House Sitting Old Chatham

“Ashley is so helpful and so kind. My senior dog is downright high maintenance, and she took special care of him and the others, too. Highest recommendation!”

Susie N.

“Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!”

James W.

“This was a short notice booking and Ashley was great! She communicates well and was happy to provide updates and pictures. We would certainly hire her again!”

Paul A.

“Shantalee did such an amazing job for us, I would define recommend her to family and friends. She was very respectful, responsible and caring to our pup. Thanks Shantalee!”

Tony C.

“Anna watched our dogs in our home for a long weekend. She sent lots of updates with photos and our pups seemed happy to have her caring for them. Even our most shy and apprehensive dog warmed up to Anna quickly!”

Morgan C.

“Trista was wonderful with my two dogs. I appreciated her last minute availability and professionalism. Both dogs warmed up to her very quickly even my shy one.”

Theresa S.

“Jillian responded quickly to our emails and did a wonderful job with our pets. We would highly recommend her!”

Shawn N.

“Sally did an amazing job house and pet sitting for my two dogs and two cats. She takes care of your house and your pets like they are her own. She was in frequent contact, sending pictures and messages which I very much appreciated. I already confirmed her to pet sit for me again in September. I highly recommend Sally for house and pet sitting. She did an outstanding job with my two dogs, two cats and house.”

Melodye E.

“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”

Nadine S.

About: I have had animals (cats, dogs, gerbils, you name it!) all my life. They are what brings me joy no matter what. I love creating fun and loving environments for pets especially when they or their owners are anxious about being apart. After having to find my own sitters while moving to the Berkshires, I realized how wonderful it is to have someone you can trust to take care of your loved ones. I'd like to help be that person for you. I work in hospitality in Lenox part time (usually 10-6 with an hour break) 4 days a week. Would be willing to come by in the morning for a few hours, at lunch, after work and stay overnight if needed. In my home, I love my two boy cats more than anything! One is indoors and one is a mix. They are groomed often and always have a flea and tic collar. The boys get a small breakfast and then wet food at night. Jaylen usually sleeps at my feet and Oswald roams about until breakfast! Their litter is kept downstairs in an entire room of their own and they have their own food bowls away from each other and water is kept fresh and separate. Although I only have 2 cats right now I grew up training family dogs and am just as comfortable with them!

About: I had over ten dogs growing up, both large and small, and have had three cats. All have lived to an old age and had a wonderful quality of life! I work from 7am-3pm Monday-Friday with occasional work from homes, so I can provide pet care in the early morning and/or afternoon/evening! On weekends, I am flexible! I focus on building trust and affection with pets, ensuring play time and pets are on their terms, giving space as needed! I am big on safety and keeping a watchful eye on them.

“Pets were happy and fed and my house was in great shape when I got home. Thank you for allowing us a worry free getaway!”

Michelle F.

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.

“This was Nina’s first time watching my dog Orla. She arrived right on time and immediately offered to help me with her since I was getting ready to go to a doctor’s appointment and running a little late.. She took Orla for a nice walk and sent me several pictures during her stay. Orla was very comfortable with Nina. I will definitely ask her to come back again.”

Kathleen G.

About: Hi! I'm a dependable, caring, and detail-oriented pet sitter who understands that every pet deserves to feel safe, comfortable, and loved while their owner is away. Whether your pet needs overnight care, drop-in visits, walks, feeding, playtime, or companionship, I'll treat them as if they were my own. I'm happy to follow your pet's routine, including feeding schedules, exercise, administering oral medications if needed, and providing regular photo and video updates so you can have peace of mind while you're away. I've looked after pets with different personalities and energy levels. My responsibilities have included feeding, walking, playtime, maintaining routines, providing plenty of affection, cleaning up after pets, and making sure they felt comfortable while their owners were away. I understand how important consistency and patience are when caring for animals, and I always strive to create a calm, positive environment where pets feel secure. Outside of pet sitting, I'm a pharmacy student, which has strengthened my attention to detail, responsibility, and ability to follow instructions carefully. I know how important it is to be reliable, communicate clearly, and respond promptly. If your pet has specific routines or special care instructions, you can trust that I'll follow them closely. I currently work part-time and have a flexible schedule, allowing me to dedicate quality time to the pets in my care. My availability includes mornings, evenings, weekends, and many weekdays. I plan my commitments carefully so that every pet receives the attention, exercise, potty breaks, and companionship they need. My goal is to make your time away as stress-free as possible, for both you and your pet. I look forward to meeting you and your furry family member! I currently work part-time, which gives me a flexible schedule for pet care! I’m available for dog walks, drop-in visits, and pet sitting throughout the week. I do my best to accommodate last-minute requests whenever possible. I care for every dog as if they were my own. In my home, I’ll provide a safe, clean, and loving environment with plenty of playtime, walks, potty breaks, fresh water, and lots of attention. I have an open yard for supervised outdoor time and a nearby park for fun walks and exercise. When caring for your pup in your home, I’ll stick closely to their normal routine to help them feel comfortable. I’ll follow feeding schedules, administer medications if needed, provide walks, playtime, cuddles, and keep your home tidy while you’re away. I’ll also send regular photo and video updates so you can have peace of mind knowing your furry friend is happy and well cared for.

“Mariah did an excellent job watching Joey overnight while we were out of town. She was on-time, very communicative and provided pictures while we were away. Would definitely recommend and plan to use her again for when we need to go out of town.”

Chris F.

“Stephanie was great very attentive and caring. Handling my old dogs low vision well and I was sent updates and pictures of my boys daily. I would definitely recommend her to anyone!”

Stephen M.

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

“Sophie is a pleasure to work with. Second time now! She is great with my dogs, very communicative and I feel very comfortable while I’m away!”

Tamar B.

About: I’m an experienced house and pet sitter with multiple 5-star reviews from previous pet-sitting experiences. I’ve cared for dogs, cats, and homes in NYC and beyond, and I’m excited to bring that same reliable, attentive care to Rover! I’ve had my big baby boy “Rocky”; German shepherd dog for 15 years, so I have a lot of experience and comfortable taking care of and handling big and reactive dogs. I also grew up with Stella (a small Chihuahua mix) and Sesame and Leo (2 cats ) so I also have experience with cats and smaller dogs and still sit with them when I visit my mom back in California! I love all animals tho; if an opportunity came to take care of an animal other than a cat or a dog I’d be happy to learn and sit with them! :) I am a freelance editorial art director. I only do sits when I know I’m working from home or between projects, since spending time with animals genuinely makes me happy until it’s the right time for me to have my own again. I make sure to gain their trust on their own terms, letting them approach me when they feel ready and comfortable. Then I give them lots of affection and attention while following my client’s directions. I’m always attentive to how your pet feels and behaves and will keep you updated as you’d like.