Pet Sitting Chesapeake Ranch Estates

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Chesapeake Ranch Estates, 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
• 15 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: Alexandra B.
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Alexandra B.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Kerri L.
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Kerri L.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

About: I absolutely love all animals!! I have a Beagle that is great with other dogs and children! I work from home and have a large fenced yard that dogs love! I am ready and available to host your pups for overnight needs or come walk your dog(s) so that you can focus on other needs! If I host your dog overnight, I prefer a housetrained pup but am flexible with that. Expect lots of pictures while your furry family member is here ! I work from home so will be home throughout the day, with the exception of short errands runs. If your pupper needs a crate, please feel free to bring one! Large fenced yard for lots of outdoor time. I have dog beds throughout the house for sleeping, and dogs beds outside for lounging and sunbathing!

Sitter Profile Image: Sarah C.
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Sarah C.
from
$15
per visit
4.9 out of 5 stars
• 27 reviews
13 repeat clients
20 years of experience
Lusby, MD, 20657

“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.
Sitter Profile Image: George S.
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George S.
from
$25
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
19 years of experience
St Leonard, MD, 20685

About: I love all animals especially dogs. I think they are the most loyal and loving animals on this earth. I have over 19 year of caring for dogs of all sizes. I have trained all my dogs myself, and they are very well behaved. Dogs love me and they will be in good hands. I can crate your dog if you require and work on obedience training. I have over five acres that the dogs can run around and play, supervised of course. I have two dogs Latte and Brown and they provide great company to their visitors. I can provide pickup and drop off service. Cost is based on distance. Feel free to send me questions. Free meet and great upon request, and I can bring Latte and Brown for introductions.

Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
California, MD, 20619

About: I’ve taken care of family friends and neighbors pets before and I also work at a kennel part time so I have experience with many different types of dogs! I’m currently working part time, so I can easily fit boarding or walks into my schedule! I can take care of boarding throughout the week, I would just have to let them out early in the morning before going to work for a couple of hours! I will do whatever the client is comfortable with their dog doing! I believe it’d be best to keep up the same schedule as if the owners were still home, if possible.

Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Lusby, MD, 20657

“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.
Sitter Profile Image: Carrie N.
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Carrie N.
from
$30
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
St Leonard, MD, 20685

“Amazing dog sitter!! She is very kind and trustworthy. She also sent lots of photos of my dog, which I loved. I would definitely recommend her and will be rebooking with her!”

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Jordan C.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$35
per visit
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“Elizabeth is always consistent, responsible, and kind. I appreciate that she visited my fur baby despite the snow. She’s my go-to cat sitter!”

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Kelsey W.
Sitter Profile Image: Abi S.
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Abi S.
from
$20
per visit
4 years of experience
Solomons, MD, 20688

About: I have a golden retriever of my own, and have been dog sitting, walking and taking care of other families and friends dogs for about 5 years. I am home from college for the summer, and taking classes at night. I am available during the day and mornings, and have fairly open weekends. I have experience walking pets, feeding them, giving them medication if needed, or just spending time with them while their owners are away! I love sending photos and videos to their owners while they are away.

Sitter Profile Image: Ashleigh H.
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Ashleigh H.
from
$14
per visit
8 years of experience
Hollywood, MD, 20636

About: My love for animals started the day a stray Bassett hound wandered into my garage at the ripe age of 4. Ever since then I have taken in all animals under my care as my own! I love take care of all the furry friends! I have personally owned puppies, big dogs, cats, fish, hedgehogs and gerbils - although not at the same time (could you imagine, yikes) and watched after the same! I have done any and all visits whether it is a quick play date or a longer visit due to vacation! I enjoy building a long term relationship to provide a dependable sitter throughout the year! I have a child in elementary school and work at a high school during the day. If and when an overnight sitter is needed, I assure you I make arrangements prior to accepting to give my 100% to your fur baby! I like to mimic the care the dog has at home to make sure they are most comfortable. In the beginning I expect normal hesitation, so I am patient and playful to earn trust until everyone is comfortable.

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: Jessie C.
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Jessie C.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
4 years of experience
St Leonard, MD, 20685

“Took great care of the cats, including one very high maintenance 18+ kitty who frequently has litter box issues and has daily meds. Jessie C. kept the box (and the cat’s accidents) cleaned up and cats well looked after.”

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Sarah B.
Sitter Profile Image: Breanne S.
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Breanne S.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
California, MD, 20619

“Bre did an awesome job watching our puppy and kitty.. They were so happy when we got home. She took Peanut on nice walks and Loki was super happy. We would love to have her watch them again int e future.”

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Kristin K.
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: Valerie P.
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Valerie P.
from
$15
per visit
15 years of experience
Port Republic, MD, 20676

About: I have been pet sitting and caring for neighbor's pets since a teenager. They have always trusted me with their pets and know I will be cautious and attentive. I am currently a stay at home mom to a toddler and we are looking for extra income. I have lots of time to entertain your pets and take care of them. I have a nice neighborhood with lots of scenery for walking your pet. You're pets will love hanging around the house with me and playing all day!

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: Victoria A.
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Victoria A.
from
$20
per visit
5 years of experience
Port republic, MD, 20676

About: I love animals with all my heart. I’ve never met a pet who hasn’t loved me. I agree with the statement that animals are very energy in tune and I’d like to think so am I! I’ve done lots of dog sitting and cat sitting jobs for people close to me and they’re satisfied with how I did, so you 100% will be too. Your pet is in responsible, attentive hands. I have a free schedule and I’m in desperate need of a side hustle. I have too much free time and I think this would be the perfect thing to book my schedule with, especially because of how much I love being outside and animals. I’m very mindful of the safety even of my own animals so your pet is in the best of hands. Although my yard is not fenced, I take my dog out for walks leashed and for the few times she has escaped, I’m not near any major roads for there to be any accidents or for her to be in harm’s way. I am very vigilant and I would never put your animals or my own at risk because pets are apart of the family and I’d never let anything happen to a family member, even yours.

Sitter Profile Image: Michelle B.
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Michelle B.
from
$20
per visit
25 years of experience
Port Republic, MD, 20676

About: I am a lover of all animals and always have been. I had a dog growing up and currently have a spoiled dog named Snickers. I used to help a friend groom dogs also. I am currently between jobs so I am available and want to keep myself active during this down time. I have a dog of my own but I figured spending more time outdoors and with animals will be beneficial to my mental health. I walk my dog multiple times a day around our neighborhood. We often go to the beach where he loves to explore. Occasionally, we will go to the dog park. I have house-sat for other dogs in their homes, and when we aren't outside playing, I will cuddle on the couch and watch movies with the animals and give them lots of pets.

Sitter Profile Image: Jeanine H.
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Jeanine H.
from
$22
per visit
1 repeat client
25 years of experience
Prince Frederick, MD, 20678

About: Hey there! I’ve been caring for animals for over 25 years…or really, my whole life! From dogs and cats to birds, hamsters, bearded dragons, and even fish, I’ve shared my life with animals of all kinds. I currently live with four cats who have taught me even more about patience, play, and intuitive communication. I’ve also helped friends with pet care, walked dogs of all sizes, and provided loving attention to pets while their humans were away. Animals tend to gravitate toward me, and I feel deeply connected to them. I believe in meeting each animal where they are, tuning into their energy, and ensuring they feel safe, seen, and nurtured. Whether it’s a playful walk, cozy check-in visit, or overnight care, I’m committed to showing up with love, attentiveness, and a calm, grounded presence. Your pet will be treated like one of my own! Pet care fits beautifully into my current schedule. I’m seeking flexible work that keeps me close to home so I can care for my four cats and continue pursuing my passion for baking. My days are open and adaptable, and I love spending time with animals. I’m currently available most days and times, and I genuinely enjoy being outside for walks or tending to pets’ unique needs. This work is a natural extension of my lifestyle. I treat all pets like family, tuning into their needs with care and calm energy. Whether in my home or yours, I create a peaceful, loving environment. I’m attentive to each pet’s unique personality, maintain clean spaces, and follow feeding or medication routines exactly. My four cats are well-loved and cared for, and I bring that same intention and presence to every animal I care for.

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Pet parents share their Rover experiences - Chesapeake Ranch Estates

1 / 1
5.0 out of 5 stars

Hannah was awesome with my pups and hope to use her again in the future. 100% recommend her for anyone looking for care for there a animals.

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Brian J.
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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How to book pet sitting

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FAQs for Pet Sitting - Chesapeake Ranch Estates

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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