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 170
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: Onayda P.
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Onayda P.
from
$40
per night
5.0 out of 5 stars
559 reviews
309 repeat clients
7 years of experience
Owings, MD, 20736

Onayda was great! My dog had an issue with diarrhea and she was very attentive to his needs and let me know his progress. I will definitely be booking her services again!

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George J.
Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.

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

Lilian was very professional and courteous with me and my puppy as it was her first time away! She was also as nurturing and loving as I would have been which made me feel at ease. I loved all of the regular updates and pics. The whole petsitting process a 5 star experience for sure! Highly recommend to any pet parent!!

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Toya R.
Sitter Profile Image: Shawn L.
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Shawn L.
from
$48
per night
5.0 out of 5 stars
3 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: 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

Lori was awesome! I will definitely rebook with her again. I received regular update text, photos, and videos. While my family was away on vacation our Dior had a doggie vacation of her own with Lori as they visited doggie parks and even went to the beach!!! Thank you Lori for taking such great care of Dior!

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Kisha L.
Sitter Profile Image: Cole K.
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Cole K.
from
$40
per night
1 repeat client
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

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

Kelly is beyond amazing. I was concerned about my problem child Frenchie being a handful, but Kelly reassured me he was in great, capable hands and sent pictures daily. They even did paw print paintings! We will definitely be a repeat customer

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Shannon B.
Sitter Profile Image: Rena L.
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Rena L.
from
$45
per night
5.0 out of 5 stars
80 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: Tanita & Terrence B.
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Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
207 reviews
80 repeat clients
16 years of experience
Waldorf, MD, 20603

It was my first time using this app and I’m super impressed. I loved the photos and videos they sent of my dog while he was in their care for 2 days. Very nice, wonderful people who I will absolutely use in the future.

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Dajonté H.
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 is the sweetest! Thank you so much for taking care of mu puppy with my super last minute request (literally within 2 hrs). You can tell she really cares about the animals she cares for. She took care of my baby and sent pics. He came home good and tired. Lol. Would definitely recommend.

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

Cathy was awesome.When we arrived Calypso ran to Cathy and greeted her all his pent up 4 month energy and you can see and feel her love for pets. I had no reservations about leaving him. I do not think Calypso was overly anxious to come back home with me. I highly recommend her.

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Jerome W.
Sitter Profile Image: Erwin V.
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Erwin V.
Star Sitter
from
$64
per night
5.0 out of 5 stars
344 reviews
82 repeat clients
27 years of experience
Pomfret, MD, 20675

Our fur baby loves visiting Erwin and family! Sends tons of pictures of his day, not just one or two, they send several! Super accommodating and flexible with our schedule. Love them!

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Diana G.
Sitter Profile Image: Drew R.
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Drew R.
from
$46
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
2 years of experience
Leonardtown, MD, 20650

Amazing communication; super friendly 😊

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Nikie W.
Sitter Profile Image: Florine D.
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Florine D.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Aquasco, MD, 20608

Florine is amazing. Very caring and wonderful. I'm so glad that she is available on christmas holiday. Thank you so much Florine

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glv m.
Sitter Profile Image: Connie F.
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Connie F.
from
$50
per night
5.0 out of 5 stars
10 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: Rose R.
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Rose R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
90 reviews
29 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

Appreciated the last minute boarding — our 2 pups were happy when we picked them up and thoroughly enjoyed the “dog zone” and large fenced in yard. Kyle is calm and in control and really understands and appreciates the different dogs’ personalities and needs.

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Colleen B.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
142 reviews
44 repeat clients
20 years of experience
Lusby, MD, 20657

We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!

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Steven N.
Sitter Profile Image: Beauty W.
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Beauty W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
47 reviews
12 repeat clients
10 years of experience
Waldorf, MD, 20603

Beauty is a friendly sitter with excellent communication skills. She frequently shared videos and photos of my dog sleeping and playing. If she had any questions, she asked promptly. The accommodations for my dog were also comfortable and suitable.

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Jerry D.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
144 reviews
84 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca is awesome! Simply the best! I will be leaving my dog here all the time! Bianca sent updates and pictures for me everyday.I was a bit nervous about leaving my dog because this is the first time in a long time I had to leave my dog because I was going out of town on a business trip. Bianca assured me my dog was in great hands! Truly my dog was in great hands! My dog made herself at home, had a wonderful time, and made some new friends! Bianca is a nice person and I can tell she cares about the dogs she watches and has a ton of experience taking care of dogs! I highly recommend Bianca to care for any dog!

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

Lashelle was absolutely amazing with Rockie! From the moment I dropped him off, she kept me updated with thoughtful, detailed messages and plenty of photos, which gave me so much peace of mind while I was away. Rockie is naturally anxious in new environments, but Lashelle was incredibly patient and knowledgeable. She understood his body language, gave him the space he needed to adjust, and helped him build confidence at his own pace. I especially appreciated how she handled introductions with her family and pets, always putting Rockie's comfort and safety first. It was clear she has a lot of experience with dogs and truly cares about their well-being. She kept me informed about everything—from his eating and potty habits to his progress settling in, making new friends, and even his funny moments watching TV! She also went above and beyond by cleaning him up after an accident without hesitation. By the end of his stay, Rockie had gone from being nervous to relaxing on the couch, enjoying the yard, snuggling with the family, and even warming up to everyone in the house. Seeing that progress meant so much to me. I couldn't have asked for a better sitter. Lashelle treated Rockie like one of her own, and I knew he was loved and cared for every step of the way. I highly recommend her to anyone looking for someone who is compassionate, experienced, communicative, and truly dedicated to providing exceptional care. We will absolutely be booking with her again!

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Danielle 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
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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.

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 13
repeat pet boarding clients

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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