Pet Boarding Leonardtown

Find a loving Leonardtown pet sitter to watch your cat or dog overnight at your sitter’s home.

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Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Liz was wonderful with my dog over the weekend, providing attentive care and updates. I returned to a happy and well-cared-for pup. Would definitely trust her again.

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Tia E.
Sitter Profile Image: La Tasha T.
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La Tasha T.
from
$50
per night
5.0 out of 5 stars
52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

LaTasha has watched our 3 month old puppy twice already and had taken wonderful care of him. She is accommodating to our schedule adjustments and always provides feedback on his well being. We will definitely continue to use her boarding services.

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kathy s.
Sitter Profile Image: Lilian u.
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Lilian u.
Star Sitter
from
$60
per night
5.0 out of 5 stars
158 reviews
65 repeat clients
6 years of experience
Waldorf, MD, 20602

Lily, and her husband Sebastian, were wonderful with my pup pup, Diezel! He had so much fun and was worn out from play and walks. They are so easy going which made my husband and I comfortable and makes the pups at ease. Lily sent lots of pictures and videos which I love and appreciate. She did an amazing job and Diezel looks forward to his next stay!

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Leigh C.
Sitter Profile Image: Lori W.
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Lori W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
78 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

She loves dogs truly. She let our little dog to sleep on her bed first night to let him feel like home. She updated and sent photos twice a day. The little dog seems to make the furry friends and like his stay

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jess d.
Sitter Profile Image: Yiqiuxi & Nick L.
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Yiqiuxi & Nick L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
29 repeat clients
15 years of experience
White Plains, MD, 20695

Yiqiuxi and Nick were great with my two dogs. They always responded quickly which helped put me at ease that my babies were cared for, and sent great pictures. My frenchie can be a little hard headed but they cared for him well

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Shannon B.
Sitter Profile Image: Genil W.
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Genil W.
from
$40
per night
4.3 out of 5 stars
31 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

Genil treated our dogs with such love and was even available at the last minute during the holidays! She sent photos halfway through the booking and was so sweet to work with!

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Taylor H.
Sitter Profile Image: Onayda P.
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Onayda P.
from
$40
per night
5.0 out of 5 stars
557 reviews
308 repeat clients
7 years of experience
Owings, MD, 20736

She took really good care of my Freckles. Sent me awesome pictures of him while I’m on vacation. Very lovable person, I can feel the love she had for my kitten. She did a great job giving my kitten an extra care for his skin as well! Thank you so so much, I trust her sitting my kitten again if I ever have to.❤️

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Mari Ann R.
Sitter Profile Image: Tanita & Terrence B.
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Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
205 reviews
79 repeat clients
16 years of experience
Waldorf, MD, 20603

Tanita is amazing, and we are so grateful to have found her. She kept our puppy for 7 nights and was so patient and good with him. She kept him busy with lots of stimulation and activities. He had fun with other dogs. She communicated daily with great pics and videos. I can’t recommend her highly enough. We were nervous to leave our pup while so young, but she provided a great home environment for him. We were also able to see how great she is with dogs of other ages, including seniors.

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Andrea D.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$44
per night
5.0 out of 5 stars
331 reviews
153 repeat clients
25 years of experience
Hughesville, MD, 20637

Kelly is such an amazing person, I loved how she managed to take care of all 3 of our dogs and they vibed with her I’d highly recommend, we are beyond grateful & satisfied with her services, thanks so much ??

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Erick H.
Sitter Profile Image: Erin D.
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Erin D.
from
$38
per night
5.0 out of 5 stars
50 reviews
15 repeat clients
25 years of experience
Swan Point, MD, 20645

This was an emergency stay and we only had a couple of days to book with Erin. Thank you for your accommodation Erin and thank you for taking care of our boy. He loves to come to your house and we love that he loves it! See you next time! As long as you stay in the business, we will support your services!!!! We appreciate all you that do. It makes it easier for us to do all that we do!!!!

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Jennifer S.
Sitter Profile Image: Anna L.
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Anna L.
from
$50
per night
4.9 out of 5 stars
70 reviews
22 repeat clients
12 years of experience
La Plata, MD, 20646

Anna was very pleasant, understands dog care and was easy to arrange things with. My 2-year-old doggo enjoyed playing with her dogs and I think he had a good time. I would definitely be pleased to book her again.

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Thelma F.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Connie F.
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Connie F.
from
$50
per night
5.0 out of 5 stars
9 reviews
25 years of experience
Port Tobacco, MD, 20677

We have found our favorite boarder. Ms Connie is so wonderful and the dogs were so happy. Can’t thank her enough for the love and care she gave.

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Felicia D.
Sitter Profile Image: Erwin V.
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Erwin V.
Star Sitter
from
$64
per night
5.0 out of 5 stars
340 reviews
81 repeat clients
27 years of experience
Pomfret, MD, 20675

Great dog carer!. Great facilities with huge fenced back yard crates and kennels for all size dogs. My puppies hard a wonderful stay and i was kept updated with notes and pictures . Highly recommend

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Judi T.
Sitter Profile Image: Shawn L.
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Shawn L.
from
$48
per night
5.0 out of 5 stars
1 review
13 years of experience
Lexington Park, MD, 20653

About: I provide a calm, structured home environment along with attentive home visits. My goal is simple: for your pet to feel safe, comfortable, and genuinely cared for while you’re away. I’m home the majority of the day, which allows me to provide consistent supervision and attention. Because of this, your pup won’t be left alone for extended periods. My home is clean, pet-safe, and designed for comfort. I intentionally limit the number of dogs I board at one time to ensure each pet receives attentive, high-quality care. Located in the desirable and safe Pembrooke neighborhood, I also provide regular photo updates so you can feel confident and connected while you’re away.

Sitter Profile Image: Donna A.
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Donna A.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Leonardtown, MD, 20650

Was very appreciative that Donna took Kodi at the last minute when her usual border wasn't available. She seems so pleasant. Kodi was fine. I will definitely use her again if necessary. I gave her a cash tip which I always do so that they can get full benefit of it.

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Jayne S.
Sitter Profile Image: Lashelle C.
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Lashelle C.
from
$55
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
22 years of experience
Waldorf, MD, 20601

Chelle was very attentive to Joey and made sure that he felt loved as well as at home. She communicated with us each day even twice a day! I am so glad that I decided to use this service for my Joey!!!! Thank you Chelle, I so appreciate you!!!

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Erica M.
Sitter Profile Image: Marisa M.
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Marisa M.
from
$45
per night
20 years of experience
Whitehall, Bel Alton, MD, 20611

About: For us, pet care isn't a hobby—it’s a lifestyle. We've been inseparable from animals since childhood, spending both our formative years training and exploring with our own trusted companions. That childhood passion evolved into a lifelong commitment; today, my husband (Micah) and I are known by friends and family as the "pet whisperers." We have a natural instinct for animal body language and an innate ability to make even the most nervous pups feel right at home. Why Choose Our Home? When your dog stays with us, they aren't just being watched—they are joining our family. We offer: Lifelong Expertise: Decades of experience handling various breeds, temperaments, and energy levels. Training-Focused Play: I’ve carried my love for training into adulthood, meaning I’m happy to reinforce your house rules or practice basic commands during our play sessions. The Power of Two: With both my husband and me dedicated to your pet’s care, there is always a lap available for cuddles and an extra set of eyes on the yard. One of the best parts of staying with us is the built-in social life! We are proud parents to three well-socialized dogs who truly love making new friends. Because our three have such distinct personalities, we’ve found that almost any visiting guest finds a "soulmate" in our pack. There's the gentle soul (Dom), the endless playmaker (Milo) and the sweet social butterfly (Izzy). We’ve seen it time and time again—no matter the temperament, at least one (and usually all three!) of our dogs will inevitably click with your fur baby. They provide great company during the morning hours, ensuring your pet feels like a member of the family from the moment they walk through the door. Whether your dog is a high-energy explorer or a senior who just wants to sniff the country air, we provide a structured, loving environment where they can thrive while you're away. Your dog will never feel alone here! In the early morning hours, they’ll have our three social pups to keep them company and burn off energy. From lunchtime onwards, Micah works from home, meaning there is a human on-site for the majority of the day to oversee potty breaks, backyard explorations, and afternoon naps. We’ve found this routine works wonders for dogs who love having a pack to hang out with while still getting plenty of one-on-one human attention. We’ve carefully introduced many guest dogs to our trio, and we always ensure everyone is comfortable and safe before leaving them to bond. We have room to keep your pet separate but comfortable if they prefer their own space. 2-Acre Nature Retreat with Fenced Yard & In-Ground Pool! We believe that a vacation should be stress-free for both you and your pet. Our home is designed to be a haven where safety meets serenity. Safety & Serenity: Our home sits on 2 acres of stunning natural beauty, featuring a fully fenced-in (chain link) backyard. It’s the perfect blend of high-energy zoomies and peaceful nature watching. Whether your dog wants to sprint across the grass or simply observe the local birds from the shade, they can do so in a completely secure, enclosed environment. As lifelong pet owners, we are hyper-aware of safety. We perform regular perimeter checks of our fencing and ensure all gates are double-latched. Trust Through Instinct: We don't just watch dogs; we understand them. Our natural instincts with animals allow us to read subtle body language, helping us prevent stress before it starts and ensuring all interactions between our pack and your pup are positive and balanced. Environment: Your dog will never be relegated to a garage or a kennel. They will have full access to our living space, comfortable rugs for napping, and constant climate control. We treat our guests exactly like we treat our own three—as members of the family. Peace of Mind for You We know how hard it is to leave your pup behind. To ensure you feel as relaxed as your dog, we provide: Frequent Updates: Photo and video check-ins so you can see the "zoomies" in action. Transparent Communication: We are always just a text away if you want to check in on their behavior, appetite, or mood. Vetted Companionship: Our three resident dogs are fully vaccinated, well-socialized, and expert hosts. In addition to our large fenced in yard, we feature a large in-ground pool for our water-loving guests! Supervised Splashing: For dogs who love the water, the pool offers a fantastic way to cool off and get some low-impact exercise. Whether it’s fetching a floating toy or just wading on the steps, it’s always a highlight of the stay. Safety First: We take pool safety very seriously. Access to the pool area is strictly supervised at all times. If your dog isn't a swimmer or you prefer they stay dry, we ensure the pool area is off-limits during their outdoor play sessions so they can focus on the grass and trails instead. Post-Swim Care: If your pup does take a dip, we’re happy to give them a quick freshwater rinse and a towel dry so they stay fresh and comfortable when they head back inside.

Sitter Profile Image: Bree M.
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Bree M.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
12 years of experience
Leonardtown, MD, 20650

About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.

Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
50 reviews
17 repeat clients
10 years of experience
Huntingtown, MD, 20639

We couldn’t be happier with Stephanie! She took amazing care of our dog, Oliver, while we were away, and we felt completely at ease knowing our pup was in great hands. She sent regular updates, including adorable photos and videos, which made us feel connected even from miles away. Beyond providing excellent care, Stephanie truly bonded with Oliver and made sure he got plenty of playtime, snuggles, and attention. We highly recommend Stephanie to anyone looking for a reliable, caring, and communicative sitter. We will definitely be booking with her again 😊

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Deanna G.
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The median cost per night for pet boarding in Leonardtown is $45

Pet parents share their Rover experiences - Leonardtown

1 / 1
5.0 out of 5 stars

When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!

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Carol N.
Boarding
5.0 out of 5 stars

Was very appreciative that Donna took Kodi at the last minute when her usual border wasn't available. She seems so pleasant. Kodi was fine. I will definitely use her again if necessary. I gave her a cash tip which I always do so that they can get full benefit of it.

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Jayne S.
Boarding
1 / 1
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Sitters in Leonardtown average 13
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FAQs for Boarding - Leonardtown

Frequently asked questions about Rover

The average cost for Pet Boarding in Leonardtown on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 263 sitters on Rover for Pet Boarding in Leonardtown. About 87% of Leonardtown sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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