Doggy Day Care in Winsor Hills, Baltimore
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 Winsor Hills doggy day care sitters


“My dog had a great time with Felice. He has stayed with her family many times and he has always been well cared for. Based on his excitement whenever we pull up to her house, I can say with certainty that my dog is happy to spend the day or the night with Felice.”


“I can’t say enough good things about the care my Duchess received from Lingli!! From the moment we arrived, I felt completely at ease. She was so kind and welcoming, and I truly appreciated the daily photo updates—it made being away from Duchess so much easier. Lingli's patience and flexibility, especially with my changing schedule due to meetings, meant the world to me. It’s rare to find someone who is both professional and genuinely loving toward pets, but she’s exactly that. Highly recommend!”


“We always know our pup is in good hands with Tracey!”


“Kelly took amazing care of our puppy Murphy!! She sent me many photos and videos throughout the day, she took the dogs on long walks and gave them lots of playtime, she made sure my puppy had time to take a nap, and she was very responsive. Kelly and her dog Callie are incredibly sweet and I give them my highest recommendation!! We hope that Murphy will return to play soon!”


“Peppa seemed to really enjoy her visit. On the second day, Peppa said good bye to me and kept walking, that really gave me a peace of mind.”


“Moriah was wonderful with Moe and very flexible with the rain delay at the Orioles game Highly recommend and would not hesitate to use again if in Baltimore”


“Carolina was great with Rio! He went on many walks and got to socialize with other dogs during his doggie day care. Would book with her again :)”


“Amjad was perfect my puppy was a bit nervous the first few days but Amjad made sure she was comfortable and adjusted to her needs. Please book with Amjad you won’t regret it.”


“Maria is wonderful!! We have booked doggy daycare with her multiple times now and we cannot thank her enough for all of the attention and love she gives Hazel!”


“My dog Winston had his first doggy-day-care experience with Ginnie last week. I thought he might be anxious, but Ginnie made him very comfortable, and she kept me updated during the day. He enjoyed the companionship of the other dogs and playing with them in her big back yard. I am very pleased and highly recommend Ginnie!”


“Naomi was great! Our house sitter had to take off early and couldn't wait till our flight arrives so we had to find someone to watch Kuma for the day. Naomi coordinated the drop off with the house sitter in the morning and brought Kuma back home safe to us at night! Kuma seemed very happy and we appreciate Naomi being flexible with us!”

“WOW! We emailed Shannon at the last moment because we were passing through Baltimore (on our way up to Canada) and needed a place for our dog to go for a few hours while we checked out the Aquarium. Shannon was incredibly kind and helpful, and even took our dog on a long walk through the woods to make sure he was good and tired for our long car ride that afternoon. When we pass back through, she is our first call!”


“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”


“Kelly is the best! Stormi loves her and always enjoys her visits. Stormi will be back soon.”

“Ulfred is very happy to have a dog friend and Luna is just that. Booking with Suzanna was a very smooth process and after our meet and great, I felt very comfortable leaving Ulfred with her and her family.”


About: Hi there! My name is Rebecca and I’m a pet parent to an adorable 12 year old Maltese named Donny (so I know how it feels to be away from your fur baby, especially for extended periods of time). I also know how it feels to worry about how they are being taken care of or the dread of him being crated all day when I’m away. As a pet sitter, not only will they have a new bff but I'll treat them just like they were at home. I have more than 12 years of pet sitting experience and am ready for just about anything. I also work from home and have a flexible schedule. Consider my home your dogs home away from home. I work from home and am self-employed so my schedule is really flexible. I take my pup for morning, mid day, and evening walks and will have your pup on the same schedule. I will treat your pet like my own. I have a fenced in yard so they will be able to play and run around throughout the day.

About: At Really Raising Rotties LLC, I specialize in caring for large breeds, leveraging years of experience raising and training Rottweilers. I understand the unique needs of big dogs, from maintaining consistent training to managing their energy levels. I also excel in puppy training, helping young dogs build strong foundations, and offer gentle, attentive support for senior pets to ensure their comfort. My dedicated pet care space, climate-controlled and designed for safety and comfort, sets me apart by providing a home-like environment where pets thrive. My personalized approach ensures every pet feels loved, secure, and well-cared for. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I have my own crated pets who will be present Pet care is seamlessly integrated into my daily routine at Really Raising Rotties LLC. Each day is dedicated to feeding, exercise, playtime, and enrichment activities, ensuring every pet receives personalized care and attention. With a flexible schedule, I prioritize walks, training sessions, and cuddle time, making sure your pet feels safe, happy, and loved. Whether it’s daily care or weekly stays, pet care is not just a task—it’s my passion and commitment. Safety, trust, and a nurturing environment are the top priorities at Really Raising Rotties LLC. At my home, pets enjoy a secure, spacious area tailored to their needs, with constant supervision, enrichment activities, and a clean, comfortable space for rest and play. I have a fully fenced backyard for safe playtime and exercise, as well as a dedicated pet sitting area in my converted garage. This space features durable mats for comfort and a mini-split system for perfect climate control year-round, ensuring your pet stays cool in the summer and warm in the winter. For services in clients’ homes, Really Raising Rotties LLC maintains their routines, follows feeding and medication schedules precisely, and communicates regularly, leaving their space just as it was found. Building trust with pets and their owners is at the heart of everything we do, making your pet feel safe, loved, and at home wherever they are.

About: Why Book Me? I may not have professional experience, but I’ve always had a deep love for dogs and treat every pup like part of the family. Whether it’s playtime, belly rubs, or just keeping them company, I genuinely enjoy making sure dogs feel safe, loved, and cared for—just like they would at home. Your pup deserves the best! “Teacher on Summer Break = Full-Time Pup Care!” As a dedicated teacher, I’m home for the summer and ready to give your dog all the love, attention, and care they deserve! With a flexible schedule and lots of time to play, walk, and cuddle, your pup will feel right at home with me. “Your Pup’s Home Away from Home!” With plenty of space to roam and lots of love to give, I’ll make it my mission to become your dog’s new best friend. Whether it’s playtime, snuggles, or just keeping them company, your pup will feel safe, happy, and right at home with me.


About: I have worked for Bark Central Doggie Daycare boarding, daycare, and training facility for 4 years where I had to handle up to 60 dogs at one time by myself. I would feed, water, bathe, give medicine, clean up after, and keep them entertained. I have learned SO much about animal behavior and my passion for dogs has only grown! I'm experienced with many types of breeds (giant and mini) and love getting to know new ones! I respect any amount of maintenance one needs for their animal because I would appreciate the same for mine! Im a 2 sport collegiate athlete who loves to be active with your dog. If the puppies are young I’d be happy to help train them as well! I can’t wait to meet you and your furry friend :)!

“This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!”
Loving doggy day care in your neighborhood
Search Results




Felice & Ken & Tyler & Morgan T.
Star Sitter


“My dog had a great time with Felice. He has stayed with her family many times and he has always been well cared for. Based on his excitement whenever we pull up to her house, I can say with certainty that my dog is happy to spend the day or the night with Felice.”


Lingli Y.Star Sitter

“I can’t say enough good things about the care my Duchess received from Lingli!! From the moment we arrived, I felt completely at ease. She was so kind and welcoming, and I truly appreciated the daily photo updates—it made being away from Duchess so much easier. Lingli's patience and flexibility, especially with my changing schedule due to meetings, meant the world to me. It’s rare to find someone who is both professional and genuinely loving toward pets, but she’s exactly that. Highly recommend!”


Tracey H.

“We always know our pup is in good hands with Tracey!”


Kelly H.Star Sitter

“Kelly took amazing care of our puppy Murphy!! She sent me many photos and videos throughout the day, she took the dogs on long walks and gave them lots of playtime, she made sure my puppy had time to take a nap, and she was very responsive. Kelly and her dog Callie are incredibly sweet and I give them my highest recommendation!! We hope that Murphy will return to play soon!”


Cheryl C.Star Sitter

“Peppa seemed to really enjoy her visit. On the second day, Peppa said good bye to me and kept walking, that really gave me a peace of mind.”


Moriah J.Star Sitter

“Moriah was wonderful with Moe and very flexible with the rain delay at the Orioles game Highly recommend and would not hesitate to use again if in Baltimore”


Carolina M.Star Sitter

“Carolina was great with Rio! He went on many walks and got to socialize with other dogs during his doggie day care. Would book with her again :)”


Amjad A.Star Sitter

“Amjad was perfect my puppy was a bit nervous the first few days but Amjad made sure she was comfortable and adjusted to her needs. Please book with Amjad you won’t regret it.”


Maria H.

“Maria is wonderful!! We have booked doggy daycare with her multiple times now and we cannot thank her enough for all of the attention and love she gives Hazel!”


Virginia & Steven W.Star Sitter

“My dog Winston had his first doggy-day-care experience with Ginnie last week. I thought he might be anxious, but Ginnie made him very comfortable, and she kept me updated during the day. He enjoyed the companionship of the other dogs and playing with them in her big back yard. I am very pleased and highly recommend Ginnie!”


Naomi S.
“Naomi was great! Our house sitter had to take off early and couldn't wait till our flight arrives so we had to find someone to watch Kuma for the day. Naomi coordinated the drop off with the house sitter in the morning and brought Kuma back home safe to us at night! Kuma seemed very happy and we appreciate Naomi being flexible with us!”


Shannon R.


“WOW! We emailed Shannon at the last moment because we were passing through Baltimore (on our way up to Canada) and needed a place for our dog to go for a few hours while we checked out the Aquarium. Shannon was incredibly kind and helpful, and even took our dog on a long walk through the woods to make sure he was good and tired for our long car ride that afternoon. When we pass back through, she is our first call!”


Davida A.Star Sitter

“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”


Kelly C.
“Kelly is the best! Stormi loves her and always enjoys her visits. Stormi will be back soon.”


Suzanne R.

“Ulfred is very happy to have a dog friend and Luna is just that. Booking with Suzanna was a very smooth process and after our meet and great, I felt very comfortable leaving Ulfred with her and her family.”


Rebecca T.
About: Hi there! My name is Rebecca and I’m a pet parent to an adorable 12 year old Maltese named Donny (so I know how it feels to be away from your fur baby, especially for extended periods of time). I also know how it feels to worry about how they are being taken care of or the dread of him being crated all day when I’m away. As a pet sitter, not only will they have a new bff but I'll treat them just like they were at home. I have more than 12 years of pet sitting experience and am ready for just about anything. I also work from home and have a flexible schedule. Consider my home your dogs home away from home. I work from home and am self-employed so my schedule is really flexible. I take my pup for morning, mid day, and evening walks and will have your pup on the same schedule. I will treat your pet like my own. I have a fenced in yard so they will be able to play and run around throughout the day.


Shakiyla H.
About: At Really Raising Rotties LLC, I specialize in caring for large breeds, leveraging years of experience raising and training Rottweilers. I understand the unique needs of big dogs, from maintaining consistent training to managing their energy levels. I also excel in puppy training, helping young dogs build strong foundations, and offer gentle, attentive support for senior pets to ensure their comfort. My dedicated pet care space, climate-controlled and designed for safety and comfort, sets me apart by providing a home-like environment where pets thrive. My personalized approach ensures every pet feels loved, secure, and well-cared for. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I do have my own pets, that are crated. I’m not sure why it says no pets. Note: I have my own crated pets who will be present Pet care is seamlessly integrated into my daily routine at Really Raising Rotties LLC. Each day is dedicated to feeding, exercise, playtime, and enrichment activities, ensuring every pet receives personalized care and attention. With a flexible schedule, I prioritize walks, training sessions, and cuddle time, making sure your pet feels safe, happy, and loved. Whether it’s daily care or weekly stays, pet care is not just a task—it’s my passion and commitment. Safety, trust, and a nurturing environment are the top priorities at Really Raising Rotties LLC. At my home, pets enjoy a secure, spacious area tailored to their needs, with constant supervision, enrichment activities, and a clean, comfortable space for rest and play. I have a fully fenced backyard for safe playtime and exercise, as well as a dedicated pet sitting area in my converted garage. This space features durable mats for comfort and a mini-split system for perfect climate control year-round, ensuring your pet stays cool in the summer and warm in the winter. For services in clients’ homes, Really Raising Rotties LLC maintains their routines, follows feeding and medication schedules precisely, and communicates regularly, leaving their space just as it was found. Building trust with pets and their owners is at the heart of everything we do, making your pet feel safe, loved, and at home wherever they are.


Ashley L.
About: Why Book Me? I may not have professional experience, but I’ve always had a deep love for dogs and treat every pup like part of the family. Whether it’s playtime, belly rubs, or just keeping them company, I genuinely enjoy making sure dogs feel safe, loved, and cared for—just like they would at home. Your pup deserves the best! “Teacher on Summer Break = Full-Time Pup Care!” As a dedicated teacher, I’m home for the summer and ready to give your dog all the love, attention, and care they deserve! With a flexible schedule and lots of time to play, walk, and cuddle, your pup will feel right at home with me. “Your Pup’s Home Away from Home!” With plenty of space to roam and lots of love to give, I’ll make it my mission to become your dog’s new best friend. Whether it’s playtime, snuggles, or just keeping them company, your pup will feel safe, happy, and right at home with me.




Victoria Y.
“Victoria is a very mature, caring young lady and she is definitely a dog and cat lover!! We have a lab and 3 cats. She has stayed in our home numerous times to take care of our furry family members. Our pets have different needs with medications and all different foods, there has never been any problem! Our pets love her and it is very obvious she loves them! We love that she texts pictures of them to us when we are away. My husband and I would highly recommend her to anyone looking for someone to care for their pets!”


Aaron G.
“This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winsor Hills.
Winsor Hills 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 Winsor Hills 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
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.
