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 96 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.”
“We were immediately comfortable with Jennifer’s calming presence and Milo didn’t even bark like he normally does on a first meeting. Her dogs were so sweet and Milo seemed to enjoy them, especially their toys!! We will definitely be calling on Jennifer again.”
“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!!!”
“Sasha was wonderful with my puppy and so kind and understanding throughout the entire day. My puppy can sometimes be a handful and requires a lot of attention, and she ended up having an accident in her house even after a walk, which I felt terrible about. Sasha handled it with patience and was incredibly considerate about it, which I really appreciated. She was also very flexible and easy to work with, responsive, and great at communication. I felt completely comfortable knowing my puppy was being cared for by someone patient, accommodating, and genuinely good with dogs. I would absolutely recommend her!”
“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!”
“Kristina was very flexible with our evolving schedule! Our golden retriever had a great time swimming in the pool and playing with dog! Will definitely book again!”
“We hit the jackpot! I’m reluctant to tell you how amazing this experience was and what wonderful people they are because I selfishly want them all to myself. But I have to share that Fahriye and Daniel are the most amazing dog hosts and they spoiled us! In addition to outstanding care, they groomed my dog, Simon, washed his bed, baked him treats, and gave us a special surprise gift. Who does this?! They do! They sent photos, were so easy going and, most importantly, Simon was so excited to see them on the second day! He requires endless affection and attention which they didn’t seem to mind at all. I brought home a happy, CLEAN!, exercised, and well-cared for dog. I am so relieved and grateful to have found them ❤️🐾🐕🦺”
“This is the second time Willow has been to Rebecca‘s house and you might think they’ve been best buds forever! Today had a bonus…she got to play with Rebecca‘s daughters! Rebecca is definitely a keeper when it comes to taking care of my girl. I’m very grateful to have found her 😊”
“We Absolutely love leaving Reese with Brandon and Brittany. They take such good care of him. As soon as we pull into their driveway, Reese starts whining to get out of the car and drags me to their front door to get into their home. He loves spending time with them and their family.”
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.
“This was my first time using the site and I decided to go with Bruce and it was the BEST decision!!! Bruce has a beautiful home and its SUPER clean, which was very important to me. His lawn in his back yard is just as beautiful...no dirt...all plush green grass!! Bruce explained everything during our meet-&-greet. Bruce was ready to receive my pup when we arrived and provided him lots of attention, cuddles, and love! Bruce sent pics of my pup it seemed like every hour and it was very comforting to me to get those pics and updates on how my pup was doing. He even makes sure to introduce the dogs to each other slowly and always with supervision to ensure each dog's safety. All the things mentioned was EXTREMELY important to me and I felt very confidant that my pup was going to get the BEST of care while I was away. I will definitely be using Bruce from here on out!!Thanks Bruce for being so AWESOME and Sir Spencer will be back for sure!!!”
About: Hello! I am the owner and founder of Rada Dog Training. I have taken care of both dogs and cats, all kinds of ages, breeds, and personalities. I have 5 years of dog training experience. My dog, Midnight, has separation anxiety. If you have a pet like mine, I understand your struggle so well. If you need a reliable sitter that will never leave your pet alone, my husband and I got you! We give all animals a lot of love and affection. We treat them with respect. We accommodate based on your pet's needs. They will feel safe and comfortable in our home. I am home full time, and I can accommodate your pet's needs. I take the dogs for daily walks, play with them, and give them enrichment. I have a house with a fenced yard. My doggy, Midnight, will keep your pets company. You can give me whatever instructions you need to fit your pet's routine.
About: I pet sit small to medium dogs in my home and yours if needed. I walk, exercise and play with them. Spend quality time with them. I do not cat sit in my home. I will go to your home and look after your cat. Litter change, feed and spend time with pet. As I mentioned, I do not sit cats in my house but I will visit your home and care for your cat in their environment.
“Used for daycare. Caroline and her husband, Luis, were great. Always quick to respond and sent pictures with updates. Billie absolutely loved her time with them and. Things couldn't have worked out any better and will definitely look into using them again in the future.”
“I've been on numerous vacations since I found Kevin. I look at it like a vacation for my pup as well. Noone knows more about dogs than my Rover sitter. He loves my baby like she was his own child. He sends pics and videos daily when im gone to show me how much fun shes having. I recommend him to anyone looking for someone that they can trust.”
The median cost per day for doggy day care in Winter Springs is $32
Dog parents share their Rover experiences - Winter Springs
Sasha was wonderful with my puppy and so kind and understanding throughout the entire day. My puppy can sometimes be a handful and requires a lot of attention, and she ended up having an accident in her house even after a walk, which I felt terrible about. Sasha handled it with patience and was incredibly considerate about it, which I really appreciated. She was also very flexible and easy to work with, responsive, and great at communication. I felt completely comfortable knowing my puppy was being cared for by someone patient, accommodating, and genuinely good with dogs. I would absolutely recommend her!
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!
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.
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 for doggy day care - Winter Springs
Select a filter and find qualifying sitters offering doggy day care.Sitters in Winter Springs average 4 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 September 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 September 2026, there are 2,069 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 2,069 sitters in Winter Springs, 86% 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.
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