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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Over 175
pet parents in Leonardtown have booked pet boarding

Leonardtown, Find top rated pet boarding

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: Kelly G.
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Kelly G.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 340 reviews
157 repeat clients
25 years of experience
Hughesville, MD, 20637

“Kelly was able to step in at the last minute when our plans for our dog’s care fell through and we felt 100% confident leaving them in her hands. She took great care of them and it seems like they had a lot of fun!!”

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Christine L.
Sitter Profile Image: Anika C.
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Anika C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
13 repeat clients
45 years of experience
Mechanicsville, MD, 20659

“Anika did an excellent job with my baby, October. She communicated with me throughout his stay with texts, photos, videos. October wasn’t quite ready to leave her, which makes me feel the love and care she has for my furbaby. I will definitely be using her in the future.”

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Ron M.
Sitter Profile Image: Donna A.
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Donna A.
from
$40
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: Rose R.
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Rose R.
from
$50
per night
5.0 out of 5 stars
• 92 reviews
31 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

“We left our Lab with Rose for 12 days when our usual Rover boarder was unavailable Dash had a great time roaming in her big, fenced-in back yard with her own three dogs. He will miss his buddies now that he's back in our boring house! Rose took great care of him.”

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Julie D.
Sitter Profile Image: Cathy D.
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Cathy D.
from
$55
per night
5.0 out of 5 stars
• 43 reviews
10 repeat clients
25 years of experience
Lusby, MD, 20657

“Cathy is wonderful. She wanted to meet Sadie and Teddy prior to the date we were leaving. She immediately was able to calm them down and they loved her. Cathy came and picked them up with their crates and paraphernalia on the day we arranged and at drop off. This made it so much easier for all of us. We got lots of pics and updates. Sadie and Teddy were so comfortable with her that they even ate the first night. Peace of mind made our trip even better.”

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Kathy P.
Sitter Profile Image: Onayda P.
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Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 567 reviews
311 repeat clients
7 years of experience
Owings, MD, 20736

“It was my first time leaving my puppy in someone’s else’s care and she was amazing with that process. She has dogs for my pup to play with. Amazingly clean home. Kept updating me with pictures and replies right away to messages. She’s going to be my go-to person every time we visit El Paso.”

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Alexa D.
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 was excellent with Dozer, even when he wasn’t always a good boy. She sent lots of pictures and we were comfortable that he was in good hands while we were away.”

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LaTasha G.
Sitter Profile Image: Shawn L.
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Shawn L.
from
$48
per night
5.0 out of 5 stars
• 4 reviews
13 years of experience
Lexington Park, MD, 20653

“Shawn was amazing! My dog Buddy didn’t want to come home! Regular updates with pictures! Could not have asked for anything more. Thanks!”

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James H.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$30
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
3 years of experience
Huntingtown, MD, 20639

“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”

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Natalia P.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
1 repeat client
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: Lana E.
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Lana E.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Waldorf, MD, 20601

“Lana and her husband took amazing care of our dog, Athena, for two weeks while we were traveling, and we couldn’t have asked for a better experience. They’re wonderful, caring people with an awesome yard, and we felt completely at ease knowing Athena was in such great hands! ⭐️⭐️⭐️⭐️⭐️”

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Bryanna E.
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
• 78 reviews
30 repeat clients
15 years of experience
White Plains, MD, 20695

“I love love LOVE having CiCi care for my fur baby Charli! She stayed four nights without her baby shadow, my other spoiled pooch, and she enjoyed outdoor play, made new friends, and even got a manicure and pedicure! I always feel confident leaving my dogs in her care because she cares for them as if they are her own. I recommended her recently to my neighbor for her puppy and she is also pleased with the care she received. We will continue to use her for our extended stay needs for sure!”

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

“Elizabeth was an amazing sitter for my Pyrenees/Golden mix! I could tell he genuinely appreciated her company and will remember her forever now! She was very patient with him, as he struggles with stairs. Her communication was also excellent throughout. I was 1000 miles away but receiving pictures and daily updates really help assure me that Joni was having a nice time. Thanks again!!”

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Elizabeth M.
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: Rena L.
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Rena L.
from
$45
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20603

“Great Service as always. Can’t explain enough how I can leave my dog with Rena and feel at peace while traveling knowing my dog is treated like he is a part of their family.”

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Nicholas B.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$31
per night
18 years of experience
Port Republic, MD, 20676

About: I’ve had pets since I was a kid and wanted to turn my love into my career so I started vet tech school. I work at a boarding facility so I’m no stranger to messes. I’m experienced with training young pups, senior care, and giving medications. I work part time currently, so my availability is pretty flexible and will have plenty of time to care for and play with your pets. I have an unfenced yard, but the neighborhood is about a mile one way so they’ll have plenty of space to take walks. I also live close by a dog park that we can visit if they need a little extra space to run around. I have a dog and a cat but my cat will only be limited to my room.

Sitter Profile Image: Connie F.
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Connie F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
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: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 147 reviews
46 repeat clients
20 years of experience
Lusby, MD, 20657

“Kimberly took exceptional care of our pups! Highly highly recommend to anyone looking for an attentive care taker for your fur babies while away. I will not hesitate to call Ms. Kimberly again to watch Greta and Bow again.”

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Barbar E.
Sitter Profile Image: Lashelle C.
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Lashelle C.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
9 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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 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.
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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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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Popular requests for pet boarding - Leonardtown

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Sitters in Leonardtown average 12
repeat pet boarding clients

FAQs for Pet Boarding - Leonardtown

Frequently asked questions about Rover

The average cost of Pet Boarding in Leonardtown on Rover is $39 per night as of October 2026. Most bookings cost between $28 and $49 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 268 sitters on Rover for Pet Boarding in Leonardtown. About 85% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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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