Doggy Day Care Winter Springs
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 97 pet parents in Winter Springs have booked doggy day care
Winter Springs, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our puppy was giving Sarah kisses when we went to pick him up. That's a 5 gold star review :) Sarah's location is great for families visiting Kennedy Space Center who need a pet sitter.”
“Jennifer was great with my dogs! She was super flexible when I needed to change from a drop in to a day care visit due in an emergency home repair and kept me updated on how they were doing. I picked up happy and tired dogs at the end of the day!”
“Thank you Ms. Debra. I'm glad that Barack is adjusting to new surroundings & the other dogs as well. I'll tell his worrying Dad (lol) that he has nothing to worry about.”
“Adriana is truly an angel! She was able to help me out on my daughter’s wedding weekend after the pet sitter I had booked, back home, forced me to bring my two dogs with us to the hotel. I was blown away by her kindness, organization, and empathy. And best of all my dogs were happy, calm, and safe! I would highly recommend her as a pet sitter, a friend, and as an angel to anyone! Book her without hesitation!!!”
“I don’t know where to begin, but all I can say is this my little boy received the best care. It was the first time leaving him with someone to babysit him & he did really amazing. From the care that my baby received to being washed & groom it was definitely worth it. I would definitely recommend Fahriye & her husband to anyone. Will definitely be booking back in the future !”
“Carmin was a superb Doggy Day Care host. I can see why she's booked all the time! Aside from the dogs enjoying themselves, she's a great communicator—always prompt in returning messages, and sending lots of photos, as well. We hope to see her again—if she has an open date!”
“Today was my girls first time at Rebecca’s. When I left her Rebecca was holding her walking towards her house and Willow‘s tail was going like crazy side to side so I knew she was happy! She’s in a great mood and snoozy so I know she had fun with her new friends.”
About: Gypsy and Keith are fun and adventurous pet lovers who are looking forward to sharing their relaxing oasis with some new furry four legged friends. New clients are requested to book a meet and greet prior to their first stay. Their Pet Retreat offers a relaxing and tranquil shaded lanai around the pool overlooking a shady and spacious back yard to run and chase the squirrels, lizards and birds. As a licensed massage therapist, Gypsy enjoys snuggling and rubbing the furry bellies. Keith enjoys daily exercise with your fur babies by playing chase, hide-n-seek and daily walks through our shady neighborhood. We feel every fur baby deserves a vacation full of TLC & FUN! I work from home and can provide 24/7 care for your fur babies. We enjoy providing a safe haven full of fun activities, lots of belly rubs and TLC. We have a large fenced in backyard for them to explore and play with their new friends they make as we help teach them social skills. Never a dull moment at our retreat. They are never left unsupervised. We believe your fur babies, deserve fun, safe and loving vacations too. Please contact us to schedule a meet and greet to prepare for future vacations.
“Irene is a rescued dog who has been with us for over a year. She’s naturally skittish and gets stressed easily, so finding the right person to care for her was very important to us especially after the loss of our beloved Sophie, who was with us for 14 years. Before choosing a sitter, my husband and I carefully reviewed several Rover profiles, and Rita’s immediately stood out. We were drawn to her empathy and experience with rescue dogs and those with medical needs. After a meet-and-greet that went very well, we felt confident giving it a try. Over the past few months, Irene has been in Rita’s care several times, and each visit has only reassured us. We can see that Irene is becoming more comfortable, which speaks volumes about Rita’s patience and compassion. She keeps us updated with pictures throughout the day and always sends a detailed report card afterward, which we truly appreciate. Rita is kind, attentive, and genuinely dedicated to the well-being of the dogs she cares for. We highly recommend her to anyone looking for a trustworthy and compassionate caregiver for their beloved pet. 🐶”
“Sadie and Bentley had an awesome time at Lisa's. They got along great with her dog Rocket and chased each other in her enormous yard. Lisa sent me videos and pictures so we could see how much fun the pups were having.”
“10 Stars. Stetson had a wonderful time!!! Best sitter ever. Perfect environment. Stetson got lots of love, treats, and met new friends. Very experienced and knowledgeable care taker for your pup.”
“I made a last minute decision to have my pup go to doggy day care for the week while my other two dogs recovered from surgeries. Denys responded to my request quickly and was able to accommodate our times which I really didn't think anyone would do. She is a great person and my dog loves her and her whole family. My pup came home happy and tired every evening and she kept me updated throughout the stay. Denys did a great job keeping up with Furia's potty training, I think she may have actually gotten my pup to be better about going outside. I never worried about my dog and any time I did text I got a quick response with plenty of updates. I really enjoyed chatting with Denys, she is so sweet and I can tell she really loves what she does. I would absolutely recommend having her watch your pet, I know my pup had no shortage of attention over there and I really like that.”
“Bernard had yet another wonderful day at Bruce’s. He played with other dogs, relaxed on the patio, chewed on toys, and got lots of attention. We’re so thankful for Bruce because Bernard always comes home so happy and tired!”
The median cost per day for doggy day care in Winter Springs is $30
Dog parents share their Rover experiences - Winter Springs
Adriana is the best pet sitter I could have asked for my puppy Masha. Masha has some separation anxiety and is nervous in new environments so I was worried about her. Adriana put my mind at ease that Masha was in good hands. She sent regular updates that were were well detailed with plenty of pictures showing what Masha was up to. Adriana is the most attentive pet sitter I could have asked for Masha! She made Masha's comfort and well-being priority. I would highly recommend her services and will use her again!
Today was my girls first time at Rebecca’s. When I left her Rebecca was holding her walking towards her house and Willow‘s tail was going like crazy side to side so I knew she was happy! She’s in a great mood and snoozy so I know she had fun with her new friends.
Sarah was absolutely amazing with Mia! She is highly communicative, kept me updated throughout the day, and sent lots of photos, which gave me so much peace of mind. Mia had an incredible day and came home happy and tired—which, as every dog owner knows, means she had a great time! Sarah also went above and beyond by accepting not one, but TWO last-minute bookings for me, which I truly appreciated. It’s clear that Sarah genuinely cares about the dogs she watches, and Mia was so comfortable and happy with her. We’re both very happy customers, and Mia is already excited to go back tomorrow! 🐾🐾🐾 Thank you, Sarah! We highly recommend you to anyone looking for a reliable, caring, and professional Rover sitter.
Here's a revised version of your review with some enhancements for clarity and flow: --- Sasha was wonderful! I was initially nervous about leaving my dog with someone unfamiliar, but as soon as Sasha met him, she showered him with love, and he was very happy. He didn’t even notice when I left! I felt a huge relief knowing he was in good hands. Sasha was incredibly kind and even sent me pictures, which made me even happier. I would absolutely choose Sasha to care for my dog again.
If you looking for somebody that really cares about your dog like their own jose will be the person to go he keeps you updated and send you pictures thru the day , milo has so much fun definitely will be our place to go if we need somebody to take care of our little puppy
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winter Springs sitters!Sitters in Winter Springs average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Winter Springs
Frequently asked questions about Rover
The average cost for Doggy Day Care in Winter Springs on Rover is $33.3 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of July 2026, there are 2,082 sitters on Rover offering Doggy Day Care across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winter Springs commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 2,082 sitters in Winter Springs, 85% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Connect anywhere with the Rover app
