Dog Sitting in Leonardtown

Book a Leonardtown dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Leonardtown dog sitters

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: Kiera W.
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Kiera W.
from
$16
per visit
5.0 out of 5 stars
2 reviews
7 years of experience
Mechanicsville, MD, 20659

Kiera was on time and took good care of my pups while I was on vacation. Would definitely have her in my home again.

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Rebecca T.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$20
per visit
5.0 out of 5 stars
107 reviews
26 repeat clients
20 years of experience
California, MD, 20619

She was very accommodating on short notice. Brought a package inside. Followed instructions well. Her report described both dogs personalities perfectly. Thank you Jordan!

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Amanda S.
Sitter Profile Image: Virginia E.
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Virginia E.
from
$20
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
40 years of experience
Clements, MD, 20624

Virginia is patient and so kind with our girl! She’s always prompt and sometimes even stay longer to ensure our dog is comfortable! I can’t recommend her enough! 5 stars!!!

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Amechia F.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$15
per visit
5.0 out of 5 stars
4 reviews
20 years of experience
California, MD, 20619

About: I work from home with a flexible schedule. I have experience with puppies and older dogs as well. No matter the age, the work day is a long time for them to be alone and I’ll get them outside for potty and back in for some pets and snuggles. I currently work from home with a flexible schedule. I have base access and can also get them to the vet if you can’t get away from work. I will come over and ensure your home is safe and secure upon entering and leaving. If they’re not sleeping in the living room I’ll go find them in the house and get them outback in your fenced yard or on a walk to get their potty and exercise break in.

Sitter Profile Image: Carly C.
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Carly C.
from
$15
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
9 years of experience
Leonardtown, MD, 20650

Did amazing with my cats. They loved having her take care of them and definitely will use Carly next time I need someone. Wonderful job.

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Tanner M.
Sitter Profile Image: Madison H.
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Madison H.
from
$20
per visit
7 years of experience
California, MD, 20619

About: I am a responsible and dependable college student who genuinely enjoys caring for animals. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and well cared for while you're away. I am attentive to feeding schedules, exercise needs, medications, and any special instructions provided by owners. I also believe in keeping pet parents updated with regular messages and photos so they can have peace of mind while their pets are in my care. In my own personal experience I have worked with pets ever since I was 13 and have loved animals my whole life. I have watched multiple animals at one time, administered medication, provided walks, provided cuddles/play times, and provided over night stays for the past few years. Whether your pet enjoys long walks, playtime, or simply having a calm companion around, I will provide patient and loving care tailored to their needs. My goal is to treat every pet as if they were my own and ensure they receive plenty of attention, affection, and care. I am currently working a part-time internship related to my major for school. This internship only takes up 15 hours of my time during the week. I am available to play and care for your pets any time during the weekend and when I am not working. As I do not have my schedule yet, I estimate most of my time will be spent with your pets in the evening during the week and whenever we can make work! I am very flexible. Safety and comfort are my top priorities when caring for pets. In a client's home, I follow all care instructions carefully, including feeding schedules, medication routines, exercise needs, and any household rules. I make sure pets have fresh water, a clean environment, and plenty of attention and companionship while their owners are away. I understand that pets are often most comfortable in their familiar surroundings, so I work to maintain their normal routine and minimize stress. I also pay close attention to any changes in behavior or health and will communicate promptly with owners if I have any concerns. I treat every home and pet with respect, keeping living areas clean, securing doors and gates, and ensuring pets remain safe at all times. I provide regular updates and photos so owners can have peace of mind knowing their pets are happy, comfortable, and well cared for.

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: Kathryn A.
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Kathryn A.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

About: I’m an experienced, reliable, and responsible pet sitter who truly loves animals. I understand how important it is to have someone you can trust to care for your pets when you’re away, and I treat every pet as if they were my own. I am a stay at home mom of 5 two legged children and 2 four legged children with a background in healthcare. I’m here day and night to help with your pet care needs. I have a large fenced in yard for exercise, and a screened in porch. I can set up a crate if needed. We have 2 large friendly dogs to keep your baby company. Fresh water, regular feeding, medication administration if needed and lots of love! I can guarantee your pup will never get lonely!

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

Caitlin was fantastic! I wanted to meet with her prior to booking so she could meet Ben and she came twice to do that. Ben is very timid and in foster care with me to hopefully stay. Caitlin was patient with Ben and she made him comfortable! He hid the first 2 days and then just wanted her attention and love. She gave it to him. My home was just like I left it and Ben was well cared for while I was away. I highly recommend Caitlin.

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Karen G.
Sitter Profile Image: Micaya S.
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Micaya S.
from
$15
per visit
4.9 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Lexington Park, MD, 20653

About: Taking care of domestic and exotic animals growing up was an enjoyable, it gives this heartwarming feeling. I have over 15 years of experience of taking care different pets. I am willing to go out of my way for my pets, friends, family and new clients. I helped with dogs birth, puppies care, and senior care. I have a set schedule for my dog from the time I wake up to going to bed at night. Feeding, exercise and playtime will be tracked so you know your pet is getting what they need. I will obey all rules and schedule that is given to me for the best care for your pet. Your pet is in great hands, playtime and optional bathe will be included in house sitting so you can come home to a happy and clean pet if they end up having too much fun outside.

Sitter Profile Image: Erik M.
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Erik M.
from
$22
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
30 years of experience
Leonardtown, MD, 20650

Erik has been doing daily dog walks/check-ins for us for the last two weeks and our pups couldn't be happier. It is hard to raise a new puppy when you have a full time job but it puts our mind at ease knowing that Erik is taking care of them mid-day. Erik always leaves a detailed account of his visit with great pics. He is always willing to help out in any additional manner we may need as well. Definitely recommend!

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Blake F.
Sitter Profile Image: Charlize O.
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Charlize O.
from
$17
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
8 years of experience
MD, 20636

Charlie was great! She sent daily photos of the cats and dog and texted any time she had concerns. I would not hesitate to use her again or recommend her.

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Dina C.
Sitter Profile Image: Donna A.
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Donna A.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Leonardtown, MD, 20650

About: I have always loved dogs and have 2 of my own for the last 10 years. I have experience with all sizes and can take care in your house or mine. We are homebodies so I am typically home every other Friday (see availability schedule) and on the weekends which allows me to watch/walk your dog(s). At my home: I have a small dog that is free to go anywhere on the main floor. We have several pet beds for them but can usually find them on the couch or in their crate (with the gate door open). We currently do not have a fence but will take them out on leash for potty breaks and walks. At your home: I will follow the instructions you provide for taking care of your pets.

Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
136 reviews
53 repeat clients
5 years of experience
hollywood, MD, 20636

About: We are a dog loving household with a 8 year old super friendly jack russel of our own who loves playing with other dogs big or small. We both grew up around dogs big and small and love animals. We love going out back to playing catch and going on family walks to the park with the dog. When you board your dog with us rest assure they will be treated as part of the family. I am currently a SAHM so the dogs get lots of attention and playtime we have a fenced dog area in our backyard, allowing the dogs free range to run and play with eachother. we have also have a side of the house specifically blocked off just for the dogs in the case that they want to rest without being bothered. I am sahm during the week and my husband ia home on the weekend while I work so there is always someone here to give thw dogs attention. I have a fenced dog part and a friendly jack russel as well as 2 kida who love to play and tired the dogs out.

Sitter Profile Image: Amanda S.
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Amanda S.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
21 years of experience
Huntingtown, MD, 20639

Amanda was a wonderful kitty sitter. She was very attentive to all kitties, providing extra attention to a senior kitty. Followed feeding and cleaning instructions carefully. Very trustworthy and reliable.

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Lucia C.
Sitter Profile Image: skyler B.
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skyler B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Leonardtown, MD, 20650

About: I have owned cats and been around dogs all my life. I have also dog sat for several friends and family members. I couldn’t imagine my life without pets! I am finally getting back to caregiving for the elderly after breaking my ankle last year. I love animals dearly and helping people as well! I am looking to help people care for their animals to help with income and animals make me happy :) I have a fairly nice fenced in yard and lots of experience with all different breeds of dogs. I’m able to accommodate to your pets needs

Sitter Profile Image: Callie F.
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Callie F.
from
$18
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
6 years of experience
Hollywood, MD, 20636

Callie did a fantastic job taking care of our cat while we were away. Very good with communication during her visits and included daily pictures. Was very helpful to collect our mail and packages as well. We will definitely use Callie again in the future!

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Donna P.
Sitter Profile Image: Riley P.
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Riley P.
from
$14
per visit
5.0 out of 5 stars
4 reviews
17 years of experience
Leonardtown, MD, 20650

Helped a ton by stopping in to take the dog out for a walk and did an awesome job!

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James M.
Sitter Profile Image: Kristen E.
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Kristen E.
from
$20
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
15 years of experience
California, MD, 20619

About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.

Sitter Profile Image: Cammyelle M.
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Cammyelle M.
from
$14
per visit
10 years of experience
Leonardtown, MD, 20650

About: I’ve had pets since I was 5 and really started to help care for them not long after. At one point in time I had 8 cats and 2 dogs in our house that I took care of! Now I’m my own home I have 1 dog and 2 cats that I’m the main care taker of. I am a mom and my son takes priority, but I am very flexible and will work with anyone’s schedules! Just message me with any questions! I am very trust worthy and great with animals. I’ll scoop cat boxes if needed and will feed and walk your animals and also give them all the love they will let me!

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Over 81
pet parents in Leonardtown have booked dog sitting

Leonardtown dog parents share their Rover experiences

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5.0 out of 5 stars

Absolutely the best! Chloe kept us informed and updated on our pups the entire length of our trip. We were able to relax and enjoy our vacation knowing Chloe had everything taken care of at home!

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

Rileigh is the perfect person to chose to take care of your pets! She cared for our two small dogs, one of them being older and a little bit of a pain. She was prompt on every visit, sent pictures and updates of babies. It had rained and she even went out of her way to clean up the muddy paw prints. We had the biggest peace of mind knowing Rileigh was caring for our dogs while we were away. Will definitely be booking her again in the future!

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

Chloe was literally so awesome. She was available on short notice, communicative, and listened to all of my directions! She’ll be leaving for Alabama but I’m definitely going to use her as much as I can before she goes! 100/10 🤍

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

Good first experience using Rover and Susanne. We met prior to the drop in to ensure a good fit. She asked questions and if we had any. Showed in the drop in window, played with the dogs and wrote a thorough check in with pictures. We appreciate Susanne being able to drop in & how quickly our pets took to her.

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Marsha C.
Drop-In Visits
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog sitting in Leonardtown is $20

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Sitters in Leonardtown average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Leonardtown on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Leonardtown dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 640 dog sitters in Leonardtown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Leonardtown dog sitters respond in under an hour.

Dog sitters in Leonardtown have an average of 17 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Leonardtown.

Rover makes it easy to find Leonardtown dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 640 dog sitters in Leonardtown on Rover, so you’re sure to find the perfect match for your dog! In Leonardtown, 100% of dog sitters offer daily exercise, 100% offer medication administration, and 98% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.