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 122
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.

1 / 1
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: 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

Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!

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Shawn Alexandra G.
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: 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 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: 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

Erin was great with Lucky! She provided a clean, safe, and happy environment for him. She kept me updated via pictures and text messages. She made me feel very comfortable about selecting her to care for lucky during my time away. I will definitely be requesting her again in the future. Thanks Erin!

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Tynika C.
Sitter Profile Image: Cole K.
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Cole K.
from
$40
per night
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: Erwin V.
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Erwin V.
Star Sitter
from
$64
per night
5.0 out of 5 stars
338 reviews
79 repeat clients
27 years of experience
Pomfret, MD, 20675

Erwin and Christina are amazing. Book a visit if you need someone to care for your furry animals, they will provide all the love, attention and expertise you need.

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Tarshema M.
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: 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: Victoria A.
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Victoria A.
from
$40
per night
5 years of experience
Port republic, MD, 20676

About: I love animals with all my heart. I’ve never met a pet who hasn’t loved me. I agree with the statement that animals are very energy in tune and I’d like to think so am I! I’ve done lots of dog sitting and cat sitting jobs for people close to me and they’re satisfied with how I did, so you 100% will be too. Your pet is in responsible, attentive hands. I have a free schedule and I’m in desperate need of a side hustle. I have too much free time and I think this would be the perfect thing to book my schedule with, especially because of how much I love being outside and animals. I’m very mindful of the safety even of my own animals so your pet is in the best of hands. Although my yard is not fenced, I take my dog out for walks leashed and for the few times she has escaped, I’m not near any major roads for there to be any accidents or for her to be in harm’s way. I am very vigilant and I would never put your animals or my own at risk because pets are apart of the family and I’d never let anything happen to a family member, even yours.

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

Lashelle was a great person to watch over my dog. She provided me with daily updates and pictures of his visit. Through updates, I was able to view the love and care given to my dog while I was away. I will definitely seek to work with her again.

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Ericka N.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
139 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: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
142 reviews
84 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca took such wonderful care of our dog! This was our first time having a sitter and she was very reassuring and responsive. She's very communicative and made sure to plenty of take photos, which I appreciated. Her whole family made Kiki feel at home, with lots cuddles!

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Christina G.
Sitter Profile Image: Shelby S.
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Shelby S.
from
$50
per night
10 years of experience
Lusby, MD, 20657

About: I’ve grown up taking care of my own dogs both small and large breeds as well as cats. I’ve also taken care of pets for friends and family while they are out of town. I have been working in healthcare since 2019 so I har lots of care giving experience I currently work Monday through Friday and would love do drop in visits before or after work. Also would be available for overnight care on weekends. prioritize maintaining the pet’s home routine, diet, and comfort level, all pets in my care for overnights are offered free roam in a safe environment but am willing to cage pet if owner would prefer to do that as well.

Sitter Profile Image: Richardine L.
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Richardine L.
from
$50
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Waldorf, MD, 20602

She did a phenomenal job taking care of my baby while I went on a work trip. Kept me well informed & plenty of pictures.

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Patrice M.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
141 reviews
49 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Brittany and family were amazing with our pups! Daily status updates with pictures and on everyone I can just tell they had a blast. Will DEFINITELY be booking again!!

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Victoria T.
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

Stephanie did a great job looking after our pug! We really appreciated the daily pictures and updates she sent us. It was clear she took extra special care of our dog, which gave us peace of mind while we were out of the country celebrating the holidays. Well worth the money. We wont hesitate to ask her to look after Archie again. Thanks, Stephanie!

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Clare R.
Sitter Profile Image: Denise S.
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Denise S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
25 years of experience
North Beach, MD, 20714

Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.

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Jill G.
Sitter Profile Image: Beauty W.
Verified Enhanced Background Check
Beauty W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
46 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: Michelle V.
Verified Enhanced Background Check
Michelle V.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
5 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.
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

    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 Boarding - Leonardtown

Frequently asked questions about Rover

The average cost for Pet Boarding in Leonardtown on Rover is $33.3 per night (as of July 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 271 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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