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 106 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.
“Jessica was an amazing sitter! She took wonderful care of our two pups while we were away on vacation for a week. She made sure they were fed twice a day, spent lots of time playing with them, and gave them so much love and attention. It was such a relief knowing they were in such caring hands while we were away. We came home to two happy, well loved dogs. Thank you, Jessica, for treating our pups like your own! We highly recommend her to anyone looking for a trustworthy and caring sitter, and we will definitely book with her again.”
“We had Leah stop in for a visit to take our two Labs for a potty break. They are extremely happy! Leah was on time and had a great visit with our two! We plan on using her more in the future.”
“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!”
“Torrie is someone you can fully trust with your pets! She is extremely prompt in communicating, takes the best pictures, and your dogs and cats will have the best time! She’s perfect for all pet parents, especially anxious ones 😅 She has such a sweet spirit about her too. Thanks again Torrie!”
“Brittany took great care of my Stella and gave her plenty of loves while I was away. She gave great notes on her visits and kept me up to date on all the things. She even cleaned the containers her prepped meals were in and washed out her bowl and cleaned up accidents. Definitely will use her again for my baby!”
“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”
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.
“Caitlin was amazing with my cats while I was gone! She provided me with thorough updates and silly pictures. She definitely made me feel a lot better about leaving them home alone for the first time. I’ll definitely see if she is available again in the future the next time I go on a trip :) thank you, Caitlin!!”
“My cat Reggie loves James! When I am out of town, Reggie is no longer sad, he is excited to see his human friend! Thank you James. You have removed from my work the anxiety I had about leaving Reggie. You Rock!”
“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.”
About: I have an immense love for pets, dogs especially! I have some experience being with family dogs and I have a 3 year old fur baby myself, who is a Shih Tzu and Bichon Frise mix. I take note of dog's body language, when they are tense and whenever they are ready to play. I have experience on how I should help a dog in the case they have trouble breathing. I especially love to bond and play with dogs! I ensure that your dogs are going to safe and have the best experiences with me!🤗 I'm currently working part-time, so I would have plenty of time to be with your fur babies! I am typically free on the weekdays from Monday to Friday. The earliest I can do a scheduled appointment for around 8 hours. My time ranges from the earliest at 8am and the latest at 9pm. In my home, I get rid of any harmful items on the ground or in sight of my pet. I clean my pet's bowl daily. I make sure to keep them company. I never leave them unsupervised for long hours. For your pet I will adhere to any strict feeding or medicine routines and communicate quick updates.
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.
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!
“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.”
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.
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.
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!
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 Drop-In Visits - Leonardtown
Frequently asked questions about Rover
The average cost for Pet Sitting in Leonardtown on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 650 sitters on Rover offering Pet Sitting across Leonardtown. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Leonardtown stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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