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

Over 57 pet parents in Leonardtown have booked dog sitting
Leonardtown, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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: 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.
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.

“Best sitter you can ask for. Shemoy would drop in for a visit to check on my babies. She’d make sure they got exercise, cleaned any messes, and sent the cutest photos on her way out. 10/10 would recommend!”

“John was fantastic! He kept us updated on what was going on at home and sent us pictures of the pets each day. He made sure the cats and Guiana pig didn’t miss a step in their routine while we were out of town. Fantastic experience! We will use him again.”


About: My time working a the trading and boarding kennel had allowed me to handle sometimes over a 100 dogs in a day, each one with different personalities and needs. Each time I would take them on their potty breaks I would make sure to lavish them in attention and play chase if they felt inclined. I also have monitored up to 10+ dogs together in group play, being very careful to watch behavior and know when a dog has had too much or needs a better playmate. I am also an experienced feeder that can create highly individualized meals and medicate dogs through pilling or hiding meds in food/treats. This also includes non-oral meds like ear and eyes drops as well as topicals. Before the kennel, I walked many neighborhood dogs, taking them for long 30+minute walks and ensuring they were fed and had water. I would stay and give them attention after their walks to keep them company if I was not spending the night. I have experience in using E-collar and commands as well. I mostly used commands for feeding purposes but I can also use them to stop bad behavior. Injuries can also occur not matter how careful one is, be it a broken nail, ear inflections, or cuts and scrapes. I have experienced this many times at the kennel and am apt at tending to said injuries should they occur. I’m currently working a part-time graveyard shift which still gives me a lot of time to play and interact with your pet. I am only 24 years old which allows me bounce my sleep hours around so I can still care for your pet. I work hard to slowly build trust with nervous dogs and give them all play time, pets, and treats (owner approved of course). If there are any special needs, like age or aggression, I take extra care to ensure everyone and dog is safe and secure around me.
“Jillian drops in daily to let my pups out to play and is amazing with them. She helps train and allows them much needed mid day exercise. Very responsive and communicates well. Trustworthy in home while away. My go to pet sitter.”

“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!”

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 graduate college student so if you need pet care during the week, it will have to be after 5 or before 9. The weekends are completely free and I would be happy to watch your dog or cat all day!! 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!
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.
“Melissa is an excellent cat-sitter. She has watched our cats for two different long (over a week) visits, and done a superb job. She is prompt and reliable in feeding them two times daily, plus litter clean-up and loving time. My favorite picture is my Calico cat licking her cheek in affection!”

About: I have many years of dog care experience! I have a decade of professional kennel experience but I've been taking care of dogs way before that. I grew up with many breeds especially when I lived on a ranch in Florida. I am experienced with any age of dog! I LOVE senior dogs so if you have an elder furry friend and you wish for them to be fully taken care of & tended to, feel free to reach out! I’m good with puppies, adults, seniors, big breeds, challenging dogs etc. I will tend to their needs and give them the necessary love, attention and care that they require while you are away. I can let them out to potty lots of times in day. Let me know their routine and I will be sure to follow through with it while they are with me! I will treat them as if they were my own! I will also stick with any set routine/care that they have and will be sure they stay happy and healthy. I always keep my house secure and am always careful when leaving the house so nobody runs out. I live in a peaceful and quiet neighborhood. I will send daily updates with pics to ease your nerves on leaving your beloved furry friend. I strive to make your pets feel comfortable, let me know of anything that is needed to help them stick to their usual routine and living style!

About: I have always loved caring for animals and have experience taking care of both dogs and cats. I’m patient, attentive, and dependable. I make sure every pet feels safe, comfortable, and loved while you are away. I am comfortable with feeding, walks, playtime, litter box care, and giving pets the attention they need. I take the time to learn each pet’s personality and routine so they can feel right at home! I am available most mornings and on most weekdays, with flexibility when needed. I am also happy to care for your pets during holidays when you may need a little extra help. Your pet’s safety and comfort are my top priorities. I will take the time to learn their routine, personality, and individual needs so they feel safe and cared for while you are away. I will always follow your instructions carefully, keep a close eye on your pet, and provide plenty of love and attention. I understand how important it is to trust someone with your pets, and I will treat them and your home with the same care and respect I would want for my own.
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.
About: I love animals especially dogs. I chose to dog sit because I love helping others and I know what it feels like to have to leave you pet behind or alone for extended hours. I would want to know that they are safe and in trustworthy hands and that's exactly how you should feel if your pet is left with me. They will be treated like family and nothing less. It should be a relaxing time for you to get a break away from the craziness but also for them to have some tail wagging fun! I’ve worked at a dog kennel for a two years and have lots of experience with all kinds of dogs I am a teacher so I work from 7-3, M-F. I can do anything around that schedule that you and I work out. I will care for every pet left with me as my own and how the owner asks for me to do so. Lots of love, respect, and understanding

“Vanessa was great! I received a lot of pictures and updates which was greatly appreciated. She was timely with the drop in visits and I felt comfortable with her taking of my 2 cats. Will definitely book with her again in the future!”
“Bre did an awesome job watching our puppy and kitty.. They were so happy when we got home. She took Peanut on nice walks and Loki was super happy. We would love to have her watch them again int e future.”
“Rosie was quickly responsive to my last minute request, was prompt, sent pictures, and communicated a concern that helped make her care the best for our Natty. Thank you, Rosie!”

“Great pet sitter! This was my first time using Rover and I was a little skeptical at first; but Kathleen was very personable and accommodating. She made sure to update us the whole time we were away, and remained calm and collected when our home alarm went off and she had no way to reach us. She was very professional and Zoey absolutely loved her. Very happy with her services! 10/10 would recommend.”

The median cost per visit for dog sitting in Leonardtown is $20
Dog parents share their Rover experiences - Leonardtown
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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Leonardtown
Select a filter and find qualifying sitters offering dog sitting.Sitters in Leonardtown average 5 repeat dog sitting clients
FAQs for Dog Sitting - Leonardtown
Frequently asked questions about Rover
The average cost of Dog Sitting in Leonardtown on Rover is $18 per visit as of October 2026. Most bookings cost between $14 and $22 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 621 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Leonardtown choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Leonardtown with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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.
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.


