Doggy Day Care Windemere
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 2 pet parents in Windemere have booked doggy day care
Windemere, 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.
“Poppy gets excited to get to Crissy's house and enjoys her time with Dublin. Crissy is flexible on timing when I've bumped into conflicts, and adjusting recurring days.”
“Watched my puppy on a very short notice. She sent pics and let me know how he was doing. House was clean. She and her husband were really nice. Will use again. Thanks again.”
“Leydi was extremely responsive and caring for our young puppy. Remy made a friend in Leydi’s puppy Rocky and the two played all day. When she came home she was tired out. We will not hesitate to use Leydi again for doggie daycare!”
“This was my first time using a sitter and Angelene was great! I really enjoyed receiving the pictures of my dog Teddy throughout the day. I could tell he had a great time with Angelene and her family. I will definitely book Angelene again!”
“Bailey is terrific! She took great care of my fur baby…taking her for walks and dog park play. She shared many cute pictures and communicated regularly with updates. I highly recommend Bailey!”
About: I've taken care of dogs for years and am looking forward to opening my home to your dog in order to make them feel comfortable, loved and cared for while you are away. I am a stay-at-home Mom with two kids who adore dogs. We have availability during the week and weekends to care for your pup/dog(s) for 2-5 days. We live at the end of a cul-de-sac in a quiet neighborhood where lots of pups and dogs take daily walks and play time. While we don't have a fenced in backyard, it's tree lined with lots of space to run.
About: I’ve owned and taken care of large breed dogs for over 20 years. Current dog is a Boxer is well behaved and crate trained in home. Large yard with pet friendly pool accessible. I work from home every day of the week, can provide separate accommodations away from my own dog or if they are friendly to male dogs together time to help burn up Energy. I can feed 2 or 3 times a day, crate is optional per request. Fenced in yard, weekly baths and plenty of outdoor time. Our dog eats once a day in the evening. We have cctv surveillance on all of our exterior front and rear yards.
“Olga took such great care of my baby Remy! He is a very active dog and she took him on several walks and showed him so much love. He was totally exhausted when he came home and even slept in the next day, which I love. She was flexible too, as pickup details shifted during his stay. I would highly recommend Olga to anyone!”
“Andrew is absolutely Amazing! Not only did he make my husband and I feel extremely comfortable leaving our baby, she had the time of her life! We will continue rebooking him weekly!”
About: I’ve taken care of my neighbor’s dog since I was 17. Family members and friends always relied on me to walk and take care of their doggies. I am available Monday-Sunday of the week, 8 AM-11 PM. I usually take my dog and the dog I sit on walks. I can be around your fur baby throughout the day, whether it’s boarding or dog daycare. I am available! I live in a pleasant and friendly area. My home is a warm and peaceful atmosphere. My friendly fur baby would keep your doggie company.
“Rodney and his wife are awesome! They took such good care of our puppy (boarding) that we decided to send her there for doggy daycare! And I've already rebooked for boarding! He also takes very cute photos and gives good updates! 10/10 recommend!”
About: I’ve always had a love for animals and hands-on experience caring for them. I’ve helped care for pets for years by providing walks, feeding, playtime, and lots of attention. I’m comfortable working with energetic puppies, helping reinforce routines and basic commands, as well as senior pets who need a slower pace, medication support, and extra comfort. I pride myself on being dependable, patient, and attentive, making sure every pet feels safe and happy in my care. I’m available Thursday through Saturday, both day and night so you can have fun in the weekend. I’m able to provide walks, drop-ins, overnight care, and extended attention during these days, including weekends. This allows me to be fully present, flexible, and attentive to each pet’s needs. When caring for pets in my home, I always follow the pet’s normal routine to help them feel safe and comfortable. I make sure they’re fed on time, have fresh water, get regular walks, I also live next to a park or playtime, and receive plenty of attention and affection. I’m attentive to instructions such as medication schedules, training routines, and any special needs. I also keep the space clean and secure, provide updates to owners, and treat every home and pet with respect—just as I would my own.
“We are so thankful for the sitter care for duration of the service. We were updated with Remy’s status many times during the day. Would definitely recommend her service to any of our friends visiting the area! .”
“I was very pleased! Ms Lisa was very pleasant and kind. I felt very comfortable leaving my baby with her. She made sure I received updates throughout her time with my Halo. I will definitely be using her again.”
The median cost per day for doggy day care in Windemere is $37
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.
How to book doggy day care
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 - Windemere
Select a filter and find qualifying sitters offering doggy day care.Sitters in Windemere average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Windemere
Frequently asked questions about Rover
The average cost of Doggy Day Care in Windemere is $73 per day as of October 2026. Most bookings cost between $68 and $79 per day. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,322 sitters on Rover offering Doggy Day Care across Windemere. 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 Windemere 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.
As of October 2026, there are 1,322 sitters on Rover offering Doggy Day Care across the region of MD. Enter your address or desired location to see which available sitters are closest to you.
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 MD 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 1,322 sitters in Windemere, 89% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Connect anywhere with the Rover app
