Dog Boarding Leonardtown
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 169 pet parents in Leonardtown have booked dog boarding
Leonardtown, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I've used Denise several times now and I don't trust anyone else to look after my dog, but her! It's so hard to find a dog sitter with a small dog these days so I am definitely lucky to have found her :)”
“Christianna did an excellent job watching our dog! She treated him like family, sent us tons of pictures/ videos everyday. We will definitely be using her in the future!”
“Nikki was very responsive and sent picyures throughout my trip. My pup even had accidents. Thats right i said accidents with an s! And she was so sweet about it. My pup came home happy and i felt at easy the entire time. One less thing to worry about. I will rebook and i recommend you check her out if you need a dog sitter!”
“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.”
“Melissa is awesome!! She cares for our pups as if they are her own and sends us updates throughout their whole stay. Love trusting her for our animals when we’re out of town!”
About: I am an animal lover who has taken care of my own as well as friends and families pets for years. My family has cared for dogs, cats, chickens, goats, snakes, frogs, geckos, chinchillas. I am a stay at home mom, so my time is very flexible. I am able to keep pets to their daily schedules and routines. My property is ideal for a doggy vacay, we have a newly fenced in valley, a forest to explore, 2 dogs companions (can keep separate upon request), lots of squirrels to chase, and plenty to love to go around! I am able to provide an attentive home environment that a pet is used to.
“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!”
“Linda was great with our cat Millie. She sent us updates throughout the stay, gave her medications on schedule and did everything she could to make her comfortable. She gave us peace of mind while we were out of town. We will definitely be using her services again!”
“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!”
“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”
“Sarah was so easy to work with, responsive, and friendly. She has a lovely home with a great yard. I appreciated her checking in with updates and pics, and could enjoy my trip knowing my pup was in such great care. Will definitely book again and highly recommended!”
“Once again we had Anika watch our Max and once again we had one happy puppy both when we dropped him off and when we picked him up! We are so happy we found her and Max loves his time spent with Anika and Chip.”
“Brittany and her family were lovely and Mya enjoyed her stay immensely!!! She misses them already. Highly recommend for any family that wants peace of mind one of their family members are taken care of. Thanks again Brittany!”
About: Hello I am Maura! I grew up in a very large family and we always had a dog. I have had four dogs of my own. I have done pet sitting and fostering for families, friends and a dog rescue organization. My husband and I are passionate dog lovers with 30 years of experience caring for dogs of all sizes and ages. I'm reliable, responsible, and dedicated to providing a safe and loving environment for your furry family member. I’ve always been drawn to dogs and spent years volunteering for a dog rescue organization where I gained valuable experience in caring for dogs with a variety of needs. My husband volunteered with me and together we made several trips down south in a large van to rescue puppies from puppy mills or older dogs scheduled to be euthanized for sitting in shelter too long. I offer in-home pet sitting, dog walking, and drop-ins, and I'm happy to administer medication, provide playtime, and ensure your dog's comfort and well-being. I have a strong understanding of dog behavior and am happy to provide personalized care based on your dog's individual needs. My hasband and I are both home every day. I am available to care for dogs day or night. We are very active and include dogs in our daily life along the Potomac River. Spending time in the yard and walking around the neighborhood are part of my daily routine. My home is pet friendly with a large, fenced yard. Dogs are treated as family members. I am open minded and will listen carefully to any specific instructions provided to me for your furry friend.
“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. 🐾”
“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.”
“Christine was great. Our Molly loved hanging with her. The dog park right across the street was very nice too! I’ll definitely hire Christine again that next time we need dog care.”
“Liz always takes wonderful care of our dog. She provides plenty of updates and is confident in providing the care our dog needs. I’ve never worried about how our dog is when she’s with Liz.”
“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!”
The median cost per night for dog boarding in Leonardtown is $45
Dog parents share their Rover experiences - Leonardtown
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!
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.
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 dogs like family
1. Search
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Popular requests for dog boarding - Leonardtown
Select a filter and find qualifying sitters offering dog boarding.Sitters in Leonardtown average 13 repeat dog boarding clients
FAQs for Boarding - Leonardtown
Frequently asked questions about Rover
The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 259 sitters on Rover offering Dog Boarding across Leonardtown. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
96% of Leonardtown sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Leonardtown landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Leonardtown home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Leonardtown.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Leonardtown sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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