Pet Sitting & Drop Ins in Cheswolde Area, Baltimore, MD
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Cheswolde Area pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: Lover of all animals - cat owner + dog lover. Not shy to snakes, lizards, etc. The cuddlier the better. Trusted by human and animal parents for years. I work from home and can take breaks during the day as needed. Happy to work from your home as well. Evenings and weekends are generally available. I know it’s hard to trust someone in your home, and taking care of your family. I am respectful, communicative, and timely to a fault.

“Erin is an outstanding dog walker! She is incredibly professional, flexible, and always willing to work with you to accommodate your pet’s needs. Recently, I had an unexpected work trip and needed same-day pet walking. Erin didn’t hesitate to step in and help. She is so sweet and treats my dog as if he were her own, showing genuine care and attention every time. I truly appreciate her reliability and kindness, and I would recommend Erin to anyone looking for someone trustworthy and compassionate to take care of their pets.”


“I can always rely on Danielle to respond quickly. She’s reliable and is a HUGE stress reliever knowing that my pup is being well taken care of. I’ve rebooked her numerous times now, and she has never disappointed”


“Bradli was wonderful! Our cat is a little stand offish, but she warmed up and would hang out with Bradli. It was nice to get pictures and know that she was doing well. The morning after we came back, our cat was sitting by the door. I think she was waiting for Bradli to come and say hi.”


“Ashton is so awesome! We have shy kitties and Ashton always takes great care of them. We always feel great about leaving our kitties knowing they are in excellent hands.”


About: I’ve been taking care of my two rescued dogs that me and my family rescued 12 years ago. I also have experience petting my friends dogs, cats, and chickens! I am currently unemployed and trying to make pocket money and save for travel so i will use all my time looking out for your fluffy children. I offer drop in visits and walks. I will personally make sure your pet is fed, played with, walked, loved, happy, and well cared for.

“Victoria was so wonderful with my dogs. I was afraid of leaving them for a week but she was so kind and attentive. My dogs had no accidents and got their medications. They loved her and I would definitely hire again.”


“Marina is the best. She is super reliable. My cats adore her… probably because she showers them with treats and play time. I’ve run out of positive things to say after so many good reviews on her visits!”


“Autumn did a fantastic job, and I could tell my cat was well taken care of. She followed all my instructions to the letter, kept me updated, and sent me the most hilarious photos of Kris, which all gave me great peace of mind. I came home to a happy and relaxed cat, and that’s all I could ask for. Thanks again!”


About: As a former dog owner, I’ve played a crucial role in nurturing our furry friends. Meeting all essential needs- and more- I have skills in training, caring for, and loving animals as they deserve. Coming from a pet-loving family, my experience dates back to my formative years. I am a graduate student and therapist, with enough flexibility and autonomy within my schedule to treat your pet with TLC! Thursdays-Mondays are my most flexible times, depending upon the service requested. Let’s chat and figure out what works best so your pet is cared for when you are away. I live in a pet-friendly community with ample outdoor space to go on walks. The phrase, mi casa es su casa, applies to all of my guests - even my 4-legged friends. Your pet is allowed to enjoy the space fully, and can also be crated per the owner’s request based on the dog’s usual routines.

About: I’m the kind of person who stops to pet every dog I see (and yes, I remember their names). I’ve been caring for animals my entire life — from tiny kittens to senior dogs. I’m patient, playful, and good with all ages and temperaments. Whether your pet is full of zoomies or prefers a slow stroll, I’ll match their pace and make sure they feel loved every step of the way. Expect happy tails, fun adventures, and plenty of photo updates while you’re away! I'm currently working part-time on a set-schedule so I’m available for morning, midday, and evening walks, plus weekend care. Whether you need a last-minute walk or regular weekly visits, I do my best to fit your and your pet’s routine — early risers, night owls, and everything in between. Just send me a message, and we’ll make it happen! I respect your space and your pet’s routine — keeping their environment clean, comfortable, and familiar. I make sure they always have fresh water, the right food at the right time, and lots of attention. I send regular photo and text updates so you can feel confident your pet is happy and safe while you’re away. And I'm not afraid to clean up any "accidents."

About: I have experience as a zookeeper and I've trained all types of dogs for k-9 search and rescue. I have cared for all age ranges from newborns to senior dogs and cats. I am currently spending all my time dedicated to caring for animals of my own and others. I am available for whatever you may need I have a fenced in front yard with room for bathroom breaks. I also have 2 friendly pups at home that love to go on many daily walks and would love to play with you dogs or they can have their own space

“Miranda took great care of my 9yo lab mix, Milo. She is super and sweet and made us feel very comfortable. She was communicative and took lots of pics!”


“Carolina was truly 5 stars!! We needed a rover in a pinch and she was available and very accommodating to our sweet dog!! Highly recommend and will be using her in the future”


About: I’ve had a dog since I was around the age of 4 and have been taking care of it ever since. Also I have dog sat my friends’ dogs multiple times which included walking, feeding and playing with them. Making sure the pet is happy is very important to me so I try to always spend time during the day to play with my dog. On top of that I walk my dog a couple times a day everyday. I will spend some time with your dog to play with it and walk it multiple a day and I will feed it on time.

About: We both have always taken care of dogs since young ages. I would be lying if I said our dogs don’t run the show at our house! Many friends and family rely on us to make sure their pets are getting the best treatment possible while they are away. Boarding is very stressful for the pup and we like to know that we are making a difference in putting your mind at ease about your fur baby, along with giving the pup a stress free experience. I enjoy sending text updates and photos, I would want the same for my babies! We are self employed and create our own schedules, which allows us to be home more than someone working 9-5 if we leave the house it is for very short periods. Our dogs go in and out all day, so we like to make sure we are giving your pup the same treatment whether it is in our home or at yours! We have a fenced yard along with two friendly dogs for your dog to enjoy. We are also happy to crate your pup and/or crate our own pups so your pup can have the most comfortable stay. We are extremely flexible, and can do whatever you usually do for your pet.

“We are repeat customers and would not hesitate to book again in the future. Stephanie was amazing with our sometimes skiddish and sometimes grumpy Chihuahua. He warmed up to her right away! She is also very flexible and looks for solutions to potential scheduling conflicts as opposed to declining the request as I've had happen with other sitters. 10/10 would recommend!”


“I do not have words to express how wonderful Seth has been. On day 2 of our vacation he discovered a water leak, turned off the main water to the house for us, found a place for our cats where they would not be traumatized by restoration workers, and kept us informed about what was happening. We will never be able to thank him enough!!!!!”

Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Amy R.Star Sitter

“Amy is super reliable and great with our older dog and cat. We try to snag her as a repeat sitter any chance we get, whether it’s a quick check-in or longer stay.”


Christine G.Star Sitter

“Great communication and care!”


Mandi B.
“Mandi Bhatt is an incredibly hardworking individual. With every job and hobby she has, she devotes herself fully to it. She is reliable, always arriving early to any event, and you can depend on her to always get things done. In addition, she has a cat at home who she loves dearly. She is great with pets, and anyone would be lucky to have her watch her furry-friends.”


Erin B.Star Sitter

“Erin is an outstanding dog walker! She is incredibly professional, flexible, and always willing to work with you to accommodate your pet’s needs. Recently, I had an unexpected work trip and needed same-day pet walking. Erin didn’t hesitate to step in and help. She is so sweet and treats my dog as if he were her own, showing genuine care and attention every time. I truly appreciate her reliability and kindness, and I would recommend Erin to anyone looking for someone trustworthy and compassionate to take care of their pets.”


Danielle S.

“I can always rely on Danielle to respond quickly. She’s reliable and is a HUGE stress reliever knowing that my pup is being well taken care of. I’ve rebooked her numerous times now, and she has never disappointed”


Bradli A.


“Bradli was wonderful! Our cat is a little stand offish, but she warmed up and would hang out with Bradli. It was nice to get pictures and know that she was doing well. The morning after we came back, our cat was sitting by the door. I think she was waiting for Bradli to come and say hi.”


Ashton W.Star Sitter

“Ashton is so awesome! We have shy kitties and Ashton always takes great care of them. We always feel great about leaving our kitties knowing they are in excellent hands.”


Allison S.
“Allison allowed my husband and I to leave our two dogs for a week with confidence knowing that our fur babies and our home were being well taken care of. An obvious animal lover, Allison took care of them as if they were her own and left our house better than we left it.”


Victoria G.Star Sitter

“Victoria was so wonderful with my dogs. I was afraid of leaving them for a week but she was so kind and attentive. My dogs had no accidents and got their medications. They loved her and I would definitely hire again.”


Marina W.

“Marina is the best. She is super reliable. My cats adore her… probably because she showers them with treats and play time. I’ve run out of positive things to say after so many good reviews on her visits!”


Autumn D.

“Autumn did a fantastic job, and I could tell my cat was well taken care of. She followed all my instructions to the letter, kept me updated, and sent me the most hilarious photos of Kris, which all gave me great peace of mind. I came home to a happy and relaxed cat, and that’s all I could ask for. Thanks again!”


Ariel M.Star Sitter
“I highly recommend Ariel as a pet sitter! Having personally witnessed her incredible dedication to her own puppy, I can confidently say that your pet will be in the best hands. Ariel went above and beyond, ensuring that her dog not only got plenty of exercise but also received proper training and endless TLC. Beyond her natural empathy and love for animals, Ariel is also exceptionally organized, a skilled communicator, and attentive to every detail. She’s trustworthy, reliable, and would treat your pet as if it were her own! I can’t recommend her enough!”


Cadie B.
About: I’m the kind of person who stops to pet every dog I see (and yes, I remember their names). I’ve been caring for animals my entire life — from tiny kittens to senior dogs. I’m patient, playful, and good with all ages and temperaments. Whether your pet is full of zoomies or prefers a slow stroll, I’ll match their pace and make sure they feel loved every step of the way. Expect happy tails, fun adventures, and plenty of photo updates while you’re away! I'm currently working part-time on a set-schedule so I’m available for morning, midday, and evening walks, plus weekend care. Whether you need a last-minute walk or regular weekly visits, I do my best to fit your and your pet’s routine — early risers, night owls, and everything in between. Just send me a message, and we’ll make it happen! I respect your space and your pet’s routine — keeping their environment clean, comfortable, and familiar. I make sure they always have fresh water, the right food at the right time, and lots of attention. I send regular photo and text updates so you can feel confident your pet is happy and safe while you’re away. And I'm not afraid to clean up any "accidents."


Thomas P.
“Thomas is a very caring and loving person to animals. He cares for all animals from reptiles to mammals. He takes care of all of my animals and they love getting play time with him. He walks the dogs everyday and makes sure they get a lot of attention.”


Miranda B.

“Miranda took great care of my 9yo lab mix, Milo. She is super and sweet and made us feel very comfortable. She was communicative and took lots of pics!”


Carolina M.Star Sitter

“Carolina was truly 5 stars!! We needed a rover in a pinch and she was available and very accommodating to our sweet dog!! Highly recommend and will be using her in the future”


Ethan R.
“Ethan is sweet and caring and treats all animals as his own. He has taken exceptional care of his dogs since I've known him and I would instill my trust in him to take care of my animals if ever needed!”


Brianna & Daytwyn D.
“Brianna And Day have watched my Frenchie baby multiple times. They are extremely reliable and give me text updates which I love to receive while I’m away! Definitely will book again!”


Stephanie S.

“We are repeat customers and would not hesitate to book again in the future. Stephanie was amazing with our sometimes skiddish and sometimes grumpy Chihuahua. He warmed up to her right away! She is also very flexible and looks for solutions to potential scheduling conflicts as opposed to declining the request as I've had happen with other sitters. 10/10 would recommend!”


Seth E.

“I do not have words to express how wonderful Seth has been. On day 2 of our vacation he discovered a water leak, turned off the main water to the house for us, found a place for our cats where they would not be traumatized by restoration workers, and kept us informed about what was happening. We will never be able to thank him enough!!!!!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Cheswolde Area.
Rover makes it easy to find Cheswolde Area pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
