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
“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.”
“Leydis has been amazing with Laila! She truly cares for her like her own, keeps her active, well cared for, and happy. I really appreciate the updates and feel completely at ease leaving her in her care. Highly recommend!”
“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!”
“Kobi had another great night with Jennifer and her family! I always feel confident leaving him with her because she is warm and caring and treats him like a part of the family. She sends pictures and provides updates which is always reassuring. Thank you Jennifer for providing a home away from home for my precious pet!”
“Shawnna provides doggy daycare to our little Dobby Doodle puppy 2-3 days a week. She is fantastic with Dobby and he adores her! It is difficult leaving our puppy on days that my husband and I are both working, but I feel comfortable knowing he's loved and cared for by Shawnna. She is also very responsive and sends me sweet puppy pics throughout the day! If you're looking for a great doggy sitter, book with Shawnna-- Your pup will be in great hands!”
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.
“Bailey is the best! Not only does she care for my pup and send frequent updates and pics, but she pays attention to detail. My dog was trying to pee more than usual and she noticed and told me right away. I was able to get her to the vet for treatment for a UTI, thanks to Bailey’s keen eye!”
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.
“Lexi-Saige took to Jessica immediately. She slept with her and hung-out by her side all day. I'm glad my precious girl felt comfortable and enjoyed her day while I was out of town. Thanks Jessica!”
About: With 15 years of pet ownership, I pride myself on being patient, reliable, and communicative. I'm a pet owner too, so I know how important it is to stick to your pet's routine and send plenty of updates so you can relax. As a graduate student, I have a very flexible schedule. My campus is only a 10-minute drive away, which means I can easily come home to check on your pet every 2-4 hours, or as often as needed. My neighborhood has plenty of green spaces and safe areas, perfect for long walks and playtime. My home features a secure, fenced-in backyard with plenty of grass, giving your pet a safe space to play and take comfortable potty breaks. I have a friendly, 5-year-old Siberian Husky who loves making new friends. For everyone's safety, he is neutered and kept completely up-to-date on all vaccinations and routine care. I also have an XL dog crate available for your dog's use if that is part of their normal routine.
“This was my first time using Danielle, I was truly impressed, from the first picture she sent me I could see that my fur baby was in love from the way he was looking at her with his paw on her arm, that put my mind at ease. Danielle was a ten out of ten and I will definitely be using her again. ❤️”
About: Hi there! As a lifelong pet parent, I’ve had the joy having both dogs and cats. I truly love them both—dogs with their adventurous, loyal spirits and cats with their quirky, independent charm. When you trust me with your furry family members, I’ll give them all the same love, attention, and respect I give my own pets. I’ll ensure their environment is clean, safe, and enriching, with plenty of socialization, exercise, and affection tailored to their needs. Whether it’s an energetic dog who loves playtime or a cozy cat who enjoys quiet companionship, I’ll make sure they feel happy and secure until you return home. 💖 I work from home, which allows me to easily integrate pet care into my daily routine. My flexible schedule means I can provide attentive, care throughout the day, making sure your pets are well-fed, exercised, and loved. Caring for your pets naturally fits into my routine with my own two pets, as we enjoy regular walks, playtime, and plenty of cuddles together throughout the day. For drop-in visits, I ensure your pets are comfortable, safe, and happy! I follow your specific instructions, from feeding and exercise routines to medication and cleaning needs. I also make sure to address any potential safety concerns and give your pet plenty of love, attention, and play time! For boarding in my home, I have a spacious, three-bedroom house where your pet can feel secure and loved. My home is pet-friendly and designed with safety in mind. Both of my own pets—a 4-year-old Beagle/Rottie mix and a 9-year-old cat—are great with other animals. However, I also have plenty of space to separate them from your pet if needed.
About: Remote worker so I’m home all day. Your dog will always have someone to play with if they’d like or someone to cuddle with between myself and my two dogs. I work from home and make my own schedule so I’m very flexible. We’re up at 4am and asleep by 8pm on weeknights. 6am/10pm on weekends. I have to very friendly dogs and a crate if needed. Our yard is large but not fully fenced in. I can gate off sections of the house or use the spare bedroom if needed as well.
“Rodney and Marissa are wonderful! They took such good care of my Benji. Benji is rather shy and does not have many opportunities to socialize with other animals. When I told Rodney about this he assured me that they would help Benji to be comfortable around their pets, and they did just that. They sent photos of Benji running in the yard with his new furry friend. They also made sure that Benji stayed on his eating and napping schedule. Benji will definitely be visiting Rodney and Marissa again.”
About: I've had dogs of all sizes, from Chihuahua to Great Dane and Great Pyrenees (multiple at a time), over the last fifteen years. I've cared for my rescue pup Dumpling on my own for the last five, and have helped to rehab her into the lovebug she is today. I like talking multiple walks per day, will give your fur baby lots of love and attention, and I work from home so they will always have a watchful over them. I understand how much pet owners love and cherish their babies, so I will treat them like they're my own while I have them. I work remotely full time and can be fairly flexible if needed. I walk my own dog four times a day, and she loves having walk buddies, so we'd of course take your pet along. On the weekends, I like going for extra long walks, so if that's something that your pet enjoys, they'll have a great time with me. I live in an apartment downtown, so I don't have a fenced area, but I let pets have free reign in my apartment. There are also two dog parks within walking distance, so for extra and off-leash play time, we can spend lots of time there.
“Still my day 1, favorite sitter! Esterline knows one of my boys very well after years of daycare, but this was the first time she met my newer (very anxious and special-needs) boy. She consistently goes above and beyond. Sent pictures and reassuring messages all throughout the day. Esterline is the ultimate dog lover. Start-sitter status 100% deserved!”
“Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.”
The median cost per day for doggy day care in Windemere is €38
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 November 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 November 2026, there are 1,321 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 November 2026, there are 1,321 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 1,321 sitters in Windemere, 88% 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.
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