Dog Sitting Leonardtown
Book a Leonardtown dog sitter to watch your dog in your sitter’s home or yours.
Over 83 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.
“Erik has been doing daily dog walks/check-ins for us for the last two weeks and our pups couldn't be happier. It is hard to raise a new puppy when you have a full time job but it puts our mind at ease knowing that Erik is taking care of them mid-day. Erik always leaves a detailed account of his visit with great pics. He is always willing to help out in any additional manner we may need as well. Definitely recommend!”
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!
“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.”
“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!”
“Kathleen did an awesome job! We have quite a few pets and she took great care of each of them. We came home to a clean pet environment with very happy animals!! She was in contact with us throughout our trip and sent wonderful rover cards each visit. Will definitely use her the next time we need pet care!! She deserves way more than 5 stars!!!”
About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.
“We absolutely loved Stephanie K's care of our boys for the week. She came many times, played with Beau and Gideon, and said they were perfect gentlemen. Beau is an 85 lb golden and Gideon is our old man boxer mix. I did not feel so guilty leaving them home while we went to the beach with Stephanie K taking such good care of them. She sent us updates and pictures every day also. I would highly recommend her for taking care of your precious pups.”
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.
About: I have owned cats and been around dogs all my life. I have also dog sat for several friends and family members. I couldn’t imagine my life without pets! I am finally getting back to caregiving for the elderly after breaking my ankle last year. I love animals dearly and helping people as well! I am looking to help people care for their animals to help with income and animals make me happy :) I have a fairly nice fenced in yard and lots of experience with all different breeds of dogs. I’m able to accommodate to your pets needs
“Zenie is such a sweet and kind soul! She was really great about sending updates with photos of our pups. Zenie also did a great job at cleaning up muddy prints from the floor since it was a little rainy while we were away. 😊 She even left a such a thoughtful note and "ducked" me since she is a fellow Jeeper. We look forward to booking with her again!!”
About: I have always been around all different animals all growing up, and understand it comes with patience, and love most of all . I have always believed animals have feelings just like we do as humans ! I’m currently working park time and am available any time of the day/night except Tuesdays & Thursdays. I can come in and play , go on a walk , feed, and sit and show love . I can come into clients home, and focus entirely on the animals giving them the care they need while understanding it is not my home .
“Thank you so much for taking such great care of my pups. They are my family and knowing you were taking such great care of them while I was away was such a relief! Thank you again!!”
“Mary Rose took great care of my kitties. They were not intimidated by her presence and allowed her to take pictures and get petted. She is very professional, calm and compassionate. I will contact her if I need her another time.”
“As many pet owners - we were a little apprehensive to leave our two "big furry children" with someone they weren't familiar with. Not only for our dogs sake but...well two big german shepherds can be a little intimidating to some folks. Megan did a wonderful job introducing herself and from then on - Rosie and Roscoe welcomed every moment she gave them. Megan sent twice daily "report cards" and kept us well informed. Our dogs weren't lacking for anything on our return. We really appreciate being able to leave home knowing our "children" are being well cared for. Thanks soo much Megan!”
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!
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.
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 near you
Select a filter and find qualifying Leonardtown sitters!Sitters in Leonardtown average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Leonardtown
Frequently asked questions about Rover
The average cost for Dog Sitting in Leonardtown on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 641 sitters on Rover offering Dog 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.
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 short introductory meeting between you, your dog, 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.
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 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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