House Sitting Oak Bluffs

“Jennifer never disappoints; she is loving to our Mika girl and has a heart of gold. She leaves everything clean and tidy; looking forward to many more visits to come.”

Cherie H.

“Jason took great care of our 5 dogs and house while we were out of town! The dogs all seemed very comfortable with him. Even the one that is very weary of new people warmed up to him particularly quickly! Jason kept the house clean and was very attentive to all of the dogs needs. He read all the instructions we left for him and followed them to a T. Highly recommend Jason!”

Annika S.

“Amazing experience! We highly recommend. Daily updates… and for the first time, our dog actually gained a few instead of being so stressed that he wasn’t eating!”

Jennifer D.

“Kailynn watched our dogs while we were out of town at our house for a week. She provided our babies plenty of potty breaks, walks, and snuggles. She sent us some pictures of them also while we were away - which is always nice since we miss them for sure. She kept the house clean and had everything washed and remade for the guestroom when we came home! Will be using her again for sure in the future!”

Kristen Y.

“Kyleigh was great and helped me out with a short notice sitting and was very communicative. Layla seemed to really like her.”

Josh S.

“Ocean was great! Enjoyed the photo updates with Polaroids on the counter upon our arrival home. We will absolutely be using her for all our future needs.”

Benton H.

“Taylor was very good with Hunter. He had a couple of skin infections and she was on top of it! He had a trip to the vet and a trip to the ER. She made sure he had his medicine, daily exercise, food and water, and made sure he wore the dreaded cone. Taylor took very good care of him. Taylor gave us daily updates and pictures of Hunter. If she had a question, she asked. Taylor also stayed at our house. She treated it as her own. Everything was in order when we came home. Bedding (ours and Hunters) was washed. We were very pleased with the care Taylor gave Hunter and our home.”

Mary G.

“Anthony was great! Took good care of a Denver with lots of walks and trips to our dog park. Very easy to communicate with him , it was nice to know Denver was in good hands. He even sent pictures everyday of her!”

Laurie H.

“Linda is wonderful! She truly loves dogs. She treated Flo like her own. We canceled this bokking once because of Hurricane Milton then rebooked after the storm had passed and we made it through unscathed. Linda, however, had lost power at her house. We will definitely book with Linda again-- if she is available! She is understandably in high demand.”

Denise C.

About: I grew up on a farm. We had lots of cats and dogs and other animals. I’ve always had a strong love for cats and dogs. I currently have one tuxedo cat and she loves to play with other kitty cats. I’ve cared for many sick animals given shots and medication multiple times a day when needed and can be in contact with pet owners throughout the day when needed. I am a professional stock photographer and work out of my home so I have lots of time to dedicate to loving your pet. I work from my Home Office studio as a professional stock photographer, and Marketing Consultant . I can be available for pet care at all days and all times. I have a fenced in backyard if needed. If I’m caring for your pet in my home, I do have a fenced in backyard if that is a requirement

“Sovan was available and flexible to meet before the housesitting job and when we met, he was collaborative and attentive. While housesitting, he sent updates and photos which reassured me all was well. Was responsive to my texts. He followed my requests for caring for my home and it was in tip-top shape upon my return. My dog was happy. Highly recommend Sovan!”

Corri G.

“Beverly was great! She left the house spotless and even cleaned the sheets! Biscuit did really well with her. She stayed in touch and sent photos. I would highly recommend her.”

Jody G.

“Danielle and Marcus were awesome. They are sweet and gentle and treated Lilly as their own. I never worried while Lilly was under their care and watch. I got pictures everyday and feedback about how she was doing. I will book them again when I need a reliable, responsible and professional pet sitter.”

Rick M.

“Mary was very good at taking care of my cat , during our trip to the uk . She was prompt at replying to my texts about how Alfie was adjusting , and kept me informed of his eating patterns . Very happy with her service .”

Delia H.

“Doug was so caring and loving to our pups and he had amazing communication throughout our trip. We will definitely use him again and highly recommend!!!”

Louise B.

“Jayna took care of Bijou for us over the July 4th weekend. She was well cared for and happy.”

Joanne H.

About: Hi, I’m Skyy — a 27-year-old animal lover based in Clearwater Florida. What sets me apart is that I genuinely treat every pet like they’re my own. I know how important it is to trust someone with your furry family member, so I focus on creating a safe, loving, and stress-free experience for both pets and owners. Whether your dog loves long walks, extra playtime, cuddles, or just someone patient and calm to keep them company, I adjust my care to fit their personality and needs. I pay attention to the little things — keeping routines consistent, making sure pets feel comfortable, and giving them the affection and attention they deserve while you’re away. I’m dependable, communicative, and truly passionate about animals, so you can feel confident knowing your pet is being cared for by someone who genuinely loves what they do. One of the reasons I’m able to provide reliable and flexible pet care is because I work part time from home. This gives me a more open and adaptable schedule compared to many sitters and allows me to dedicate quality time throughout the day for walks, drop-ins, playtime, and check-ins. Because I’m not tied to a strict 9–5 office schedule, I’m able to be more available for midday walks, last-minute needs, consistent potty breaks, and extra attention for pets who may need more companionship during the day. I genuinely enjoy getting outside, staying active, and spending time with animals, so dog walking fits naturally into my daily routine rather than feeling rushed or squeezed in. Your pet’s safety and comfort are always my top priority. I provide a clean, calm, and trustworthy environment where pets can feel secure and cared for while you’re away. I have a fully fenced-in yard that allows dogs to safely play, explore, and get exercise in a secure space with close supervision at all times. I understand how important it is to leave your pet with someone you can truly trust, which is why I focus on creating a stress-free and loving environment where animals feel comfortable and at home. I’m attentive, patient, and always mindful of each pet’s individual needs, routines, and safety. Whether it’s during walks, playtime, feeding, or relaxing indoors, your pet will always be cared for with love, responsibility, and close attention.

About: I've looked after my own pets throughout the course of my life, as well as family and friends' animals. I have worked with smaller dogs and larger, older and younger dog, as well as cats and a bird. I am also open to other animal types as needed. Weekends are my most flexible times for the high-energy furry friends! I work full time Monday through Friday during the days; weekdays are best for the pets that are used to their families gone during the days Petcare in a client's home is tailored to the pet's needs and family's rules. My goal is to remove any stress from pets and provide stability while the family is away

“Morgan was a fantastic house and pet sitter. Our older, spoiled dog was in very good hands with Morgan, and our house was cleaner than it was when we left it. We highly recommend Morgan!”

Judy R.

“Marharyta was absoultoely wonderful with Bridget and Ziggy! I was so worried leaving Ziggy for the first time, especially with his separation anxiety, however, I could tell before I even left for vacation that he had already warmed up to her. She kept in constant contact, and I was able to see both Bridget and Ziggy happy and having fun. She watched them in our home, and our home was perfect when we came home. Awesome Awesome sitter!”

Spring W.