Dog Boarding in Leonardtown

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Top rated Leonardtown dog boarders

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: Bobbi H.
Verified Enhanced Background Check
Bobbi H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
167 reviews
60 repeat clients
17 years of experience
California, MD, 20619

This was my first time using this type of service, it was great to not have to board my girl especially since she requires insulin shots twice a day. Bobbi and her husband came twice a day during Christmas and were great with her.

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Maria B.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
135 reviews
53 repeat clients
5 years of experience
hollywood, MD, 20636

Cleo always enjoys her stays with Denise's family. They always follow her care instructions and take great care of her, and share plenty of photos so I can check in. Would definitely recommend this sitter and will book with them again in the future.

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Brittoney G.
Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
16 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

Christine is an excellent pet sitter. She is warm and friendly with both the owner and the pet. She asks detailed questions because she wants to take care of your dog in the best way. She sent daily pictures and videos so I knew my Wally was happy ? I would strongly recommend Christine!

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Kathy M.
Sitter Profile Image: Christianna & Mary & Miriam-Ellen B.
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Christianna & Mary & Miriam-Ellen B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
103 reviews
36 repeat clients
25 years of experience
Lexington Park, MD, 20653

I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!

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

By far Anika is the best sitter for our fur baby!! We have used her for daycare and boarding and each time we are happy with our decision and Max LOVES going over there. We are so glad we found Anika!!

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Ty J.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
97 reviews
38 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda was great with our dog! She was very responsive and sent pictures. We could tell he had a blast with her dogs, as he napped the entire evening when we brought him home.

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Christin R.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
38 reviews
6 repeat clients
10 years of experience
Lusby, MD, 20657

Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.

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Sierra R.
Sitter Profile Image: Melissa B.
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Melissa B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
17 repeat clients
10 years of experience
Lexington Park, MD, 20653

We love Melissa! Been repeat boarders with her, and my dog gets excited when we turn down her street. She has been great with my works trips and sometimes last minute scheduling changes.

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Kimmi P.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$50
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
2 years of experience
Lexington park, MD, 20653

Ashley was amazing. My original plans fell through for my dog and she was so nice and helpful. This was my first time leaving my dog and she kept me posted with pictures and texts everyday while he was there. If you need boarding I recommend Ashley. I will be booking with her again 10/10.

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Melody F.
Sitter Profile Image: Melanie & Randy W.
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Melanie & Randy W.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
16 years of experience
Hollywood, MD, 20636

I highly recommend Melanie and Randy to care for your pets! Our dog,Pax, can only have a certain type of dog toy, since he is a heavy chewer, and Melanie made sure that he would only have non-destructable toys to play with. She also gave updates with pictures to let me know how Pax was settling in. I felt very comfortable with Melanie and Randy caring for Pax and will definitely rebook with them on the future.

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Jill G.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$45
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Lexington park, MD, 20653

She was absolutely wonderful! She was very kind, communicative, and clearly cared a lot about my puppy. She kept me updated throughout the stay and sent lots of pictures, which really helped put my mind at ease while I was away. It made such a difference knowing my puppy was in good hands. I would definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful pet sitter. 🐾

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Bubber J.
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: Nikki G.
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Nikki G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
72 reviews
11 repeat clients
12 years of experience
Saint Leonard, MD, 20685

I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.

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Rachelle W.
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: Myla G.
Verified Enhanced Background Check
Myla G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 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: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

Kerry and her family treat our dog like absolute royalty!! He’s welcomed and cared for as if he were their own. We always pick him up happy and clearly spoiled with love. Couldn’t ask for a better sitter.

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Gaëlle G.
Sitter Profile Image: Amber M.
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Amber M.
from
$50
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Mechanicsville, MD, 20659

Hermione had a great experience with Amber. She loved playing with her children. Hermione’s first boarding experience was great. Looking forward to getting Amber again!

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Freddie H.
Sitter Profile Image: Lilian u.
Verified Enhanced Background Check
Lilian u.
Star Sitter
from
$60
per night
5.0 out of 5 stars
146 reviews
65 repeat clients
6 years of experience
Waldorf, MD, 20602

Echo enjoyed her stay with Lilian, Sebastian, and Koa and Maui! Lili made sure to give us updates throughout the day of Echo’s progress with feeding/potty and fun so we were never left wondering about how Echo was doing. We highly recommend Lili, and will definitely reschedule with her again!

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Christopher John G.
Sitter Profile Image: La Tasha T.
Verified Enhanced Background Check
La Tasha T.
from
$50
per night
5.0 out of 5 stars
52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

La Tasha always takes care of Ace as if he is her own. I don’t know what I’d ever do if she wasn’t available to watch my Ace. Very caring and loving environment. Love the checkins and updates

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Isi P.
Sitter Profile Image: Jessie C.
Verified Enhanced Background Check
Jessie C.
from
$45
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
4 years of experience
St Leonard, MD, 20685

About: As a child I've grown up with multiple animals as animals as pets, including a few dogs and a few cats. Professionally, I've had four total years taking care of different animals, which includes supervising dogs as well as helping various animals such as cats, guinea pigs, and other animals get adopted. I have had general experience feeding, walking, bathing, nail trimming, and over all playing with and supervising dogs. I also have had experience taking care of elderly and disabled animals, which includes but is not limited to a 19 year old cat with arthritis and kidney disease. I have experience giving animals oral medications at the correct times and have been consistently. As of right now, I am offering house sitting, drop-ins and dog walking. As of right now, all seven days of the week are generally free for me and I am home most of the time. However, there may be some days where I'm not available, such as certain holidays or family events. If something happens where I can't take care of your animal(s) (such as an emergency), I'll try to let you know ahead of time. I'll always keep your animals supervised regardless of whatever service I'm doing at the time. If your animal takes medications, I'll administer them at the correct times.

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Over 29
pet parents in Leonardtown have booked dog boarding

Leonardtown dog parents share their Rover experiences

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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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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Leonardtown is $45

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Leonardtown average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Leonardtown is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Leonardtown dog boarding rates can be found as low as $26 to as high as $40 per night.

If you’re searching for a Leonardtown dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 170 sitters provided dog boarding in Leonardtown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Leonardtown dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Leonardtown have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Leonardtown.

Rover makes it easy to find Leonardtown dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 170 dog boarding sitters in Leonardtown on Rover, so you’re sure to find the perfect match for your dog! In Leonardtown, 91% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.