Dog Boarding Osterville

“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”

Shelly M.

“Kari was wonderful with Hazel. I could tell Hazel adjusted well and enjoyed her time with Kari and her family by the photos and updates Kari provided along the way. I would leave Hazel with Kari again knowing that she would be well cared for.”

Kathleen H.

“Maria is so sweet and caring. She has a genuine love of animals and it’s evident in the way she treated my fur baby. I highly recommend Maria for all your dog sitting needs. I’ll definitely contact her again.”

Rebecca D.

“Both of my elderly dogs love staying with Uncle Stephen! We get photos showing how much fun they are having as well as them enjoying the multiple beds/ sofas/ etc. Highly recommend!”

Kate W.

“Karen hosted my dog Lulu overnight and was very genial & accommodating as well as an excellent communicator. It was clear that Lulu felt very comfortable with Karen and her sweet dog.”

Elizabeth E.

“Karen did a great job with Charlie! Lots of pictures of him having fun outdoors and playing with other dog friends. She kept me up-to-date with how he was doing, and he looked happy and well cared for when we picked him up.!”

Evan C.

“Caitlin was great. She was friendly, accommodating, has a great place, and most importantly, she took good care of our dog Abbie. I can absolutely recommend her.”

Daniel R.

“Alyne was great! My dogs enjoyed their stay and had so much room to run around. They were very comfortable and came home tired. She kept me up to date on the dogs and sent lots of photos.”

Melissa P.

“Marc and his family were outstanding! We couldn’t have felt more comfortable leaving our pup with him - he checked in lots and it was obvious our Archie was so happy in his care! We would confidently recommend Marc to anyone looking for someone to take care of their fur baby.”

Jess K.

“My 2 year old Lab/Golden Cross had a great weekend with Julie, her dog Ellie and another client's puppy. It was a last minute booking request but she agreed to a meet & greet first. Julie's calm and loving demeanor as well as her beautiful and inviting home convinced me my dog would be in good care. And she was. Having another client's puppy to run around with was a bonus! Thank you, Julie!”

Itsuko H.

“Once again we counted on Caitlin to watch our Shelby when we needed to take a last-minute trip. Within a few hours we received the first picture of our puppy playing happily! Always makes you feel comfortable knowing your pet is well count cared for and Caitlin is the girl to do it! So accommodating and such a dog lover – anyone would feel comfortable leaving their precious family member with her!”

Stacie H.

About: Hi! We’re a dependable, dog-loving family offering in-home dog boarding and dog sitting on Cape Cod. If you’re looking for a safe, attentive, and comfortable home for your dog while you’re away, you’ve found it. We both work from home, so your dog will never be alone. We have a small, friendly Labradoodle who loves other dogs and is very used to sharing his space. Because of that, visiting dogs typically adjust quickly and feel right at home here. We’ve cared for many friends’ dogs over the years, including puppies, adult dogs, and seniors. We’re comfortable with different temperaments, energy levels, and routines, from active dogs who need lots of playtime and walks to more relaxed dogs who just want a calm, cozy environment. We have used pet sitters several times for our own travels, so we know how nerve-wracking it can be to leave your beloved fur baby with a stranger. We will make your dog one of our family and give you regular updates, including photos. We know how important it is to trust who you leave your dog with. Our goal is simple: make your dog feel safe, happy, and cared for, so you can relax while you’re away. Feel free to reach out with any questions or to set up a meet & greet—we’d love to meet you and your pup! Pet care fits very naturally into our daily routine because we both work from home full-time. This allows us to build our day around the dogs in our care rather than leaving them alone for long stretches. Our typical day includes morning potty breaks and walks, followed by a relaxed workday where dogs have plenty of supervision, companionship, and opportunities to go outside as needed. We take breaks throughout the day for playtime, short walks, and attention, depending on each dog’s energy level and routine. In the evenings, we usually incorporate longer walks, playtime, or wind-down time, making sure dogs are settled and comfortable before bedtime. Because dogs are part of our home environment, they’re included in our daily rhythm—not treated as an afterthought. On weekends, we’re generally home and maintain a similar routine, with even more flexibility for walks, outdoor time, and one-on-one attention. Overall, having dogs in our care is something we genuinely enjoy and prioritize, and our schedule allows us to provide consistent, attentive care throughout the day and week. We care for every dog as if they’re our own, with a focus on keeping their routine consistent, their environment safe, and making sure they feel comfortable and loved while you’re away. Before any stay, we take time to understand your dog’s daily routine, feeding schedule, exercise needs, and any quirks or preferences—so we can mirror what they’re used to at home as closely as possible. In our home, dogs get: Plenty of supervision (we both work from home, so they’re rarely alone) Regular potty breaks, walks, and playtime based on their energy level A calm, safe environment with space to relax or socialize Lots of attention and affection throughout the day We’re also comfortable administering basic medications if needed and following any specific care instructions you provide.

“Andrea and Bob did an excellent job of caring for my old dear dog. They treated her gently and with respect, and when I picked up my dog, I could tell by her tail wagging she was happy to see me yet happy to be there. I highly recommend Andrea and Bob, especially if your dog is old. Their experience in caring for senior dogs is clearly evident.”

Jenny N.

“Winston was well cared for by Mike. Being with other dogs was a great experience for him. Mike was great with updates and photos. i would recommend Mike as a great dog sitter.”

Karen W.

“So happy to have left our Dog with Deb while away, she reached out to notify me she had a cancelation and could take out dog which really saved us in a pinch!!! Her house and yard were so much better for him than having to board in a typical crate/kennel setting!!! She obviously loves dogs and took great care of our dogs!!! She was flexible with us and we will definitely be using her again!!! Highly recommended!!”

Dianna O.

About: I have spent my entire life around dogs, but my professional experience sets me apart when it comes to reading and handling animals. For almost 3 years I worked as a Pet Care Specialist. I was responsible for the specialized daily care, behavioral monitoring, and medical treatment of all sorts of animals; birds, reptiles, small mammals, fish, etc. I am experienced and comfortable administering medication and recognizing signs of illness, in the case that you have a dog with specialized needs. Today, I work professionally as a dog groomer. Every day I work hands on with dogs of all sizes ages, and temperaments. Because of this, I have the experience and patience necessary to deal with anxiety prone dogs, high energy balls of chaos, puppies who haven't yet learned manners, and senior dogs who need gentle care. I'm confident I can meet your dogs needs, whatever they may be, and ensure their stay with me is as comfortable as possible. I'm also happy to provide my available grooming services if that's of any interest to you! I work 8 hour shifts at the grooming salon, and I am free on Tuesdays and Wednesdays, which gives me full, dedicated days to spend at home with your dog(s). For the days I am at work, a responsible family member will always be available at the house, to assist with potty breaks or just to hang out. Your pup will only ever be alone if they want to be. This allows me to provide boarding any day of the week! My home is fully equipped to be a safe, fun, and adaptable "home away from home" for your dog. Here is what you can expect during their stay: Secure & Spacious Play: We have a large, fenced backyard where your dog can safely run and play. We are located in a lovely, quiet neighborhood right next door to a large recreational field/park with a walking trail. For more adventurous pups, we also have excellent wooded trails nearby as well. Socialization & Companionship: My family will be more than happy to provide extra human interaction throughout the day if your dog is seeking it. We also have 2 friendly resident dogs (a gentle, senior Shih Tzu who mostly minds her own business, and a social English Pointer who will be happy to make new friends) and 2 cats who are well accustomed to dogs, but will mostly keep to themselves. Separation When Needed: While socialization is great, it's not for everyone. If your dog is anxious, or just feeling overwhelmed, I have my own private, dedicated space where they can get away from all the hubbub of the household, and enjoy some downtime. I am also fully able to accommodate crate-trained dogs if that's something they prefer. They are also more than welcome to share my furniture if they're more of a lap-dog type! As a professional pet handler, I promise to stay aware of your dog's body language and ensure they're recieving the best care possible. Their safety and peace of mind are my top priority.

“Annaliese and Sean were terrific keeping us updated with pictures! Our pup definitely enjoyed his stay with them and will absolutely book with them in the future!”

Navide A.

“Samantha took amazing care of my little cat and guinea pig . She was on time , commutative and showed that she really has a big heart that cares about people and their animals. I will definitely be reaching out to her again for her amazing service.”

Ellie B.

“Michelle was one of the best dog sitters that we have ever used. She created a calm and peaceful atmosphere for our usually nervous dog. As a matter fact, our Dog Winnie would have stayed longer with Michelle and had a good time. Michelle gets a 10 star recommendation from us! As a matter fact, we are going back to the Cape at the end of May, and we’ve already rebooked with Michelle.”

Andrew S.

“Jacqueline was wonderful with both of our dogs! She treated them like family, sent pics and videos and provided great care. Not having to worry about our fur babies made our trip even better. Her home is super dog friendly including a safe and spacious fenced in yard. I recommend Jacqueline and plan on using her dog hospitality and for my dogs again in the future. Superb!”

Maura P.