Pet Sitting & Drop Ins In Cheswolde Area
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: I provide reliable, compassionate pet care for busy pet owners who want peace of mind while they're at work, traveling, or away from home. My services include dog walking, cat visits, feeding, fresh water replenishment, litter box cleaning, and general pet care. I understand that pets are family, which is why I focus on giving each animal the attention, companionship, and care they deserve. During visits, I don't just stop by to feed your pet—I also spend quality time with them, providing playtime, affection, and companionship to help them feel comfortable and cared for while you're away. Whether you need regular dog walks, daily cat check-ins, or someone to keep your pets company during a trip, you can count on me to be dependable, attentive, and caring. My goal is to ensure your pets stay happy, healthy, and stress-free until you're back home. I have owned cats for many years. Since I generally work from home, my cat receives all of the attention he needs! I love dogs as well, although I do not currently own one. I show immense care for your pet as I know that your pet is a part of your family. I will always treat your pet as part of my family too!
“Bito took great care of our cats over a long weekend and sent lots of updates and photos during each visit, which we really appreciated. They spent extra time with our cats and were very communicative throughout the stay. We also came home to a very tidy house, which was thoughtful of them. Our cats seemed relaxed and well cared for when we returned.”


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 have been trusted caring for other's dogs and cats since I was 10 years old. I have much respect and get much joy from dogs love and enthusiasm. My schedule is somewhat flexible. It changes depending on the time of the year and my own animals care. This includes cats at home and horses (not at home). I am willing to care for your pets at your home. My (2) cats are not willing to share "their" home with others; it's their world, I'm just living in it.
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.

About: I’m an experienced and reliable dog caregiver with a background caring for dogs of all sizes and temperaments, including puppies, seniors, and more challenging breeds. I offer drop-in visits, walks, and overnight boarding, always focusing on keeping pets safe, comfortable, and well cared for. I work full-time with a rotating schedule, but I’m available all day on my days off and in the mornings on workdays for visits, walks, and feedings. I live in a quiet condo with open space nearby. I have a friendly dog for companionship or can keep pets separated if needed, with extra rooms and a crate available for safety.
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.
“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”


“Chelsea was amazing! She was reliable, responsive, followed instructions, caring, and prompt. I am super happy with my experience with her and plan on using her in the future!”

“Sierra did a wonderful job watching our pets while we out of town. She had no issues with their somewhat complicated feeding routine and giving my dog her daily medicine. We also received multiple pictures with every drop in, the dog seemed happy in every picture and the shy cats even started warming up to her. She even went above and beyond by taking out the trash and recycle. We will definitely be using Sierra again in the future!”

About: **Please Note: From May 18th thru June 16th during the week I will only be available for walks after 3PM. From June 29th thru July 31st during the week I will be available between 7-8:30 AM and after 5:30 PM. I am still available to accept dog sitting requests!** Hi! I’m a lifelong dog lover who truly enjoys spending time with animals of all sizes and personalities. Growing up, my family had a Shih Tzu named Peppa, and over the years I’ve cared for several dogs including a pit bull named Blu and my energetic little furball, Oreo. Because of that experience, I’m comfortable working with both small and large breeds. Friends often joke that I’m a “dog whisperer” because I’m naturally attentive to dogs’ personalities and needs. I believe every dog deserves patience, affection, and a safe environment while their owner is away. I have experience with basic grooming such as brushing, bathing, and teeth cleaning, and I’m happy to help keep your pup comfortable and cared for. While I don’t do professional trimming, I’m always attentive to maintaining your dog’s routine and well-being. Whether it’s walks, drop-ins, or overnight sitting, my goal is to make sure your dog feels safe, loved, and well cared for while giving you peace of mind. I’m reliable, communicative, and happy to send updates and photos so you know how your furry friend is doing. I look forward to meeting you and your pup! I have flexible availability, just let me know and I’ll work with you. I prefer morning and afternoons but if I know in advance I can work with evening schedules as well! There are plenty of grassy areas (including a huge hill that is popular for the pups to run down) surrounding my place. There are also some cool parks that I'd likely take your pup to. I aim to make your pet feel as comfortable/at home as possible.
“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!”

About: I’ve been taking care of pets since I was 15, I have two loving pets; my 5 year old chihuahua, Maui and my new kitten, Malachi. My skills would be that I am very observant and patient when it comes to pets. Hello so excited to work with!! I’m available anytime during the week, just not on Saturdays or Sundays. I’m flexible with scheduling and happy to work around your needs! I understand that pets are very important, I believe pets are like our babies. I always keep a close eye on pets; make sure they’re fed, hydrated, well rested, and of course having fun. ❤️

About: I’ve cared for a family dog and a dog of my own for 1 year. My own dog is a pitbull mix, who was high energy and untrained when I adopted him. I have experience with all kinds of training levels and dog strength and am excited to meet your animal! I also foster dogs when I can I work full time and am out of the house for 9 hours 8-5 Monday-Friday, but my routine includes feeding and a short walk in the morning, followed by an extended walk and dinner in the evenings. Lots of snuggle time at night! I live in a community with a lot of greenery and space to walk dogs, as well as a dog park for them to run around unleashed!

About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.
About: I’ve been caring for my dogs for about 9 years now, and they truly are my babies!! I currently have a Siberian Husky and a German Shepherd, and we recently added a Golden Retriever puppy to the family!! So my puppy skills are definitely fresh right now 😊 I’m very used to high energy dogs, lots of playtime, long walks, mental enrichment, cuddle sessions, and making sure every pup feels safe, happy, and loved. Whether your dog is super playful, shy, or just wants extra TLC, I’ll always treat them like one of my own. I recently graduated from UB with my bachelor's degree and am currently in the process of applying for jobs! That means I have a very flexible schedule and plenty of free time throughout the week, so I’m typically available whenever you need care. I’m happy to work around your schedule and make things as easy as possible for both you and your pup. Your pup's safety and comfort are always my number one priority. I make sure to follow your instructions exactly, whether that’s feeding routines, walks, meds, or small things that help your dog feel at ease. I’m very mindful during walks and outdoor time, always keeping dogs securely leashed and being 100% aware of our surroundings. When I’m in your home, I respect it like it’s my own space. I keep everything clean, double check doors and gates, and make sure your pup is safe and settled before I ever step out.
“Sophie watched our pet over an extended period - nearly 3 weeks. She is dependable, meticulous about following the instructions we left, and a great communicator. She took great care of SH. I would not hesitate to hire Sophie again!!”
Over 1,075 pet parents in Cheswolde Area have booked pet sitting
Cheswolde Area pet parents share their Rover experiences
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!

Shakiyla was an absolutely fantastic sitter! She is so knowledgeable about how to care for a big, very loving but also high energy dog like my Alba, and I felt very comfortable knowing my baby was in her care while i was so far away. She is professional, kind, responsive, and an excellent trainer as well, and I will absolutely be requesting her services in the future. Highly recommend, especially if you have a bully breed dog!

Popular requests near you
Select a filter and find qualifying Cheswolde Area sitters!How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Cheswolde Area is $20
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.
Sitters in Cheswolde Area average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cheswolde Area on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Cheswolde Area pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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.







