House Sitting Chesterfield

“Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!”

Allison M.

“Ash was fantastic. Took great care of my puppy and provided consistent updates. This will absolutely be a reoccurring situation. Highly recommend.”

Michael B.

“Jaclyn knows the many moods and temperaments of dogs. Under the extraordinary confusion of a major home renovation project, she was able to settle our rescued pup upon arrival. We appreciated her excellent questions, skill, patience and forthright approach to leading him towards full exercise, calm homecomings and lots of fun in between. Thank you, Jaclyn!”

Eugenia C.

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.

“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.

“Jessica was an amazing sitter & took great care of our little zoo! Our pups are high energy, and when we got back they were relaxed, happy and clearly well taken care of. We would definitely have Jessica watch them again!”

Ariel N.

“Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.”

John M.

“Brynn was an amazing sitter! They were kind and responsive. Our dog enjoyed time in nature and came back to us tired and happy from a great weekend! Brynn is definitely a responsible sitter to use.”

Andrew S.

“Lori is great! She totally understands our dog's temperament and took him on many adventures while we were away. We think he had more fun than we did!”

Matthew H.

“Dorjee was phenomenal with my two dogs. They each have their own distinct needs and personality and she tended to them with love and consideration to each! Thank you Dorjee it was great peace of mind to have you watch them and I’d be glad to have you care for them again if you are available 😃”

Jen C.

About: I’ve been an animal lover and pet owner since I was 5 years old! Over the years, I’ve cared for a wide variety of animals and friends and family have always trusted me with their pets because they know how much I genuinely love animals. My experience has a wide range. I grew up training my puppy and nurturing my kittens until they were cats, so I’m comfortable with animals of all sizes, personalities, and needs. I’ve also cared for my pregnant cat and her four kittens, giving me experience with both everyday pet care and more hands-on responsibilities. Whether your pet needs walks, playtime, feeding, companionship, or simply some extra love while you’re away, I’m happy to provide the same patience, attention, and care I’ve always given my own animals! I’m a full-time college student, but I am extremely flexible! With short days of classes my afternoons and evenings are wide open! I’m open to overnight and early morning care as well! When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and comfortable as possible. I’ll follow all feeding, medication, walking, playtime, and bathroom instructions carefully and make sure they always have fresh water and a clean environment. I love giving pets plenty of attention and companionship, while also respecting their individual personalities and boundaries. I’m comfortable caring for both energetic and more independent pets, and I’ll take the time to make sure they feel safe and comfortable while their owner is away. I also believe communication is important! I’m happy to send regular updates and photos so you can have peace of mind knowing your pet is happy, safe, and well cared for. My goal is to treat every pet like one of my own and leave your home just as I found it.

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

Ryan R.

“Michael was super accommodating, communicated great. Atlas was well played with and taken care of, as well as my house! Couldn't be more thankful”

Crystal T.

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!!

About: I'm a lover of play, exploration, rest, and relationship building -- with human and non-human creatures alike! I have 15+ years of experience tending to dogs of all sizes and temperaments, enjoy long walks as much as they do, and particularly enjoy sending photo updates to the families I sit for. I've been told I "play with dogs like they're [my] siblings" and that I'm both "a black cat and a golden retriever in spirit" -- all this to say, I get animals, and they get me. :) I'm currently working in a university counseling center, supporting students of all ages through the transitions of their lives. This is a typical 9-5 job (with one remote day/week coming Spring 2027) -- so I'd pair well with animals that can do okay on their own during work hours. I like to learn an animal's routines and do my best to replicate them during a sit, so as not to cause any anxious critter more stress. I have a good track record for reading an animal's body language and know when to give cuddles, when to give space, and when to know something's "off" that needs more serious attention.

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

Kevin T.

“Trista stayed overnight with our fur babies. She was so good with our 3 dogs. She put our mind at ease. She sent updates and pictures throughout the day. The pups were happy too :) Will definitely book again.”

Sylvia P.

About: I have 30 years experience with puppies through seniors - healthy through special needs. Training for puppies on leash walks through walking seniors in a stroller. My dogs have ranged from disabled chihuahuas, big German shepherds, and lively beagle mixes. I excel at bonding and building trust with pets and look to have a unique connection with each one. For doggy daycare and boarding: Right now, I dont own any dogs. Your dogs would be the only dogs in my home. When there are dogs in my home, my cats are safely locked away in the basement with their food, toys, water, and playhouses. There will be no interaction. I am currently working part time (remotely) and fully available to care for your pets, play with them, give them all the attention, care, and love they deserve! Morning, afternoon, evening, late night care is well within my timeframe. Caring for your dog: I will only walk on leash - no unleashed care unless within a fully fenced backyard. If you are training your dog, I will be able to continue with training. I am able to administer medication if needed. If your dog has any allergies or requires special food, please be sure to let me know. Happy to perform brushing or baths if needed. Pets, hugs, playtime, or lounging and relaxing - whatever their preference and makes them feel safe, relaxed, and comfortable. As for caring for your cats, I request a full schedule of their feeding times, and recommendations as to what they enjoy playing with. If they like to be brushed, please note. If they are skittish or love attention from people, please let me know so I can provide them with a level of care that will allow them to feel safe.

About: I've had cats and dogs for most of my life. I'm experienced with caring for elder dogs and dogs with disabilities. People are often surprised by how comfortable their pets are with me, even pets who don't normally approach new people. I've studied cat body language to be able to better care for my two cats. My availability is consistently pretty open. I work part time with a flexible schedule, so I'll have ample time for pet sitting and dog walking. Your home is your sanctuary. I'm a quiet, respectful human who will happily care for your pets while respecting your home. I'm happy to play with your pets to keep them engaged while they wait for you to get back.

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.