Doggy Day Care in Cheswolde Area, 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 Cheswolde Area doggy day care sitters

“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.”


“Alexia did an AMAZING JOB with my baby Bentley and I WILL be utilizing her for all of my appts that I can't take Bentley to. I felt very at easy at my family function yesterday knowing I didn't have toneorry about him I got a.chance to dance with my Mother and see Family I hadn't seen in sooooo long Thank you sonmuch Alexia!!”


“Maria took my 2 pups at the last minute for a full day of daycare. Both pups have separation anxiety and my Bouvier was recovering from a leg wound - so it was a big ask. Maria was gentle and calm and my pups were immediately put at ease. I highly recommend her. She is lovely and very good with pups.”


“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.”


“She’s AMAZING!!! My 10 month old puppy is so tired after being there all day. I feel relieved having a safe and fun place for Beverly when I’m at work all day!!”


“Chaya was great. I’m visiting the area and she put me at ease. Maizy took few mins to settle and after that she was fine. She sent me pictures and look forward to using Chaya again next time I’m in town.”


“Carolina was amazing with our 12 week old puppy AND communicating with us. Lots of updates and pics and our pup came back very happy. Also very flexible with our schedule which was awesome. Will definitely be asking her to watch our pup again!”


“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.”


“Yang 🐾 gets very excited everytime he sees Dan which shows he likes spending time with Dan! Smooth communication, drop off and pick up. Thanks so much Dan! I will continue using his services for the future.”


“Shannon was fantastic and Besa had a blast playing with the other dogs she cares for in her home. She’s a great communicator, welcoming, and flexible. Will definitely send Besa to hang with her and her pups again soon.”


About: I’ve always been a pet lover but most recently I’ve watched many different pets and I walk and take care of 3 dogs on a daily basis. My sister's dog Lalo is a 3 yo German Sheppard. I take turns with her to walk and train him daily and he’s so fun and eager to learn. I also walk and train my uncle's 9 yo Husky, Fargo, he’s so funny and full of energy as well. He keeps me exercised because he loves to run. We also both watch and take care of Charlie, a 13 yo lab who is the sweetest boy alive. I also often watch other dogs when requested, my coworkers pug beagle mix 9 yo sweet girl Reece who is a rescue. My frequent client Kara who has 2 chihuahuas, 10 yo grumpy Winston who is my bestie and 6 yo Lottie who loves to lick and play. I also often watch my other sister's 3 yo tabby cat Rafa who is super sassy but the cutest alive. I have other sporadic clients but I don't see them too often. I watch 2 different golden doodles, I watched and trained a puppy Rottweiler, I have watched many cats before. I love to stay active and exercise so I love long walks. I love all pets, I have owned Guinea pigs, bunnies and turtles before. I work hybrid as a paralegal and have a very flexible job that allows me to be available for even last minute bookings. I am free most of the day and will work around client's schedules. I love to snuggle with pets, I love walks, I love playing with them, I love welcoming them into my home, I love different breeds, ages and sizes.

About: I work so my dogs can have a good life! I have over 10 years' experience caring for dogs and have 2 years' experience as a foster mom for more than 12 different shelter dogs, helping them find forever homes. I have worked with a variety of dog personalities and have experience caring for an elderly dog with special needs. Dogs are loving animals and I just want to give them the same happiness they've given me. I have two personal dogs that are also great at helping shy dogs feel more comfortable on walks. I'm in the early stages of establishing a dog-walking business and have a flexible schedule that I can tailor to my clients' needs. I look forward to walking your dogs! I have a fenced yard and two very friendly fur babies of my own. Dog safety is a top priority and I have learned the importance of slow introductions, even for introducing dog-friendly dogs. I have crates that will be used to separate the dogs at mealtime and to facilitate slow introductions.

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.

“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!!!”

About: What sets me apart is the personalized, in-home care I provide—your pets become part of my family while you’re away. I specialize in caring for both puppies and senior pets, with experience in house training, basic obedience, administering medications, and supporting pets with mobility issues. I keep a calm, structured environment that helps animals feel safe and loved. With a deep understanding of animal behavior and a true passion for their well-being, I make sure every pet gets the attention and care they deserve. Pet care is a natural part of my daily routine—I structure my day around feeding, walking, playtime, and companionship. I make sure pets feel safe, comfortable, and loved, whether it’s sticking to their usual schedule or providing extra attention when needed. Caring for animals isn’t just a task; it’s a rhythm that brings joy and purpose to my everyday life. In my home, I provide a safe, clean, and loving environment where pets are treated like family. I follow their usual routines—feeding, walks, playtime, and rest—while giving them plenty of attention and affection. I maintain a calm, pet-friendly space with access to cozy resting areas, secure outdoor time (if applicable), and regular updates for pet parents.

“Leah and Shawn we're great with our 2 dogs. They have a great home and are very flexible hosts!”


About: I love animal since a little girl an had rabbit ferrets cats dogs ....ive been a license groomer now over 10yrs an very passionate about it ....i would love one to own my portable dog grooming van to continue my business in the care of dogs....my goal us to finish school is I can provide affordable vaccines for my clients I currently work at a hospital an plan to make myself available after work an on my days off an weekend that I don't work at the hospital I have a fenced yard an a 4yr old pug poodle mix breed to keep your furry baby company ...i can easily crate your dog if needed

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.

“Sergey was very accommodating and courteous. He took great care of my pups. Tired them out with the walks and gave them some TLC throughout their stay. I will be a repeat customer the next time we are in the area!!”


About: In my eyes, the pets needs are always the most important needs to care for and I love putting them first! I love all of them equally I have full availability currently and don’t mind helping you during different odd hours of the week or during holidays. I look forward to caring for your pets daily and weekly needs! I approach pets gentley, making sure they are comfortable first and I give them a treat just to assure they are comfortable with me being in their space! I am trained in animal behavior. Depending on the service, I will spend time with them in their space before taking them out to go potty! I always make sure their needs are met first and foremost
Loving doggy day care in your neighborhood
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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.”


Alexia P.

“Alexia did an AMAZING JOB with my baby Bentley and I WILL be utilizing her for all of my appts that I can't take Bentley to. I felt very at easy at my family function yesterday knowing I didn't have toneorry about him I got a.chance to dance with my Mother and see Family I hadn't seen in sooooo long Thank you sonmuch Alexia!!”


Maria H.

“Maria took my 2 pups at the last minute for a full day of daycare. Both pups have separation anxiety and my Bouvier was recovering from a leg wound - so it was a big ask. Maria was gentle and calm and my pups were immediately put at ease. I highly recommend her. She is lovely and very good with pups.”


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.”


Marissa T.Star Sitter

“She’s AMAZING!!! My 10 month old puppy is so tired after being there all day. I feel relieved having a safe and fun place for Beverly when I’m at work all day!!”


Chaya C.

“Chaya was great. I’m visiting the area and she put me at ease. Maizy took few mins to settle and after that she was fine. She sent me pictures and look forward to using Chaya again next time I’m in town.”


Carolina M.Star Sitter

“Carolina was amazing with our 12 week old puppy AND communicating with us. Lots of updates and pics and our pup came back very happy. Also very flexible with our schedule which was awesome. Will definitely be asking her to watch our pup again!”


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.”


Dan C.
Star Sitter


“Yang 🐾 gets very excited everytime he sees Dan which shows he likes spending time with Dan! Smooth communication, drop off and pick up. Thanks so much Dan! I will continue using his services for the future.”


Shannon R.


“Shannon was fantastic and Besa had a blast playing with the other dogs she cares for in her home. She’s a great communicator, welcoming, and flexible. Will definitely send Besa to hang with her and her pups again soon.”


Maricarmen R.
“Mari has been walking my shepherd around Roland Park for months. She loves Mari and cannot wait to see her for her daily walk! Mari is responsible and conscientious, and will take good care of your pet.”


Jenny R.Star Sitter
“Jenny is absolutely FABULOUS with animals! I met her through our passion for fostering dogs with a local rescue organization. She has fostered many dogs over the years, even foster-failing with one!, and truly welcomes every dog with love, comfort, treats, walks, and much more. I would trust her in a heartbeat with any animal and think you will find that she will treat your pup just like her own!”


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.


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!!!”


Elaina P.
“Elaina P. Is a great person how loves dogs. Her dog Marley is her best friend. She very loving to all animals. That’s her nature.”


Leah & Shawn P.Star Sitter

“Leah and Shawn we're great with our 2 dogs. They have a great home and are very flexible hosts!”


Paulette W.
About: I love animal since a little girl an had rabbit ferrets cats dogs ....ive been a license groomer now over 10yrs an very passionate about it ....i would love one to own my portable dog grooming van to continue my business in the care of dogs....my goal us to finish school is I can provide affordable vaccines for my clients I currently work at a hospital an plan to make myself available after work an on my days off an weekend that I don't work at the hospital I have a fenced yard an a 4yr old pug poodle mix breed to keep your furry baby company ...i can easily crate your dog if needed


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.


Sergey R.

“Sergey was very accommodating and courteous. He took great care of my pups. Tired them out with the walks and gave them some TLC throughout their stay. I will be a repeat customer the next time we are in the area!!”


Tricia S.
“Since I first met Tricia I knew she was a caring pet parent. She takes her dog Remy everywhere she can and always makes sure she is looked after. You can trust Tricia to look after you pet and know that they will be happy and safe.”
Cheswolde Area dog parents share their Rover experiences
Bailey seems to always make himself right at home when he’s with Ruth and her family. & He sleeps like a baby when he gets home after a full day of belly rubs and love! Thank you again for taking such wonderful care of him!

Very pleased with Aaron and the attention he paid to my blind pet mani. Will definitely book with Aaron again Thank you Aaron.

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 Cheswolde Area.
Cheswolde Area 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 Cheswolde Area 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.
