Dog Boarding in Wilderness, MD
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Top rated Wilderness dog boarders
“Bobbi is phenomal! I was pretty nervous about leaving my dog for the first time but felt way more at ease after speaking with Bobbi. She answered all of my questions, sent me pictures and videos of my dog while he was staying with her. As her description states, I am one of those people that worries their dog does weird things, she reassured me that his behavior would be no problem to handle. 10/10 recommend and I deff plan on having my dog stay with her in the future. Thank you so much Bobbi for providing me peace of mind while I was away!”
“Jester had a great time! Jacqueline shared lots of photos and videos to keep me updated which was awesome. Definitely recommend her and Clover too of course! Will be inquiring about future care.”
“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!”
“Second stay for our girls, they had a great time. Very flexible and understanding with our late arrival for pick up. Communication was perfect, highly recommend and will be a return customer!”
“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”
“Our dog's had a great time with Denise and her family. I could tell they were very comfortable in her home, she sent us lots of pictures, and they seemed very content when we picked them up. I would highly recommend Denise!”
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
“Ashley is amazing!!! Huge backyard for your pup to play in and she sends pictures and videos! She treats your pet like her own. Highly recommend using Ashley for your pet sitting needs!”
“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!”
“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.”
“Thank you so much to Ms. Anika! She is the best! She has been watching our furbaby for about 4 years now and I don’t know what we would do without her. Her love and care allowed us to have a 9 day worry free family vacation❤️”
“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”
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.
“Mrs.Diane was nothing but exceptional. Not only did she send me pictures, but she also followed all the instruction I gave her plus her communication was on point. Our puppy loved it there. I’ve already called all my family and friends that has dogs and referred her. I will most definitely be a returning customer!”
“Linda was great with our cat Millie. She sent us updates throughout the stay, gave her medications on schedule and did everything she could to make her comfortable. She gave us peace of mind while we were out of town. We will definitely be using her services again!”
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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Bobbi H.
Star Sitter
“Bobbi is phenomal! I was pretty nervous about leaving my dog for the first time but felt way more at ease after speaking with Bobbi. She answered all of my questions, sent me pictures and videos of my dog while he was staying with her. As her description states, I am one of those people that worries their dog does weird things, she reassured me that his behavior would be no problem to handle. 10/10 recommend and I deff plan on having my dog stay with her in the future. Thank you so much Bobbi for providing me peace of mind while I was away!”
Jacqueline D.Star Sitter
“Jester had a great time! Jacqueline shared lots of photos and videos to keep me updated which was awesome. Definitely recommend her and Clover too of course! Will be inquiring about future care.”
Christine S.Star 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!”
Christianna & Mary B.Star Sitter
“Second stay for our girls, they had a great time. Very flexible and understanding with our late arrival for pick up. Communication was perfect, highly recommend and will be a return customer!”
Lindsey Y.Star Sitter
“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”
Denise R.Star Sitter
“Our dog's had a great time with Denise and her family. I could tell they were very comfortable in her home, she sent us lots of pictures, and they seemed very content when we picked them up. I would highly recommend Denise!”
Susy L.
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
Ashley W.Star Sitter
“Ashley is amazing!!! Huge backyard for your pup to play in and she sends pictures and videos! She treats your pet like her own. Highly recommend using Ashley for your pet sitting needs!”
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!”
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!!!!”
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.”
Anika C.
“Thank you so much to Ms. Anika! She is the best! She has been watching our furbaby for about 4 years now and I don’t know what we would do without her. Her love and care allowed us to have a 9 day worry free family vacation❤️”
Micaya S.
“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”
Angela Y.Star Sitter
“Great friendly Family. They took care of the dogs as if they were there own. She kept me updated. Communication was great. Would recommend.”
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.
La Tasha T.Star Sitter
“My dog Rocky has enjoyed his stays with LaTasha. He enjoys playing with her dogs and we pull up to her house he gets excited. Thank you for taking care of my dog.”
Diane T.Star Sitter
“Mrs.Diane was nothing but exceptional. Not only did she send me pictures, but she also followed all the instruction I gave her plus her communication was on point. Our puppy loved it there. I’ve already called all my family and friends that has dogs and referred her. I will most definitely be a returning customer!”
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.”
Linda W.Star Sitter
“Linda was great with our cat Millie. She sent us updates throughout the stay, gave her medications on schedule and did everything she could to make her comfortable. She gave us peace of mind while we were out of town. We will definitely be using her services again!”
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 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?
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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.
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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, 126 sitters provided dog boarding in Wilderness. 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, 89% of Wilderness dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wilderness have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Wilderness.
Rover makes it easy to find Wilderness 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 126 dog boarding sitters in Wilderness on Rover, so you’re sure to find the perfect match for your dog! In Wilderness, 90% 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.
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