House Sitting Leonardtown
Find a loving house sitter to watch over your pets and your home.

Over 21 pet parents in Leonardtown have booked house sitting
Leonardtown, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rileigh is amazing! Not only did she stay with our two needy dogs, she was able to assist us with a last-minute additional foster dog. We scheduled a drop in visit to see how all of the dogs interact together ahead of a longer trip. She did fantastic with three dogs! She communicated with us daily with a status update on each dog and how they were doing. She reached out and asked questions as needed and provided daily pictures, which we love! We would highly recommend Rileigh for your dog sitting needs! We will definitely ask Rileigh to house sit our pups again!!!”

“Juliana was a joy to work with and took thoughtful care of my home and dog! She was knowledgeable, kind, communicative, and patient with Hugo getting used to her. Upon my return, she had followed instructions thoroughly and carefully, and Hugo was well cared for and happy. And so am I! Thank you, Juliana!”

“Star fire is amazing! She took great care of our herd and kept me super informed. We have 3 Great Danes and a German Shepherd and they loved her. We will definitely be rebooking her!”

About: I am an animal lover who has taken care of my own as well as friends and families pets for years. My family has cared for dogs, cats, chickens, goats, snakes, frogs, geckos, chinchillas. I am a stay at home mom, so my time is very flexible. I am able to keep pets to their daily schedules and routines. My property is ideal for a doggy vacay, we have a newly fenced in valley, a forest to explore, 2 dogs companions (can keep separate upon request), lots of squirrels to chase, and plenty to love to go around! I am able to provide an attentive home environment that a pet is used to.
About: As a child I've grown up with multiple animals as animals as pets, including a few dogs and a few cats. Professionally, I've had four total years taking care of different animals, which includes supervising dogs as well as helping various animals such as cats, guinea pigs, and other animals get adopted. I have had general experience feeding, walking, bathing, nail trimming, and over all playing with and supervising dogs. I also have had experience taking care of elderly and disabled animals, which includes but is not limited to a 19 year old cat with arthritis and kidney disease. I have experience giving animals oral medications at the correct times and have been consistently. As of right now, I am offering house sitting, drop-ins and dog walking. As of right now, all seven days of the week are generally free for me and I am home most of the time. However, there may be some days where I'm not available, such as certain holidays or family events. If something happens where I can't take care of your animal(s) (such as an emergency), I'll try to let you know ahead of time. I'll always keep your animals supervised regardless of whatever service I'm doing at the time. If your animal takes medications, I'll administer them at the correct times.
About: I have experience with dogs big and small, old and young, cats, iguanas, guinea pigs, hamsters, bunnies and some snakes I love all animals and I really enjoy spoiling them I can feed your animals, walk them, bathe them and clean up after them If you're anything like me, you'll appreciate a ton of photos. I try and get the good angles. Sometimes they're goofy, sometimes I try and get that JC Penny shot lol You'll never have to wonder how your furkids are doing because I give very detailed updates If I'm not taking care of your furbabies then I'm taking care of my own. It's my life and it brings me so much joy I will follow all feeding instructions. It's never too much. Trust me. I have 6 animals and 2 eat the same. Everyone else is different as far as supplements and medications and food additives to get them to eat their dang supplements and meds 😅 I can do walks and supervised yard time and indoor play
“Christina was very attentive with Mr. Moo and her pictures helped us get through the long weekend without our chunky monkey. She left our house and our cat in excellent condition and he wasnr even mad at us when we got back, which is always a giod sign that he was well taken care of! We wouldn't hesitate to work with her 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: I have experience taking care of dogs of varying sizes and ages as well as cats. My care-taking has included regular walking and feeding as well as providing oral medications and bathing as needed. I love animals, and would love to meet and care for yours to provide you peace of mind! I'm currently a college-student, but my scedule is very flexible. I can stay overnights to provide all-day care as needed, or arrive in the mornings and leave in the evenings. I can work both weekdays and weekends, so whatever is most convenient for you will work great for me! I will maintain your pet's schedule according to your pet's needs. I will feed, walk, play, and give medication as needed to make sure your pet stays as happy and healthy as possible while you are away.
About: I have been around animals for nearly all of my life, and have made it my life mission to assure the care and comfort of as many of them that come into my path as possible. As a former senior level kennel worker at a doggy daycare, a previous small animal specialist at various retail stores, and with animal shelter volunteer hours under my belt, I am surely qualified and would be elated to take care of your babies when you’re either away or have other priorities to focus on. As of a few months ago, I was working full time at a doggy daycare in Hughesville, where I fed, bathed, walked, and played with clients dogs all day. For over 2 years I was one of our two Senior staff members, meaning that I was also responsible for running the daily staff and assuring the safety and security of the pets at the facility. My additional duties included keeping track of feeding schedules, medication, and potty breaks to ensure the health of the animals as well. I love animals with all of my heart, as it is my life mission to assure each animal that crosses my path gets the maximum amount of care and love that I can give them (even if that’s just a head pat for a baby passing by!!) I currently do not work full time at the moment, as my priorities have shifted toward finishing my college degree at UMD, most of which is online, giving me more than enough time in my schedule to care for animals that I would be responsible for, whether that be feeding, walking, petting, or all of the above! I also am comfortable with house-sitting with the animals, and have had plenty of experience doing so. I typically very early mornings, and am awake until around 11, but that can always be adjusted per need request. Personally, my dog always came to my work with me where he was able to be around me for the majority of the day. When we are home, he is walked before my morning coffee, and every 4 hours after that. I have a pretty decent sized yard, and he loves playing fetch with any ball when we aren’t on walks. My baby only likes to eat at nighttime, so that’s when he is fed, as he is a small boy who would prefer to leave his food alone during the day. Understanding each individual dog, not only what nutrients they require, but how exactly they should eat as well, is very important. When we are not walking on a leash or playing in the yard, he is inside my home where we play with his favorite plushie toys! Come afternoon time, he gets one, out of a selection of delicious treats to assure his happiness and comfort throughout the day. Whatever way that the client prefers, I would assure the same level of happiness and comfort with their dog too!
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: Over the years I have had experience with dogs, rabbits, fish, cats, pigs, cows, chickens. I grew up on a farm with cows, pigs, and chickens. As an adult I have owned a rottweiler (2011-2019) and labradoodle(2016-2020) that I absolutely loved and made me fall in love with dogs. They are now angels watching over me. I currently have five kitties rocky (17yrs), Simba (7yrs), Gracie (2yrs), Penny (2yrs), and Bella (1yr). During COVID I had pet and food rabbits and chickens for meat and eggs. I work fulltime during the day usually Monday through Friday 5am-4pm. I work part time on the weekends for a DJ which is usually just Saturdays 3pm to 11pm depending on the event. I enjoy my down time caring for my furrbabies and making sure they have food and water and clean litter boxes. I am always trying to find new ways to make them live a better and happier life. I have a split foyer with 5 cute and lovable kitties. I have a temporary catio on my deck for them to safely enjoy the outdoors. I live in a semi quiet neighborhood that I enjoy taking longs walks around. I make sure that the animal is comfortable with me and not scared as stress is not good for an animal. I love getting outside and going for walks so if your animal needs a walk, it will just make my heart happier to have company. Fuurbabies are family so I will treat your furrbaby just like if they were my own.
About: I have taken care of dogs and cats of every kind since I was a little kid. I really started caring for them in the past 6 years. Neighbors, family, friends have chose me to feed, walk, love, and take care of their pets while they may be gone. I love doing it! I also have cats and a puppy of my own! I am currently a nanny as well as taking community college classes. My schedule is very flexible, please feel free to reach out even if it’s last minute! I care for any pet like it is mine! I also take care of the house and clean up any mess that may have been made.
“Anna is awesome! She did an amazing job taking care of our dog while we were away. She was great about texting us updates and photos, and we felt so comfortable that our dog was in great hands. I would definitely book with Anna again and highly recommend working with her!”

About: Hi, I’m Jennifer. I’ve been caring for pets professionally since 2013, and I know how much trust it takes to welcome someone into your home and your pet’s routine. Care is built around patient, attentive care. I pay attention to the little things, from a dog’s favorite route to the way a cat likes to be greeted, so visits feel familiar and comfortable. I serve families in Charles, Calvert, and St. Mary’s Counties and are insured through Pet Sitters Associates. Pet care is a big part of my everyday life, both with my own pets and through Waldorf Walkers & Pet Sitting. I plan my week around scheduled walks and visits so each pet gets dependable care and plenty of attention. With over 13 years of professional experience, I understand how much consistency matters. Whether it’s a midday walk or care while their family is away, I make time for each pet’s individual needs—and a little extra love, too! I care for pets in their own homes, where they feel comfortable and can keep their familiar routines. For dog walks, I provide exercise at their pace, time to sniff and explore, fresh water, and plenty of affection. During pet sitting visits, I follow each family’s instructions for feeding, potty breaks, litter box cleaning, playtime, and any special care needs. I pay attention to each pet’s personality and comfort level, whether they’re ready to play or need a little patience to warm up. After each visit, I send photos and an update so you know how your pet is doing. I also treat your home with care and make sure everything is secure before leaving.
About: For me, caring for animals has never felt like simply “pet sitting.” They are family—and when someone is trusting me with a member of theirs, I take that responsibility to heart. I’ve been caring for pets since I was 13 years old, and today I help care for my family’s lively crew of four dogs and two cats. I’m comfortable with different breeds, personalities, energy levels, and ages—from the young and playful to the older companion who needs a slower pace, a little more patience, and extra tenderness. Senior pets hold an especially meaningful place in my heart. This past September, I said goodbye to Shadow, my Blue Heeler/Pit Bull mix, whom I had loved since he was just three months old. Loving him through his later years gave me a very personal understanding of both the beauty and the weight of caring for an aging pet. I understand the routines, vigilance, patience, and emotional energy that senior pet care can require. I also understand how difficult it can be for their people to step away—even for a weekend—because you worry that someone else won’t notice the little things you notice or care for them with the gentleness they deserve. That is one of the reasons I’m especially interested in supporting families with aging pets. Sometimes loving your pet well also means allowing yourself to rest, travel, celebrate a milestone, or simply take a break knowing they are in caring hands. Whether your pet is energetic and ready to play, independent and particular, or a senior who prefers a quiet companion and an unhurried pace, I meet them where they are. All breeds. All ages. Lots of love. My goal is simple: while you’re away, I want your pets to feel safe, comfortable, cared for, and loved—and I want you to feel at ease knowing someone is genuinely looking after them. I work from home, with either a daytime schedule of 10 a.m.–6 p.m. or an evening schedule of 4–11 p.m. This allows me to build pet care into my daily routine and make time for meals, bathroom breaks, play, and companionship. Being home is only part of it; paying attention matters just as much. Pets can’t tell us what they need in words, so I take time to notice their habits, body language, and little requests for attention. Whether that means a nudge for a bathroom break, an invitation to play, or wanting someone nearby, I care about learning how your pet communicates. I do have focused work periods, so we’ll discuss your pet’s routine and care needs before booking to make sure my availability is a good fit. This is especially important for older pets who may need more frequent check-ins or a particular schedule. I want to understand what a comfortable day looks like for your pet and how I can help keep it that way while you’re away. I start by learning the little things that matter to your pet: their familiar routines, favorite activities, where they like to rest, and how they let you know they need something. I follow your instructions for meals, walks, bathroom breaks, litter care, and rest, with time for play and affection on their terms. In your home, I keep your pet’s routine as familiar as possible and treat your space with care and respect. I let your pet get comfortable with me at their own pace, whether they’re ready to play right away or prefer a quieter introduction. Senior pets are especially close to my heart. Caring for my dog Shadow through his later years taught me the importance of patience, gentleness, and noticing small changes. I’m happy to move at an older pet’s pace, and we’ll discuss any health, mobility, or supervision needs beforehand so I can be clear about the care I can reliably provide. Before you leave, we’ll confirm care instructions, veterinary and emergency contacts, and your preferences for photos and updates. I want you to feel comfortable sharing the details—even the ones that seem small. They’re part of knowing your pet, and they matter to me, too.
About: I’ve had taken care of pets ever since I was 14. I love all type of animals and have so much fun with them. I overall make sure the animals are comfortable and safe while in my care. I currently work a part time job. I’m mainly available during the weekends and mornings or late nights. I am a very flexible person and very understanding when it comes tho scheduling. I always make sure to follow the directions and pay attention to every detail the owner tells me about their animal. I try to see if the animal itself is comfortable and show that I am a very trusting person to be around. Love to take them out and have play with them!
The median cost per night for house sitting in Leonardtown is $50
Pet parents share their Rover experiences - Leonardtown
Ali was amazing! She took such good care of our animals for the 10 days we were gone and sent me updates twice a day. She took care of both my old dogs who can not go up or down stairs. She comforted them through a tornado warning and thought to pull the drapes to protect them if the windows shattered. She is so thoughtful and mindful as is her dog Haven who came to my house too to house sit and dog sit. They are just such a sweet pair of dog sitters and I appreciate all her kind care for my old dogs and cat.

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 house sitting

1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Leonardtown
Select a filter and find qualifying sitters offering house sitting.Sitters in Leonardtown average 4 repeat house sitting clients
FAQs for House Sitting - Leonardtown
Frequently asked questions about Rover
The average cost of House Sitting in Leonardtown is $94 per night as of November 2026. Most bookings cost between $75 and $99 per night. 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 November 2026, there are 379 sitters on Rover offering House Sitting across Leonardtown. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Leonardtown walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Leonardtown maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Leonardtown. On Rover:
- 89% 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.






