House Sitting Leonardtown
Find a loving house sitter to watch over your pets and your home.
Over 31 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.”
“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!”
“This was our first time ever using Rover, we usually leave our pets with a trusted family member or friend, and we are beyond impressed with our experience with Shemoy! Shemoy is just the sweetest; she sent several photos, including one holding our cat Alice who never warms up to any strangers! We will definitely be using Shemoy again and highly recommend her to take care of your pets.”
“Starfire was amazing with our three dogs. Each has their little quirks but she handled them flawlessly. Our golden retriever pup (10 months old) is in her dinosaur stage but Starfire was able to contain her ? Definitely will book again. Thank you so much for taking great care of Groot, Spam & Ozrah.”
“Taylor was amazing with our two dogs! 🐶💕 She was so attentive and caring, sent us plenty of pictures and updates, and always asked questions if she wasn’t sure about something, which we really appreciated. We have a 7-year-old and an 11-year-old, so knowing they were in good hands gave us such peace of mind while we were away. She was reliable, communicative, and clearly genuinely cared about making sure they were comfortable and happy. We came home to two very well-cared-for pups! 🥰 We would absolutely book Taylor again and highly recommend her to anyone looking for a sitter they can trust. 🤓☺️”
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: 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.
“Sam was great as always. He took very good care of our babies, even scooped the cats litter box when he didn’t have to. He was able to calmly retrieve our dog quickly when he got out. He always leaves the house clean with the trash taken out”
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.
“Ben took such good care of my sweet pup. He kept me updated about how she was eating, and how she was doing. She always gets mopey and doesn’t eat when we leave her. But she warmed up faster than usual, thanks to Ben.”
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 This is by far the best job I've ever had 😁 Happiness leads to quality care and that's what I strive to provide. Your animals are not just a job. I make every possible effort to give individualized attention and have a wide range of skills and knowledge to deliver that quality care I'd want for my animals. It's basically my life. It's OK to be jealous. It's fabulous to be able to see so many babies all the time and each with its own personality and I love what I do. 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
About: I have been pet sitting for about 5 years now! With lots of experience with senior dogs and animals in need of more attentive care! I am fully available to housesit along with pets! I work a wonky schedule but the animal or persons baby also comes first! I am fully available 7 days a week! I am much more able to give my upmost priority and attention when staying with the animal in their home. I am not able to host animals at the moment. Not until I move. If that was not going on I would absolutely be able to host.
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 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’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.
About: I have taken care of pets since high school. I have 3 children and my amazing mini golden doodle who loves to cuddle. I am a very sweet and reliable person! I make sure your furry one is well taken care of while you are away. I’m very good at sending pictures and communicating to reinsure your pet is well taken care of. I work from home so I have flexibility to walk dogs or if you need me to let feed a pet or let it out and play. I currently have a golden doodle. Previously, I had a pitbull mix and a laberdoodle. So, I experience with all sizes. I have also had 2 dachshunds in the past before I moved to Maryland.
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.
Meet local sitters who will treat your pets like family
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
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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 for House Sitting in Leonardtown on Rover is $88.57 per night (as of September 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 September 2026, there are 372 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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