Doggy Day Care Windermere
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 153 pet parents in Windermere have booked doggy day care
Windermere, 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.
“Took my Bailey in very last minute with open arms and such kindness!! Very attentive! Bailey had a blast playing and hanging and Poliana was very communicative with quick responses. Will definitely be coming back in the future!!✨💜🙏🏽”
“My dog Harley had a wonderful day with Jerry and the other dogs at his home. She got plenty of exercise and play time, I received pictures throughout the day, and we’ll definitely be going back to Jerry!”
“Kymry was super nice, she took care of Milo while we were at the parks. Perfect location if you want to leave your dog for the day, and have a good day at the park knowing that your dog is being well take care of. :)”
“This was our first time having Monica watch Coco and she was great! She followed all of our instructions and asked all of the necessary questions to learn about our pup. She sent a ton of pictures and videos and it was so nice to see what was happening while we were away. Monica is very sweet and caring and we would highly recommend her!”
“Mariela took great care of our senior dog Bandit today. Appreciated her updates and photos. Bandit seemed very relaxed when we picked him up. She also responded very quickly when I submitted my initial inquiry. Thank you!”
“Everything you could ever hope for! They were so kind, sweet, and understanding. Our GSD puppy had a blast with Sailor. It’s hard for us to entrust our baby to other people but as soon as we met the three of them our puppy and us knew it was going to be perfect. 100/10 without a doubt”
“Julie is amazing. Reggie's first time in a doggy daycare social setting, and Julie was so patient and sweet with him. She provided us pictures throughout the day of his progress and play, which I loved seeing. Reggie loved it! Definitely going back!”
“Everything was so smooth, perfect communication with the quick texts and Mayara sent us pictures of our dog during the day so we felt comfortable. We had tickets for discovery cove and her home is less than 5 minutes from the park! Zelda was happy and healthy at pick up and we could not be more thankful for the service! Thank you again for helping us with such short notice, we would definitely use this pet sitter again and recommend 100%.”
“I just wanted to say how much I appreciate everything. Seriously, when it comes to the practical stuff, I never have a single worry; everything always feels super secure and well-managed. And honestly, the Idalis team , they’re just the absolute best! I have such immense trust in them, and they always make everything so pleasant and easygoing. Plus, my dog absolutely *adores* coming over. He always has the most fantastic time playing with all the other pups – he practically begs to go 😄. It's such a wonderful spot for him (and for me, too!).”
“You can write it naturally in English like this: She took great care of Zion, and her children are adorable and very sweet. She kept me updated by sending photos and always letting me know how Zion was doing. Since he was still a puppy, I was a little worried, but he came back happy, healthy, and completely worn out from playing so much! 😊”
“Maria was fantastic she was very attentive to our dog, and sent daily pictures and videos to ease any nerves about leaving our dog. I would recommend her 10/10 to all my family or friends for their needs.”
“Rennan was absolutely wonderful! He sent us pictures, videos and updates throughout the day and gave her lots of exercise, outdoor time and rest. We are so grateful and very happy with Talas care and attention by Rennan! Thank you so much! If we come back, we will be sure to book with him again!”
“Leda is a such a sweet soul. You can tell that she truly loves animals and did such a wonderful job taking care of our special little girl! We felt completely comfortable and were able to enjoy a day out. Thank you so much. We will definitely be rebooking. :)”
“It was a very pleasant experience with Maria. She is kind and friendly and she takes care of our Loki very well. Loki was always excited to see her! We enjoyed our tour knowing someone was taking care of Loki. Thank you so much Maria!”
“I was vacationing with kids and my fur baby and needed a sitter while we went to theme parks. I was a little hesitant about leaving our boy as he had never been to doggy daycare before. Carilyn and Jorge were amazing with our boy, I received pictures and updates throughout the day and it was obvious he was having a ball. Don't hesitate to use them for your pet needs.”
“Omg Rachel is the best!!! She always takes such good care of our little Micah!!! Takes him for walks and gives him lots of love and attention just the way he likes it. Thank you so much for taking such good care of him while daddy and daddy are at work”
“Cristal was so amazing. She took care of my standard poodle, Wiles. She let him play in their big backyard. She sent updated videos and pictures. I came from out of town to visit family and wanted to have a place for him to stay all day. She took such good care of Wiles that I did not worry at all while I was with my family all day. Wiles had the best time and kept giving her hugs when he had to leave. I would highly recommend Cristal to keep your dog. I give her five stars. She was fantastic and now when I come to visit my family, I will have her keep Wiles again.”
The median cost per day for doggy day care in Windermere is $32
Dog parents share their Rover experiences - Windermere
Cheryl took such wonderful care of our 1 year old very shy 6 pound dog Bonnie while we went to the Disney parks during the daytime. This was the first time we had left Bonnie with someone else so we were anxious about it. Once we meet Cheryl we knew Bonnie was in good hands. Cheryl did everything to help Bonnie adjust to her new surroundings. The daily pictures and updates were great and let us know everything was ok. We wouldn’t hesitate to book Cheryl for our future trips.
Can't say enough good things about Gloria. She took good care of my furbaby while we went to the parks at universal. I was extremely nervous being he is also my service dog. She kept me posted with pictures and videos and his smile on my face put me at ease. I am already planning a trip back to Orlando and will definitely be using Gloria again for both my dogs. Thank you Gloria
PHENOMENAL- if you want somebody to take care of your dog, Laura is your lady! My dog literally had a blast with her and he kept going back to her for more affection when I picked him up. She has two dogs of her own that got along really well with Zero and Laura updated me with any concerns and then she took him to the dog park and on walks. Literally took care of him like he was her own. Seriously so stoked to have found such an amazing Rover in the area.
Shawn is such a great fit for my dog! He is very friendly and warm to dogs and humans lol. I really appreciated how flexible Shawn was regarding scheduling my dog’s visits. His home is roomy with lots of space for my dog to be comfortable. I would totally recommend Shawn to care for your fur baby!
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 - Windermere
Select a filter and find qualifying sitters offering doggy day care.Sitters in Windermere average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Windermere
Frequently asked questions about Rover
The average cost for Doggy Day Care in Windermere on Rover is $55.5 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 2,215 sitters on Rover offering Doggy Day Care across Windermere. 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 Windermere 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 2,215 sitters in Windermere, 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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