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.
“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!”
“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.”
“Victoria was amazing with our puppy. She is not only an exceptional caretaker but also devoted to our pup. Our puppy felt loved and loved her back. We very highly recommend her.”
“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: I've cared for dogs my entire life as an owner. Ive had small dogs, terriers, and their strong will and playfulness to large dogs, ie German Shepard, and their willfulness and loyalty. I love them all and understand how to build trust with a pet. Ive also become a cat owner to tow boys bringing our home pack to 2 dogs and 2 cats. Currently I have a flexible schedule for drop ins during the day or evening. I am glad to feed them, play, and take out for breaks. Available any day except Sundays. Our home has invisible fence and our dogs are trained to remain in the years. We have also had fenced yards in the past. I can and do walk smaller dogs.
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.
“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 been caring for animals my entire life, with hands-on experience ranging from dogs and cats to rabbits, farm animals and more. I regularly provide care for farm animals, including feeding, grooming, bathing, and overall daily care. This wide range of experience has made me comfortable handling different temperaments, routines, and needs, so you can feel confident your pet is in capable, attentive hands. Flexible and reliable pet care for walks, drop-ins, and overnight stays. Available weekdays, evenings, and weekends. I treat every pet like family and provide attentive, consistent care while you’re away. Your pet’s safety and comfort are always my top priority. For the best experience for all pets in my care, I only accept dogs that are house-trained and comfortable being left alone for short periods of time. I am committed to providing a safe, calm environment for every pet I care for.
About: I have taken care of pets for most of my life, (dogs and cats).. Our last dog lived to be almost 17 due to great care and love. I welcome any pets. i will care for them as they are mine. I am a retired nurse practitioner and home most hours of each day. We live in a dog walking community and close to parks ideal for long walks. Loch Raven Reservoir is close to our home with many great trails. I have a fenced yard with a pool. I would not leave any dog alone in the yard, our neighborhood is great for walking. I will only take pets friendly to children.
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 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!”
“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. ❤️”
“Jordan is absolutely fantastic! I wanted to give my parents a day off while they watched my 11 month old for the week and Jordan was the perfect person to do so. My puppy has separation anxiety and my mom said he didn’t even notice her leave he was so excited to spend the day with Jordan and Biscuit. It was such a relief knowing he was well cared for and having a great time. He even fell asleep cuddled up with Jordan! Jordan sent so many pictures and was just the sweetest from the first moment we got in contact with each other! I’ve already booked her again :) I highly recommend going with Jordan!!!”
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.
“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: 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.
“Karen was able to take care of Sadie with short notice & also provided me plenty of updates. Sadie had an upset stomach & Karen was great at updating me on how she was doing & taking care of her”
“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!”
The median cost per day for doggy day care in Windemere is $36
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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.
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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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Meet local sitters who will treat your dogs like family
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Select a filter and find qualifying Windemere sitters!Sitters in Windemere average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Windemere
Frequently asked questions about Rover
The average cost for Doggy Day Care in Windemere on Rover is $73.26 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 1,320 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 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 1,320 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 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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