House Sitting Leonardtown

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

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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.

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Sitter Profile Image: Rileigh T.
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Rileigh T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
20 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: Alecia S.
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Alecia S.
from
$55
per night
4.9 out of 5 stars
27 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: Jordan M.
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Jordan M.
from
$55
per night
5.0 out of 5 stars
108 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Thank you for always taking such great care of our little old man! Even with him aging and having more and more limitations every time you see him. We appreciate how caring and accommodating you are for him☺️

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Reagan G.
Sitter Profile Image: India B.
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India B.
from
$50
per night
4.8 out of 5 stars
8 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: 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: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
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: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
20 years of experience
California, MD, 20619

Shemoy worked closely with us to make sure our dogs were comfortable before we left them. She treated our babies like her own and always kept us fully updated :)

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Deanna G.
Sitter Profile Image: Ariel V.
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Ariel V.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Hollywood, MD, 20636

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.

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Paula A.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per night
2 years of experience
Leonardtown, MD, 20650

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.

Sitter Profile Image: Madison H.
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Madison H.
from
$50
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.

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

Leah is fantastic! We all know a “dog Mom” that doesn’t want to leave home because of her BABY!! (That’s me??‍♀️) Leah is patient and attentive, she went above and beyond for us on an extended stay. My dog, my home and my sanity were all in check with Leah. I can’t thank you enough, we will be booking again!

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Anita A.
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: Ashley M.
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Ashley M.
from
$38
per night
5.0 out of 5 stars
5 reviews
6 years of experience
Charlotte Hall, MD, 20622

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.

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Timothy S.
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

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!

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Nadia P.
Sitter Profile Image: Zoey D.
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Zoey D.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
1 year of experience
Mechanicsville, MD, 20659

Zoey took good care of our three pups and house.

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Catherine M.
Sitter Profile Image: Virginia E.
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Virginia E.
from
$60
per night
5.0 out of 5 stars
18 reviews
8 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: 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: Madison B.
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Madison B.
from
$35
per night
1 repeat client
4 years of experience
Hollywood, MD, 20636

About: There is genuinely nothing that brings me more joy than being in the presence of loving dogs or cats. As your pet sitter, I'll ensure to deliver top-quality care as well as an abundance of love for your furry friends. I have grown up with dogs and cats all my life, and their health and wellbeing have always been one of my utmost priorities. I would love nothing more than to take care of your fur babies! I am currently a full-time college student and I am looking for a fun and engaging part time job! All of my classes are online which allows me to have fairly open availability during weekdays. Pet sitting is something I genuinely enjoy and love doing, and I would be more than happy to provide care for your pets. Unfortunately, I am not able to provide pet care in my own home. Since I will be providing care in your home, I will be respectful of all house/pet rules. It is my #1 priority to provide top quality care while abiding to your preferences.

Sitter Profile Image: Raymond M.
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Raymond M.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
California, MD, 20619

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.

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

Pet parents share their Rover experiences - Leonardtown

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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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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 June 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 June 2026, there are 365 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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