitters provided doggy day care in Osceola. 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, 90% of Osceola sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Osceola have an average of 20 years of experience. Sitters offering doggy day care with repeat customers have an average of 9 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 Osceola.
Osceola 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 Osceola 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 83 sitters offering doggy day care in Osceola on Rover, so you’re sure to find the perfect match for your dog! In Osceola, 100% of sitters offer daily exercise, 92% offer medication administration, and 100% 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.
