House Sitting Leonardtown
Find a loving house sitter to watch over your pets and your home.
Over 48 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!!!”
“I contacted India on relatively short notice for pet sitting. She was available to come meet us and our dog before our trip. India did a wonderful job taking care of our older German Shepherd who is dealing with some skin conditions. She was very caring and followed all of the instructions that I left for medicine and wound care. We appreciate the care that she gave our girl and will definitely book with India again to take care of our dog. We also have a bearded dragon and fish that she took care of as well. Highly recommend India for pet sitting.”
“This was the first time that I have left my animals overnight. Jordan was amazing and communicated on a regular basis, complete with the cutest pictures, which kept my mind at ease. All of my furry babies loved the individual attention that they got. My dog thinks he's found a new best friend. I will definitely be using Jordan again to care for my menagerie!!!”
“Shemoy did a fabulous job taking care of our two high maintenance dogs. She didn’t seem phased at all by their med schedule and their anxiety issues. Super impressed”
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 between jobs and while applying to new ones I have all the time in the world to see your babies! No matter the time, my attention is theirs. 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.
“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 a responsible and dependable college student who genuinely enjoys caring for animals. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and well cared for while you're away. I am attentive to feeding schedules, exercise needs, medications, and any special instructions provided by owners. I also believe in keeping pet parents updated with regular messages and photos so they can have peace of mind while their pets are in my care. In my own personal experience I have worked with pets ever since I was 13 and have loved animals my whole life. I have watched multiple animals at one time, administered medication, provided walks, provided cuddles/play times, and provided over night stays for the past few years. Whether your pet enjoys long walks, playtime, or simply having a calm companion around, I will provide patient and loving care tailored to their needs. My goal is to treat every pet as if they were my own and ensure they receive plenty of attention, affection, and care. I am currently working a part-time internship related to my major for school. This internship only takes up 15 hours of my time during the week. I am available to play and care for your pets any time during the weekend and when I am not working. As I do not have my schedule yet, I estimate most of my time will be spent with your pets in the evening during the week and whenever we can make work! I am very flexible. Safety and comfort are my top priorities when caring for pets. In a client's home, I follow all care instructions carefully, including feeding schedules, medication routines, exercise needs, and any household rules. I make sure pets have fresh water, a clean environment, and plenty of attention and companionship while their owners are away. I understand that pets are often most comfortable in their familiar surroundings, so I work to maintain their normal routine and minimize stress. I also pay close attention to any changes in behavior or health and will communicate promptly with owners if I have any concerns. I treat every home and pet with respect, keeping living areas clean, securing doors and gates, and ensuring pets remain safe at all times. I provide regular updates and photos so owners can have peace of mind knowing their pets are happy, comfortable, and well cared for.
“Ariel V. was completely wonderful. My cats were all very happy with her, even my shy guys. Ariel was very attentative to Rascal, my old guy, and he just lapped up her attention. She sent videos and updates on how everyone was doing.”
About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work part time and have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.
“Kristen was absolutely wonderful with my Pomeranian mix, Jasper, over Spring break. From the very beginning, she was flexible with my schedule and made the whole handoff seamless and stress-free. It was clear she genuinely cared about Jasper’s comfort and wellbeing. She was attentive, communicative, and completely dedicated to making sure he was happy and well looked after while I was away. Knowing Jasper was in such good hands allowed me to fully enjoy my time away without a second of worry. I couldn’t have asked for a better sitter. I will absolutely be reaching out to Kristen again and recommend her without any hesitation!”
About: I’m a reliable and attentive dog sitter with hands-on experience caring for dogs of all sizes and temperaments. I’ve provided dog sitting services for friends, family, and clients, ensuring each pet feels safe, comfortable, and well cared for while their owners are away. My experience includes feeding, walking, administering basic medications, and maintaining each dog’s routine to minimize stress. I’m also attentive to behavioral cues and make sure dogs get plenty of exercise, playtime, and affection. Your dog’s safety, happiness, and well-being are always my top priorities. I'm currently taking online computer courses, which allows me to adjust my daily routine and be available at various times throughout the day. I'm available for pet sitting and walking on weekends and weekdays. When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medications (if needed), and any specific preferences your pet has. I value the feelings and needs of your pets and strive to sense the best way to ensure your pet's comfort and security while respecting your home by maintaining cleanliness and peaceful order. I’m also happy to provide regular updates, photos, and messages so you can feel confident that your pet is safe, happy, and well cared for while you’re away.
“Highly recommend! They were fantastic with my dogs and incredibly punctual. I really appreciated the consistent updates and photos they sent, which gave me total peace of mind while I was away.”
“I highly recommend Kathleen for anyone looking for in home or not care. Kathleen allowed us to take a wonderful holiday vacation knowing our 16 year old boy with Kidney issues would be well loved and cared for as she sent pictures daily and was always available for a checkin. Kathleen also took care of our home and eneded her stay as if she had never lived their for 10 days. Just amazing! We were pleased more than we ever thought we would be. Highly recommend this wonderful gal who we did just meet as she came 3 times prior to my trip to ease my nerves. Real gem and she and her family are great with animals. Katu was comfortable right away, which is unusual. Thank you Kathleen. You are our sitter for Katu! Happy New Year! Loved your family Christmas card! Thank you so much!”
About: I got the love of dogs from my father. I grew up on a farm and we always had a dog around. When I moved out on my own, I always had a dog from 1987-2024. For many years I had 2 dogs at a time. Since I never had children, they were my children. I 've had cocker spaniels, a rottie and a lab. I've taken care of my friends dogs when they are out of town. I currently work f/t Mon-Fri from 7am-3pm. I am only 5 miles away, so if needed, I can run home in middle of my workday for potty break and of course a mid day snack and plenty of pettings. I have a small fenced yard (I live in a townhome, end unit) Your furbaby will go on walks with me with their leach. They can sleep on the couch, in my bed, or wherever they are most comfortable.
“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!”
“I can’t recommend them enough! I felt so at ease with my dog and house in their care. My dog is a little ~quirky~ (stubborn, reactive, terrified of new experiences) and I was so impressed by how expertly they handled him. I received regular updates and photos, and my house was so clean and tidy when I came home. Highly recommend!”
About: I’ve have taken car of dog since I was 15 and love all kind of dogs. I have a two years old golden retriever that is fully house trained and love everyone. I work full time in the Navy and can board on the weekends. Also, available to sit and walk dogs Monday-Friday from 5 pm to 10 pm I have fencing yard and a golden retriever to keep you puppy company. Also, I can FaceTime anytime you need to see your puppy or send pictures.
The median cost per night for house sitting in Leonardtown is $50
Pet parents share their Rover experiences - Leonardtown
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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
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Select a filter and find qualifying Leonardtown sitters!Sitters in Leonardtown average 4 repeat house sitting clients
FAQs for House Sitting - Leonardtown
Frequently asked questions about Rover
The average cost for House Sitting in Leonardtown on Rover is $61.05 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 368 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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Leonardtown. On Rover:
- 96% 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.
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