Dog Boarding in Winsted, CT
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog boarding sitters in your neighborhood
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1. Alex M.
“My number 1 choice when it comes to leaving my doggo anywhere. Constant contact, pictures, funny videos. Flexibility. My dog has only stayed once but that's all I needed to decide that Alex and Bethany are the perfect people. Thank you guys!”
2. Michal & John & William R.
“Michal&John have been an absolute god send. You can tell right away when you do the meet greet that they are very kind and also take what they do seriously. I recently adopted a puppy and they agreed to take care of her while I’m at work. I don’t know what I would do with out them. Now while I’m at work I don’t feel like I need to worry about my pup at all because she’s with great caring people. If you are considering a pet sitter look no further !”
3. Kristina F.
“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!”
4. Angela & Tommy P.
“We had never used Rover before, and we couldn’t have asked for a better first experience! Thank you so much, Angela and Tommy, for taking such great care of Lisbon. It was clear from the moment we met you that she was in good hands. We’re so grateful for your kindness and professionalism. Lisbon seemed so happy and well cared for when we picked her up. We’ll definitely be reaching out to you again in the future. Thank you!”
5. Katie L.
“Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!”
6. Nell S.
“Nell was friendly, flexible about drop off/pick up, and so kind to our pup for her first stay away from us. Nell made our girl feel right at home and kept her happy in our absence.”
7. John S.
“John was great with our two senior labs and they felt right at home. We were able to enjoy our time away knowing they were content. Also easy to coordinate the booking / drop offs and John was easy to communicate with as well. Would definitely hire him again for care.”
8. Allison Nicole M.
“Allison was great to work with from our first contact with her – super responsive and organized. Our dog has a very specific medication schedule that Allison was able to accommodate, and we really appreciated the care she took in setting that up. We got updates while we were away, with pictures of our little guy enjoying lots of attention from the whole family! It was a great experience, and we have already booked a return stay. We would definitely recommend Allison.”
9. James E.
“From the first contact, I loved James' response. He first asked about meeting Neo to see if he would be a good match for his family, which gave me peace. He kept in contact by sending us pics and updates during our time away. No regrets! 🙏🏻”
10. Karina S.
“Another stay for our dog Milo and another fantastic experience. Milo was so excited to see Karina and again he received the best care while we were away. Couldn’t ask for a better person to care for our dog. Highly recommended!!”
11. MJ M.
“MJ was fantastic with my baby! She was a referral from a close friend so I felt really at ease dropping remi off for a long weekend. She took time to help remi warm up to a new environment (separation anxiety), sent lots of pics and stayed in communication every day. I picked up a happy and tired pup! We’re definitely booking again, see you soon!! 💝🐾🦴”
12. Marc L.
“Marc helped us out in a bind with our 2 pups when I needed them watched over quickly for several days. One of our pups has seizures and Marc kept us in the know when our boy had an episode. We got pictures and daily updates. Overall a really good experience. Thanks so much Marc!”
13. Teresa D.
“From the moment we did the meet and greet I knew that I would feel comfortable having Teresa watch my little love Alfie. Teresa has her own rescue dog pack and they included Alfie immediately and he was so happy. Teresa kept me updated throughout his stay and sent daily pictures. I felt totally at ease and was able to relax and enjoy my vacation. I’m already planning to book with her again for my upcoming trips.”
14. Cruz Maria D.
“If I could give 12 Stars I would. Responsive, LOVES our horribly behaved dog, sends pictures, and is just a pleasure to interact with. Maria is the absolute best.”
15. Shelby L.
“Shelby asked great questions before we decided to have her watch Shadow for us so we weee comfortable with his care. She kept in touch and sent pictures and status through out the week. We will be reaching out in the future again.”
16. Ciara A.
“Ciara is the best without a doubt! Will absolutely be booking with her again she’s amazing! I trust Ciara with my dog she treated him like her own pet and she was very great with communicating and sends lots of pictures. Ciara does not disappoint she’s the best pet sitter I have ever met and known and she’s very professional. Thank you Ciara I look forward to my next booking with you! 🫶🏼”
17. Sean & Jill O.
“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!”
18. Linda M.
“Linda, Angie and her family gave my social cat Julien so much affection and playtime. He’s an active boy and needs people to interact with throughout the day. They let him explore and blend into the family routine and he came home relaxed and chatty. I am so grateful!”
19. Kim M.
“Kim watched our elderly Yorkie while we were away for a week. She was always quick to reply to any questions or concerns we had leading up to his stay. During our time away, she stayed in touch and sent pictures. She informed us that our dog was comfortable and already into a routine which we were so happy to hear since we know how anxious he can be when he is away from home. We felt at peace while away. We will DEFINITELY book her again!!!”
20. Mary Ann P.
“Mary Ann watched Milo for me for a few hours. She took great care of him - tossing the ball with him immediately to get him settled. She also sent me photos & was communicative while I was gone. Thank you Mary Ann!”
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in Winsted is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winsted dog boarding rates can be found as low as $26 to as high as $39 per night.
As of Apr 2025, 368 sitters provided dog boarding in Winsted. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Winsted dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winsted have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winsted.
Rover makes it easy to find Winsted dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 368 dog boarding sitters in Winsted on Rover, so you’re sure to find the perfect match for your dog! In Winsted, 95% of sitters offer daily exercise, 98% offer medication administration, and 98% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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