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’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

About: I have experience with large dogs and small dogs and love spending time with animals. I am currrently without animals at the moment which leaves more time for me to help others! I work full time but have availability some afternoons and evenings and also weekends. My job is also flexible so I’m able to take lunch breaks and work from home most days. I can work with your schedule and be flexible to what you and your animals need. Please just let me know what you’re looking for and we can work together to make that happen!
About: I have 6 years of hands-on experience caring for my friends and family dogs of all sizes and temperaments, from large breeds like German Shepherds and Pit Bulls to smaller breeds like Yorkies and Corgis. I’m comfortable with energetic dogs, couch loving dogs, playful puppies, and affectionate companions, and I understand the importance of patience, routine, exercise, and making every pet feel safe and cared for while their owner is away. I recently graduated high school so my schedule is very flexible and open to provide routine dependable care for home and your pets while you are away. I always make your pets safety and well being a top priority by keeping pets in a stable safe environment including outside in yards, on walks, as well as inside their home.
About: Hello! My name is Brianna! I have a French bulldog named Stella who is my world! I am comfortable with dogs of all sizes and breeds! I also don’t mind helping out with other animals in your home! My personal dog takes daily medication so if that’s something your pet needs I’m used to that already! I'm currently working shift work with a pretty flexible schedule. My days off and hours always change. Please reach out and we can figure out how I can best take care of your pets. I understand that pets are family members. I will make sure that they are taken out at the agreed upon times. I can send you photos throughout their care. I want to take the stress away from you while you are away knowing that your pet is in great hands.

“Breanna is AMAZING with my big baby boy 🐕!!! We are beyond Lucky to have found her! She goes above and beyond and is like a Dog Whisperer lol! My German Shepherd LOVES her and she’s his new bestie. I hope I can keep Breanna forever! 5 stars Highly recommend- she’s Wonderful!! 😁”

About: I have several years of experience providing dependable and compassionate pet care for dogs of all sizes, breeds, and personalities. I have cared for both small and large adult dogs through regular walks, drop-in visits, and pet sitting, ensuring they receive the exercise, attention, and care they need. I am comfortable handling energetic, strong dogs as well as senior dogs that require a gentler approach. My priority is always the safety, happiness, and well-being of every dog, and I treat each pet with the same love and care I would give my own. I am currently working part-time so I have plenty of time to check in on pets. Prefer morning walks and late afternoon walks.Have an open schedule. When caring for pets in clients’ homes, I make sure they stay comfortable by following their regular routines. I provide fresh food and water, take dogs on walks, let them outside for bathroom breaks, clean up after them, administer medication if instructed, and spend quality time playing with and comforting them. I also keep the home clean and secure by bringing in mail or packages if requested, watering plants, and ensuring doors and gates are locked before leaving. My goal is to give pet owners peace of mind by providing reliable, attentive, and loving care while they are away.
About: I have a genuine love for all animals and perhaps a special affinity towards man’s best friend! I have had the pleasure of taking care of and owning animals of various kinds throughout the entirety of my life, from cats and dogs, to ferrets and bunnies! I am able to offer basic puppy training, senior dog care/disabled dog care and also administer medicines. Follow our journeys at themanyminiadventures on IG. I work part time from home and have availability to care for your furry friends doing drop ins and pet sitting! I’m available on short notice and pet sitting has reallly helped me manage since the loss of my Dad and becoming a caregiver for my mom! I treat your fur babies like they’re our fur babies while they are here with the exception of following their diet and your specific instructions. We also: walk dogs on a leash. Play outside. provide potty and exercise walks while leashed to allow for new scents as well. Feed pups separately unless they came together and we have been notified they eat well together by the owner(s). notify you immediately in the case of any abnormalities/concerns or emergencies. provide you with pictures and updates throughout the stay!
About: I have had my baby Dakota for 6 years, ever since she was a pup! I have seen all stages and loved her through them all. I would love to provide that same love to your baby when you are not around! After having Dakota, I definitely understand the term “a dog is a man’s best friend”. She has loved me through so many stages of life and helped me overcome a lot. I cherish her presence and company like no other. I would love to care for your baby as if they were my own while you are in need of time away. I work a 9-5. I will care for your pet in the morning before I leave and as soon as I return home. Then take them to the park to have a fun time and socialize. I live in a single family home. I will ensure your baby is cared for and receiving their exercise. For example, walks, activities outside, or even allowing them to frolic outside.
About: Spouse and I both retired military with over 30 years experience caring for your dog. Work from home and can care for your animal around the clock. Fenced in doggie patio. Will take your dog on ad many walks as they need. Give them all the attention the require. Very reliable and affordable Husband and I are both retired from the military and he is at home full-time when I cannot be and can provide all the attention, walks, play time that your fur baby requires. A fenced in patio and area setup in the sunroom for dogs to play and relax. Plenty of room to separate animals if need be.
About: I've had taken care of animals for over 20 plus years. Im also a certified vet assistant as well. Love all animals and would love to meet yours! Im currently unemployed so I would be able to do anytime of the day. I do have 2 chihuahuas of my own as well that I absolutely adore. I unfortunately do not have a fenced in yard at my home but I do take my dogs out regularly on leash. But they also have free roam of the entire house.
About: Proud cat mom who absolutely loves being around animals! I grew up with four cats and have always loved their unique personalities and little quirks. I’m patient, gentle, and love giving cats plenty of attention, playtime, and cuddles when they’re in the mood for them. 🐱 Most of my mornings and evenings are open with plenty of time to spend with furry friends ! I have class from 1-4 mondays through Thursdays and I’m open to work throughout the week :) I keep their normal routine, give them time to warm up to me, and use plenty of patience, playtime, and affection. I also handle feeding, fresh water, walks, potty breaks, litter box cleaning, and basic cleanups
“Mariana is a wonderful soul who truly loves and cares for animals. She is caring, trustworthy, and communicative. I left our kitten in her care for a week and everything went well.”

“Thalia was great! She came to do drop ins with my dog and cat over the weekend and did a great job. The boys were very happy with their care. Thalia even was able to do a quick meet and greet prior to the scheduled drop ins to make sure the boys were comfortable with her.”

“I worked with Latisha for the first time today and will definitely call upon her again! She is wonderful. She was incredibly responsive and communicative. She asked good questions to help me get comfortable with the process. She left my home in perfect condition. And she took amazing care of my two dogs (both of whom can be both nervous and excitable). I can tell they were well taken care of by her and I am so grateful for her thoughtfulness.”


About: I’m able to dog walk and pet sit. I love animals and believe they are a part of the family. I have experience with both cats & dogs I’m available Monday-Friday from 6am to 11am and any time in the evening after 5:00pm. I’m also available overnight any day. Every pet is different and unique. I create a warm inviting environment by catering to each pets needs and wants. Making sure the your pet is comfortable and happy and safe is my priority.

“Claudia was wonderful! She helped us with our dog Suki for a month last minute when our other option fell through. We were also just moving back and our house was in chaos and it wasn’t an ideal situation. But she handled it all well by communicating with us regularly to let us know how Suki was doing or if she needed anything else to care for her. Lots of pictures! We are really grateful for her care. She went above and beyond.”

The median cost per visit for dog sitting in Leonardtown is $20
Dog parents share their Rover experiences - Leonardtown
Elizabeth has been so wonderful with our pup. She is very understanding and definitely shows her comfort with dogs (and what it sounds like, all animals 😊). She is prompt and communicative that makes you very comfortable leaving your family member with her. Definitely recommend her.

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 dog sitting

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 is $18 per visit as of October 2026. Most bookings cost between $14 and $22 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 614 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 .
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.
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 .
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:
- 90% 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.
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.




