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.
“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.”
About: With over three decades of experience caring for beloved pets, I bring a lifetime of passion and expertise to your furry family members. Growing up in a home filled with both cats and dogs, I learned early on the importance of tender care and companionship for animals. For me, it’s not just about feeding and cuddling—I genuinely adore animals and delight in ensuring their happiness and well-being. What sets me apart as your pet sitter is my deep-seated love for animals, paired with decades of hands-on experience. Whether it’s a playful kitten or a wise old cat, I understand their unique needs and quirks. You can rest assured that your pets will receive not only the essential care they need but also plenty of love and attention during each visit. Let me provide your pets with the same level of care and affection that I give my own. Reach out today and let’s ensure your furry friends are content and cared for while you’re away! Pet care seamlessly integrates into my daily routine, thanks to my remote work setup that grants me the flexibility to cater to your pets' individual schedules and needs. Whether it's a regular weekday or a bustling holiday weekend, I'm here to ensure your furry companions receive attentive care whenever you need. Don't hesitate to reach out early to secure my availability! When caring for pets, I ensure they feel right at home and well-loved. With my 70-pound friendly dog as a companion, your pet will have a great playmate. My older cat and a young rabbit, though more reserved, add character to the mix. I provide a crate for comfort and a spacious yard for frequent potty breaks and lively ball games. Living near Loch Raven reservoir allows for exciting walks and adventures, ensuring your pet stays happy and active during their stay.
“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!”
“Jasmine is really great. This is my first time needing a sitter for my dog CoCo. I was nervous about leaving my baby with someone I did not know. She agreed to do a meet and greet with Coco a day before, to make sure we were comfortable. This young lady was really professional, reassuring and accommodating. I would definitely recommend using her. Thank You Jasmine.”
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 have cared for cats and dogs for years. I rescued one cat to later find out she had seizures. She got proper treatment, love and attention, and lived to be fifteen. I am retired and available days, evenings, weekends, and most holidays to meet your pets needs and your schedule to keep on your pets routine. I have a medium size backyard with shade trees and room to play. During bad weather I use the basement for play time and activities.
About: Hello, I’ve been boarding and walking dogs for a while now. I love my job. I’m also open to drop ins and short time sittings. I use to have a dog myself for over a year. I’m home full time and can walk/feed/take your dog to potty at any time. I’m open to long boardings and short time sittings, and all walks and drop ins. Plenty of time to play with your pet. I make sure there’s nothing on the floor or in the dog’s reach that can harm them and if there’s a crate, will usually put them there if I’m not going to be around.
“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.”
About: I have owned all sorts of pets my whole life. I love dogs, cats, amphibians, reptiles, fish and small mammals. I would love to show your pet some love. I am a homeschooling, stay at home mom of 3 older kids. I can do any time of the day or night. Our schedule is flexible to your needs. We live in a wooded area which is great for dog walks. We are able to provide your fur baby with lots of love and enrichment. Small mammals and reptiles are welcome to stay at our house.
About: I have hands on experience caring for my own Yorkie, which gave me a solid foundation in understanding dog behavior, daily routines, feeding schedules and the importance of consistency and affection in a dog's life. What truly sets me apart is that I work from home full time — meaning your dog receives constant attention, supervision and companionship throughout the entire day. No long hours alone, no crates, no wondering if they're okay. I am always here. ✅ I am attentive, patient and deeply passionate about animals. I treat every dog in my care as if they were my own — with structure, love and plenty of playtime. Your pup is in caring and capable hands! 🐶❤️ Please note: Additional fees may apply for excessive cleaning, accidents beyond normal wear, or any damage to property during the stay. ***I only accept fully potty-trained dogs*** Since I work from home full time pet care fits seamlessly into my daily routine. My schedule is flexible and dog friendly; I am always available for walks, feeding, playtime and cuddles throughout the day. Having a dog around actually complements my work from home lifestyle perfectly and I genuinely enjoy the companionship! I recently moved into a brand new home that is clean, clutter free and pet friendly! 🏡 I have a fenced in yard perfect for safe outdoor play and my neighborhood offers plenty of walkable space for leashed walks and exploration. Inside my home dogs have a comfortable and safe environment with plenty of room to move around and relax. I maintain a structured routine including regular feeding, walks, playtime and rest time to keep pets happy and comfortable. Every dog in my care is supervised and treated like family!
About: I am an enthusiastic and active animal lover with over 20 years experience. We live across from the Loch Raven reservoir within walking distance of many hiking trails. We enjoy playing with our pets in our fenced in backyard as well as taking nature hikes on the many trails across from us. Growing up, we had a dog and two cats. Currently, I delight in taking care of our 10 year old cat and 3 year old dog! I love being active with animals and walking them. Our house and yard are very pet friendly! I also am comfortable with admin of needed meds and grooming. The pets who stay with us are welcomed as part of the family. For boarding, we can accommodate one dog per night. We do not board cats. We have a fenced in backyard with about an acre of land. We have a 3 year old dog who is friendly. We have a shy 10 year old cat who will hide from other animals that she doesn’t know. We have hens, but they are fenced in completely.
“My pup Jewel had a lovely time with Barbara! I recommend her, she was open to have a initial meet and greet and immediately I could tell she was loving, and sweet and my dog would be in good care with her. She kept me updated with pictures and messages throughout my time away and I so very much appreciated that. In every picture Jewel looked how she does at home smiling or tongue out , she was well taken care of with Barbara and family this is not the last time they will see Jewel! Thank you!”
“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!”
“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!”
“Bella had a great day with Makhayla! She sent pics throughout the day and I received constant updates. It put my dog mom heart at ease knowing she was taken care of. Thanks so much!!”
“Emily was amazing! We did a meet and greet a few days before hand and then on the actual day, my dog remembered her and was so excited to be back. I was worried because he’s a bit of a Velcro dog but Emily said he slept behind her while she worked and spent some time outside with her dog as well playing. 10/10, I will book Emily and Patrick next time I need a sitter.”
“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!”
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.
The median cost per day for doggy day care in Windemere is $37
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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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 on Rover is $73 per day as of October 2026. Most bookings cost between $68 and $79 per day. 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 1,329 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.
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 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 1,329 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.
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