House Sitting in Pittsfield

“We couldn't be happier with the incredible care McKenna provided for our beloved dogs, Raynor and Mojo. From the moment she arrived, it was clear she had a genuine love for animals, and our pups took to her instantly. McKenna went above and beyond, ensuring Raynor and Mojo were not just fed and walked, but truly loved and engaged. We received regular updates and photos that put our minds completely at ease, showing our dogs happy, playful, and comfortable in her care. Beyond her exceptional attention to our furry family members, McKenna also left our home in pristine condition. It was such a relief to return to a clean and tidy house, exactly as we had left it. McKenna is reliable, responsible, and truly a gem. We highly recommend her to anyone looking for top-notch dog sitting services. She treated our dogs and our home with the utmost respect and care. We will absolutely be asking her to sit for us again!”

Krista N.

“Liz met us at our campsite right on time and she immediately got along with our Catahoula, Annie. They were quick friends. Liz did a great job keeping her safe and entertained while me and my family attended a concert, and Annie was safe and relaxed when we got back to our site. Liz did great and I'll recommend her to anyone who needs help watching their fur baby for a few hours.”

Greg M.

“Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!”

Kyle W.

“Taylor was responsive and attentive. Will use her again.”

Kim P.

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

“Keri was a pleasure to communicate with before and during the pet sit. Our dog, Katy, who is a somewhat recent rescue who doesn't love everyone, took to Keri right way and rested at her feet when we reviewed my long and detailed instructions in our orientation. Katy has a weird behavior associated with her anxiety and that didn't phase Keri at all. Our house has some idiosyncrasies and Keri didn't seem to mind managing those things, like our Berkey water filter needs refilling in a specific way and the AC drips into a bucket so has to be on a timer, etc. Katy also takes medication and other supplements and Keri was great with all that too. We felt confident leaving Katy in her care and, according to our friend who took over for the second week we were gone, all was well with the house (tidy and clean) and all was well with Katy (relaxed and easy). Keri sent me daily communications and photos. Keri even took Katy to the river that we left instructionsn for. I was impressed that Keri took the trouble to do that special outing with Katy. Keri included her husband (with our permission) who also seemed great with Katy. I highly recommend Keri for pet-sitting. She's just super!”

Joyce P.

“Ashley and Bob were great with my 10 year old, nervous & quirky pup! They stayed at the house with her for 3 days and 3 nights and during that time, sent frequent updates and pictures. I was so grateful for their communication and care of my dog.”

Tara J.

“Rick was AMAZING. He sent pictures reach out If he had a question Came and met Dallas prior to staying. I WILL BE REACHING OUT AGAIN TO CONNECT WITH RICK.”

Roxanne M.

“Sally is amazing. She sent me pics and updates about my boys every day. She took care of my home leaving it cleaner than when we left. I enjoyed my vacation with complete peace of mind.”

Debra G.

About: I have been in the dog world for about 6 years now. I have experience in kennel work, grooming, protection training, and also breeding. I love my dogs just as family and would love to be that loving uncle for you pet when the busy schedule of life is happening. I currently working full time as a dog groomer but can always find the time to take care of you beloved pet family member. Im very flexible around my work schedule. For boarding I will stay at the client's home because its a little better for the dog to be in an environment that he/she knows.

About: Compassionate and experienced pet caregiver with a proven track record of providing top-notch care for dogs with special needs. Skilled in managing medical conditions such as convulsions and cancer, with a gentle and loving approach. Also well-versed in supervising curious eaters who love to snack on anything they can find! Above all, I shower my furry friends with love, attention, and affection, ensuring they feel safe, happy, and adored in my care. As a dog walker, pet care is a regular part of my morning routine. I typically schedule dog walks Monday through Saturday, usually between , 8am-12pm. This allows me to provide a fun and energizing start to the day for the dogs in my care. I provide fun and safe dog walking services, giving your furry friend the exercise and attention they deserve. Here's how I care for your dog: - 30-minute to 1-hour walks tailored to your dog's individual needs and energy level - Safe and secure walks on a leash, with regular checks for comfort and happiness - Plenty of praise, affection, and treats to keep your dog happy and engaged - Regular updates and photos so you can stay connected with your dog's adventure Your dog's safety, comfort, and happiness are my top priority. I'll work with you to understand their unique needs and personality, ensuring a fun and enjoyable experience for both of us!

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

“Highly Recommend - Bella first met our dogs and asked great questions so she could understand their temperaments and provide the best care. She was on-time and made it a super easy stay with the dogs!”

Frank K.

About: I've had 5 dogs in 25 years. My 7yr old rescue black lab mix Luna is my current forever pup. She's up for anything & everything. I have an open schedule since retirement. I am looking forward to spending more time outdoors and taking care of other dogs and their owners. Our back yard is fenced in. We have large dog crate if needed. There is a park nearby that we bring our dog to often. I can travel in my vehicle with dogs

“Grace took care of our two dogs overnight. She kept us informed and sent pictures. When we returned the house was clean and the dogs were happy. We would book her again in the future!”

Kim Z.

“Eleanor is very responsible and took great care of Remi!! She communicates well and left the house in perfect condition. I would definitely recommend her!”

Samantha G.

“Lindsay was great with Waldo. Would definitely have her again.”

Dianne F.

About: I have care and experience with dog`s for more than 20 years. From puppies to adult and elderly. From Chihuahuas to Great Danes. Training Puppies from indoors to out doors potty training and pee pads is a + ... I recommend my own pee pads for training purposes! I own only 1 dog presently. A Chihuahua, Blue Tic Hound breed. Weighing in at 5.8lbs. She is now 19 years young. Gets along great with cats & other dogs. I am retired, so no worries about time, just scheduling. First come first served, so to speak. I will not turn down a client or pet/animal owner unless the animal is a potential threat to my well being and health. I have experience administering medications to needed pets/animals and care of feeding, washing (shower/bath care) and walks. Play time is essential, especially for young to middle aged pets because of the energy they posses. There is nothing more happier than a tired dog to sleep happy dreams from exertive play time or a cat playing laser tag and cat and mouse games. : )

About: I am an animal lover at heart. I will care for your fur family like they are my own. I am able to provide medications if required, and plenty of love. I currently am a full time care provider to my parents, which allows my schedule to be flexible to fit your needs. Let’s talk about how I can help you and your fur family. I am happy to come to your home and care for your animals while you are away. I can also be available for one hour walks or drop in visits to your home. I believe staying in the environment that they are familiar with and feel comfortable and safe in is what’s important.

About: I’ve been around animals my whole life. I worked on a farm in 2023 and the rest of my experience is from dog sitting at clients homes, dog walking, house sitting, etc, as well as my own pets. I currently work full time but have a flexible schedule and can check on your pet periodically throughout the day, free all night and on weekends I’d be happy to house sit for you while watching your furry loved ones and taking them on walks, feeding, etc. I am also very good at bathing all animals if needed!