Pet Boarding Winsted
Find a loving Winsted pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 22 pet parents in Winsted have booked pet boarding
Winsted, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kim was great with Cookie. She made her feel right at home. Cookie often doesn't eat for a little while after I'm away from her. Kim made Cookie felt so safe, she ate not long after I left! That's a first for Cookie!”
“My dog, Atticus, age 2, had his first full day with Margaret a few days ago. He was very well taken care of including a couple of walks. He was happy to play fetch and take naps after walking. It was easy to tell by his face and composure that he had a great day...there was no visible stress when he returned home. Another dependable companion 'star' in his young life when I am not around! Many thanks, M :)”
“I had to fly back to Montana and was not able to bring my fur babies. Lilly and her husband took such great care of both my fur babies. I would highly recommend using them. As I will be using them again.”
“Sarah was amazing! From the beginning, she was very responsive to all of our questions about the booking. Our dog tends to be shy and can sometimes be aggressive with other dogs, but Sarah made it work, and our dog got along with hers right away. She sent us daily updates with photos and videos, which gave us great peace of mind. Our dog was very happy during her stay! We will definitely book with Sarah again and highly recommend her as a dog sitter.”
“Our puppy Mae had a fantastic time with Michelle and her family! We needed a sitter for the weekend on short notice and Michelle was great, she responded quickly to our inquiry and got a meet and greet set up right away. We - and Mae - felt immediately comfortable and the yard for the dogs is perfect. Michelle sent us lots of feedback and pictures during the weekend, and was very professional with plenty of questions to get to know Mae upfront and then a report card at the end of the weekend. Mae made herself right at home and we are very grateful!”
“Careen was so patient and caring with my dog during his stay! I can tell she won him over! He is normally very timid around other people but it sounds like he made himself right at home with her. 💜 Thank you!”
About: I’ve trained multiple dogs for obedience & hunting, which I’ve dedicated several months to do for each pup. I have a 10 year old Chesapeake Bay Retriever that’s very well trained and well behaved. I work from home, so I’m here all day unless I go out for something at the store or gym. If gone, I always let the dog roam free and keep the tv on for him. Naturally I play with the pup several times a day. My office is connected to the backyard, so I can throw the ball or play often. I have no issues letting the dog outside whenever they’d like.
“Belle had a great experience with Russ and Janet once again. They took great care of her with lots of walks and pets. It's so reassuring that we can leave Belle with caring sitters. Thank you!”
About: Hi! I'm a lifelong animal lover and dependable caregiver based in Simsbury, Connecticut. I understand that pets are family, and I treat every dog and cat in my care with the same love, attention, and respect that I would give my own. I work from home, so your pup is never alone. We have a gorgeous golden retriever (Maverick) I'm organized, responsible, and great at communicating. I know how important it is for pet parents to receive updates and have peace of mind while they're away. Whether it's daily walks, drop-in visits, or overnight care, I'll make sure your pet is safe, happy, and well cared for. I'm comfortable with dogs of all sizes and energy levels and enjoy spending time outdoors, in our fenced-in yard, going for walks, playtime, and exercise. I can also follow specific feeding schedules, medication instructions, and any special routines your pet may need. My goal is to make every pet feel comfortable, loved, and stress-free while you're away. I look forward to meeting you and your furry family members! Why Choose Me? Reliable and professional Excellent communication and photo updates Flexible scheduling Comfortable following detailed care instructions Patient, attentive, and genuinely love animals I'm at home full time and study part time. I love getting out and about and know all the great trails and spots your dog will love! We have a fenced-in area for your dog, but we'll mostly be out exploring. When we get home, your pup will be snuggled up on the couch, resting after a long day.
“Elizabeth watched my two dogs for the first time for two nights. My two seven year old boys are higher energy requiring more attention than many other dogs. I couldn't have asked for a better experience. She is incredibly sweet, attentive, and deeply responsible. Both my dog felt right at home from early on and absolutely enjoyed the walks and playtime. She sent me regular updates with pictures allowing total peace of mind. Perhaps more importantly, my two knuckleheads found a new best friend and I found a sitter that will definitely be used again for future needs.”
“Jill and her family are amazing! We have left our maltipoo, Benji with them a few times and they have cared for him so well. Benji just did and overnight and I he loved it. If you need pet care, do not hesitate for a second with Jill. She and her family are great and are our go to sitters!”
“First time leaving my baby girls and Nazim made the experience so relaxing and comforting. Extremely accommodating, even took in our last minute request. Excellent communication. We even received pictures of our girls lounging, going for walks and playing in his fence in yard. What an incredible experience through and through. 5 stars for sure. Will be leaving my baby girls with Nazim when in the area. All the best.”
“Jennifer and her family truly treated our girl like their own! Betty got lots of walks and so many snuggles and belly rubs. We will definitely be booking again for future travel. Thank you so much!!”
“Destini is the best with my dog Zinni! This is my second time boarding my pup with Destini and it won’t be my last. She’s so great about communicating and sending lots of pictures and videos showing how happy my girl is during her stay.”
“Great communication; very nice accommodations for the dogs; was very accommodating in dealing with an initial "accident" early in the stay-- kept us up to date with status updates regularly.”
“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.”
About: Hello. My name is Elaineh and I am young, enthusiastic dog lover. I have a flexible schedule, love to go on walks, and my own transportation. I promise to love your pet as my own when they are with me! I currently work part-time but my schedule is very flexible and adaptable to your needs. When I am not at work, I spent most of time at home where I spend my time studying. I have a big yard. It is unfenced but provides a large space for the dogs to run, walk around, and/or use the potty. I also have a car, so I can drive to different parks/walking trials. At home, I have lots of toys and can make homemade food if requested. If the pup simply needs love and attention, I am happy to provide that too!
“Christine and her family were so welcoming to our little crazy pup. She had no issues even when we extended Opal’s stay another 3 days. So flexible, kind, accommodating, and her house and yard is just overall FUN for both humans and animals. Thank you so much !”
The median cost per night for pet boarding in Winsted is $52
Pet parents share their Rover experiences - Winsted
Lovely experience leaving my foster pitbull with Yvette for a weekend. Right away I noted her nice calm demeanor. Maggie is a very nervous dog, but she responded well to Yvette on first meeting, so I felt good about that. Yvette also has all the needed supplies, lots of toys and a crate, which was nice because Maggie likes to have a place to feel safe when she’s nervous. I would feel very comfortable leaving Maggie with Yvette again. :)
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet boarding - Winsted
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winsted average 12 repeat pet boarding clients
FAQs for Pet Boarding - Winsted
Frequently asked questions about Rover
The average cost of Pet Boarding in Winsted on Rover is $87 per night as of October 2026. Most bookings cost between $53 and $111 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 647 sitters on Rover for Pet Boarding in Winsted. About 91% of Winsted sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.
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