Dog Sitters in Holly Haven, MD

I can’t say enough incredible things about Aimee and Steve! We are a military family that moves constantly so it can be hard to find people you trust with your “babies”. We have a 5 month old lab puppy that is still figuring out the world. She is a little timid at first but I loved how understanding both Aimee and Steve are. Daisy has done doggy daycare and they were AMAZING about making sure the class wasn’t too big and the right dogs were matched together. They planned ahead knowing Daisy was coming and had a calm dog paired to slowly integrate her into the pack. Daisy is currently in training and both Aimee and Steve were interested and willing to continue her training while under their supervision! Steve has a very calming approach with the dogs and Daisy really took to him. Aimee has so much patience with not only the dogs but also me! She was willing to answer all of my questions, concerns and never made me feel uneasy. You can tell how much they BOTH love the pets they care for. After having several successful doggy daycare days we opted to board her with them. We received updates and pictures of her “sleepover” with her friends! I knew Daisy was in great hands. They even did an adorable paw print picture that I will cherish forever! I jokingly say that we are now co-parenting together because that’s how amazing they have been with her. I selfishly want to keep them to myself but I also know they deserve all the praise in the world! I don’t consider them a “boarding facility”, more like a 2nd home.

I want to share my incredible experience with Trails End Pet Sitting, LLC. I don't often post recommendations, but I am truly compelled to share how delighted I am with the care they provided for our Guinea pigs, hermit crab, and puppy, Meadow. I stumbled upon them on Google, did my research, and read their reviews on Facebook. I was impressed with what I saw and decided to have them do home visits for the small animals and board Meadow at their Southern St. Mary's location. Being a total helicopter mom, I was initially nervous. But the moment I met Aimee, I knew it would be a great fit. She came to our home, asked questions, and got to know our pets' schedules. Aimee's professionalism and knowledge were evident from the start. When I dropped Meadow off at their boarding facility, I was immediately put at ease. The dog play area was secure, shaded, and well-ventilated to keep the pups comfortable. The grass and turf were well-maintained, demonstrating their dedication to safety and cleanliness. Aimee greeted us warmly and assured us that everything was under control. She even discussed emergency plans for Meadow. Aimee's commitment to our pets' well-being continued throughout Meadow's stay. She was more than willing to take Meadow out for potty breaks whenever needed, even during the night. I received updates from Aimee daily, complete with pictures, videos, and detailed accounts of Meadow's day. Blake, her employee, handled home visits for our small animals and sent us daily pictures and humorous updates that had us laughing each evening. I cannot speak highly enough of Trails End Pet Sitting. Their level of professionalism and care is exceptional. Aimee and her team genuinely care about all animals, big and small. I am incredibly grateful to have found them and will always turn to Trails End for pet sitting needs. The peace of mind they provided while caring for all my fur babies was priceless. I would give them 11 out of 10 star ratings!

We are new to the area and I was so nervous leaving our pups while traveling for Christmas. Alexis was our sitter and she was so helpful, communicative, good with the pups. We came back home and they were incredibly well taken care of. For someone who gets a lot of anxiety about leaving our pups, this service was incredible and so worth it. They were incredibly flexible, allowed us to pick multiple visits and options for the days we were gone. Just incredible and could not recommend more

Trails End has been such a huge help for our family. They are wonderful with our dogs, administering medication and caring for them while we are gone. I am able to relax while on travel or vacation knowing that my dogs are well taken care of. I would recommend this company to anyone that needs to be away from home and rest assured their pets are taken care of.

This is our first time using a pet sitter and we are so pleased! We have 2 cats and 2 dogs and in NC, we had used kennels for the dogs and paid separately for someone to come to our house for the cats. With Trails End, all 4 are taken care of and the cost is less. I love that we can book from a phone and they send photos and updates with each visit. Prior to their first pet visit, they provided a home visit to meet the pets and learn about their care. Whether it’s a one time visit for a long day in DC or a week out of town, they are perfect!

My cat really enjoys the visits from his pet sitter Penny. I honestly think he gets a little disappointed when it's me and my husband coming home from a trip and not his new best friend Penny! I have absolutely no worries at all when I'm away and I know that Penny will be looking after my kitty. I look forward to reading the detailed daily notes that she leaves. Trails End provides great customer service, communication, and care for my baby Lilo. I can not praise them enough. Highly recommended!

Penny @ Trails End has been a HUGE help for us. We have 2 kitties that need special care and medications and Penny has gone above and beyond for them. We love the feedback that she gives us and we know that she will take care of them both as if they were her own! We can leave them in Penny's capable hands and know she will take super care of them and keep us informed of how they are doing while we are gone!

Aimee and Alexis took care of our pup and it was great I received feedback after each visit and pictures of my boy in addition to my plants being watered and not having to rush home on the last day of our trip. It was a wonderful experience.

This is a great doggie day care. Aimee and Steve are so kind. The dogs all get along and they have a great time. The facility and care is outstanding

Truly, the best pet sitters. This is the second time we have used them and they have once again exceeded our expectations! Emailed detailed updates for every visit, along with times in and out and pictures. Would highly recommend to anyone who needs to have their animals to cared for while not at home!

Love this team. They loved on Newman every time I had to travel.

I love Indian Bridge Kennels. The staff are friendly and professional and the facility is clean. I also love Dawn who does the grooming services. She always gets my Yorkshire terrier looking and smelling great. My dog seems happy when I drop him off and pick him up. I also like that they offer doggie daycare, and that they post pictures of your furbabies on Facebook so you can see what they're up to while you're away.

We were nervous first timers and quickly felt comforted about our decision after speaking to the staff and seeing pictures of Daisy at play time. We will definitely bring her back!

The BEST OF THE BEST!!!! My GRANDPUPPY LOLA gets extremely excited to get dropped off and be extremely sad when I pick her up. She really loves to come to Indian Bridge and the staff is extremely friendly!!!! I could NOT have ask or find a better dog daycare/boarding place. I can definitely rest well at night knowing that my GRANDPUPPY is getting so much love from here. I promise you WILL NOT be disappointed with Indian Bridge kennels & Suites!!!!! Thank You, Thank You, Thank You!!!!!!

Sophie loves the place. She is shy at first but once she starts getting all the pamper and care from the staff she just loves to be there. They take care of her making sure that she is happy and love just like she was at home. I was concerned about a good place to leave Sophie when I have to go out of town for work and this is the place. We will have another experience here soon leaving for a whole week and I know she will be in good hands. Thank you so much for all the care to our Sophie and the pictures just fill my heart with joy.

We have a 3 years old rescue who has never done will with boarding. She would often not eat and be lethargic when she came home. That was not our experience with Indian Bridge. We boarded our dog for 2 weeks this summer while we traveled to visit family and my heart was put to rest the moment we stepped in. It is a beautiful, clean facility. The front desk person was delightful. Everything about this place felt right. They take the dogs out 4 times a day, 2 of which are playtimes. They offer a military discount and they did a great job trimming my dogs nails. I highly recommend this place!

Our lab LOVES Indian Bridge. He is routinely there for boarding and daycare. It's nice to have somewhere our doggo loves to be when we are away.

Mutt gets excited about a half mile away when arriving. Tail wags, no sense that the pooch is being abandoned or left with strangers. Place is clean & professional. It gives me a peace of mind when on travel. The photos posted of reflect my earlier comments. Recommend Indian Ridge over comparable kennels that i use to use.

Have been bringing my dog for weekday daycare for about 2 weeks now. He has always been well taken care of and has a good time. Rate is very reasonable, facilities are clean, and staff are prompt and courteous.

Our dog enjoys being able to play with other dogs at Indian Bridge. She seems happy there.

I cannot recommend Chesapeake Pet Resort and Day Spa enough! I live in SC, but was in town to assist my parents while my Mom had a procedure in DC. I was very nervous about boarding my pups at a facility with which I had no direct experience, but selected Chesapeake Pet Resort based upon their reviews and the photos on their FB page showing myriad happy dogs every day. I’m so glad I chose them. I was able to see my pups’ smiling faces in photos every day I was gone and knew by their demeanor in the photos they were receiving exceptional care. They were happy to spend time with Laura and her team and basically only left because I told them they had to. Next time I have a need for any of the services they offer, I will definitely return.

I have been taking my 3 dogs to Chesapeake Pet Resort and Groomers for years, my dogs have always been well taken care of, they usually get a cabin where they stay together. Laura the owner makes sure they are well and happy, and Autumn who grooms my fur babies does a great job, I fully recommend them!!!

Jen is a fantastic groomer and loves our fur babies!

Laura, Mary and their staff are always so amazing, whether it's doggy daycare, dog boarding or pet boarding, they always try to accommodate and make things work because they truly care about the pets that you entrust in their care and safety. I have a special needs cat that requires medication and can't jump or go up/down steep ramps. Laura did so much to help make my cat's boarding experience truly wonderful and stress-free. I also really appreciate and love that Laura lives on site so that way I know that if anything ever happens with my pet overnight, she is there to watch and take care of them.

I love this place. They are so friendly and they make my dog and I feel so welcome! I was recommended to them by a friend of mine who said they could help me groom my dog. I am so glad I came here. I’ve brought my dog to Chesapeake Pet Resort and Day Spa 3 times for grooming and not once have I been disappointed! They take great care of my dog AND they are quick. Somehow, my dogs smells good for WEEKS after and I just want to love her even more! I highly recommend this place and I soon hope to get my dog in here for day care.

This place is amazing. My cats feel comfortable around the staff. The entire staff are amazing. I want to thank them from the bottom of my heart.

Jenn! That woman is a godsend. Took my pups last minute, treated them like the royalty they deserved, and came out better looking than me. That's not saying much I know, but still the point is still the same. To continue, the compound was well maintained, user friendly to navigate, the animals were well taken care of, and greeted with smiles from both staff and patrons. I will be going back, I will be requesting Jenn, and I will be satisfied with the work they do AGAIN!

Very nice facility and staff. Happy that my dog is well taken care of. Staff sends out pictures that helps the family not worry. Staff is cognizant of my dog's needs.

Awesome place, don't hesitate to leave your pet here, they truly care about your pet. The facility is clean and well maintained and the staff is friendly and caring. Pricing is very reasonable and competitive. We will be back every time for boarding needs.

Everyone was so friendly and got all 4 of my dogs (and my parents 3) in so quickly for grooming. During this crazy time and being new to the area it’s been hard to find a place! They did such an awesome job and we highly recommend Chesapeake Pet Resort! Thank you again, we’ll be back!!

Very professional groomers. They did a great job on my Goldendoodle. Highly recommend

Joanna is does wonders for my dogs. She's very patient, through and understanding of their needs. Awesome groomer.

Lola was greeted with love, and care. The energy was peaceful in her salon. Her dog gave Lola a few kisses, and I felt no shame in leaving her there under Joanna’s care! She did a terrific job on her cut. Lola left with Hollywood style haircut, a beautiful hair clip, and pink accessories🥰 …

Joanna is amazing. She makes my anxiety-ridden dog feel comfortable, as does her sweet little comforting pup. She does an excellent job, is super efficient, always friendly and competitively priced. Her place is clean and well thought-out. I really appreciate how she makes individual appointments instead of having the dogs all be there waiting at the same time. She also calls you right when your dog is done to be picked up! Love her!!

Joanna is amazing. She treats my dogs with the best care and I trust them with her. She has been cutting our fur baby’s for years. Astro and Hendrix love her

My longhaired chihuahua, Henry, was way overdue for a cut. We spent this last year in rural Alaska. He needed all his thick fur while we were there, but it is way too hot for him here! Joanna's had a cancelation and they were able to get him in. They did amazing work on Henry, and Henry was very happy. A+

Best pet salon around the area. They treat each dog Respectfully and really becomes a friend with each of the dogs to not give them trauma while grooming them.

Absolutely love her! After she left the other place we found where she'd gone and have taken Tank there every since. She's wonderful, very loving to the doggos, and always makes him look awesome!

Wonderful job grooming this sweet boy! He looked and smelled amazing! Thank you ♥️

We've been taking our girls Ruby & Millie to Joanna's pet salon for a year now. They always comes home looking their absolute best and happy girls!