Dog Sitting Leonardtown
Book a Leonardtown dog sitter to watch your dog in your sitter’s home or yours.
Over 65 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’m a pet parent to 4 dogs of various sizes and 1 cat, so I’m very comfortable caring for animals with different personalities, energy levels, and needs. I have 13 years of experience working with pets of all ages, including seniors and special‑needs pets with clear instructions. I work full time Monday through Friday, so my availability is 5 PM–10 PM on weekdays, with open availability on weekends. I’m happy to provide treats with your approval, and I prefer traveling to your home so your pet can stay in a familiar environment. Baths can be given upon request. I do not trim nails or hair since I’m not certified for grooming. If your pet has special routines, medications, or accommodations, I’m more than willing to follow them. Feel free to reach out anytime — I’m always happy to answer questions and help you feel confident about your pet’s care. I currently work full-time in the medical field. I’m able to provide weekend care and minor drop in and walks during the week day. I have several pets at home. If your pet does well around other animals I will be able to house them for a few days. I’m available for dog walking all weekend. Limited availability during the week.
“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: 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: 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.
“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: 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.
“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: Ive taken care of different kinds of dogs since childhood. Family, friends, and locals have trusted me to feed, watch, or walk their dogs. I also can bathe dogs and brush them if needed. I work a part time job but I can stop in or help whenever needed. I typically work 4 hours a day and can care for animals before or after. I have a fenced in yard for my dog, and have multiple beds, towers, and scratching posts for my cats. I also have boxes of toys for both along with treats.
“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!”
About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
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.
“This was the second time Vanessa took care of my 2 cats. She was able to capture a few photos of them while we were away, and as always, took great care of the kitties and house.”
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.
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!
“Amazing dog sitter!! Emilie kept us updated at every visit with our dogs. She really went above and beyond for our dogs and we can't thank her enough for all that she did while we were away. Also, the pictures were so great to receive. Thanks again for putting our worries at ease. Would definitely recommend her and rebook with her!”
“Benjamin took great care of my 2 cats. He always sent a picture, whether of the cats (if he saw them), or of a full food and water bowl. He also checked in to let me know the cats were doing well. I absolutely recommend him and would have him watch my cats again!”
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
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
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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 Drop-In Visits - Leonardtown
Frequently asked questions about Rover
The average cost for Dog Sitting in Leonardtown on Rover is $17.98 per visit (as of September 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 September 2026, there are 620 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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