Pet Sitting in Leonardtown

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 Leonardtown pet 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: Rileigh T.
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Rileigh T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Leonardtown, MD, 20650

Rileigh was amazing! She was super communicative from start to finish, showed up right on time, and took great care of my pup. I loved the photo updates—such a nice way to stay connected while I was away. It’s clear she really cares about the dogs she walks. I’ll definitely be booking with her again. Highly recommend!

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Marie V.
Sitter Profile Image: James L.
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James L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
78 reviews
30 repeat clients
33 years of experience
Leonardtown, MD, 20650

This is the second time I have had James come and care for my cats while I am out of town. He was very communicative and gave detailed updates and pictures of my cats which was really nice. I would definitely recommend him if you need cat care!

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Julia E.
Sitter Profile Image: Christina H.
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Christina H.
from
$25
per visit
5.0 out of 5 stars
47 reviews
7 repeat clients
11 years of experience
Leonardtown, MD, 20650

Christina, thank you for taking good care of Kiko. When I got home he was so happy and I can see he had fun with you. I will definitely reach out to you again when we need to travel. Excellent care ?

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grisel r.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
92 reviews
31 repeat clients
12 years of experience
California, MD, 20619

Jessica always does such a good job taking care of our cats! I know they’re in such good hands. She goes above and beyond and sends pictures of them. I’m so thankful we found her!

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Jessica B.
Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
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: Jordan M.
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Jordan M.
from
$20
per visit
5.0 out of 5 stars
104 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Jordan was super detailed with the care for my cats. Very responsive and provided lots of updates and pictures. I would recommend her to anyone!

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Kat H.
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: Tia L.
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Tia L.
from
$25
per visit
5.0 out of 5 stars
252 reviews
52 repeat clients
5 years of experience
California, MD, 20619

Tia is always great! Our little dog loves her so much. Tia gives her lots love and attention. She is always on time, communicates super well and goes above and beyond.

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Mary P.
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 amazing! She kept me informed and definitely helped me feel at ease in the mist of everything I had going on with work. An added plus, was my fur baby was happy!

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Devon H.
Sitter Profile Image: Chloe R.
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Chloe R.
from
$14
per visit
5.0 out of 5 stars
3 reviews
5 years of experience
Leonardtown, MD, 20650

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.
Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
124 reviews
37 repeat clients
18 years of experience
Callaway, MD, 20620

Brittany is truly amazing!! Her flexibility, care, and personality is beyond five stars!! She goes over and beyond! First time having Brittany take care of my fur baby and I can say I will DEFINITELY use her again!

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Devon H.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
143 reviews
73 repeat clients
22 years of experience
California, MD, 20619

Leah has been doing weekly visits with our puppy Zoey while we work. She has been amazing, reliable, and super attentive to our baby. Extremely recommended.

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Joshua H.
Sitter Profile Image: Alecia S.
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Alecia S.
from
$20
per visit
4.9 out of 5 stars
26 reviews
8 repeat clients
12 years of experience
Hollywood, MD, 20636

Ali did a wonderful job taking care of my two cats.. she spent quality time with them, was caring, and they couldn't have been in better hands. Will gladly hire again!

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Mike T.
Sitter Profile Image: India B.
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India B.
from
$20
per visit
4.8 out of 5 stars
7 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

Came at a good time every day, provided some text feedback and pictures.

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Jenna S.
Sitter Profile Image: Ruth D.
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Ruth D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
California, MD, 20619

About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.

Sitter Profile Image: Susanne J.
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Susanne J.
from
$25
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
30 years of experience
Leonardtown, MD, 20650

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.
Sitter Profile Image: Kasenia C.
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Kasenia C.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Leonardtown, MD, 20650

Kasenia was wonderful! She was very flexible when I had to change my dates a bit but most importantly my cat LOVED her! Will definitely book with Kasenia again!

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Abbey S.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
134 reviews
51 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: 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: 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.
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Over 67
pet parents in Leonardtown have booked pet sitting

Leonardtown pet parents share their Rover experiences

1 / 1
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

Stacy has been fantastic both times we've hired her to care of our cat. She's friendly and reliable. We came home to a very happy cat. Highly recommended!

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Nicholas G.
Drop-In Visits
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 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. 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 pet sitting in Leonardtown 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 Leonardtown 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 Leonardtown 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.

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

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

As of Jun 2026, there are 127 pet sitters in Leonardtown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 95% of Leonardtown 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 Leonardtown.

Rover makes it easy to find Leonardtown 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

There are 127 pet sitters in Leonardtown on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

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.