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 172
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: 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 is always amazing! We love having our dog stay with her when we can’t take him with us. We always know he will be well loved and taken care of!

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Emily D.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
51 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: 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

Rena was outstanding! She took great care of my puppy and sent photos and videos. She took him out for walks several times each day. I will definitely use Rena for any future boarding needs.

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Doreen A.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
143 reviews
45 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: Jasmine H.
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Jasmine H.
from
$39
per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
California, MD, 20619

Jasmine was great with my boy. She provided tons of updates and pics of him enjoying his stay. I will definitely use her again the next time we are out of town.

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Keegan U.
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
153 repeat clients
25 years of experience
Hughesville, MD, 20637

Kelly was such a relief with helping us on a last-minute boarding over the Christmas weekend. As it was our first time using rover, she was very good at calming my concerns and making sure I understood how everything would happen. She was even kind enough to send pictures while we were away. The whole experience was so much better than the typical kennel setup - not sure we’ll even think of anything but Rover and Kelly next time.

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Keith A.
Sitter Profile Image: Beauty W.
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Beauty W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
10 years of experience
Waldorf, MD, 20603

Thank you for making my first experience with this app such a positive one! As a fairly new pet parent, I had never used this app and didn’t know what to expect. Beauty was very responsive, sent videos and updates, and I could tell my dog really loved his time there. Will absolutely book again.

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Marie D.
Sitter Profile Image: Lashelle C.
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Lashelle C.
from
$55
per night
5.0 out of 5 stars
16 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.
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
29 repeat clients
15 years of experience
White Plains, MD, 20695

I’m so thankful for the care that Yiqiuxi and Nick took for my baby girl. Although she was nervous, they did the best they could to make her feel at ease and kept me updated on how she was doing the whole time they cared for her. Thank you and I look forward to a continued relationship with you and my baby girl.

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Gillian W.
Sitter Profile Image: Rose R.
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Rose R.
from
$50
per night
5.0 out of 5 stars
91 reviews
29 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

Our two dogs are always happy at Rose’s home! We enjoy pictures and updates while we’re traveling. We have a senior dog and it is a comfort to know she is comfortable and happy while we’re away.

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Katelin U.
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

Coby had a great stay with Erin and her family. Erin sent pics of Coby everyday, which kept me informed.of how he was enjoying his stay. Coby enjoyed his time with Erin's fur babies and as soon as he jumped in the car, he took a nap on the way back home.

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Angel H.
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: Onayda P.
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Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
563 reviews
310 repeat clients
7 years of experience
Owings, MD, 20736

Onayda has been awesome. Both our dogs loved her! Maybe a little too much we’re not sure if they still wanted to go home lol! Super friendly, replies fast, and communicates consistently. Definitely worth it.

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Ryan S.
Sitter Profile Image: Connie F.
Verified Background Check
Connie F.
from
$50
per night
5.0 out of 5 stars
11 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: 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: 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: Ashley A.
Verified Enhanced Background Check
Ashley A.
from
$30
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Lusby, MD, 20657

About: I’ve been around pups since I was 10! I adore every type of pup and would love to meet yours! I thoroughly enjoy being around dogs and love every breed! I am a shift worker! At least myself or my spouse is always home! So your pets will be under watch 24/7. Potty breaks, treats, and lots of loving. I have fur babies myself so your pup won’t ever be lonely. We have a large fenced in backyard! Your pups will always be safe!

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

Bianca is the absolute best! My dog Amelia instantly feels at home with her. And she contacts me with any issues that arrive immediately, as well as, sends me picture updates.

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Erica T.
Sitter Profile Image: Tanita & Terrence B.
Verified Enhanced Background Check
Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
208 reviews
80 repeat clients
16 years of experience
Waldorf, MD, 20603

Tanita and Terrence were amazing sitter for our dog Ace while we were away. They updated us with pictures and videos and were always prompt with their response. I would definitely recommend and use their services again.

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Alicia C.
Sitter Profile Image: Lana E.
Verified Enhanced Background Check
Lana E.
from
$30
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Waldorf, MD, 20601

Lana and her husband took great care of Bane! He had ample space to run around in the fenced backyard and a cozy home to be in while we were on vacation. I enjoyed every picture and video she sent of our fur baby. I would definitely book her again.

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Ebb J.
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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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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 September 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 266 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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