Pet Sitting 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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Over 79
pet parents in Leonardtown have booked pet sitting

Leonardtown, 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: Rileigh T.
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Rileigh T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 29 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: Leah H.
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Leah H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 158 reviews
82 repeat clients
22 years of experience
California, MD, 20619

“Leah was very responsive to challenges with our little escape artist. She was flexible and sent great pics and notes on visits. I will definitely enlist her services again, if she’s not already booked!”

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Peggy Y.
Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 134 reviews
39 repeat clients
22 years of experience
Callaway, MD, 20620

“I had a great mini-vacation because all my pets were very well taken care of. I'm even planning my next vacation and I want Brittany to pet sit because my animals definitely loved her. Some pet sitters before never even saw my cats, but Brittany saw all of them and even got to pet and love on them. That to me means a lot! My almost 15 year old dog was very well cared for and Brittany definitely showed patience with her. I'd recommend Brittany to anyone looking for a pet sitter.”

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Tiffany S.
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: Stephanie K.
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Stephanie K.
from
$23
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
California, MD, 20619

“Stephanie was AMAZING!! She made us feel so comfortable. She was so prompt with check-in and updates. Our dog has seizures and she was knowledgeable and willing to accommodate that! 12/10 recommend”

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Sara U.
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: Donna A.
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Donna A.
from
$20
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: Virginia E.
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Virginia E.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
9 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: Linda W.
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Linda W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 133 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Linda did a wonderful job taking care of my cat while I was away. She also went above and beyond basic needs, which I am truly grateful for. I would highly recommend her to anyone looking for a pet sitter!”

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Leslie M.
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: Micaya S.
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Micaya S.
from
$15
per visit
5.0 out of 5 stars
• 22 reviews
7 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: 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: Ren F.
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Ren F.
from
$20
per visit
3 years of experience
Mechanicsville, MD, 20659

About: Ive taken care of many pets with specialized needs. This includes routine medicine and eye drops for the elderly, frequent belly band changes changes for those with bladder issues, and calming treats for those fearful of storms. Im quick to learn each dogs bathroom tells to avoid any unwanted accidents. I also have fishkeeping experience with 2 freshwater fish tanks at home. So if youre fish needs feeding or water quality checks I can handle that was well. I am currently working a part time internship with flexible hours, which allows me to care for furry babies in my free time! Weekends are typically busy, however with enough notice I can make them work. House rules are always respected, no matter how much a dog wants couch cuddles or if the cat likes the view from on top of the counter.

Sitter Profile Image: Darielle B.
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Darielle B.
from
$12
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
13 years of experience
Lusby, MD, 20657

About: I’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.

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: Brooklyn G.
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Brooklyn G.
from
$15
per visit
5 years of experience
Mechanicsville, MD, 20659

About: Ive taken care of different kinds of dogs since childhood. Family, friends, and locals have trusted me to feed, watch, or walk their dogs. I also can bathe dogs and brush them if needed. I work a part time job but I can stop in or help whenever needed. I typically work 4 hours a day and can care for animals before or after. I have a fenced in yard for my dog, and have multiple beds, towers, and scratching posts for my cats. I also have boxes of toys for both along with treats.

Sitter Profile Image: Riley h.
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Riley h.
from
$25
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: 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: Tisha R.
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Tisha R.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Lexington Park, MD, 20653

“My cat is normally quite wary of new people, but she seemed to warm up to Tisha very quickly. Tisha also helped clean up a kitty mess which was more than I could’ve asked from her. Highly recommend!”

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Arthur
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.
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The median cost per visit for pet sitting in Leonardtown is $20

Pet parents share their Rover experiences - Leonardtown

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5.0 out of 5 stars

Rileigh was great with our pups! We really appreciate her taking the time to care for them while we were away. It means a lot knowing they’re being looked after and cared for when we can’t be there. We would definitely use Rileigh again!

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Jodi P.
Drop-In Visits
5.0 out of 5 stars

Alecia was a great drop in sitter for our two feline fur kids. She did a nice detailed meet and greet prior to our trip out of town and met our cats. She checked in often and took lots of cute pics. I would certainly use her services again for future sitting and drop in sessions.

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Thomas S.
Drop-In Visits
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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Leonardtown

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Leonardtown average 5
repeat pet sitting clients

FAQs for Pet Sitting - Leonardtown

Frequently asked questions about Rover

The average cost of Pet Sitting in Leonardtown is $18 per visit as of October 2026. Most bookings cost between $14 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 631 sitters on Rover offering Pet Sitting across Leonardtown. Enter your ZIP code to see which available sitters are closest to your home.

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 with handling special pet needs in Leonardtown. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the 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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