House Sitting Chester

“Taylor took wonderful care of our sweet senior girl (15yo!) who has particular needs and takes meds. Sasha was happy and content when we got home, and our house looked great, too. We’re very grateful for the thoughtful care and would absolutely recommend Taylor.”

MA

“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.

About: Hello! I am a lifelong pet owner and animal lover with experience with everything from chickens and horses to cats and dogs. I have two canine family members myself: a medium-sized mix named Bonnie and a 10-pound Italian Greyhound/chihuahua named Rio. I know how hard it can be to find loving, reliable, and safe pet setters, which prompted me to open up my own home. My work-from-home career and spacious property allows me the flexibility to fully care for your pet without any interruptions such as commutes or 9-5 work hours. PLEASE NOTE: At this time, I am not taking any new clients for boarding, but I AM available to dog or cat sit in YOUR home for both new and existing clients. Please see my profile and rates for in-your-home sitting. Thank you! I am fortunate to enjoy a fully remote, flexible career, which means I am always present for your canine or feline family members. I can work easily from your home (WiFi is my only requirement) so I can ben present for your pups or cats. I think it's important to a pet's sense of wellbeing to be able to keep to their usual schedule as best as possible while in my care. For my clients who come to me: I live on five acres in a log home in a beautiful hilltown in Western Massachusetts, and have a fully fenced yard. I love taking my own pup on daily walks on our property or on nearby dirt roads, so if you have an active dog who needs exercise, I'm your person! If a less active lifestyle is better for your dog, I can fully accommodate that as well. Pets are allowed on my furniture and can make themselves cozy by my wood stove in winter or on my sunny deck in summer. I am familiar with using crates (if desired, but not required) and have a large finished basement perfect for playtime in the winter months.

About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.

“You could not find more thoughtful and caring people to genuinely love your pet than Kelly and Nabil. They prioritized Elmer’s health and happiness to the highest degree and made sure we received videos and photos every day. We feel very lucky to have them in Elmer’s life.”

Joey W.

“Saige was fantastic! She house sat and cared for our older rescue dog, Rico, while we were away for a week. Saige sent regular updates and photos, and we were completely at ease knowing that Rico had settled into his normal routines so quickly with Saige. We have another trip coming up and we are looking forward to Saige taking care of Rico for us again!”

Mark R.

“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.

“Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!”

Brenna L.

“Erin was the perfect dog (and house) sitter. We came home to a relaxed and happy senior dog and the house just as we had left it. Erin went above and beyond by bringing in mail and trash can, watering plants and even reached out to see when Riley could go on the lawn after it was fertilized. Erin is professional and responsive. We will definitely be booking with Erin again!”

Donna D.

About: I have always had at least 2+ dogs in my house since I was born. I currently have 2 of my own who make life so much better! I know it’s not always easy to work and have pets but I hope I can help some people no matter if it’s letting them out or walking them. I am currently a nurse but looking to also do house sitting, dog walking, drop ins, whatever is needed! I am available to help anytime after 4pm on weekdays and anytime on weekends! I am willing to go late as well! Some days I can also go before 7am I have two pets in my home one is a lab mix and one is a heeler mix. Both love all animals and people. They’re both three years old.

“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.

“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.

“Janessa is amazing and so trustworthy!!! She watched our 2 dogs while we were away and we didn’t have to worry at all. She provided just enough updates and we came home to a clean house! Would highly recommend Janessa”

Jacquelyne D.

“Clara is wonderful! Followed all of my dog care instructions, kept the house tidy and, above all, provided excellent company and love to my doggies in my absence! She would regularly share photos and video footage of how they were getting on as well which is always a plus. Would recommend her to anyone who wants top quality dog-sitting.”

John S.

“Ace did a fantastic job with our busy puppy! She kept us updated and sent many pictures of our happy dog. The house was left in great condition! We would certainly use Ace again any time and recommend her 100#. Thank you, Ace for a great job. You put our minds at ease.”

Regina G.

About: I’m a graduate student with a bachelors of science in Biology and a concentration in pre-vet, working towards a career in veterinary medicine with years of hands-on experience caring for animals. I’ve worked in a clinical hospital and an animal shelter with both cats and dogs, gaining experience with a wide range of temperaments, ages, and needs. I’ve also taken multiple animal-focused college courses that strengthen my understanding of proper care, behavior, and health. In addition, I’ve provided pet sitting and dog walking for friends, family, and neighbors for several years. I’m comfortable caring for pets of all ages and make sure every animal feels safe, loved, and well cared for. I’m currently working part-time, but I have as much time as I can give for your fur baby! I coach softball so I’m away part of July but other than that my schedule is pretty open. I prioritize pet safety by following routines closely, maintaining clean spaces, and respecting your home. I ensure pets are supervised, secure, and comfortable at all times.

“Matt was great- took good care of our pup while we were away for the weekend and sent pics each day we were away. He left our home clean, stripped the bed, and even shoveled our driveway when we got snow while we were gone! Recommended! Would definitely use Matt again.”

Chris & Lisa D.

“Jessica house sat for our special needs cat for several days. At one point he needed to go to the vet and she arranged everything with them and implemented a new medicine. We were provided with daily photos and had good communication while overseas. She followed directions provided for her and gave our boy lots of love while we were away!”

Glenna D.

“My husband and I were leaving for our 10-day honeymoon when, just a week before our trip, our dogs virus acted up and he could no longer attend daycare as we had planned. We were so relieved to find Linda! She was incredibly communicative from the start and made herself available to lock everything in quickly, which gave us so much peace of mind before we left. While we were away, Linda sent us daily updates and photos of our pup, which we looked forward to every day. It was so reassuring knowing he was able to stay in the comfort of his own home and maintain his normal routine while Linda took such great care of both him and our house. Our 2.5-year-old Golden Retriever is full of energy, and Linda did an amazing job building a relationship with him and keeping him happy, active, and comfortable while we were gone. We came home to a happy dog and a well-cared-for home. We couldn't have asked for a better experience and would highly recommend Linda to anyone looking for a trustworthy, caring, and reliable dog sitter!”

Marissa N.

About: My dad taught me at a young age how to care for, and respect all animals. I have turned this into a life long love for all animals, both domestic and wild. I am a vet assistant, and currently studying to be a certified vet tech. For the last two years I have worked at the local animal shelter, and for the last year, at a dog daycare as well. I have volunteered at Dakin for the best part of the last 15 years. This has included transportation of animals, dog walking, animal socialization, and the kitten ICU. I am currently working part time, so I will have plenty of time for your furry family members. I am available during the week, on weekends, and holidays. Whether your dog likes the dog park, or playing in the backyard, we can play using their favorite toys. If they are more of a couch potato, I can accommodate them as well. If you have kitties that need company, we can play in the house, or go out for a stroller ride. I have a fenced in backyard for the dogs to play in. In the summer, a pool and water sprinkler will be available. I am a vet assistant, so I have first aid training for both dogs and cats. My house is air conditioned, perfect for relaxing on a summer day.