House Sitting Chesterfield

“Janet was wonderful to work with for house sitting with our giant dog. Great communication and great consideration for house and beasts. We would definitely ask for Janet again.”

Elizabeth J.

“Ash has been amazing! Our pets love him and he does an amazing job with our animals. Our dog remembers him and loves the walks and cuddles 💕 we will always use Ash”

Becky S.

“Jaclyn goes above and beyond for the pets she cares for. We got lots of updates and pictures throughout the weekend, and the house was spotless when we arrived home. It felt like our pets were getting a vacation and not just adequate care. My dog was happy and exhausted on Sunday night. Our cat gave Jaclyn a bit of a hard time and was being protective of his space. Jaclyn was patient and a good sport, and Louie got over it quickly! Everyone was happy and stress-free when we got back. Absolutely nothing but good things to say! We'll be lucky if Jaclyn is available next time we need pet care.”

Natalie R.

“Kristin is fabulous- great communication, thoughtful, kind. I just got home and everything is perfect and tidy and the pets are happy and healthy. Highly recommended.”

Rebecca O.

“Michael was great watching Bonnie while we were out of town! He took great care of her and provided updates each day. The house was perfect when we got back and Bonnie was so chill. Will definitely be reaching out for his help again!”

Caitlyn B.

“Having Julie G house sit and care for my 85 lb. hound Dave was dreamlike. She seemed to accept and appreciate Dave and his coonhound ways seamlessly from the jump. She took copious notes about Da daily needs and expectations at the meet & greet, asked intelligent questions about his routine and I was able to leave town completely confident Dave was in good loving hands. She sent me daily pics and reports while I was away, and left Dave mellower and the house cleaner than it was when I left. A terrific experience from my perspective Can't recommend Julie G strongly enough as a house and hound sitter.”

Bob S.

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!

“Jessica was very attentive to our 13 yr old dog, making sure he was well fed and got his multiple medications. She kept us updated with videos and photos. He was happy to see us when we got home but I think he also missed Jessica!”

Catherine D.

“We had a great experience with Lori house sitting our American Bully & Pit mix. Lori asked questions ahead of time, reviewed our instructions, and sent us text and photo updates. We couldn't have asked for anything more. We really appreciated all of her communication.”

Courtney B.

“Cam was nothing short of amazing! We have an old fuddy duddy cat who has never liked anyone except for us. However, the first night Cam spent at our house he was actively seeking pats from Cam! We even have photographic proof, thanks to Cam managing to snap a photo whilst actively petting him. We have another lovely petsitter who has literally been trying to make friends with Buster for 4 years and he still won't let her near him. Cam clearly has a magical touch.”

Teri B.

“Completely trust Trista. Second time I used her. Copper loves her. He is happy and calm when I get home. Means everything we do not have to worry when on vacation”

Allen K.

“Natalie is a great sitter! Very reliable, kind and loving with our dog and attentive to all her needs.”

Ryan R.

“No problems whatsoever and Christian responded to my messages promptly. He also left the house just as he found it. Thanks Christian!”

Kevin T.

“Ace is our go to person for our very anxious yet adorable Beagle. Our pup is so well taken care of by Ace. We have no worries when they are on the job!”

Karen M.

About: I have experience taking care of pets with varying attachment styles - ranging from anxious, young dogs to elderly, affectionate cats who need lots of attention! I am very adaptable and can match a pet's energy levels well. I appreciate taking the time to get to know a pet in order to build a comfortable bond. I am a local graduate student, I mostly have classes in the mornings during the week and currently have limited responsibilities outside of school, so I have lots of time to dedicate to pet care. I like to learn pets' physical boundaries, so I ease into how I approach playing and petting with them. When I have cared for anxious pets who experience separation anxiety when away from their owners, I focus my care on maintaining a calm environment in the home while making sure they are fed and hydrated.

“Katherine was absolutely fantastic! She watched our pups for a long weekend and was incredibly attentive, detail-oriented, and communicative the entire time. She kept us updated with plenty of pictures, and it was so nice being able to enjoy our time away without worrying about a thing. She also went above and beyond in ways we never expected. She brought in packages, did laundry, washed the dogs’ bowls, and somehow left our house even better than she found it. Our pups were clearly well cared for and loved, and we came home to happy dogs and a spotless house. We’d absolutely book Katherine again and couldn’t recommend her more.”

Michael S.

“Dorjee provided one night of house sitting to care for my elderly cat and made herself available for periods of time throughout both days to spend time with her. Dorjee made sure food was eaten and consulted with me to figure out how to best give my cat her medication when she initially refused to take it. She clearly loves animals and taking care of them is a vocation.”

Madelyn F.

“Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!”

Ray O.

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

About: I’ve spent the last 5 years working in professional dog kennels. My first kennel was in Berlin, MA, and now I work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high-energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I’m available 7 days a week, almost 24 hours a day, outside of my kennel shifts. I work five 8‑hour shifts per week, and everything outside those hours is open for walks, drop‑ins, and overnight care. Availability: • Open 7 days/week • Early mornings, afternoons, evenings, and late nights available • Flexible scheduling around my kennel shifts • Advance requests welcome — I can accommodate most times! Now that I’ve graduated, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress‑free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care — I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed — Written instructions (paper or text) are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication — I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Optional Update Photos — I can send pictures and check‑ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time — I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care — I’m very comfortable with pets who have medical conditions (cats or dogs!), including administering medications safely and on time — even insulin. Clean & Comfortable Spaces — I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness — With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple: to make sure your pet feels safe, happy, and loved until you’re home again.