Dog Boarding in Winsted, CT

“Karina and her husband Jared are fantastic! This was our second time having them watch our dog, Nova, while we were away on vacation. Nova ends up getting her own vacation when staying at Karina & Jared's house! They always take such good care of Nova and Karina always gives us updates on Nova twice a day! We are so grateful that we found such amazing people to care for our pup when we are away! We (especially Nova) look forward to seeing Karina and Jared again soon! Thank you both so much for always being there and taking such amazing care of our Nova!! 10/10 recommendation!”

Rachel H.

“We love knowing Clover has such a loving place to stay with such terrific people, and appreciate the high level of communication and care. Can’t say enough good things.”

Laurel L.

“Katie was great! She was very nice and outgoing. She arranged a meet and greet prior to scheduled date and she interacted with my puppy well and brought her dog Storm to play with my puppy. When dropping my puppy off, her house was clean and spacious for Gumby’s stay. She listened to any specific requests related to Gumby. I enjoyed Katie and trusted her with my puppy. I will continue to use Katie as a dog sitter in the future.”

Briana K.

About: I have grown up with dogs my whole life and began attending dog training sessions with my parents when I was just six years old. From age 6 to 16, I learned more than just commands—I learned how to connect with dogs, understand their behavior, and earn their trust. My mom always believed it was important to understand how dogs think, and that’s shaped how I care for animals today. Now, I share my home with Gracie, my sweet golden retriever, and two lovable female cats. Living with both dogs and cats has taught me how to balance different personalities and routines, and I love every minute of it. Over the years, I’ve dog-sat for friends and truly enjoy caring for all breeds, sizes, and personalities. Whether your pup is playful, shy, high-energy, or a senior in need of some extra TLC, I’ll be there with patience, respect, and lots of love. I genuinely believe dogs are better than people—so your pet will be treated like family while you're away. I'm comfortable with all breeds, offer dog walking and overnight stays, and will keep you updated with regular photos and messages for peace of mind. During the week, I work Monday through Friday from 8:00 AM to 4:30 PM, but I’m completely open on weekends and available on all major holidays. Whether you’re headed out of town or just need someone to stop in and give your pup a walk or cuddle, I’ve got you covered. I have a fully fenced-in backyard for safe outdoor play, but I never leave any dog unattended outside—supervision is always a must, even in a secure space. I believe in providing a safe, structured, and loving environment for every pet in my care. I share my home with my golden retriever, Gracie, who is super friendly and loves making new doggy friends. I also have two sweet female cats. All of my pets are spayed/neutered, fully vaccinated, and used to sharing their space calmly and respectfully. Whether your dog is staying for a visit or just dropping by for playtime, you can feel confident knowing they’ll be safe, supervised, and treated like part of the family.

“Allison is very kind & flexible. Our Sky has anxious fear of big pups and Allison was very kind to make him feel safe. We are glad to have her watch our 2 pups.”

Angela & Tommy P.

“Theresa was an excellent communicator & sent pictures, video & regular updates, which was super reassuring since we had only had this puppy for 2 weeks. I have already recommended her to family members in the area.”

Mary S.

“MJ was great with my golden & kept me updated throughout his stay with her!! She was flexible & from my first meeting with her made me feel comfortable leaving my pup with her!! Would highly recommend!”

Devin V.

“Kristina and Jordan took such amazing care of my pup while I was away. Kristina and Jordan treated her with so much love, and sent many pictures and videos during the stay. I’m definitely an anxious pet parent, but their care actually allowed me to relax knowing that she was in the best hands possible and having a great little vacation of her own. I couldn’t recommend them more. Thank you guys so much!”

Tess H.

“Tilly, our 100+ pound puppy, stayed with Nell for a weekend and had a wonderful time. Nell was welcoming, accommodating, and kind. Tilly is already looking forward to another visit!”

Patrick M.

“Maria is amazing . Sawyer had the best time I think he misses her already. She is so sweet even sent pictures of his stay at her home. I can't say enough he will be back again when we are away would never go anywhere else.?????”

Lori W.

“I would like to thank Jaylese for her love and care, she is extremely careful and attentive and took great care of our Enzo!! And she accepted our dog on the last minute Very thankful I highly recommend it and he will definitely come back again ♥️”

Epoliana M.

“Katrini was wonderful with our dog. I was surprised she wanted to come home when I picked her up. I would definitely recommend her to watch your dog.”

Holly R.

“This is the second time Addie has stayed with Lynsey for the weekend and we are so happy to have found her. She is wonderful and I feel 100% confident knowing Addie is being well taken care of.”

Margaret W.

“This was the first boarding experience for my 2 year old fur baby and it could not have gone better. Heather and Norman are the BEST! They were very accommodating and commutative. Rita LOVED her time in their home. It truly was her home away from home. I will definitely be using Heather and Norm in the future. Thank you guys for everything!”

Christina L.

“Amanda and her family took care of Butters very well. the family is welcoming and caring. Butters had a wonderful time. definitely recommend. Thank you so much for taking care of Butters.”

Pier Angeli B.

“Mary Ann was absolutely wonderful to work with! She watched our elderly blind and diabetic dog for us during a weeklong trip, and the peace of mind we felt knowing that our dog was so well cared for was such a gift. Mary Ann took time to do a meet and greet before our trip so that our dog could get to know her and her property, and so that she could take detailed notes on our dog’s needs. We also received periodic updates while we were away. Mary Ann truly goes above and beyond, and we will gladly request her services again when the need arises! Thank you!!”

Becky R.

About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.

“Tyler was fantastic with our old lady! She has lots of ailments and he was super easy going about tackling it all. Tyler sent daily updates including pictures which was much appreciated. Thanks again Tyler!”

Katherine D.

“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”

Riley E.

“Wonderful couple! They give your pet lots of love and ensure that your pet is happy and well taken care of. They send photos and updates on a regular basis. I would recommend highly to use this couple for dogsitting your loving pet! Amazing! I am definitely having them again!”

Tina M.