Dog Sitting Winsted

“As always, our dogs were SUPER excited to see Kelly!”

Eric L.

“Annie is so sweet and helpful! You can tell my dog is used to her, knows her and is comfortable with her. Look forward to many more visits with Annie!”

Jessica S.

“Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.”

Molly R.

“Yvonne was fantastic with my dog! Kind, caring, and professional.”

Laura B.

“Tara is so professional and reliable. Her warm personality comes shining through. This is the second time Tara looked after our very shy cat, Charlie. We came home to happy cat. Charlie's space was tidy and clean. My husband and I have every confidence in Tara. We cannot say enough positive comments about her. We will ask for Tara every time we go away.”

Claudia W.

About: When I was 10 I joined a dog training program through my school, that’s where my training experience began. I provide a premium, low-volume dog care experience for owners who want their dog to have more one-on-one attention in a calm home environment. Your dog won’t be just one of many in a crowded space. I keep my care more personal so each dog gets plenty of attention, supervision, and outdoor time. I have a big yard for dogs to enjoy, but my indoor space is smaller, so I am very intentional about keeping the number of dogs low. That means I can focus on your dog’s comfort, safety, and overall experience much more closely. This is a great fit for dogs who do better with a quieter setting and for owners who value quality of care over high-volume boarding or daycare. I generally only take one to a few dogs at a time unless they are from the same household. I have a lot of experience with senior dogs. I took care of my childhood dog for 17 years of her long, beautiful life. I have experience working with small senior dogs specifically and I know all the little things that they appreciate. I also have experience with large dogs and can handle very big strong dogs. I also love hiking with dogs so if you have an energetic dog you need to burn off energy I am your guy. I have an acre yard with a fenced in front yard in a nice area. Any dog that boards with me would be treated like my own dog and let out very frequently to go to the bathroom and play outside. I would always remain home with your dog. Thank you for considering me and I hope to meet your pet soon! I’m currently a fully remote student so I am fully available. If I board a pet I will be with them full time to make sure they receive the care they deserve. I have a fenced in front yard, and a good amount of unfenced land in the back. My dog is very friendly and would keep your pet great company. He loves dogs and cats. I can easily crate your dog if needed, but would love to give your dog the pet experience and treat them like my own. I live in a nice are and have great access to the woods nearby as well.

About: I’ve been dog sitting for people my whole life. From shitzu’s, to lab mixes. I also have two rescues of my own who I’ve worked very hard with to make comfortable and feel loved after there trauma. I am currently a full time teacher so I’m available mostly weekends. Come summer time, other than a part time job I’ll be available often. I have two high energy dogs who love to play. We do not have a fenced in yard, but it is large with woods all around. We also have a lead set up for dogs who are a flight risk.

About: I’ve taken care of small-medium dogs short-term and long-term. Friends and family know my love for dogs and always call me for dog sitting. I want to get one of my own soon! I’m currently working from home and have lots of flexibility. I also love to go on short and long walks myself and would love to help someone out and walk a pet while I go for my walks! After pet sitting in the past, I’ve been told I did a wonderful job and that their pet loved being with me. I offer a fun and caring environment, follow schedule as provided, and go out for many walks. I’ve usually done sitting at the clients home so the pet is most comfortable in its own home.

About: With over four years of experience working with dogs, I understand what it takes to keep them happy, safe, and well-cared for. I spent a year working under a professional dog trainer who also boarded dogs, which gave me valuable insight into dog behavior, training, and care. Beyond that, I’ve grown up caring for dogs—taking them on daily walks, making vet trips, and ensuring they get the love and attention they deserve. I’ll treat your pet as if they were my own, providing them with the care and companionship they need while you're away! As a university student, I have a flexible schedule that allows me to dedicate plenty of time to pet care. Whether it’s morning walks, midday playtime, or evening cuddles, I can accommodate your pet’s needs while ensuring they get the attention, exercise, and care they deserve. Your furry friend will always be a priority in my routine! Your pet’s safety is my top priority. I provide attentive care in their home, following all instructions. Unfortunately, I cannot offer at-home services due to accommodation regulations.

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

“Paige has watched Izzie overnight several times and done a drop-in visit too. Izzie is always happy to see her, and we can tell she doesn’t miss us when Paige is around!”

Lindsey C.

About: Combining my love for animals and the outdoors with photography. I live in a very green peaceful area close to downtown Glastonbury with lots of space for sniffs and walks, in close proximity to many trails we can explore. My schedule is flexible, currently am a full time student and M off for the summer which allows more time for structure with feeding, walking, hiking, and playtime. Will make sure your dog receives all the love , care , and attention they deserve when you are not available to them . 🐶

“Pauline was a great cat sitter! She sent frequent updates with detailed photographs, which gave me peace of mind that my elderly cat was happy and well cared for. I highly recommend Pauline to anyone looking for a reliable, caring pet sitter and will certainly book her services again in the future.”

Avary T.

About: I enjoy the outdoors and taking a walk. Your dog will have lots of play time, as well as fun, treats, food and water. I just like having a dog around to keep each other company so they are not home alone for long time period, you know getting into mischief we can do that together and have more fun haha. I currently do not have any dogs but will get one when the time is right. I have enjoyed and attended dog shows showing for obedience and agility(Dalmatians). I also attended and passed the canine good citizenship test with my first dog. My second dog was adopted and we did agility and was a lot of fun. A dog is a companion in which you meet other dog friendly people. I'm currently working full time but would have time to care for your fur kid/s before and after work, get mail, water plants, check house. I do not have a fenced yard so would take your fur kids out on a leash at your home or if fenced and you chose for them to be loose at your home.

About: What started as a personal challenge—overcoming my childhood fear of dogs—became a journey of love. By volunteering with service dogs, I discovered my passion for all kinds of dogs, big and small. Now, I bring that same warmth and dedication to caring for your pet. My Schedule is Flexible, Reliable, and Full of Love for Your Fur Babies! I work part-time, so I have plenty of time to dedicate to your pets. Most weekdays are wide open for visits, playtime, or overnight stays. Whatever your furry family member needs to feel happy, safe, and loved-i'm your sitter! Anxious or rambunctious, I'm patient and caring. Let’s make sure your pet gets the attention and care they deserve!

“Thomas seemed to keep Moon very entertained and took good care of her! See was very happy when I got back!”

Liam C.

“Michelle is epic, she accommodated me on such a short notice (5 hours!) and she is super sweet with our senior dog Mayonnaise. She sent a few videos and a photo of her short time with him, as we just needed her for a drop in. Thank you so much to Michelle, and we already have her booked for more services. She’s awesome and responds fast!”

Christina Y.

“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: Welcome, y'all! I love watching dogs. We watch kitty cats too 😁. Cheapest rates around! Let me make it easier for you to celebrate your vacation and holidays! Let me sit for your pup. I...love... dogs! My parents were dog breeders for years. As a youngster, I was responsible for many of the chores. As an adult, I have always had pets. I know how important your dog is to you. Your dog is your 'baby'. We are definitely dog lovers in this house! Big dog specialist. I love the little dogs too, though! ☺️💪🎄🎁❤️‍🩹 I will treat your pup like my own. I am a teacher during the day. I'm usually home by 3. I'm home every afternoon and every night and every weekend. I do have flexibility in my work schedule should they need arise. I have a dog lead hooked up to the house and it goes all the way back to the maple tree on the back of the property. 20 ft in either direction gives Fido plenty of room to go to the bathroom. Otherwise, your pup is in the house with me and my family. I am offering dog boarding services. This is a friendly Christian home. Lots of love to share.

About: Hi! I’m Nicole, a 27-year-old animal lover with hands-on experience caring for both dogs and cats. I’m confident in providing attentive, reliable care tailored to each pet’s needs. I’m friendly, patient, and genuinely enjoy spending time playing, walking, and bonding with animals. I look forward to meeting you and giving your pet the care and attention they deserve! I am normally available Wednesday and weekends, For more descriptions and availability check my profile information, can’t wait to meet your family! ! ! I am currently available on Wednesdays, Saturdays, and Sundays only, and I make sure to dedicate focused, quality time to each pet during those days. At the moment, I don’t offer care in my own home since I have multiple pets. However, I’m happy to provide care in your home or take your dog out for walks. I make sure pets feel comfortable in their familiar environment while sticking to their usual routine.