Pet Sitting Cheswolde Area
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 3,472 pet parents in Cheswolde Area have booked pet sitting
Cheswolde Area, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Angel is amazing! She communicates very well and swiftly. She pays attention to your dogs food and water intake. Will even go the extra mile by washing out the water bowl. A great sitter overall!!”

About: I grew up always having at least one dog in the house. I have previously worked for a dog rescue, both as a volunteer dog walker and an employee (marketing, but we always had dogs around and I learned so much about their care!). I personally have had an amazing pit bull named Luna for 9 years - she is leash reactive so I also have experience dealing with hard-to-walk pups! I am a freelancer who works remotely and sets my own hours. I can work around your schedule and your pet’s needs to provide them care. I know that every dog is different and some need more specific care. I am here to follow your instructions and provide your pet care as if they were my own!
“Kaitlin dropped in on our cat daily while we were away. She communicated frequently to let us know when she would be coming and sent photos. She even went back to see our cat a second time on the first day because she didn’t realize there was a check in feature. We will definitely be using Kaitlin next time!”


About: I have extensive experience caring for a wide variety of animals and have been working with pets since I was 14. I’m passionate about helping animals and have experience supporting injured animals by getting them to rescues or helping care for them until they could receive proper support. I also have a dog named Oliver, who I adopted from a shelter 8 years ago, which has strengthened my patience and commitment to creating a calm, safe environment for pets. im full time in school at towson but my schedule is pretty flexible:) especially on the weekends or after or before classes im available completely I tend to be very cautious about who watches my dog because I care about him deeply and know he has a unique personality. Because of that, I’m always happy to follow any rules, preferences, or routines that help someone feel more comfortable. I truly understand how hard it can be to trust others with our fur babies, and I’m willing to go above and beyond to help create a safe, comfortable environment.

About: I had been taking care of my family’s chihuahua and poodle growing up, and I was a sitter for my friend’s Munchkin cat for one year. My friends would always come to me to check on their cats whenever they were out of town. I’m currently taking care of a kitten of my own. I’m currently a full-time grad student, but I’m usually free after 6 pm during weekdays. I have more availability on weekends, and I’m happy to accommodate to the client’s schedule. I have a young kitten in my house right now, but I fenced the entry to her floor. Your fur babies can either snuggle with her or can be housed separately on other floors.

“Chelsea is awesome! She’s watched and walked my large pit pup four times in the last couple of months - she’s super responsive, communicative, reliable and flexible. 15/10 recommend 💛”
About: I am a medical student looking to help care for pets in my community! I grew up with dogs, cats, rabbits, lizards and frogs... oh my! I adopted two cats in the last year and have loved every minute of being their cat-mom. I have always been an animal person and pride myself on working hard, being timely and treating all creatures with the love they deserve. I am a medical student with a flexible schedule, so I am able to accommodate to your pet's needs! I can often do classes from home which allows me to set my own daily schedule most days of the week- perfect for taking a study break to walk your pup or check in on your furry friends at home! I live in apartment in Arlington but have access to safe, side-walked neighborhoods for walking your dog around! If staying in your home, I will care for your pets exactly as you would like, with genuine care, trust and a love for animals being at the core of who I am and what I do!
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.
“Stephanie is great! She had no problem setting up a meet and greet so we could get to know her a little before we booked her. She's done a few visits for us already and the pets love her. We hope to continue using her for drop-in visits and house sitting.”

“Bito was an absolute saint with our two boys. Nothing felt rushed and Bito truly spend quality time with them while we were away. Thank you for everything.”

About: My dad was a veterinarian and my mom was a vet technician, so I've always lived in a house full of pets. I've taken care of and house-sat for both dogs and cats, and even had a few goldfish. I've taken care of dogs of all ages growing up and love watching them grow! I'm currently awaiting an assignment on a wildfire team, so currently have plenty of time to go for walks and check in on pets/ When caring for pets in a client's home, my top priorities are maintaining their established routine, ensuring their safety, and providing reliable peace of mind for the owner. * **Following Established Routines:** I strictly adhere to the owner's instructions regarding feeding schedules, medication, exercise, and house rules. Keeping their environment and daily rhythm consistent helps minimize stress while their family is away. * **Safety & Home Security:** I maintain complete focus on safety, ensuring all doors, windows, and gates remain secure. During walks, I stay vigilant of surroundings and leash mechanics to avoid potential hazards or unwanted interactions with other animals. * **Attentive Care & Exercise:** I provide high-engagement attention, whether that means active exercise, interactive play, or quiet companionship depending on the pet’s energy level and age. * **Respectful House Care & Communication:** I treat the client's home with absolute respect, leaving things tidy and secure. After every check-in or walk, I send a brief update with photos so the owner knows their pet is safe, relaxed, and well cared for. I approach every home visit with patience, clear attention to detail, and the same high standard of care I would expect for my own pets.
“Casie was patient with my rambunctious kitten and compassionate toward my older cat. She also made sure to document and update me daily. Her hard work allowed me to relax and enjoy my vacation. I hope to work with her again for my next vacation.”


“Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!”

About: I have owned my own kitties for 15+ years. I have also fostered medical and special needs cats and dogs for 3 years as well. I will love your babies like my own! I am currently not working so I am available full time. I do require 1 days notice for bookings and 1 day cancellation. However, please feel free to contact me to discuss specific times and details. I have a big 2 bedroom condo and 2 kitties who love other animals! I am also able to follow any crating instructions your pet may require.
About: I’ve grown up around dogs of all ages, sizes, and breeds, and I absolutely adore animals. I adopted my own dog three years ago and have learned so much about what it takes to care for your own pup. I am local to the Roland Park area but I have my own car so I’m willing to travel. I am a young real estate agent so my schedule is very flexible to you and your dogs needs. I have also grown up with several anxious dogs and do not get along well with other dogs so I am fully understanding of those situations and willing to work with dogs who may be a bit nervous. I am a realtor in the Pikesville area, but I personally live in Roland Park. The schedule of a realtor is extremely flexible and I am able to make my own schedule. I am available for walks or drop-ins throughout the entire day! Firstly, it is important to me as someone who owns a very anxious dog to establish a good initial relationship with your dog. My dog gets lots of exercise, love and attention and I would absolutely provide the same for yours! On walks, I would make sure that your dog is secure in any materials you provide, well as our surroundings on the walk. I’ve grown up around dogs since the day I was born, I am used to feeding them, walking and playing with them.
“Esther is THAT GIRL! She is familiar with our fur babies, gentle, respectful of their space and their personalities. This is our second time booking Esther and we plan to book her again, if she’s available. Esther thanks for being amazing and professional. 🙏🏾”

“Haile responded on very short notice and was great with my cat, Joseph. She sent photos and updates which made me feel very comfortable and gave me peace of mind. I would absolutely recommend her to anybody looking for a sitter.”


“Mia is the only sitter you need. She was super communicative and I felt that she took time to play and love on the kitties. All three of my cats were so happy and content when we came home from our trip, it’s like we weren’t even gone! They were in good hands :)”

The median cost per visit for pet sitting in Cheswolde Area is $20
Pet parents share their Rover experiences - Cheswolde Area
Emily is conscientious, punctual, friendly, and clearly loves cats. My cat Lilah instantly felt at ease with her, even though she typically hides from any new people for a day or two. But with Emily, Lilah felt safe to emerge for brushing starting with her first visit! She also provided informative updates including photos at every visit, and took care of the litter as well. I know that Lilah will always be in good hands with Auntie Emily!

Hayden is a great pet sitter, I would highly recommend you book her. She took great care of my two cats, provided me with daily updates, photos, and was willing to help in any way. She helped keep the litter box clean, fed the cats on-time, and played with them before leaving.

I would highly recommend Xuan!! My dog was very content when I came home … walked, fed, water bowls filled, and a very happy dog! I could not have asked for a better person to take care of my fur-baby while I was away. Also, Xuan is very respectful of another’s home. I will definitely schedule Xuan again!!
Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!

Iman was absolutely fantastic with my dog, Ammo. She was always on time, extremely attentive, and provided detailed updates after every walk, which gave me great peace of mind. She was also very considerate about the weather, always reaching out during extreme heat or rain to make sure Ammo would be safe and comfortable before heading out. She followed every instruction I left perfectly and clearly cared about Ammo's well being as if he were her own. I couldn't have asked for a better experience, and I will definitely be booking with Iman again. Highly recommend her to anyone looking for a reliable, caring, and professional dog walker!

Erika was wonderful with my two kitties! They were going through a finicky stage so I had to transition them to a raw diet which was a bit detailed. Erika followed everything to the letter! I love that she sent me daily photos. It was very much appreciated! Thank you Erika for giving the love and care ❤️

Lindsay was perfect! Communication was easy and timely, we met for a walk around our neighborhood prior to her watching our pup. She sent pictures during her visits with Buster and made sure he got all the pets and love! Look forward to booking with her again!

Book with peace of mind
- 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.

Why Choose Rover?
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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.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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