Pet Sitting Chesapeake Ranch Estates-Drum Point

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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Chesapeake Ranch Estates-Drum Point, 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.

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Sitter Profile Image: Hannah A.
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Hannah A.
from
$15
per visit
5.0 out of 5 stars
• 17 reviews
7 repeat clients
5 years of experience
Lusby, MD, 20657

“Hannah was wonderful with our dog. She had great communication and she also was able to come last minute when our other sitter canceled. I will definitely be requesting her again!”

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Stephanie S.
Sitter Profile Image: Rosie J.
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Rosie J.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 13 reviews
3 repeat clients
22 years of experience
Lusby, MD, 20657

“Rosie was quickly responsive to my last minute request, was prompt, sent pictures, and communicated a concern that helped make her care the best for our Natty. Thank you, Rosie!”

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Colleen D.
Sitter Profile Image: Anna O.
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Anna O.
from
$20
per visit
5.0 out of 5 stars
• 1 review
20 years of experience
Lusby, MD, 20657

About: I’ve been taking care of animals for friends, family and coworkers for over 20 years and I’m comfortable with any and all animals. I currently work at a Vet office where animals are my specialty and I’m trusted with others animals. I know of medical terms and how to give basic care until help arrives (if necessary). I pet sit for older people that just need a little bit of extra help, and I’m happy to do it! I love seeing smiles on peoples faces knowing their pups, cats, bunnies, etc are being taken good care of. I have open availability! Open schedule for whenever I’m needed. I have a side job, but I do it when I want to and don’t have a set schedule with that job. I’m self employed basically. I make sure they have water and food whenever they’re scheduled which is usually 8am for breakfast and 4pm for dinner. I don’t let my cats out ever, I don’t really like having cats outdoor like that unless that’s how they were raised. I make sure their litter is clean and taken care of at least twice a day and make sure the dogs are getting walks, pets and snacks. Just making sure the animals are comfortable really is my goal.

Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$20
per visit
5.0 out of 5 stars
• 70 reviews
17 repeat clients
20 years of experience
California, MD, 20619

“We absolutely love using Caitlin and will only ever use her when possible! Our animals are always extremely well taken care of and the communication is more than we could ever ask for. We always know our furry friends are in the best hands when we have her check in on them. Will reccomend over and over again!”

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Allison T.
Sitter Profile Image: Victoria V.
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Victoria V.
from
$30
per visit
5.0 out of 5 stars
• 61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

“Torrie is amazing with my dog, Boston. She is always very communicative and sends photos with updates. Highly recommend and will definitely be requesting services in future!!”

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Jaclyn A.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
• 38 reviews
16 repeat clients
20 years of experience
California, MD, 20619

“Best sitter you can ask for. Shemoy would drop in for a visit to check on my babies. She’d make sure they got exercise, cleaned any messes, and sent the cutest photos on her way out. 10/10 would recommend!”

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Tylandous G.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Lexington Park, MD, 20653

About: I have a variety of pet care experience, from a board in kennel worker, to a kennel technician at a humane society, and my own lived experience with 5 different dogs across my lifetime. I've never met a dog I couldn't get along with! I'm patient and give all the care I can to any animal in my care! I'm a substitute teacher with SMCPS. I am free after 3 every day. But I am always happy to house sit to make sure your dogs are properly cared for. The weekends are completely free and I would be happy to watch your dog or cat all day on the weekends!! When I'm taking care of pets, I follow whatever routine is given to me as closely as possible. This includes regular feeding, letting dogs out to the go to the bathroom or play, and sitting with the dogs as much as I can, whether that be in the same room with them, or actively petting and playing with them. I try to be as present and caring as possible and I will follow any rules you have for your animals!

Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 16 reviews
7 repeat clients
30 years of experience
Callaway, MD, 20620

“Needed last minute help and India pulled through! She made a stressful day easier by walking and playing with our puppy. Will definitely be using again!”

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Eh R.
Sitter Profile Image: Kristina B.
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Kristina B.
from
$14
per visit
1 year of experience
Ocean city, MD, 20636

About: I’m already someone who loves being home, going on peaceful walks, and keeping things cozy, so adding a furry friend to the mix just makes everything better. I treat pets like little VIP guests and I make sure they get plenty of attention, affection, and a routine that feels calm and predictable for them. I always try to match whatever your pet is used to so they feel safe and comfortable. If I’m watching your pet in your home, I keep their routine exactly how you have it. They will have their meals on time, daily walks, play breaks, and plenty of cuddles. I’m very detail-oriented, so I pay attention to the small things like their favorite toy, how they like to be greeted, or where they prefer to nap. If I’m caring for them in my home, they get a clean, cozy environment, lots of love, and a peaceful space to relax. Whether your pet is energetic, shy, or somewhere in between, I adjust to what makes them feel happiest. I genuinely treat every pet like they’re my own and give them spoiled-in-a-good-way kind of love. I’m patient, observant, and good with pets who may be a little shy or anxious. I have a patient personality and animals tend to trust me quickly. I’m also extremely reliable and communicative, so you’ll always know how your pet is doing. I’ve cared for a variety of pets from rambunctious puppies to senior dogs. I tailor my care to each pet’s personality and needs.

Sitter Profile Image: Colleen S.
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Colleen S.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Callaway, MD, 20620

“Colleen was prompt, attentive, and communicative. We have her booked again.”

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Kellie H.
Sitter Profile Image: Sara J.
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Sara J.
from
$25
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
California, MD, 20619

About: I have been taking care of animals for as long as I can remember. I have spent time volunteering at the local shelters. I have a passion when it comes to animals. I am currently a waitress serving nights. I am free during the morning and daytime hours to spend time with your animals while you’re working! I have a 2 year old daughter that will be joining me for daily walks/check ins. Please make sure your animals are okay with small children.

Sitter Profile Image: Riley h.
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Riley h.
from
$14
per visit
8 years of experience
Lusby, MD, 20657

About: I have pet experience with staying at people’s homes for over seven nights to care for their pets. I communicate clearly, provide updates, and follow instructions. I have a flexible schedule and can work with pet parents to find times that fit their needs. I’m available for dog walking, drop-in visits, and pet sitting, depending on the day and time. I’m happy to discuss scheduling ahead of time to make sure your pets receive the care, attention, and love they deserve! I prioritize keeping pets safe, comfortable, and happy in their own home. I follow each pet parent’s instructions, keep their space clean, provide fresh water, and make sure they receive plenty of attention. I communicate with owners regularly and send updates so they can feel comfortable knowing their pets are in good hands.

Sitter Profile Image: Madysen M.
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Madysen M.
from
$15
per visit
1 repeat client
17 years of experience
Hollywood, MD, 20636

About: I have taken care of dogs ever since I was little. I’ve grown up with them. At the age of 15 I started dog sitting doing things such as feeding, walking and playing with the dogs. I even stayed over if need be. My availability is very quite open at any time of day, I love to run and play with pups as part of my daily routine Unfortunately due to housing situations I am unable to bring your pup to me but I am more than capable to come over to your pup and play, run, even give them some treats and stay with them

Sitter Profile Image: Angel K.
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Angel K.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
3 years of experience
Port Republic, MD, 20676

“Angel is awesome! Our cat was treated to a vacation, too, during her twice-daily visits filled with attention and brushing. We enjoyed the photos and reassuring reports—we would 100% recommend Angel!”

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Lisa D.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
5 years of experience
Lexington Park, MD, 20653

“Katie did great with my two furbabies and sent several photos! Will definitely have her come back!!”

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Lauren V.
Sitter Profile Image: Christina C.
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Christina C.
from
$40
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

“Christina is an amazing animal person. She has gone above and beyond for us on more than a few occasions. When one of our cats became I’ll and we couldn’t find a vet to get us in, she made a few recommendations and we were into one that day. I wish we could bring her with us but moved out of the area.”

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Karl K.
Sitter Profile Image: Cathy D.
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Cathy D.
from
$40
per visit
5.0 out of 5 stars
• 43 reviews
10 repeat clients
25 years of experience
Broomes Island, MD, 20615

“Cathy has won Ranger’s heart! ❤️ Last night was the first time we ever had someone do a drop-by/night-night visit for Ranger and it could not have gone better. Cathy sent photos of their visit and when we returned home, Ranger was happy and calm (no separation anxiety behaviors as in the past). So grateful! This is the beginning of a fantastic relationship! ?????”

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Eileen M.
Sitter Profile Image: Wade L.
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Wade L.
from
$10
per visit
2 years of experience
Park Hall, MD, 20667

About: I used to have a dog as I grew up and took care of it for many years and have recently helped take care of my landlord's dog as well. I live in a subdivision so I am more than aware of the practice of curbing the dog. I am very special with pets and love taking care of them. I will make sure your pet gets plenty of attention and all the care it needs and not just the bare basics of food water and walks. I also have taken care of a cat too so I am more than willing to take care of cats as well, but I strongly prefer to take care of dogs only. I love dogs of all breeds and sizes.

Sitter Profile Image: Gary M.
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Gary M.
from
$20
per visit
4 years of experience
Prince Frederick, MD, 20678

About: I have been around animals for nearly all of my life, and have made it my life mission to assure the care and comfort of as many of them that come into my path as possible. As a former senior level kennel worker at a doggy daycare, a previous small animal specialist at various retail stores, and with animal shelter volunteer hours under my belt, I am surely qualified and would be elated to take care of your babies when you’re either away or have other priorities to focus on. As of a few months ago, I was working full time at a doggy daycare in Hughesville, where I fed, bathed, walked, and played with clients dogs all day. For over 2 years I was one of our two Senior staff members, meaning that I was also responsible for running the daily staff and assuring the safety and security of the pets at the facility. My additional duties included keeping track of feeding schedules, medication, and potty breaks to ensure the health of the animals as well. I love animals with all of my heart, as it is my life mission to assure each animal that crosses my path gets the maximum amount of care and love that I can give them (even if that’s just a head pat for a baby passing by!!) I currently do not work full time at the moment, as my priorities have shifted toward finishing my college degree at UMD, most of which is online, giving me more than enough time in my schedule to care for animals that I would be responsible for, whether that be feeding, walking, petting, or all of the above! I also am comfortable with house-sitting with the animals, and have had plenty of experience doing so. I typically very early mornings, and am awake until around 11, but that can always be adjusted per need request. Personally, my dog always came to my work with me where he was able to be around me for the majority of the day. When we are home, he is walked before my morning coffee, and every 4 hours after that. I have a pretty decent sized yard, and he loves playing fetch with any ball when we aren’t on walks. My baby only likes to eat at nighttime, so that’s when he is fed, as he is a small boy who would prefer to leave his food alone during the day. Understanding each individual dog, not only what nutrients they require, but how exactly they should eat as well, is very important. When we are not walking on a leash or playing in the yard, he is inside my home where we play with his favorite plushie toys! Come afternoon time, he gets one, out of a selection of delicious treats to assure his happiness and comfort throughout the day. Whatever way that the client prefers, I would assure the same level of happiness and comfort with their dog too!

Sitter Profile Image: Cara P.
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Cara P.
from
$35
per visit
5.0 out of 5 stars
• 6 reviews
18 years of experience
Broomes Island, MD, 20615

“Cara was great with my special needs hedgehog Ilah who needed daily oral medication as well as with my cat Nancy. She even made us a Christmas ornament from Nancy's paw print. Definitely recommend Cara and will be booking again in the future.”

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Allison S.
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Pet parents share their Rover experiences - Chesapeake Ranch Estates-Drum Point

1 / 1
5.0 out of 5 stars

Hannah was amazing!! She came over before we left town to meet our doggos, and took great care of them while we were gone. Will definitely be using her again!

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Skyler K.
Drop-In Visits
5.0 out of 5 stars

Kim does a fantastic job taking care of my pups! She is also very reliable and punctual. Thanks so much for all you do!

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Karen L.
Drop-In Visits
5.0 out of 5 stars

Communicated consistently. Was able to follow different medicine instructions for each cat. Will book again.

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Jenna S.
Drop-In Visits
5.0 out of 5 stars

Beau was great and very communicative every time he dropped in. He went above and beyond for our pets even taking them on extra walks when our puppy seemed to have a lot of energy!!

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Alayna H.
Drop-In Visits
5.0 out of 5 stars

Rosie did an awesome job. Her care and feedback for my pets was awesome. Even turning on the ac for everybody once it was getting hot. He attention to detail and compassion make her derive a 10/10

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Emma V.
Drop-In Visits
5.0 out of 5 stars

Jennifer is amazing. It was our first time using Rover so I was anxious but Jennifer quickly removed all doubt. She sent great pictures and my dog was happy. I will use her again

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Veronica J.
Drop-In Visits
5.0 out of 5 stars

Kayla is wonderful with my fur babies, to the point that one of my scardy cats (when other people are at the house), comes out for her. I truly appreciate her for that.

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Kim K.
Drop-In Visits
5.0 out of 5 stars

Sarah continues to great with my American Bulldog Nova and helped with getting a consistent schedule for her.

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Cliff H.
Drop-In Visits
5.0 out of 5 stars

Our timid little dog took to Sarah immediately! Sarah was delightful and felt like a member of the family by the time she left. We will trust her with Annie anytime we are away! ❤️✨

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Linda S.
Drop-In Visits
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FAQs for Pet Sitting - Chesapeake Ranch Estates-Drum Point

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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