House Sitting in Leonardtown

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

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Top rated Leonardtown house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
143 reviews
74 repeat clients
22 years of experience
California, MD, 20619

Leah was wonderful! Our pups loved her! This is the first time we’ve had a pet sitter, so we were a little nervous but she eased our worries. She was very prompt with messaging and gave us lots of updates! We will absolutely book her again!

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Sydney M.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$55
per night
5.0 out of 5 stars
104 reviews
26 repeat clients
20 years of experience
California, MD, 20619

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!!!

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Jennifer T.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Lexington Park, MD, 20653

Samuel did a fantastic job watching our dog who is both quite reactive and recovering from ACL surgery. We already rebooked him for next month and highly recommend him for anyone needing peace of mind while they’re away from their fur baby.

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Jeff B.
Sitter Profile Image: Rileigh T.
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Rileigh T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Leonardtown, MD, 20650

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!!!

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Shannon B.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per night
5.0 out of 5 stars
3 reviews
2 years of experience
California, MD, 20619

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!

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Gail D.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
California, MD, 20619

Shemoy was absolutely awesome with my boy. She visited him before the day and developed a good connection and interacted with him like she had known him forever. She was incredibly loving with him and I was more comfortable that I thought I would be for our first time away!

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Victoria V.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$38
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Charlotte Hall, MD, 20622

Ashley was wonderful with our two dogs! She was communicative, reliable, and clearly cared for them so well. We felt completely at ease while we were away. She kept us updated, followed our instructions, and gave the dogs lots of love and attention. We came home to two happy, relaxed pups. We’d absolutely recommend Ashley to anyone looking for a caring and dependable dog sitter!

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Ashley B.
Sitter Profile Image: Starfire E.
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Starfire E.
from
$40
per night
5.0 out of 5 stars
26 reviews
15 repeat clients
16 years of experience
Mechanicsville, MD, 20659

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.

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Shawna H.
Sitter Profile Image: India B.
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India B.
from
$50
per night
4.8 out of 5 stars
7 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

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.

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Becky C.
Sitter Profile Image: Alecia S.
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Alecia S.
from
$55
per night
4.9 out of 5 stars
26 reviews
8 repeat clients
12 years of experience
Hollywood, MD, 20636

Alecia did an amazing job! She sent us pictures and updates everyday and treated our home with respect. I highly recommend her and will be using her again!

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Stevie S.
Sitter Profile Image: Virginia E.
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Virginia E.
from
$60
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
40 years of experience
Clements, MD, 20624

Really good with the animals… 2 cats and and a Velcro dog. Appreciated updates. Highly recommend Virginia and will use her again.

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Debby M.
Sitter Profile Image: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
California, MD, 20619

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!

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David H.
Sitter Profile Image: Kiera W.
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Kiera W.
from
$50
per night
5.0 out of 5 stars
1 review
7 years of experience
Mechanicsville, MD, 20659

About: I have taken vet assistant classes at Prince George Community College and have a certificate! I’ve taken care of my pets, including one of my dog’s with diabetes, administered insulin and checked blood sugar. I also have administered medication to my cats and have many years of experience taking care of all kinds of animals such as dogs, cats, reptiles, fish, etc. I have stayed overnight to watch my neighbors’ dogs. I have experience with all types of animals and have been volunteering at an animal shelter in Prince Frederick! I am a college student in nursing school and have classes from 8:30-10:30 and 12:30-2:30 on Tuesdays and Thursdays. I am available any other time and can also stay overnight! My hours will vary so reach out if interested! I have a fenced in yard and one other dog that is very playful. But I am easily able to separate or crate them if needed.

Sitter Profile Image: Linda W.
Verified Enhanced Background Check
Linda W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
96 reviews
37 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda was awesome. Sadie was relaxed and happy while in her care. It was nice to go on vacation and know that Sadie was being well cared for. I would recommend Linda to anyone who wants their pet to stay home while they are gone. I will definitely request Linda again if we go away.

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Judy K.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$45
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Lexington park, MD, 20653

Jaliah was very polite and great with my pets!

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April C.
Sitter Profile Image: Erik M.
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Erik M.
from
$80
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
30 years of experience
Leonardtown, MD, 20650

Erik was absolutely amazing!!!! It was the first time leaving my dogs with a sitter while I was out of town and I will definitely be using his service again!!! He shared pictures of the dogs every day and he made me comfortable while I was clear across the country. He even washed the couple dishes in my sink!!! I would definitely recommend Erik to all my friends and family!!!

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Missy M.
Sitter Profile Image: Ruth D.
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Ruth D.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
California, MD, 20619

About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.

Sitter Profile Image: Christina H.
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Christina H.
from
$64
per night
5.0 out of 5 stars
47 reviews
7 repeat clients
11 years of experience
Leonardtown, MD, 20650

About: I have been taking care of animals since I was 11. I have taken care of neighbors and friends dogs! I took animal science in high school for two years which included dog grooming two days out of the week and also learning about all animals in general. I worked at Hayfield Animal Hospital as a Kennel Assistant when I was in high school as well. This required walking and feeding dogs on a day to day basis. Through my junior year of high school through college, I was a summer camp counselor for a Horse riding stables. This included taking care of 30+ horses every morning and night during the week. I have been riding horses for 20 years now and have an equine minor. I have lots of experience with dogs and cats! I currently have two dogs of my own that I love very much. I have grown up with cats and until recently have always had one or two in my life. I currently work full-time from home. I work from 8 to 5 but can sit before then, during lunch, or after work. I also have time on the weekends to sit as well. I have two dogs of my own at home, so I cannot do in-home sitting currently. I will take great care of your pups/cats at your own home and follow any instructions given!

Sitter Profile Image: Kathleen C.
Verified Background Check
Kathleen C.
from
$100
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

Kathleen is amazing! She checked in regularly with pictures of my relaxed and content baby. She was caring and attentive. She even picked up on his silent cues for when he wanted a snack or treat. When we came home, it was as if we'd only been away for 10 minutes. There is no one I'd trust more.

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Scottie P.
Sitter Profile Image: Madison H.
Verified Enhanced Background Check
Madison H.
from
$28
per night
7 years of experience
California, MD, 20619

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.

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Over 50
pet parents in Leonardtown have booked house sitting

Leonardtown pet parents share their Rover experiences

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5.0 out of 5 stars

Great communication and it looks like the dogs don’t even miss us because of the great care Jordan takes of them and your home!

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Brianna M.
House Sitting
5.0 out of 5 stars

Rileigh is amazing with our dogs. She is great at communicating with us and sending updates. The dogs love to hang out with her and cuddle.

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Shannon B.
House Sitting
5.0 out of 5 stars

Elizabeth took great care of our 13 week pup while we had to take our other doggo to an appointment out of town. She was great to communicate with and sent pictures of our lil man. Will definitely be booking with her in the future!

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Sarah F.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Leonardtown is $50

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 house 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.

Sitters in Leonardtown average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Leonardtown on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Leonardtown house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 277 house sitters in Leonardtown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Leonardtown house sitters respond in under an hour.

House sitters in Leonardtown have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Leonardtown.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Leonardtown house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.