Doggy Day Care Windermere
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 134 pet parents in Windermere have booked doggy day care
Windermere, Find top rated doggy day care
“Poliana was amazing! This was my first time ever using this app and leaving my fur baby with anyone other than family. She eased my fears, sent so my many updated photos and videos! I’m so pleased with this being my first experience and when I come back into the area I will 100% use her services again! If you are hesitant don’t be she will take great care of your baby! Thank you so much me and Pookie appreciate you dearly!”
“This was my first time using rover or any dog sitting service. It was wonderful. Rennan was very informative and flexible during our vacation working around late hours and my anxiety of being away from my dog. He was great. My dog was excited and happy to see him each day. Will definitely use him again next time it really made our stay much more easier.”
“Jerry was awesome! He was able to take care of my English Bulldog on such short notice. She loved every second of it and he sent up updates as to how she was doing throughout the day. Will definitely be using his services again!”
“Danielle was great!! Great communication and updates. Penny and Brooklyn had such a fun time and were very well taken care of. Highly recommend and will definitely bring them back!”
“It is first my first experience with four legs babysitter. I met excellent person very kind and patient when I am travel to Orlando. I will not want another one. She’s excellent. My baby having very good time.”
“Second time Bear has been cared for by Gloria , and the minute he saw her , he was wiggling for excitement !!!! He loves her ! And he was so eager to be at her house !!!”
“Thank you for taking such good care of Coco! We appreciate you for always being so kind and flexible. We know she loves going to your house because she runs out of the car to your front door - she can't wait to stay with you!”
“Ellie had her best day out with Kymry. I have not left her much at all so I was a little nervous. Kymry was reassuring and personable. She gave me updates during the day and took fantastic care of my baby!”
About: I've had dogs my entire life and have experience caring for dogs of all sizes and ages. Unfortunately, my family dog recently passed away, which only deepened my appreciation for the love and companionship pets bring into our lives. I recently graduated from Florida State University and regularly volunteered at Champs Chance Rescue in Tallahassee, where I helped care for dogs of different breeds, ages, and temperaments. I also fostered a dog this past semester, which gave me valuable experience providing consistent care and helping a dog adjust to a new environment. I love spending time outdoors, going on walks, and making sure dogs get plenty of exercise, attention, and affection. As a nursing student, I'm responsible, dependable, and attentive to each pet's individual needs, and I treat every dog like they're my own. I’m currently focused on studying for my NCLEX to become a Registered Nurse, so I spend the majority of my time studying from home. I also work part-time as a Pilates instructor, which is typically only a 6–10 hour commitment each week, and my schedule is very flexible. Because of this, I have plenty of time to provide attentive care, companionship, walks, and playtime for your pet throughout the day. My home is a safe and pet-friendly environment with plenty of space for your dog to feel comfortable. I have a pet ferret who stays in his cage, and I am able to crate your dog if needed. I also have a screened-in pool area and live in a gated neighborhood with lots of green space that's perfect for walks. Additionally, there is a local dog park just a short drive away for dogs who enjoy extra exercise and socialization.
“Julie and her family treated our dog like family! She sent us photos all day with updates. She followed our instructions and showed great care for her. We will definitely use her again and recommend her to others.”
About: I’ve watched my aunts dogs many times by myself whenever they were traveling. I always volunteered to take care of the family dog on breaks or weekends to and I love meeting new dogs whenever I see them on walks I’m currently an online college student so I’ll be home at all times. I don’t currently have any part time work-giving me the time to give full care to your dog after my classes. Please choose pick up and drop off times accurately. Let me know an hour in advance if you’re possibly running late for picks up. After two hours from the original pick up time, it will result in a $12/hour late fee. I live in a condo and only five minutes away from a nature trail where I can take them out on walks. My home is spacious and I have a porch for them to laze around for some needed sunlight. Since I have a cat, everything in my home is pet safe and anything dangerous is kept locked away, or closed behind doors. I always make sure the animal will be in the same room as me, moving whenever they go if they wish to explore their new environment.
“If I could give her more than 5 stars I would! Cheryl was an absolute dream. She was so sweet and great with our spoiled little Yorkie. She was so easy to work with for drops off and pick ups while myself and my family went to the Disney parks. She sent pictures and an update on how my Belle was doing every afternoon. I’m so glad to have found her for my pup!”
“Jared was great! He sent lots of pictures and took great care of my Loki. She came home and was so tired from all of the play with his pups! Would definitely book again.”
“Ms. Maria was awesome with King doesn't take to people easily. She made me feel comfortable with leaving him with her. She sent pictures to show that he was safe. Due to my daughter going to college closer to her I will be reaching out to her again really soon. Thank you so very much Ms. Maria From the Garrett's”
“Roseli treated my dog like the little prince he is!! She sent pictures and videos throughout the day so we saw him having the best day of doggie day care ever! She gave us peace of mind about our pup while we visited Disney—would definitely book services with her again!”
“We can’t thank you enough, Lisa! Our Pepper and Edward are always so happy when we pick them up. We appreciate you and your genuine care for our pets. We will continue to ask you to care for our fur family. ❤️”
The median cost per day for doggy day care in Windermere is €30
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!
We LOVE Gabby! She and her dog Ghost made Dakota feel like part of their family! You will absolutely never find a better, more loving, kind, and fun person to love your dog while your away! Don't think twice, Gabby is THE BEST!!! Our dog literally jumped out of the car and RAN to her front door and didn't want to leave! It made my heart so happy knowing that he was so happy being in her care!
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 $61.05 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 2,239 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 2,239 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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