Doggy Day Care in Windward Cove
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Windward Cove doggy day care sitters

“Robin is great! She takes my puppy once a week and she always has a great time! Lots of pictures and video updates and always friendly. Robin is very accommodating and I would recommend her to anyone! Lemon comes home tired and happy, when we get to Robin’s house she now runs straight to her door!”


“Shuling provided wonderful care for our Sheepadoodle! She has a large yard for running with Bear, and adds plenty of love. Shuling is exceptional at asking the right questions regarding food, medicine and any special requests for our pup. As far as returning texts and requests she is outstanding, providing constant replies and updates, as well as great pictures that made us so comfortable with leaving our pup there. Would recommend Shuling to anyone needing care.”


About: [*My name is pronounced - “VEE”, like the letter “V” :)*] I’ve had dogs all my life and love animals. I’m a Towson University graduate who works remotely. I have tons of experience training and taking care of dogs of all sizes and ages. I currently have a 2 year old Bernese Mountain Dog named Forrest. I have raised and trained a 16 year old Maltese and almost 3 year old Dachshund mix that now lives with my parents. I have also helped care for my boyfriend’s parents’ elderly English Mastiff before he passed, as well as helped raise and train two English Mastiffs that are now 3 and 4 and a German Shepherd that is now almost 6. I enjoy walks and jogs in case you have a bigger dog in need of more intense exercise, and we have 1.4 acres of fenced backyard for dogs that are boarded in our home. I love cats too! I lived with 2 cats for about a year in college. I took care of them, taught them tricks, and gave them cuddles every day and I miss them so much!!! My boyfriend and I currently work remotely, so I typically have plenty of time for quick dog breaks. My dog is crate trained and I prefer crate trained dogs if boarding. I would just need a set of basic rules, such as if the pets are allowed on furniture, anything to specifically avoid or keep an eye on, and whatever other information is needed such as food allergies/food sensitivities. I am able to go for walks and/or runs and love to train so may ask for you to bring your pet’s favorite treats. I prefer crate trained dogs when boarding in my home.

“Jessica watched our 7-year-old toy poodle for the day. She had an enjoyable stay and enjoyed playing ball in the fenced-in back yard. Biscotti got along fine with Jessica's gentle bigger dog. She came home happy and tuckered out. We look forward to being a client again!”


“Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.”


“Cait (Dax and Daisy) were a delight to work with. Prompt communication and attention to detail regarding our Shih Tzu Tucker was on the agenda. Pictures were send and a quick text message provided the extra comfort that our pup was being cared for and having fun! You can tell Cait is a try pet lover. I look forward to our next event in the area so Tucker can visit again. Thank you so much for adding to a great weekend! Tucker sends his love.”



About: I am a dog Mom to two small, adorable rescue dogs! Cooper is a chihuahua mix, 12 years old and 16lbs. Jam is a Maltese mix, 14 years old and 9lbs. They are both males and neutered. I treat them as if they were my children so I would do the same for your dog. I am a stay at home mom and wife with an 6 year old boy. We have a large fenced in yard and can also do walks in our neighborhood. I prefer to watch only small dogs as my dogs get along best with dogs their size. My dogs are allowed on the couch and also sleep in bed with us. I have separation anxiety when leaving my dogs with someone else so I would do my best to ease your anxiety of being away from your dog. I can send you as many daily pictures and updates as you want so you have peace of mind while being away from your dog(s). I can also watch your pets in your home while you are away so your dog can stay in the comfort of their home. I am available for drop ins and can also do daycare sitting in my home. Any questions, please ask! I’m currently a stay at home mom so I can adapt to any needs and schedule for your dogs. I occasionally run errands (grocery store, baseball practice) but otherwise I am home most of the time. I have a fenced in yard and can provide leashed walks as needed. If your dog is not crated when you’re away, it can be the same at my home. I can separate my dogs from yours when I’m not home if needed.

“Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.”


“Carolyn took amazing care of Bixby and provided updates throughout the day. So thankful to have him in such caring and loving hands. Jax is a great play and nap mate!”



“Meeting Stephanie for the first time was great. We are new to the area and she welcomed us to Oxford. Stephanie made our dog Bella feel comfortable to her house,yard and her dog before we left her. This was a great experience for us in such a short notice.”



About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.

“Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.”


About: My husband, William, and I have 7 years experience with raising high drive working dogs starting as young as 8 weeks. We feel well equipped to provide the highest level care for your furry loved one while maintaining any training goals. Your dogs comfort and safety is our highest priority so we will try to match your dogs schedule to the best of our ability. I am currently offering care on my days off allowing me the opportunity to have a flexible schedule to fit your dog’s needs during both week days and weekends. I have a 6 foot fenced in yard for your dog to have some safe off leash playtime. Your dog will be home with our residential dog, Duke, during their visit. Duke is an intact male Labrador, so if your dog is in heat, we will keep them separate. All dog gear (toys, water bowls, etc) will be thoroughly cleaned between dog visits to prioritize the health and safety of your dog.

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
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Robin F.Star Sitter

“Robin is great! She takes my puppy once a week and she always has a great time! Lots of pictures and video updates and always friendly. Robin is very accommodating and I would recommend her to anyone! Lemon comes home tired and happy, when we get to Robin’s house she now runs straight to her door!”


Shuling J.Star Sitter

“Shuling provided wonderful care for our Sheepadoodle! She has a large yard for running with Bear, and adds plenty of love. Shuling is exceptional at asking the right questions regarding food, medicine and any special requests for our pup. As far as returning texts and requests she is outstanding, providing constant replies and updates, as well as great pictures that made us so comfortable with leaving our pup there. Would recommend Shuling to anyone needing care.”


Vy L.Star Sitter
“I have know Vy for over 5 years and she is truly a dog lover. She is reliable, responsible and extremely knowledgeable about caring for all pets. She works well with large breeds which is also a plus! She has dogs of her own, which are well groomed and trained. Highly recommend Vy to care for your pet!”


Erin G.Star Sitter

“Erin consistently looks out for the needs of all of her pet guests. This week she did a masterful job of managing dogs of differing ages and energy levels.”


Jessica W.
Star Sitter


“Jessica watched our 7-year-old toy poodle for the day. She had an enjoyable stay and enjoyed playing ball in the fenced-in back yard. Biscotti got along fine with Jessica's gentle bigger dog. She came home happy and tuckered out. We look forward to being a client again!”


Ryan P.Star Sitter

“What a wonderful find!!! Such wonderful, caring people! I know my pup is in great care while here! Lots of playtime and individual care too! Highly recommend 🐾🐾🐾”


Jessica G.Star Sitter

“Jessica is wonderful with Teddy! She takes him for walks and takes the best pictures of him. He is so happy to spend time with her. Thank you Jessica!”


Amy D.Star Sitter

“Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.”


Cait B.

“Cait (Dax and Daisy) were a delight to work with. Prompt communication and attention to detail regarding our Shih Tzu Tucker was on the agenda. Pictures were send and a quick text message provided the extra comfort that our pup was being cared for and having fun! You can tell Cait is a try pet lover. I look forward to our next event in the area so Tucker can visit again. Thank you so much for adding to a great weekend! Tucker sends his love.”




Jenna C.

“Super flexible and wonderful experience! Ozzy enjoyed getting to play with another dog and he was well taken care of and received a picture update during his time!”




Stacey B.
“A few years ago my sweet pup ran from a friend letting her out during the day. Thankfully she came back the next morning:) Since then, I have been extremely picky with who I will let watch her. Stacey is one of the only people I will allow to watch my pup! She is trustworthy and very reliable. Stacey not only loves her dogs with her whole heart but every dog she meets!”


Andy & Lydia M.Star Sitter

“Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.”


Laura S.Star Sitter

“Our dog was in great hands with Laura! He was spoiled with attention, and the communication was great. He didn’t want to leave when it was time for pickup!”


Carolyn M.
Star Sitter


“Carolyn took amazing care of Bixby and provided updates throughout the day. So thankful to have him in such caring and loving hands. Jax is a great play and nap mate!”




Stephanie R.

“Meeting Stephanie for the first time was great. We are new to the area and she welcomed us to Oxford. Stephanie made our dog Bella feel comfortable to her house,yard and her dog before we left her. This was a great experience for us in such a short notice.”


Melanie S.

“Melanie was awesome. She sent pictures and took Hutchinson on walks… He was completely tuckered out and had a good time!”




Elizabeth W.
“Ashley W is the best. I have 2 active large dogs, Maisie (6 years old) and Petey (7 years old), who she has taken care of since they were puppies. She has been there for learning manners, leash training, zoomies, park play time, and overnight stays. My dogs absolutely love her and look forward to more playtime with her. She is always on time, communicates with me about all the details, and makes sure my babies are well cared for while I'm gone. I never worry about my pups while they are with her. I highly recommend Ashley W.”


Mary L.

“Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.”


Maura M.
“Maura is fantastic with dogs. She is incredibly patient with unruly dogs or those with interesting personalities. She takes very good care of her pups and treats them as her own. I would highly recommend her!”


Aliciya M.
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
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The median cost per day for doggy day care in Windward Cove is $40
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Sitters in Windward Cove average 4 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Windward Cove on Rover as of Aug 2025 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 213 sitters provided doggy day care in Windward Cove. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windward Cove sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Windward Cove have an average of 21 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windward Cove.
Windward Cove doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Windward Cove sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 213 sitters offering doggy day care in Windward Cove on Rover, so you’re sure to find the perfect match for your dog! In Windward Cove, 96% of sitters offer daily exercise, 100% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
