Dog Boarding in Saint Michaels
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Top rated Saint Michaels dog boarders
“Jessica really went above and beyond! We have two old dogs, one of whom is blind, so they are special in a few ways. She sent several updates each day, with lots of pictures, so we were reassured that they were in very caring hands with her and her family - including a very gentle little one. Our boys were so happy and relaxed when we brought them home. Honestly they didn't seem super thrilled to be leaving when we picked them up - we know they must have had a wonderful vacation of their own at Jessica's!”
“Being a first time user of Rover this experience couldn’t have gone any better! After meeting Robin I was at ease. She sent pictures/videos. I’d definitely use Robin again!!”
“My family and I were in town for a couple of days and we needed a last minute dog sitter. Cait had some good reviews and so we decided to move forward and have her dog sit. She was awesome! Our dog had a great time and Cait said she enjoyed playing with her dogs. If we’re in town again, we would definitely reach out!!”
“Shuling was a fantastic and attentive sitter to our dog while we were out of town. We got regular updates about his care with photos and videos, and she made sure he was comfortable and happy during his stay!”
“Michelle was absolutely wonderful while watching my Gigi. She provided me with daily updates and made the whole dog-sitting process so easy. I would definitely recommend her to anyone looking for a dog-sitter!”
“Lindsay was great!!! She was punctual, pleasant, and took great care of my two dogs! They played, enjoyed her kids, loved playing with her dog in the huge fenced yard… I couldn’t have chosen more wisely! Thank you Lindsay!”
“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”
“First time using a sitter for my two dogs who are now seniors. Andy was responsive and met with us first in person so we felt comfortable. During out trip, he kept us up to date with what was happening and sent lots of pictures. We will use Andy in the future!”
About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.
“Kate was so great and accommodating ! She was a great communicator and so good with my dog. He felt so comfortable with her . I got lots of updates and pictures which I was happy to receive without having to ask. Def recommend using her and will continue using her in the future! Wish I could give her 6 stars!”
“I felt extremely comfortable leaving Montana in their care especially when he didn't pay me any attention when I dropped him off. The daily photos and videos validated he was in good hands and enjoying himself. Kelly, Maurice and the entire family treat each dog as their own, and we could not be more thankful to them for the amount of love and care they gave to Montana. He enjoyed HIS vacation more than the family! We knew he would rather stay with them than to come back home with us!! We will definitely be repeat customers and would recommend them to anyone!”
“Best sitter I could have ever asked for. I received pictures and updates on CJ the entire time. Stacey provided the care and attention my dog needed. Will always look to use her first anytime we may be away. Thank you Stacey!! ❤️?”
“I cannot recommend Maddie enough! She watched our dog, Jameson, for a little over a week during Thanksgiving and went above and beyond in every way. From the start, it was clear she genuinely loves and understands dogs. She kept me updated with frequent pictures, videos, and messages, which made it so much easier to be away from Jameson. One thing I especially appreciated was how she allowed Jameson to socialize with other dogs during his stay. He’s still relatively new to us, so we’re still learning each other, but it’s clear now he thrives on interaction, and she ensured he had safe and fun playtime with the other dogs. It was heartwarming to see how much fun he was having while we were gone. Here’s the most amazing part: After spending so much time with JameO and seeing how much joy he brought into her home, Maddie decided to get a puppy of her own for her family! It’s such a testament to her love for animals, and I couldn’t be happier for her. When we came back, Jameson was happy, healthy, and relaxed—it was like he had his own mini-vacation! If you’re looking for a trustworthy, communicative, and caring dog sitter, Maddie is hands down the best choice. Thank you, Maddie, for treating Jameson like one of your own and for being so incredible!”
“Vy was great! She sent photos and videos of sailor everyday and we didn’t question for a minute if he was having fun! Also, special thanks for Forrest for being the sweetest companion this past week!”
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”
“My dog Moon loved his visit with Denise and her dog Andy. Decent size fenced in yard for play, which my dog loved. Updates and pictures were sent. Moon even ate his food while there which he rarely does even for his normal sitter. I should mention she is very accommodating. I was a last minute request and my hours for pickup and drop-off were odd. Would definitely use Denise again.”
“Hannah was great, she sent us pictures and videos of our dog. We missed our dog while we were gone but we glad Hannah sent us pictures and videos, we felt that our dog was being well taken care of. . Definitely would leave my baby with her again.”
“This was our first time using Rover so we were nervous about leaving our fur baby with a Stanger in their home. Well Mady met and exceeded our expectations! We have a 96 pound Rottweiler and Mady loved on her and she enjoyed spending time with their dog Radar! She has a clean and spacious fenced in back yard and also took Stormy on nice walks! There were also toys there to keep Stormy occupied and happy. Mady followed our instructions exactly as it relates to her care. She sent pictures and videos which kept us from worrying! We highly recommend Mady, it’s clear this is not just a business for Mady, she truly has a love for dogs!”
Loving dog boarding sitters in your neighborhood
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Jessica W.
Star Sitter
“Jessica really went above and beyond! We have two old dogs, one of whom is blind, so they are special in a few ways. She sent several updates each day, with lots of pictures, so we were reassured that they were in very caring hands with her and her family - including a very gentle little one. Our boys were so happy and relaxed when we brought them home. Honestly they didn't seem super thrilled to be leaving when we picked them up - we know they must have had a wonderful vacation of their own at Jessica's!”
Robin F.Star Sitter
“Being a first time user of Rover this experience couldn’t have gone any better! After meeting Robin I was at ease. She sent pictures/videos. I’d definitely use Robin again!!”
Cait B.
“My family and I were in town for a couple of days and we needed a last minute dog sitter. Cait had some good reviews and so we decided to move forward and have her dog sit. She was awesome! Our dog had a great time and Cait said she enjoyed playing with her dogs. If we’re in town again, we would definitely reach out!!”
Shuling J.Star Sitter
“Shuling was a fantastic and attentive sitter to our dog while we were out of town. We got regular updates about his care with photos and videos, and she made sure he was comfortable and happy during his stay!”
Michelle M.Star Sitter
“Michelle was absolutely wonderful while watching my Gigi. She provided me with daily updates and made the whole dog-sitting process so easy. I would definitely recommend her to anyone looking for a dog-sitter!”
Lindsay G.
“Lindsay was great!!! She was punctual, pleasant, and took great care of my two dogs! They played, enjoyed her kids, loved playing with her dog in the huge fenced yard… I couldn’t have chosen more wisely! Thank you Lindsay!”
Leticia G.
“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”
Andy & Lydia M.Star Sitter
“First time using a sitter for my two dogs who are now seniors. Andy was responsive and met with us first in person so we felt comfortable. During out trip, he kept us up to date with what was happening and sent lots of pictures. We will use Andy in the future!”
Seth G.
“I have known Seth for nearly 6 years and in that time I have seen what an incredible pet caregiver he is. He adores and takes such good care of his own dog, Ziggy (the sweetest boxer in the world), as well as a flock of lovely chickens who also adore him to the point of wanting to come into his house! I’ve seen him interact with and take amazing care of other animals too, including cats and ducks. Seth has such a warm personality and you can tell he truly cares for and loves animals. I would absolutely trust him to care for my own pets. He’ll go above and beyond to make sure your pet is cared for, not only covering the basics (feeding, watering, bathroom time, etc.), but also providing love, affection, and play. I highly recommend Seth to anyone looking for a pet sitter.”
Katelyn M.Star Sitter
“Kate was so great and accommodating ! She was a great communicator and so good with my dog. He felt so comfortable with her . I got lots of updates and pictures which I was happy to receive without having to ask. Def recommend using her and will continue using her in the future! Wish I could give her 6 stars!”
Kelly & Maurice G.Star Sitter
“I felt extremely comfortable leaving Montana in their care especially when he didn't pay me any attention when I dropped him off. The daily photos and videos validated he was in good hands and enjoying himself. Kelly, Maurice and the entire family treat each dog as their own, and we could not be more thankful to them for the amount of love and care they gave to Montana. He enjoyed HIS vacation more than the family! We knew he would rather stay with them than to come back home with us!! We will definitely be repeat customers and would recommend them to anyone!”
Stacey B.
“Best sitter I could have ever asked for. I received pictures and updates on CJ the entire time. Stacey provided the care and attention my dog needed. Will always look to use her first anytime we may be away. Thank you Stacey!! ❤️?”
Madalyn M.Star Sitter
“I cannot recommend Maddie enough! She watched our dog, Jameson, for a little over a week during Thanksgiving and went above and beyond in every way. From the start, it was clear she genuinely loves and understands dogs. She kept me updated with frequent pictures, videos, and messages, which made it so much easier to be away from Jameson. One thing I especially appreciated was how she allowed Jameson to socialize with other dogs during his stay. He’s still relatively new to us, so we’re still learning each other, but it’s clear now he thrives on interaction, and she ensured he had safe and fun playtime with the other dogs. It was heartwarming to see how much fun he was having while we were gone. Here’s the most amazing part: After spending so much time with JameO and seeing how much joy he brought into her home, Maddie decided to get a puppy of her own for her family! It’s such a testament to her love for animals, and I couldn’t be happier for her. When we came back, Jameson was happy, healthy, and relaxed—it was like he had his own mini-vacation! If you’re looking for a trustworthy, communicative, and caring dog sitter, Maddie is hands down the best choice. Thank you, Maddie, for treating Jameson like one of your own and for being so incredible!”
Vy L.Star Sitter
“Vy was great! She sent photos and videos of sailor everyday and we didn’t question for a minute if he was having fun! Also, special thanks for Forrest for being the sweetest companion this past week!”
Elizabeth N.
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
Faith M.Star Sitter
“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”
Thomas & Melissa S.
“Thomas & Melissa cared for Korey for one night while I was away and I could tell Korey had a great time! Korey will be staying with them again for 10 days next month.”
Denise S.Star Sitter
“My dog Moon loved his visit with Denise and her dog Andy. Decent size fenced in yard for play, which my dog loved. Updates and pictures were sent. Moon even ate his food while there which he rarely does even for his normal sitter. I should mention she is very accommodating. I was a last minute request and my hours for pickup and drop-off were odd. Would definitely use Denise again.”
Hannah B.Star Sitter
“Hannah was great, she sent us pictures and videos of our dog. We missed our dog while we were gone but we glad Hannah sent us pictures and videos, we felt that our dog was being well taken care of. . Definitely would leave my baby with her again.”
Mady H.Star Sitter
“This was our first time using Rover so we were nervous about leaving our fur baby with a Stanger in their home. Well Mady met and exceeded our expectations! We have a 96 pound Rottweiler and Mady loved on her and she enjoyed spending time with their dog Radar! She has a clean and spacious fenced in back yard and also took Stormy on nice walks! There were also toys there to keep Stormy occupied and happy. Mady followed our instructions exactly as it relates to her care. She sent pictures and videos which kept us from worrying! We highly recommend Mady, it’s clear this is not just a business for Mady, she truly has a love for dogs!”
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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, 276 sitters provided dog boarding in Saint Michaels. 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, 91% of Saint Michaels dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Saint Michaels have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Saint Michaels.
Rover makes it easy to find Saint Michaels 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 276 dog boarding sitters in Saint Michaels on Rover, so you’re sure to find the perfect match for your dog! In Saint Michaels, 98% of sitters offer daily exercise, 100% offer medication administration, and 80% 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.
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