Dog Boarding Leonardtown
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 172 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.
“My dogs had a great stay! Denise even got my picky dog to eat from a dish. I have a very hard time with. Her eating. The pictures of my dogs relaxing with the family gave me peace of mind so that I could enjoy my vacation. I would highly recommend Denise.”
“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!”
“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!”
“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!”
“I cannot say enough good things about Christianna! I’m always nervous to try someone new, but our regular pet sitter was unavailable. Christianna did research about our dog’s breed and she was flexible due to some life circumstances beyond our control. Lavender Brown came home happy and content. I would 100% recommend her and would definitely use her again if the need arose. Thank you!”
“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.”
“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!”
“Emily was GREAT! As soon as we met her for a meet & greet prior to her dog sitting we knew she was perfect for our dog Pablo! Emily made me feel at ease by sending updates on Pablo and providing us pictures of Pablo as well. Definitely will rebook with her again!”
“Sarah’s house was extremely comfortable and had a backyard for my dog to run around in. Sarah provided updates/pictures daily, was extremely responsive to my questions, and was flexible with pickup/drop off times. Great communication. Thank you, Sarah!”
“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.”
“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.”
“Thank you so much for taking such wonderful care of my dog while I was away. It gave me real peace of mind knowing they were in such loving and capable hands. Your patience, kindness, and attention truly mean a lot, and I could tell my dog felt comfortable and happy with you. I really appreciate the time, effort, and love you put into caring for them. Thank you again for everything!”
“Mocha is ALWAYS in great hands with Anika. I am never worried about her care and wellbeing. Does my heart good to leave my baby in the hands of someone who cares for her like I do.”
“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.”
“La Tasha is a great sitter. She is very sweet, kind and friendly. Communication is excellent , she kept us informed and is very responsive. I definitely recommend her services, you won't be disappointed.”
About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
“Megan was absolutely wonderful with our girl Maggie. She was very accommodating and was able to take her last minute after our original dog sitter had something come up and was no longer able to watch our girl. Megan kept us updated with pictures and videos during Maggie’s stay which made us feel at ease while we were out of town. When we came and picked her up after our trip, Maggie looked like she had enjoyed her stay. Would definitely recommend Megan for anyone looking for a pet sitter. We will be using her again in the future!”
“Lillian and Sebastian was wonderful right from the jump start. They both made my husband and I feel very comfortable to leave our fur baby. Further more, upon dropping off our fur baby, he was made to feel right at home. To top it off, we received plenty of photos, videos and text fill with updates of our fur baby. Excellent care.”
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
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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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 September 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 September 2026, there are 262 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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