Doggy Day Care in Winter Haven
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 Haven doggy day care sitters

“I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.”


“Jenn helped us as we traveled to Tampa for the weekend with our dog and need last minute dog day care with late hours. My husband and I were most appreciative of the service she povided and the interaction Winter was able to have with the othe dogs. Thank you again, Jenn!”


“Ashley is the kindest person that treats your “baby/babies” just like they are her “baby/babies”. She is reliable and makes all of my fears disappear. Makes work easier knowing my boy is well taken care of.”


“Ranger came back tired and looked to have fun! Will be booking again!”


“Amazing, Replied in a timely manner, and kept us updated on outlr dog named Lily. I would highly recommend her.”


“Elizabeth was amazing!! she did great with my pup and sent pictures the whole time to keep me updated!! would for sure recommend her to anyone and will be coming back!”


“Ashley was amazing! I will definitely use her again when we return to the area! She was great and very knowledgeable of dogs! She updated me and made sure my dog was well taken care of and had fun with her kiddo! I definitely recommend her 100%!”


“I couldn’t be happier with the care my dog received during their stay at Erika’s home! She went above and beyond to make sure my girl felt comfortable, even sending updates with photos and videos. It was such a relief to see my Chi playing, getting exercise, and playing fetch! The space was clean, well-maintained, and equipped for dogs of all sizes. My girl came home happy, tired, and clearly well-loved. I highly recommend Erika for doggy daycare. If you’re looking for someone who truly loves what they do and will treat your furry friend like family.”


About: I am a dog-mom to a 12 year old Great Pyrenees /Mastiff and a grand to 3 more pups, an 8 year Border Collie mix, a 6 year old Australian Shepherd, and a 3 yo pit mix. My prior dog lived 14 years before crossing the rainbow bridge. I am an empty nester, so my pup, Lance, is like a child to me. Lance joins my husband and me on most of our adventures. I have a background in caring for dogs of all ages and sizes. My experience includes walking, exercising, feeding, and bathing dogs. I will always carry “doggie bags” and clean up after your pet while on walks or outside. I am also comfortable administering oral and topical medications as well as transporting your pet to and from vet appointments or the dog park, if needed. My belly rubs are the best!! I am currently semi-retired in the cardiology field, and I am a PT caregiver for my in-laws . Although my schedule varies, I am available most days during the week. I am looking to occupy my extra time with something I enjoy, and what better way to do it than nurturing your pet while you are away! I will come to your home to walk, feed, medicate, bathe, and play with your dog based on an agreed upon schedule. Overnight stays and house sitting services at your home are available on a limited basis. My mid sized SUV is large enough to accommodate your pet to and from appointments, as needed. My goal is to provide a safe and loving environment for your pet and make the time away from you more comfortable. Don’t worry…I will send you lots of pictures of your pup!

“You were amazing. Thank you for being so understanding. And taking such great care of my baby. Your the best!”


“This was our first time so we were naturally anxious. Michelle and Jeffrey sent photos and kept us updated throughout the day. Great backyard for active dogs. Will be taking our buddy back. Thank you!”


About: I just love helping people out and I love animals. I’ll do whatever is needed for your baby an help in any way I can. I’m free all the time. Your needs fit into my routine however you need.. I’m here for you and to be there when you need it. I take my pets on multiple walks and love on them 24/7. They get everything they need and more. Very friendly animals, get along with everyone.


About: I am a previous veterinary professional with 6 years of experience working in general practice, emergency, neurology and internal medicine. I currently work from home full time as a hydrogeologist. I am pretty flexible and usually do not require too much advanced notice to care for your pet. Whether it’s popping in at your home to feed and/or walk your pet, or having your pet stay at my home while you’re on vacation, I am available! I have a 5 year old at home that is absolutely amazing with animals and is so gentle. I also have two cats of my own that are pretty mellow. I am a person who treats animals with kind and respect, and I love giving them attention! I work from home full time and have great flexibility. Since I am home most of the day, your pets will always have company when they are here. I have a large yard where your dog can run around. The yard is unfenced, so if they are prone to wandering they will be on a leash. My home is also very spacious. I have plenty of toys, balls, catnip and treats to keep your pets satisfied and entertained.

“We brought our two dogs Bruno and Rosie to Sary for daycare while we visited Legoland. Sary is fantastic and very knowledgeable with dogs and did a great job. We immediately knew,when we first met Sary, that we didn't need to worry about the dogs. She sent us several videos and photos during their stay. We would highly recommend Sary and come back again if we are in this area another time. Thank you so much!”


“Our Luna loves spending time with Tony. It really says it all when your dog is smiling from a fun day & tail wagging to see Tony! We are thankful for Rover & finding him. We are a family from Ohio that has been staying in the Winter Haven area for a few months. It's hard to find someone you can trust with you pup when you don't know anyone in the area. With Tony you have nothing to fear. He treats your pup like his own & devotes all his time to your fur baby! We contacted several people to watch our girl, but no one else seemed qualified enough for her. She is a very hyper 8 month old Bull Terrier, who requires alot of attention & exercise. Luna comes home tired, bathed & nails trimmed. Tony is also great with training her. Anyone who owns a bull terrier knows how hard they are to train! Since she has spent time with Tony she has been much better on the lead & her recall has gotten better too! Tony goes above & beyond with our girl. His service is worth way more than he charges. He takes the time to visit with you 1st, meet your pup & goes over ways to improve your dogs training. Tony takes the time to really know you & your pup. He has been a great help for us. For a service like Tony provides would be well worth $100 in Ohio!! I would recommend Tony to anyone who has a pup! If you have a stubborn, hyper, attention seeking bully like we do, you can stop your search! We will only use Tony for our girl while we are here & anytime we return!! Luna is looking forward to her next stay!! Thank you Tony!!”


About: One doggie at a time! Will take care of your baby as my own! Your fur baby can sleep in bed or sofa if they like! NO CAGES or CRATES! Free to roam around the house! I've taken care of dogs since I was a child. My family always had many dogs and other animals (Guinea pigs, cats, rats, flying squirrel, birds), some of them were rescued. I always loved animals and love being around and taking care of them. You will have a peace of mind when you are away that your doggie is in a safe and in a very nice and happy environment. I will be updating you (with pictures and videos) few times a day, so you wouldn't have any worries. I will alway be available if you need to follow up with me. I'm home every day and you wouldn't need to worry for your doggie being alone. It works very well for dogs with high separation anxiety, who is afraid and stressed of being home alone. I have a large fenced backyard where your dog can play, but will never be left alone or unattended. I will always have my eyes on your dog to keep it safe. Your pup will always have my full attention! In addition I put an Apple Air Tag Tracker on every dog that is my care, so you can have a piece of mind knowing that your dog is safe.

“I am so sorry it took long to leave a review or to thank you again but I got so busy with work I forgot to do so. I want to thank you again because I am so grateful how well you took care of him but also giving me updates throughout the day given how nervous I was being his first time away. I can't wait to bring him back!! You are the best!! Thanks again!”


About: I’ve been around and taking care of dogs since I was a kid, I’ve always had a way with and got along good with animals, it’s almost like I can speak their language. As you can see in almost all my pictures my dogs are very well behaved and don’t always require a leash when I’m walking them in public, I like to teach obedience in my dogs and or any dog I encounter and encourage fun activities but also discipline behind it so they know right from wrong and are not just running all over you Ofcourse. I’m very good with dogs and I’m sure I’ll be the best sitter/walker for your pet!!! NOTE: Please if your dog is in any way aggressive this is not the place for him/her. I have multiple dogs and they are not aggressive at all in fact they are the most friendly and loving dogs I’ve ever encountered. So please if your dog does not get along with other dogs, I can not take care of him/her. Thank you! I’m currently not working I like to work with dogs so this works perfect for me. I can dedicate all my time to pet care. I myself have 3 dogs at home that I care for and let’s just say they love life, they love to go outside and play so your furry friend will have very loving friends to play with, I also have crates if needed.

“Amy did great with my Willow girl! I felt very safe leaving Willow with her. She kept me updated throughout the day and gave me an overview of how the day went at pickup. She also offers training and other services, I would highly recommend booking Amy!”


About: I’ve take care of dogs of every kind since more 20 years. I have more of 2 dogs al of my life. I like to take care of dogs I’m currently working remote part time. I’m in my house all the day and I have the enough time to take care of your babies. I have a fenced yard for the security of dogs. I have friendly dogs that will accompany your dogs. We stay inside my house and go to the back yard for play and do the needs.
Loving doggy day care in your neighborhood
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Katie Z.Star Sitter

“I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.”


Jenn B.
Star Sitter


“Jenn helped us as we traveled to Tampa for the weekend with our dog and need last minute dog day care with late hours. My husband and I were most appreciative of the service she povided and the interaction Winter was able to have with the othe dogs. Thank you again, Jenn!”


Ashley D.

“Ashley is the kindest person that treats your “baby/babies” just like they are her “baby/babies”. She is reliable and makes all of my fears disappear. Makes work easier knowing my boy is well taken care of.”


Melinda M.Star Sitter

“Ranger came back tired and looked to have fun! Will be booking again!”


Cassandra V.

“Amazing, Replied in a timely manner, and kept us updated on outlr dog named Lily. I would highly recommend her.”


Elizabeth J.

“Elizabeth was amazing!! she did great with my pup and sent pictures the whole time to keep me updated!! would for sure recommend her to anyone and will be coming back!”


Ashley F.Star Sitter

“Ashley was amazing! I will definitely use her again when we return to the area! She was great and very knowledgeable of dogs! She updated me and made sure my dog was well taken care of and had fun with her kiddo! I definitely recommend her 100%!”


Erika K.

“I couldn’t be happier with the care my dog received during their stay at Erika’s home! She went above and beyond to make sure my girl felt comfortable, even sending updates with photos and videos. It was such a relief to see my Chi playing, getting exercise, and playing fetch! The space was clean, well-maintained, and equipped for dogs of all sizes. My girl came home happy, tired, and clearly well-loved. I highly recommend Erika for doggy daycare. If you’re looking for someone who truly loves what they do and will treat your furry friend like family.”


Tania G.
“Tania has been an amazing addition to our pups life! She loves Piper as her own and Piper truly looks forward to her daily lunchtime walk with Tania. We are so thankful for her!!”


Emely C.


“You were amazing. Thank you for being so understanding. And taking such great care of my baby. Your the best!”


Michelle & Kevin & Jeffrey S.Star Sitter

“This was our first time so we were naturally anxious. Michelle and Jeffrey sent photos and kept us updated throughout the day. Great backyard for active dogs. Will be taking our buddy back. Thank you!”


Taylor W.
About: I just love helping people out and I love animals. I’ll do whatever is needed for your baby an help in any way I can. I’m free all the time. Your needs fit into my routine however you need.. I’m here for you and to be there when you need it. I take my pets on multiple walks and love on them 24/7. They get everything they need and more. Very friendly animals, get along with everyone.




Katrina G.Star Sitter
“Katrina is an extremely reliable person who communicates effectively and efficiently. She also has previous animal experience that would make her perfect for Rover. She’s very sweet and is a very timely person. Please feel free to call me for more information on the type of amazing person Katrina is.”


Sary B.Star Sitter

“We brought our two dogs Bruno and Rosie to Sary for daycare while we visited Legoland. Sary is fantastic and very knowledgeable with dogs and did a great job. We immediately knew,when we first met Sary, that we didn't need to worry about the dogs. She sent us several videos and photos during their stay. We would highly recommend Sary and come back again if we are in this area another time. Thank you so much!”


Tony S.


“Our Luna loves spending time with Tony. It really says it all when your dog is smiling from a fun day & tail wagging to see Tony! We are thankful for Rover & finding him. We are a family from Ohio that has been staying in the Winter Haven area for a few months. It's hard to find someone you can trust with you pup when you don't know anyone in the area. With Tony you have nothing to fear. He treats your pup like his own & devotes all his time to your fur baby! We contacted several people to watch our girl, but no one else seemed qualified enough for her. She is a very hyper 8 month old Bull Terrier, who requires alot of attention & exercise. Luna comes home tired, bathed & nails trimmed. Tony is also great with training her. Anyone who owns a bull terrier knows how hard they are to train! Since she has spent time with Tony she has been much better on the lead & her recall has gotten better too! Tony goes above & beyond with our girl. His service is worth way more than he charges. He takes the time to visit with you 1st, meet your pup & goes over ways to improve your dogs training. Tony takes the time to really know you & your pup. He has been a great help for us. For a service like Tony provides would be well worth $100 in Ohio!! I would recommend Tony to anyone who has a pup! If you have a stubborn, hyper, attention seeking bully like we do, you can stop your search! We will only use Tony for our girl while we are here & anytime we return!! Luna is looking forward to her next stay!! Thank you Tony!!”


Eva M.
“My pop was very happy with his stay. Eva was very good about updating me and sending me pics of my pop. I was relaxed, knowing that I made a right choice with the sitter. Thank you!”


Karen & Paul H.


“I am so sorry it took long to leave a review or to thank you again but I got so busy with work I forgot to do so. I want to thank you again because I am so grateful how well you took care of him but also giving me updates throughout the day given how nervous I was being his first time away. I can't wait to bring him back!! You are the best!! Thanks again!”


Saan A.
“Sa’an is a wonderful pet sitter who takes excellent care of my dog ! Right off the bat when I first met him I got an excellent first impression.he is very well connected and friendly and was great with my pet! When i came home after our weekend away my dog was relaxed and happy.”


Amy L.

“Amy did great with my Willow girl! I felt very safe leaving Willow with her. She kept me updated throughout the day and gave me an overview of how the day went at pickup. She also offers training and other services, I would highly recommend booking Amy!”


Carmen G.
“Carmen G. would be an excellent pet sitter due to her compassionate nature and strong sense of responsibility. Her attention to detail and genuine love for animals ensure that your pet would receive safe and loving care. Carmen's dedication to providing exceptional customer service would also make her a reliable and trustworthy choice for any pet owner seeking peace of mind while away.”
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 Haven 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, 688 sitters provided doggy day care in Winter Haven. 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, 91% of Winter Haven sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winter Haven have an average of 19 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 Haven.
Winter Haven 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 Haven 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 688 sitters offering doggy day care in Winter Haven on Rover, so you’re sure to find the perfect match for your dog! In Winter Haven, 97% of sitters offer daily exercise, 100% offer medication administration, and 97% 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.
