House Sitting in Leonardtown

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Rileigh T.
Verified Enhanced Background Check
Rileigh T.
from
$40
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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!!!

Profile image
Shannon B.
Sitter Profile Image: skyler B.
Verified Enhanced Background Check
skyler B.
from
$22
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Leonardtown, MD, 20650

Skyler did a great job watching our two dogs while we were out of town. Excellent communication! When we got home, our dogs were very calm and happy. Will book again soon!

Profile image
Shelby J.
Sitter Profile Image: India B.
Verified Enhanced Background Check
India B.
from
$50
per night
4.8 out of 5 stars
7 reviews
3 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.

Profile image
Becky C.
Sitter Profile Image: Samuel H.
Verified Enhanced Background Check
Samuel H.
from
$28
per night
5.0 out of 5 stars
4 reviews
4 years of experience
Lexington Park, MD, 20653

Sam was a great communicator and took good care of Gunnar and our house.

Profile image
Sarah W.
Sitter Profile Image: Leah H.
Verified Background Check
Leah H.
from
$60
per night
5.0 out of 5 stars
141 reviews
69 repeat clients
22 years of experience
California, MD, 20619

Leah is great with my pups! They love her. She makes me comfortable by sharing pics, asking if she has any questions, and following my instructions.

Profile image
Connie W.
Sitter Profile Image: KASEY P.
Verified Enhanced Background Check
KASEY P.
from
$28
per night
5.0 out of 5 stars
3 reviews
2 years of experience
California, MD, 20619

About: I've had and taken care of a dog since I was 7 years old. Dogs were always a part of our family life. In my family and friend group I am the go-to person for pet sitting and puppy walks. I recently participated with a trainer from Ultimate K9 training in Southern Maryland with my own pup Russel who passed with flying colors and both he and I learned many new skills and tricks. Working with dogs is one of the loves of my life. I typically work a 7-5 shift at my day job but do have some flexibility during the day that I can use for a pup break. Evenings I am consistently available after 5pm. Weekend work is not a problem and I am open to helping support your much needed getaway. Love is always the first ingredient but of course we respect puppy boundaries as set by the puppy parents or how comfortable the pup is until they feel comfortable. Meals are fed to pups at the same time to make sure they are not feeling favoritism. Belly rubs and play time are also important for bonding and trust. I will send images of pets daily if the pet parent would like. Just let me know.

Sitter Profile Image: Kimberly B.
Verified Enhanced Background Check
Kimberly B.
from
$50
per night
5.0 out of 5 stars
2 reviews
25 years of experience
Mechanicville, MD, 20659

Kim did a great job taking care of my boy! I will definitely be using her services again!!

Profile image
Michelle B.
Sitter Profile Image: Kristen E.
Verified Enhanced Background Check
Kristen E.
from
$70
per night
5.0 out of 5 stars
2 reviews
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!

Profile image
David H.
Sitter Profile Image: Zoey D.
Verified Enhanced Background Check
Zoey D.
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Mechanicsville, MD, 20659

About: I have taken care of animals for over a year now at a dog daycare/boarding centre in a variety of different circumstances. From Mastiff’s to Chihuahuas, I am confident taking care of various different sized dogs with a variety of different dietary needs from raw diets to kibble diets, medical needs from dogs that get medication once a day to dogs that get medication several times a day, and activity needs from dogs that need regular exercise to senior dogs that don’t need to be exercised. I have also had experience handling dogs that are extremely nervous around new people, dogs that can resource guard toys, and dogs that are highly reactive. I am a full-time commuter college student with large gaps between my morning and afternoon classes which I can travel to and from the owners house to let their dogs out and play with during. The only time that I am unable to stop by the house between classes is on Thursdays where I will be gone from 8 am to 2 pm due to my in-person lab course. I only offer services at my clients house so as of not to subject the pet to unnecessary stress from being in a new environment. I can administer any medication that is not via injection, I can cater to a variety of diets ranging from raw meat every day to freshly cooked food three times a day to kibble twice a day depending on the dogs needs, I have personal leashes that I can use or I can use the owners leashes to take the dog on walks as often as request/needed.

Sitter Profile Image: Jordan M.
Verified Enhanced Background Check
Jordan M.
from
$55
per night
5.0 out of 5 stars
103 reviews
25 repeat clients
20 years of experience
California, MD, 20619

Jordan was an excellent house sitter!!! Definitely my way to go on my next trip… no worries about my doggie girls while away!! Will recommend to every doggie family I know!!😂

Profile image
Cat L.
Sitter Profile Image: Shemoy S.
Verified Enhanced Background Check
Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
20 years of experience
California, MD, 20619

Shemoy was wonderful! We have had bad experiences with Rover dog sitters in the past, but she made us feel very at ease while watching our dog. She was very responsive and reliable. She even left the sweetest Christmas treats for my dog. You can tell she really cares about animals. I will definitely book with her again.

Profile image
Lauren C.
Sitter Profile Image: Annabelle F.
Verified Enhanced Background Check
Annabelle F.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Callaway, MD, 20620

She was great! Kept us updated with pictures everyday! Would gladly hire her again!

Profile image
Rachel B.
Sitter Profile Image: Alecia S.
Verified Enhanced Background Check
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!

Profile image
Stevie S.
Sitter Profile Image: Starfire E.
Verified Enhanced Background Check
Starfire E.
from
$40
per night
5.0 out of 5 stars
25 reviews
14 repeat clients
16 years of experience
Mechanicsville, MD, 20659

Starfire did a great job and kept all my animals happy and healthy! She kept us informed with texts and pictures and I appreciate all she did for us. Thanks Starfire

Profile image
Martha F.
Sitter Profile Image: Jasmine H.
Verified Enhanced Background Check
Jasmine H.
from
$38
per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
California, MD, 20619

About: I’ve grown up with dogs since I was 7 even having my own pup. Caring for the neighborhood pets was not only something to pass the time but I built a bond with them with daily walks, playtime and feeding. This is something I continue to do today. I currently work from home, which has afforded me time throughout the day to be able to provide that extra care whether it is vet visits, walks outside, or even additional playtime in a day. I currently stay in an area that has a fenced play area outside. I do have a small dog myself but have gate areas up if needed for separation.

Sitter Profile Image: Virginia E.
Verified Enhanced Background Check
Virginia E.
from
$60
per night
5.0 out of 5 stars
17 reviews
6 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.

Profile image
Debby M.
Sitter Profile Image: Christina H.
Verified Enhanced Background Check
Christina H.
from
$64
per night
5.0 out of 5 stars
45 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: Ruth D.
Verified Enhanced Background Check
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: Jaliah D.
Verified Enhanced Background Check
Jaliah D.
from
$35
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Lexington park, MD, 20653

About: I’ve taken care of dogs since 12. My family have relied on me to walk, play, and bathe their pets. I’m very playful with pets to keep them entertained & enjoy cuddling with them also. I’m a student in college & work full time, This fits my schedule on weekdays being able to finish work in the early morning as well class and have free time the rest of the day. I have a fenced yard, and much attention to give. I keep an clean and safe environment for anyone especially from keeping dangerous chemicals away at all times.

Sitter Profile Image: Erik M.
Verified Enhanced Background Check
Erik M.
from
$100
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!!!

Profile image
Missy M.
1 / 1
View more sitters

Over 49
pet parents in Leonardtown have booked house sitting

Leonardtown pet parents share their Rover experiences

1 / 1
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.

Profile image
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!

Profile image
Sarah F.
House Sitting
1 / 1
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 $45

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 Apr 2026 was about $45 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 Apr 2026, there are 290 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.