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Top rated Winsted house sitters
“Julia was super responsive and was really patient with my dog. My dog was really struggling at the beginning when she stopped over but she continued to update me and ensured he was feeling comfortable! She was also so flexible with what I needed. She was great! Would recommend!”
“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”
“Theresa was amazing with our boy, Remy. We booked with her last minute before leaving on a week long trip. She was extremely accommodating and understanding to our specific needs. Long story short, Remy is a 4 mo old puppy who still needs A LOT of training. Theresa was incredibly patient with our boy, and even spent time training him when we were away. I felt like Remy was safe when he was with her, and she sent pictures and updates every single day. I know that Remy did not make things easy for her, but she stuck it out and took wonderful care of our baby. I would highly recommend her services!”
About: I’ve taken care of my personal dogs as well as friends and family dogs for years now. I am experienced with dogs of all sizes, as well as all personalities. I am familiar with low energy and high energy breeds, and know how to cater to each of them. I also specialize in dogs that have anxiety as well as reactivity, and know how to monitor their behavior and understand them in a way that most humans and other animals do not. I currently work full time, Monday-Friday so all animals would need to be able to be home alone for around 8-9 hours during the weekdays. My current hours are 6:30am-3pm, so I make a point to be available in the morning before I leave for work, and then after I return from work. This also applies to drop-ins. I make a point to be fully available on weekends since I am away often during the weekdays, but am also home early enough during the week that I can spend the afternoon, evening, and night with your furry little ones. I will care for your pets by following the owners’ and pets’ needs, I never stray from instructions. I will ensure safety precautions are always taken, as your animals safety is my highest priority.
About: I'm available to provide the best care for all your furry (or fur-less), scaly, and or feathered friends. I understand that each pet has unique needs, from daily walks and belly rubs for dogs to creating the perfect habitat for reptiles and keeping your cat’s world enriched with toys and cuddles. I offer compassionate care tailored to your pet’s specific personality and requirements, ensuring they feel loved, safe, and happy while you're away. No matter the species, I treat every pet like they’re part of my own family, with lots of attention, patience, and of course, treats! I'm currently working and going to school part-time, but feel free to reach out and I'll see what I can do to help you out! I always prefer to provide care in your home, and will treat your home, property and of course your pets with the upmost respect. In addition to caring for your pets, I am happy to bring in the mail or delivered packages, and provide other random services at your request as needed. I may be able to provide boarding care in my home with notice on a case by case basis provided your pet is house-trained and gets along well with my personal pets.
“Daniel is so lovely and took amazing care of our pets while we were away! Our high energy pups seemed so comfortable with him right away. From the first message he was so quick to respond and a great communicator — which is so important to me. Will absolutely book with him again!”
“Hunter was really accommodating when we got sick while trying to schedule our meet & greet for a last minute trip. She did great with the dogs & allowed us a stress free weekend away!”
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.
“Good communication before and after booking, responsive! Received a photo check in while we were gone, which is always reassuring. Gaby seems really nice and trustworthy and I would definitely use her again!”
“Katherine made us feel at ease leaving our dog for the weekend. She sent lots of pictures and check-ins which we really appreciated, and highly recommend her. After a long weekend we came back to a very happy boy.”
“Went out of state for 3 days. April was receptive to the updates in our notes. She communicated clearly and often. She sent pictures of our animals having a wonderful time with her. April is a top notch sitter. She is true to her word and kind to our animals.”
“Tara sent beautiful photos of my girl, and it is obvious just how happy she is. Tara is knowledgeable about dog care, and identified a potential ear infection right away, and our vet told me she did all the right things and it cleared up the next day. I completely trust her with the care of my dog and my home and will definitely book with Tara again.”
“We have used Angela several times to housesit our bulldog. She is amazingly intuitive with our girl who is getting older and has more challenges. Angela goes above and beyond and provides us with the peace of mind that every pet owner hopes for when traveling.”
About: I've taken care of variety of dogs and cats. When living in California I took care of two senior Dachshund with a series of medications and injections. I am also great with younger animals, I love to play with them and work out their energy. I’m currently working full time as a health care worker Monday through Thursday 7:30am-4:30pm and 7:30-12:00pm on Friday. I am available for walks, feeds, pop ins outside of those hours. My time is more flexible on weekends! Ask me about a day and I will do whatever I can to make it work! I will make sure all the pets needs are met. Water bowl refills, plenty of play time, feedings if needed. Overall safety for your pet is my first priority! I have had digs of my own with tons of energy. I currently have a senior cat and a kitten (two ends of the energy spectrum) I will treat every animal like my own.
“Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!”
Loving house sitters in your neighborhood
Search Results
Julia B.Star Sitter
“Julia was super responsive and was really patient with my dog. My dog was really struggling at the beginning when she stopped over but she continued to update me and ensured he was feeling comfortable! She was also so flexible with what I needed. She was great! Would recommend!”
Katie O.
“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”
Theresa C.Star Sitter
“Theresa was amazing with our boy, Remy. We booked with her last minute before leaving on a week long trip. She was extremely accommodating and understanding to our specific needs. Long story short, Remy is a 4 mo old puppy who still needs A LOT of training. Theresa was incredibly patient with our boy, and even spent time training him when we were away. I felt like Remy was safe when he was with her, and she sent pictures and updates every single day. I know that Remy did not make things easy for her, but she stuck it out and took wonderful care of our baby. I would highly recommend her services!”
Kristen N.
“Great with Frank, highly professional and detail oriented!”
Paige R.
“Paige is an animal lover and very open to dogs of all backgrounds. She has taken great care of her own dog that is a rescue and has had a rough upbringing. She has watched other dogs for family members and friends and makes sure she goes above and beyond. I feel with her experience and willingness to be patient with dogs of all backgrounds, she is trustworthy and the best to watch your dogs. She is always working to educate herself better on dogs and how to make sure they are safe and comfortable. I have never worried about leaving my animal in her care.”
Karina S.
Star Sitter
“Great communication and frequent updates which was helpful and reassuring since it was our first time with us away. Would definitely use again!”
Jesse R.
“I can’t say enough great things about Jesse. He’s incredibly affordable, reliable, and just all-around amazing with animals. My dog is super friendly, hyper, and has an endless amount of energy—but somehow, he keeps up with her like it’s no big deal. She always comes back happy, tired, and clearly well cared for. He has a natural way with animals and so much experience—not just with dogs, but all kinds of pets. It’s such a relief knowing she’s in good hands with someone who genuinely loves what he does. I highly recommend him to anyone looking for a trustworthy, energetic, and kind dog walker!”
Daniel C.
“Daniel is so lovely and took amazing care of our pets while we were away! Our high energy pups seemed so comfortable with him right away. From the first message he was so quick to respond and a great communicator — which is so important to me. Will absolutely book with him again!”
Hunter F.Star Sitter
“Hunter was really accommodating when we got sick while trying to schedule our meet & greet for a last minute trip. She did great with the dogs & allowed us a stress free weekend away!”
Amber Z.
“Stu and TJ absolutely loved Amber! :)”
Patricia S.
“Tricia took great care of my dog and cat over a long work trip. She dealt with one or two messes very professionally. I’ll definitely work with Tricia again!”
Taylor M.
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.
Ciara P.
“SO incredibly relieved to have found Ciara, who took perfect care of our fur babies. We all immediately felt very comfortable around her and cannot wait to use her again!”
Gabrielle C.
“Good communication before and after booking, responsive! Received a photo check in while we were gone, which is always reassuring. Gaby seems really nice and trustworthy and I would definitely use her again!”
Katherine C.
“Katherine made us feel at ease leaving our dog for the weekend. She sent lots of pictures and check-ins which we really appreciated, and highly recommend her. After a long weekend we came back to a very happy boy.”
April H.
“Went out of state for 3 days. April was receptive to the updates in our notes. She communicated clearly and often. She sent pictures of our animals having a wonderful time with her. April is a top notch sitter. She is true to her word and kind to our animals.”
Tara N.Star Sitter
“Tara sent beautiful photos of my girl, and it is obvious just how happy she is. Tara is knowledgeable about dog care, and identified a potential ear infection right away, and our vet told me she did all the right things and it cleared up the next day. I completely trust her with the care of my dog and my home and will definitely book with Tara again.”
Angela W.
“We have used Angela several times to housesit our bulldog. She is amazingly intuitive with our girl who is getting older and has more challenges. Angela goes above and beyond and provides us with the peace of mind that every pet owner hopes for when traveling.”
Alexis T.
“I've known Alexis for several years, I can wholeheartedly vouch for her incredible dedication and love for pets. When she gifted my cat a condo, it truly showed how much she pays attention to the little things that matter even though she didn't have to do that! She's been the calming presence my shy cat needed, ensuring he always had fresh water and food, playing with him, and cuddling him on his cherished couch. She also took the initiative to introduce my Pomeranian, Milo, to her German Shepard, making it a delightful day out at the state park. Her genuine affection for animals and her commitment to their well-being make Alexis an exemplary pet caregiver. I always trusted her with my pets, and I definitely think she would treat any pet like her own. I know recently (last time I talked to her at least) Alexis has taken on the responsibility of caring for elderly dogs, who both deal with challenges with mobility and vision. Yet, she handles them with unparalleled dedication. She's meticulously crafted a careful and detailed schedule to ensure their needs are met, even going above and beyond for her neighbors' pets. Her attentiveness to these special needs truly showcases her compassion and commitment and I wish we could all be a little more like her when it comes to animals.”
Stacey G.
“Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!”
Over 14 pet parents in Winsted have booked house sitting
Winsted pet parents share their Rover experiences
She is the best. Does so much extra. Lulu went for many walks and she was quite capable of administering medication to her as Lulu is food picky and you can’t hide pills for her in pill pocket etc. Lulu loved her and was quite sad to see her leave. Trinity communicates excellently and kept contact with us while we were away. With pictures and instant messanger. We will certainly want to use her again and we highly recommend her Paula,Jay and Lulu
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winsted is $50
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 house 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.
Sitters in Winsted average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winsted on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 607 house sitters in Winsted. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Winsted house sitters respond in under an hour.
House sitters in Winsted have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winsted.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winsted house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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