Dog Boarding in Leonardtown
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Top rated Leonardtown dog boarders

“Lindsey is a wonderful sitter! She and her entire family take great loving care of our Buttercup! She’s also a good photographer and sends really nice shots of your pet. We highly recommend Lindsey!”


“I knew my baby would be in good hands at the meet and greet. They were everything I’d hoped for. Super warm, welcoming, and seemed to have a genuine love for all dogs. Sent plenty of pics and updates during the entire stay. I will use them again and again and feel like my baby was with family.”


“Amazing experience and will definitely be returning to this awesome family again when needed! Thank you so much for taking such great care of Luna! ♥️”


“Lily just loves it when we drop her off with Christianna and Mary B. and why not because they continue to provide the best care and attention to her. Thanks again and for the video too.”


“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! 🫶🏾”



“Bobbi and her husband were FANTASTIC! I received many pictures & updates of my happy puppy during her stay there. She got lots of time playing outside in the park, and made great friends with Bobbi's dogs. I know she had a fun weekend. Peroni is only 4 months, so I was nervous she would be too much for someone else to handle right now, but she did great with Bobbi! Bobbi was very flexible and understanding with our pickup time too as we were delayed in heavy traffic getting back into Orlando. I highly recommend Bobbi & her husband.”



“I just wanted to take a moment to share my fantastic experience with Melissa, who took care of my dog, Sky. From the get-go, it was clear that Melissa is an absolute dog lover! When I dropped Sky off, she instantly made me feel at ease. You can tell she really knows what she’s doing. Melissa has three dogs of her own, and they were all friendly and welcoming. It didn’t take long for Sky to fit right in and start playing with them. I loved how well they got along; it was a great relief to see my pup so happy and engaged with other dogs. When I picked Sky up, she was exhausted but so joyful! It was obvious she had an awesome time with Melissa and her dogs. I couldn’t have asked for a better caregiver for my furry friend. I highly recommend Melissa to anyone looking for a loving and safe place for their pets. Thanks, Melissa! You truly made Sky’s day! 🐾”


“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”



“Christine is wonderful. Laika was very happy staying with Christine. Christine took care of my dog Laika above and beyond expectation. I highly recommend Christine. Thank you .”


“Jacqueline took great care of Louie and communicated and sent pictures every day. Louie and Clover had a blast. She also allowed us to change from one day to six days at the last minute. I wish I lived closer to her!”


“We love leaving our pup here! We get picture and video updates throughout the whole stay and feel so comfortable because of the great communication! He comes back happy and always seems to have a great time. We will continue to be a returning client.”


“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


“Boarding with Ashley was an amazing experience. She was able to sit for us last minute, which was great. Ashley communicated with me throughout the day, with lots of pictures and updated. My dog seemed very comfortable with her. We will definitely be booking again.”


“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”


“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”


About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.

“Very communicative and accommodating! Even though our dog wasn’t the best house guest, she changed things up to help him. Thank you soooooo much!!!!”


“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.”


About: Family and friends have entrusted me with their fur babies for walks, bathing and occasionally dog sitting when owners go on vacation knowing they are well cared for and loved with many cuddles and fun . If you have an emergency or desperately need pet service, please reach out! I’m willing to work with you! I work a rotating schedule that gives me a good amount of time off between work days. Please reach out to collaborate a game plan with me that’s more in depth and specific! Cheerio! My clients fur babies are well cared for with walks, play time, potty breaks, bath time, feedings and of course lots of cuddles and tummy rubs. Dogs are therapeutic beings that bring joy and comfort to the soul that will forever be family. With my occupation, I am well aware of my surroundings. Safety is one of my top priorities especially if your fur baby does not get along with other dogs, I can work with it and handle it with little to no problem. I have cared for dogs that are obedient to orders especially in open land and around others.
Loving dog boarding sitters in your neighborhood
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Lindsey Y.Star Sitter

“Lindsey is a wonderful sitter! She and her entire family take great loving care of our Buttercup! She’s also a good photographer and sends really nice shots of your pet. We highly recommend Lindsey!”


Diane T.Star Sitter

“I knew my baby would be in good hands at the meet and greet. They were everything I’d hoped for. Super warm, welcoming, and seemed to have a genuine love for all dogs. Sent plenty of pics and updates during the entire stay. I will use them again and again and feel like my baby was with family.”


Denise R.Star Sitter

“Amazing experience and will definitely be returning to this awesome family again when needed! Thank you so much for taking such great care of Luna! ♥️”


Christianna & Mary B.
Star Sitter


“Lily just loves it when we drop her off with Christianna and Mary B. and why not because they continue to provide the best care and attention to her. Thanks again and for the video too.”


La Tasha T.Star Sitter

“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! 🫶🏾”




Bobbi H.
Star Sitter


“Bobbi and her husband were FANTASTIC! I received many pictures & updates of my happy puppy during her stay there. She got lots of time playing outside in the park, and made great friends with Bobbi's dogs. I know she had a fun weekend. Peroni is only 4 months, so I was nervous she would be too much for someone else to handle right now, but she did great with Bobbi! Bobbi was very flexible and understanding with our pickup time too as we were delayed in heavy traffic getting back into Orlando. I highly recommend Bobbi & her husband.”




Melissa B.Star Sitter

“I just wanted to take a moment to share my fantastic experience with Melissa, who took care of my dog, Sky. From the get-go, it was clear that Melissa is an absolute dog lover! When I dropped Sky off, she instantly made me feel at ease. You can tell she really knows what she’s doing. Melissa has three dogs of her own, and they were all friendly and welcoming. It didn’t take long for Sky to fit right in and start playing with them. I loved how well they got along; it was a great relief to see my pup so happy and engaged with other dogs. When I picked Sky up, she was exhausted but so joyful! It was obvious she had an awesome time with Melissa and her dogs. I couldn’t have asked for a better caregiver for my furry friend. I highly recommend Melissa to anyone looking for a loving and safe place for their pets. Thanks, Melissa! You truly made Sky’s day! 🐾”


Kayla & Bryant F.Star Sitter

“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”




Christine S.
Star Sitter


“Christine is wonderful. Laika was very happy staying with Christine. Christine took care of my dog Laika above and beyond expectation. I highly recommend Christine. Thank you .”


Jacqueline D.Star Sitter

“Jacqueline took great care of Louie and communicated and sent pictures every day. Louie and Clover had a blast. She also allowed us to change from one day to six days at the last minute. I wish I lived closer to her!”


Anika C.

“We love leaving our pup here! We get picture and video updates throughout the whole stay and feel so comfortable because of the great communication! He comes back happy and always seems to have a great time. We will continue to be a returning client.”


Susy L.

“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


Ashley W.
Star Sitter


“Boarding with Ashley was an amazing experience. She was able to sit for us last minute, which was great. Ashley communicated with me throughout the day, with lots of pictures and updated. My dog seemed very comfortable with her. We will definitely be booking again.”


Kathryn W.

“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”


Chrishauna M.

“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


Angela Y.Star Sitter

“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”


Kevin L.
About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.


Chloe T.

“Very communicative and accommodating! Even though our dog wasn’t the best house guest, she changed things up to help him. Thank you soooooo much!!!!”


Donna A.

“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.”


Drew R.
“I met Drew at my old job and we instantly hit it off talking about my little boy (Dexter). Well Ive since gotten a new job that demands a lot of my time unfortunately. This makes it hard to walk Dexter when he needs to/I want to. So I reached out to Drew and she very extremely flexible with my schedule. She's always very polite and punctual and has never missed walking Dexter even once. Dexter loves her and since she's started walking him, there have been zero accidents in the house for me to clean up after work. She makes being busy with a pet much easier to handle. 10/10 would recommend”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 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 $38 per night.
As of Aug 2025, 188 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, 90% of Leonardtown dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Leonardtown have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 188 dog boarding sitters in Leonardtown on Rover, so you’re sure to find the perfect match for your dog! In Leonardtown, 93% 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.
