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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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: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
2 reviews
40 years of experience
California, MD, 20619

Tina was fantastic! She sent me text messages, pictures, and videos of my Boston Terrier, Lee Lee. Tina took Lee Lee to the local dog park for exercise and cuddled with her in the evenings. I don't think my dog missed me at all. I will definitely use Tina in the future.

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Marcy W.
Sitter Profile Image: Micaya S.
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Micaya S.
from
$30
per night
4.9 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Lexington Park, MD, 20653

Micaya is the best!! Her and trio does really well with my dog and I will recommend 10/10 for anything you need!! I have booked for for walks, boarding, daycare when I just need a few hours for myself. She’s the best and my dog always come back happy and sleepy lol. 12/10 highly recommend

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Endia L.
Sitter Profile Image: Megan J.
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Megan J.
Star Sitter
from
$47
per night
5.0 out of 5 stars
127 reviews
53 repeat clients
20 years of experience
Welcome, MD, 20693

Megan was amazing with my two dogs. I had never used a dog sitter before and was a little hesitant but the communication and pics minimized my fear. I will be using her and her family again. Thanks, Megan!

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kenya B.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
323 reviews
148 repeat clients
25 years of experience
Hughesville, MD, 20637

This was my 8 month old, Sophie, first over night(s) stay. I am very pleased with Kelly and happy to say so was Sophie. The big hug/kisses and wagging of her tail when she said goodbye to Kelly tells a lot of her bond she developed from her stay. Thank you Kelly, we really appreciate you and the joy you brought to our fur baby. 😊

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Sharon A.
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
196 reviews
76 repeat clients
16 years of experience
Waldorf, MD, 20603

Where do I start…the first meet Tanita was very welcoming answered all my questions and Cane and Cody was comfortable she made my decision very easy. When I dropped the babies off Terrance her husband was the same as Tanita welcoming and excited to receive the boys. They sent pictures/videos and I’m just happy that I found these two.. My babies looked happy and was well taken care of. If you need a dog sitter.. Tanita and Terrance is IT hands down. I’m blessed I found them.

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Cynita M.
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
62 reviews
25 repeat clients
15 years of experience
White Plains, MD, 20695

Gucci had a great time as always and the daily updates including pictures is an exceptional value added to his stay and my comfort with his 2nd home 😁. He is taken great care of and I am worry free the entire time.

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

Lori took great care of our dogs. I received pictures every few hours which reassured me they were doing fine. Lori was also responsive to my messages. We will definitely be asking Lori to watch them again next we need a caregiver for the dogs:)

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

Connie was able to accommodate a last minute booking request. She took excellent care of my pups and sent many pics during their stay. I could tell they were happy and well taken care of! I will definitely use her again in the future.

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Stephanie G.
Sitter Profile Image: Myla G.
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Myla G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
8 years of experience
Hughesville, MD, 20637

Myla was great! She sent frequent pictures and updates and my dog seemed super happy and healthy after. Will definitely book again!

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Katie W.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.

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Chellie Pearl P.
Sitter Profile Image: Genil W.
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Genil W.
from
$30
per night
4.4 out of 5 stars
30 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: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
137 reviews
43 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: 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: Erwin V.
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Erwin V.
Star Sitter
from
$64
per night
5.0 out of 5 stars
327 reviews
79 repeat clients
27 years of experience
Pomfret, MD, 20675

Great people and perfect location. Last minute request during a snow storm and they were very accommodating. Would definitely have the boys stay here again.

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Kevin G.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
141 reviews
82 repeat clients
15 years of experience
Sunderland, MD, 20689

After interviewing 4 other families, my babies picked Bianca & I was very pleased. This was their first time staying with any non-family and they did great! Bianca sent updates & pictures and that relieved my mind. I will use her again!

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Joy G.
Sitter Profile Image: Dee J.
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Dee J.
from
$31
per night
5.0 out of 5 stars
137 reviews
60 repeat clients
23 years of experience
Waldorf, MD, 20601

Dee did a great job with Edie, our Beagle mix. She has had years of experience with dogs. She was sensitive to her particular needs; specifically mot letting her pull during walks and not going crazy when passing other dogs. She was able to slowly introduce her to another dog, so that by the end of her stay, she was playing with him. She sent me daily updates and pictures, and she was flexible with our drop off and pick up times.

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Beth E.
Sitter Profile Image: Michelle V.
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Michelle V.
from
$38
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
King George, VA, 22485

My fur babies enjoyed their time with Michelle and her family. They were happy and calm when I picked them up. I will book Michelle again for our next vacation.

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Chris D.
Sitter Profile Image: Emily L.
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Emily L.
from
$40
per night
5.0 out of 5 stars
2 reviews
18 years of experience
Cobb island, MD, 20625

Emily was an amazing sitter! Luna stayed with her for a week and Emily was always responsive when I reached out to check in. Emily is a great resource if you need a sitter for an extended trip.

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Mike C.
Sitter Profile Image: Beauty W.
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Beauty W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
46 reviews
11 repeat clients
10 years of experience
Waldorf, MD, 20603

I can tell Breeze had a blast with his daily walks and play time. Would definitely recommend Beauty. She is flexible, very responsive, and made my weekend get away convenient.

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Paula S.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
140 reviews
48 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Brittany and her family did a wonderful job taking care of Bear while we out of town. The pictures and updates of how Bear was doing were great. It looked like he was having a lot of fun. We would definitely book with them again. Thank you, Brittany!

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Jennifer F.
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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

Donna is patient and loving. She took care my Toby with love. Will repeat again when we will be away again. Thank you so much Donna.

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glv m.
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
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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 pet boarding
  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 11
repeat pet boarding clients

FAQs for Dog Boarding - Leonardtown

Frequently asked questions about Rover

There are 269 sitters on Rover for Pet Boarding in Leonardtown. About 89% 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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