Pet Sitting Canaan

“Ashley was very reliable, responsive and communicative. She took great care of my cat, Jake, and gave him lots of love. We definitely hope she can be back to care for Jake in the future!”

Kim S.

“Heather took great care of our two cats, one of whom is very shy. Everyone was obviously well cared for and we appreciated the notes and pictures from her visits. Great care from a lovely person!”

John O.

“McKenna has so much experience with dogs and understanding what they need. I am able to leave my dog with her and not worry at all. She is friendly, a good communicator and very punctual and detail oriented. My dog adores her!”

Teri T.

“I had a short notice request and Gregory was so accommodating. He was great with my three goofy dogs and they were so happy after the drop in visits.”

Deanna R.

About: Animals have always been a huge part of my life. My first job was as an Animal Care Technician with the Humane Society, and I later worked at a military veterinary clinic for more than five years. Caring for animals isn’t just a job for me, it’s something I’ve been passionate about since childhood. I’ve always had pets of my own and have rescued many animals over the years. To me, pets are family, not just animals. When your pet stays with me, my home becomes their home. I’ll follow and reinforce your training and household rules, while also making sure they feel safe, comfortable, and loved. Whether your pet enjoys playtime, walks, cuddles, or simply relaxing, I tailor their care to their individual personality and energy level. I currently work full-time. But not too far from my job. So I can always come home to let pets out if need be. I will be available to give them all the attention in the afternoon and on the weekends with the help of my kids who just adore any animal. I have a fenced in yard with one dog and one cat to keep your pet company. I can also crate your pet if needed.

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.

About: I currently have one almost 2 year old chocolate lab who is sassy and has a lot of energy! I have taken care of many dogs, sometimes 3 at once in my life. I love to walk, and what better way to walk - is with a dog! I have had dogs ever since I was born, and have had both large and small dogs. Dogs are unique and I love getting to know their personality! I am a teacher, so taking clients for dog walks during the summer months, when I am away from the classroom. I am available for the vast majority of the summer! I care for dogs like they are my family. I will treat them like the good dogs they are and give them lots of petting and (if ok with you - treats)!

“Sally takes great care of our cats and home and does the little extras like bring in packages and check if plants need watering. I recommend Sally and would happily rebook her.”

Meg B.

“Lindsay was super responsive to our request and did an excellent job taking care of Fletch for us!”

Erin M.

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 have always lived in household with a minimum of 3 dogs, dogs have been my companions before I could walk. Now I’m always with my service dog, Winnie. I worked with a program to train my own service dog. He’s a friendly little golden retriever, and a fast friend. During his training I learned the importance of trust routine, and patience with dogs. I’m currently working part time from 7:30 to 2 pm Monday, Wednesday, Thursday and 10-3 on Saturdays. I am always up for hiking or a short walk with dogs. I have a service dog who comes with me everywhere, he’s a gentle and easy friend, and generally good with other dogs. He’s just as happy to play as he is to nap.

“Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!”

Kaylen S.

About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️

“Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊”

Alana L.

About: 14 years in rescue work, including handling many breeds of all shapes, sizes and ages. Well versed in dog behaviors and pet meds for puppies, seniors everything in between. Newly freed from a corporate desk job, with an open schedule and the ability to have flexible hours tailored to the needs of all types of clients. Available for any time outside breaks or play sessions to allow your schedule to be less chaotic and worry-free knowing your pup is safe and well taken care of. All pets will receive personalized, reliable care with real-time updates.

“This is our second booking with Dakota and I will definitely hire her again! She was patient and flexible as I changed the booking. She’s professional, responsible, clearly a dog lover and an all around great human!”

Michelle C.

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

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.

“Keri is great—friendly, professional, and you can tell she really loves animals. We trust her completely to care for our 3 cats while we’re gone. What more could you ask for?”

Cameron M.

“Took good care of our fog”

Scott B.