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.”
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.
“My pup Milo has been going to Debra's for Doggie Day Care every week for the last month. He loves it and is so excited when he gets there. Debra and her sister show him so much love. We are lucky to have found them.”
“Wow!! Thank you Jennifer for caring for my Hani and Molly. They look happy!!! Thank you for the pictures and the communication. Your care made me very comfortable. We will be back for sure!!!”
“My dog had the best time. He kept me updated the whole day and I was at ease. I have a 70 pound puppy who has a lot of energy but he went right to sleep when we picked him up. We will be rebooking for sure !”
“Adriana is so personable and you can tell she loves dogs. She kept us updated, provided photos and lots of love for our Abby. We hope to use her for our dog sitting needs in the future. Abby enjoyed her visit at their home.”
“Kristina IS AMAZING! Stop looking and book her. Her house is very clean, her yard is big, and she is super sweet with my baby Tank. She sends pics throughout the day and contacts me immediately if she has any concerns. I love taking Tank to her and he loves to play with her beautiful dog Lucy. THANK YOU KRISTINA for being so amazing!”
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.
“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!”
About: Me and my husband both grew up with pets and have had dogs and cats the entire time we’ve been together. Watching your pets gives us the opportunity for us to love on other animals without bringing home the whole animal shelter. I am a stay at home mom, and my husband works from home, so between the two of us, your fur baby will never be left alone for long! We have a large fenced yard with plenty of running room, a very walkable neighborhood, and the ability to crate if needed. In addition to our dog and 2 cats, we also have 4 little human critters who LOVE animals and would be thrilled to have another pet in the house to love on.
“They are the sweetest, kindest, most wonderful humans who took such great care of my pup (and me!) They truly feel like a gift from the universe, making an unusually hectic week completely okay. I couldn’t be more impressed and grateful and my dog couldn’t be happier.”
“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.”
“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 😊”
“Denys was amazing. She communicates very well and takes pictures to give updates. Rocky made himself at home right away and seemed to be very comfortable. I will be reaching out again in the future.”
“Brittany was a quick to respond to my questions and was very accommodating on my last-minute request. Once I met her, I felt relieved I had decided to bring my Chico along and leave him with her for the day while I went to an appointment. He was obviously in good hands.”
“I liked everything. The dog seemed calm after I picked her up. Elyscia sent photos and responded to my requests and messages quickly. Her dog seemed very friendly.”
The median cost per day for doggy day care in Winter Springs is $32
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!
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 for doggy day care - Winter Springs
Select a filter and find qualifying sitters offering doggy day care.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 August 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 August 2026, there are 2,067 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 2,067 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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