Pet Sitting Leonardtown
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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.
“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!”
“Jessica did such a great job with our two cats!! This is the second time we have had her care for them and we are booked with her in September. She gives them love and sends us lots of pictures!”
“My dogs loved her immediately! A wonderful, professional- couldn’t have asked for more. Pictures and check ins. My dogs were happy when I got home well taken care of.”
“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!”
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.
“He is always looking out for our fur baby, and always tries his utmost best to do the best for the cat! He worked extremely hard for the cat to enjoy his presence and not scare her! 10/10”
“Brooke is awesome! In addition to being extremely attentive and prepared, Brooke really enjoyed taking care of my cat. I felt very good knowing Boo was being cared for by Brooke!”
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!
About: Animals are my passion. Big, small, furry, scaly. I have cared for animals for as long as I can remember. I've pet sat my neighbors pets since I was a teenager and I worked at an animal kennel/doggy daycare from the ages of 16-21. And for the past year I have been working in a veterinary hospital as a Veterinary Assistant! I will ensure your pets will be treated as my own, as I consider mine family, and would want others to treat them that way as well! I am currently available as needed, mornings, afternoons, and evenings for your pets. I am willing to stop in later at nights if needed too:) I cannot bring your pet to my place, but I would love to do whatever you need for your fur baby to be cared for the to the best of my ability at your home!
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.
“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!”
About: Moved to California, MD area from being stationed in Japan! With a lifetime of experience caring for cats and dogs, I know that pets are more than just animals—they’re family. I’ve raised three dogs and currently have both a poodle and a cat. My skills include puppy training, crate training, basic command training, and managing pets with medical needs, including medication administration. I’m also experienced with reactive dogs, allergies, and maintaining breed-specific grooming standards. As a passionate pet lover, I volunteered with the Red Cross animal visitation program while Active Duty & St Mary Animal Humane Society. You can trust me to treat your pets with the same love and attention I give my own! I work part-time and live 10 minutes from my house. I always check in on my pets during lunch. My husband works nights so he is home while I’m at work and we switch. I have a fenced yard, and lots of dog friendly walking areas. I have two friendly pets who do very well with other animals. I crate my dog when I leave home for safety & use cameras to check in on them.
“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”
“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!!”
“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.”
The median cost per visit for pet sitting in Leonardtown is $20
Pet parents share their Rover experiences - Leonardtown
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.
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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 on Rover is $18 per visit as of October 2026. Most bookings cost between $14 and $28 per visit. 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 638 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 Rover's Trust & Safety page .
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 Rover Guarantee , 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:
- 98% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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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