Dog Boarding Leonardtown
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 121 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.
“Rocky had a wonderful time and was very well taken care of. It took him 2 days to rest up because he had so much fun! Bobbi was very accommodating and attentive to Rocky. Loved all of the daily pictures that I was sent along with the videos. She will definitely be keeping Rocky on all of my out of town trips.”
“Anika was great! She sent pictures and videos. She was very responsive when I reached out. I really liked that she let us meet her before booking! I am a new puppy mom and was super sad and scared to leave Ace! She made me feel much more comfortable after meeting her! Ace is really spoiled and demands attention. And she did really great with him! I will be using her again! Thank you for taking care of our baby!”
“Nikki is absolutely amazing. My dog is very nervous around people, she did not rush him. Initially, I reached out to have her handle some dinners a couple of times a year but then I had an unexpected death in the family that required me to go out of town for seven days. She was wonderful working around my schedule. We received multiple updates showing how happy he is hanging with her family and dogs. This meant the world to us knowing he was is such good hands.”
“Well,recently picked Lily from Christianna's house we all very happy we chose her to take care of our puppy. Her attention to detail, love, and kindness towards Lily made us so comfortable leaving her there for almost a week. Thanks again, and will definitely reach to her again for another visit soon. Jonathan Fallowfield”
“Linda is a kind, reliable, and a wonderful pet sitter. Both my experiences have been totally positive, and I will continue to choose Linda as my preferred pet sitter!”
“Alicia and Randy are wonderful pet hosts!!! The care, attention, professionalism, follow up, and the love they have for their furry clients are just a few examples of superior work. You can instantly tell that they have a genuine love for animals, my Lola was treated with love and great care. I recommend Alicia to anyone that is looking for a safe and loving place for their pets stay. Thank you a million times Alicia, Randy, and their pets Cruz and Azalea for opening your house for Lola.”
“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. 🐾”
“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.”
“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!”
“Christine was wonderful with our girl. We highly recommend her for your next dog sitting. Mochi loves to visit and play with Christine. She is queen for the day. Thank you for taking such good care of her. We never worry when she is with you.”
“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.”
“Excellent!!!! I was very impressed with LaTarsha!!! From the first hour of dropping off my dog, received photos and videos on how he was doing the entire time! This made me feel comfortable especially since this was his first time away from us. I can’t put into words how thankful to have found such a loving and caring person to take care of our dog!!!”
“Sarah was absolutely amazing with Marco and Polo! From the moment we dropped them off, we felt completely comfortable knowing they were in caring and loving hands. She kept us updated, treated them like family, and clearly paid attention to their individual personalities and needs. Marco and Polo came home happy, relaxed, and well cared for — which says everything. Sarah went above and beyond, and her kindness and professionalism truly stood out. It’s hard to find someone you can fully trust with your pets, but Sarah made the entire experience stress-free and enjoyable. I highly recommend her to anyone looking for a dependable, compassionate, and attentive sitter. We will definitely be booking with her again. Thank you again, Sarah, for taking such wonderful care of our boys!”
“The perfect choice! Lilian was pleasant from beginning to end and willing to answer any questions we have! The updates on our pup were truly appreciated! We would certainly recommend.”
“So glad to have found Megan to watch my dog, Freya! Megan sent pictures & video of Freya having a great time. I could tell Freya was comfortable right away at our meet & greet & looked so happy when I picked her up. Megan is so friendly and patient, can’t thank her enough for taking such good care of my baby! 😊”
“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”
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
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
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3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Leonardtown sitters!Sitters in Leonardtown average 11 repeat dog boarding clients
FAQs for Dog Boarding - Leonardtown
Frequently asked questions about Rover
The average cost for Dog 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 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 July 2026, there are 266 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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