Dog Boarding Leonardtown
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 175 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.
“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.”
“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!”
“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!”
“Sarah and her family are the best. Murphy had such a good time, we didn't think he'd want to come home. Great communication and we had absolutely no worries. Thank you again!”
“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!”
“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!”
“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. 🐾”
“This was our first time using Rover and Christine couldn't have eased our minds more about leaving our dogs with a stranger for a few days. She took our two dogs to the dog park near her house, let them play outside in her backyard and cuddled with them daily. I know because she sent us photos and videos each day of our trip. By the time we picked them up, Christine was no longer a stranger but their new best friend. Our girls loved spending time with her and I'm sure yours will too! Thank you Christine!”
“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”
“This was my first time using Rover and I cannot believe our luck in finding Christianna! Our 8 year old Boston Terrier, Watson, had an amazing time and was in great hands during his 10 day stay. He went on field trips, spent ample time supervised outside, had plenty of human friends to play tug o’ war with, and laps to snuggle at bed time. Christianna sent many photos and videos daily to keep me in the loop of Watson’s adventures. He is epileptic and requires daily medication which was not an issue at all for Christianna. She is definitely our go-to sitter from now on!”
“We highly recommend Melanie and Randy. They welcomed Dean Martin and treated him like their own. Our flight home was cancelled and our arrival was almost 24 hours later than planned but Melanie and Randy were flexible and accommodated our request to extend Dean Martin's stay. It made a stressful travel situation less stressful knowing that Dean Martin was well loved and cared for. Thank you!”
“I don’t know where to begin; Megan and her family are the absolute best! My German Shepard/Cattle Dog is weary of new people, but she took to Megan and her family right away. I love how Megan was always available and how she consistently sent photos and videos to keep us updated; it’s like our pups were on our vacation just as we were cause based on the videos they were having so much fun I was almost jealous lol! I loved how she exposed my pups to her chickens and whatever interested them in her backyard. I also loved that they had children because my Teacup always had someone to play with. Lastly, I really appreciate Megan’s flexibility. We had car trouble coming back from the airport and not once did she ever make us feel bad for the inconvenience. If you’re looking for someone to watch your fur babies, I totally recommend Megan 100%. Thanks so much Megan and family, you guys made going on vacation stress free. Our pups will definitely be back! P.S., Mecca and Cocoa said thank you for the treat bag you sent them home with! They really enjoyed them, especially Cocoa! Lol.”
“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.”
“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.”
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.
“LaTasha was amazing with our puppy! We received photos and videos daily, which we needed with this being our first boarding experience away from our little baby. Our cocoa came back looking and smelling amazing! We will definitely use LaTasha for future needs! 🫶🏾”
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
It's that easy! All payments are processed through Rover's secured platform
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 Dog Boarding - Leonardtown
Frequently asked questions about Rover
The average cost of Dog Boarding in Leonardtown on Rover is $39 per night as of October 2026. Most bookings cost between $28 and $49 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 265 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
100% of sitters in Leonardtown can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
<b>Tip:</b> 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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