House Sitting in Winsted
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Shea P.

“Shea was amazing! I usually have family watch my dog, so this is the first time I have had someone outside the family watch her. I felt very comfortable and at ease the entire time. Shea did an excellent job and went above and beyond. I will be using her services again in the future :)”


2. Ciboney R.

“Ciboney watched our pup Reese for 8 days. She did an amazing job! Reese is very cautious and shy around people that she doesn't know but she warmed right up to Ciboney! The communication from Ciboney was also wonderful as she sent messages and pictures multiple times per day. Ciboney noticed immediately a possible health issue for Reese, alerted us and took her to the vet in our place. Reese needed meds daily after the Vet visit and Ciboney had no problem administering them. We came home to a happy puppy. 100% we would use Ciboney's services again!!”


3. Kailee L.


“Wonderful experience with Kailee! Lots of love, activity and came home to a happy sleepy pup. We appreciated all the updates and photos! We would be lucky to use Kailee again in the future.”


4. Jessica A.

“Great”




5. Eric H.



“Eric was such a great sitter for Yeti! Not only did Yeti take an immediate liking to him, they seemed to have a blast on all their walks and during playtime. I really appreciated how communicative Eric was, sending me at least 2 updates with pictures every day, and how respectful he was of my home (even making it cleaner than how I left it!). I'll definitely try to book with Eric again in the future :)”


6. Allysa G.

“Allysa really has a rapport with Lexi already! She did a great job keeping her happy.”


7. Kamiya L.

“Kamiya was great with Cooper. Communication was a big part of that. She sent photos of him knowing i would muss him, and expressed concerns of him not eating, which is typical for him so i just asked her to give him some of his lick em treats, which she did. He seems very comfortable with her. Will ask her to watch him in the future.”


8. Aphra F.

“Winston and Afra got along great! She did a great job! I recommend her and so would Winston!”


9. Clarice H.
“She was gentle to my dog Dexter. Sometimes hard to do with a 95 pound doberman. My cats loved her. She sent me pictures of them dancing around her. My shoulder kitty was very happy to find a new shoulder.”


10. Paris P.

“Paris stayed in our home and took care of our puppy while we were away. He got the attention he craves and we had the piece of mind that he was able to remain in his home environment while we were gone for decreased anxiety.”


11. Ashley S.

“Ashley did a wonderful job caring for our pets while we were away! We will definitely reach back out next time a need arises.”


12. Raelin S.

“Raelin was fabulous! She kept us updated throughout her time with Winnie, and she left our home just as it was when we left. We returned to a very happy and healthy pup! We would absolutely use her again and would recommend her to all!”


13. Abby R.

“Abby was great! Easy to communicate with and took great care of our cats!”


14. Gabrielle F.

“Gabby watched Winston (in-house) while my family was away for spring break. Winston is a high drive vizsla and can be quite a shock to people that aren't use to their relentlessness and lack of recognition of personal space. After meeting Gabby we knew Winston would be in good hands though. Gabby sent us updates (including pictures) and was quick to respond when we check-in. If you need someone to watch your pup, we definitely recommend Gabby!”


15. Isabelle G.

“Isabelle was fantastic! Met her the first time and whole heartedly trusted her with Benny. I left the country for a week and there were no issues or questions from her while I was away. Good communication and my place was just how I left it. Would recommend if you’re looking for someone you can trust with your loved one and home 🤍”


16. Hannah L.
About: My name is Hannah, I am 26 years old, I have always had a soft spot for animals, and being able to help everyone else enjoy their pets without needing to stop their lives is what I'm here for! I have experience with very high energy puppies & low energy elderly dogs, big dogs & little dogs, nothing scares me anymore, haha. I currently work 8-6 Monday through Friday, I am available most evenings and weekends! I can drop in and check on your little friends if you are working a weekend or evening, or possibly pet-sit if needed! I have a fenced in yard and one kitty named Annie! If they needed a place to go for a weekend I have plenty of room for them to roam the yard or cuddle up on the couch!


17. Kiaira S.
About: Have house sit for friends and family and watched their pets. I grew up with a dog since I was 3 and every encounter I’ve had with animals has been nothing but pleasant I am taking classes online right now, but I am available Monday-Friday and weekends if needed! I love pets and they honestly are destressing for me so I’ll be able to take time for your pets! I live in an apartment complex, on the second floor. We have a small patio, but the apartments have a designated dog park area that’s fenced in as well for them to get their zoomies out!


18. Sally S.
“Sally has great experience with dogs. She is patient and will treat your dog as if it’s her own. She is reliable and conscientious, always striving to do a good job. If you hire Sally she will love up your pet.”


19. Hunter R.
About: Dogs, cats, rats, bearded dragons, snakes, rabbits, lizards, fish, turtles.... All pets that I have developed bonds with over the years (unfortunately I do not take many pictures of myself BUT my camera roll is filled with pictures of animals) I'm currently a freelance worker who commutes all over the twin cities. Primarily within the west Metro, but I am a very flexible sitter. All I ask is for a short advance! Thank you! I am not currently hosting pets because of my three cats at home, but I am more than willing to travel in order to ensure the best care for your pets! They are part of your family, and I know that displacing them from their home is so stressful for them!


20. Abigail L.
“Abigail is trustworthy, kind and responsible. She follows through on her commitments whether it is dog sitting or horse sitting. She is very kind to all people and animals. Both children and animals of all kinds. She loves domestic pets such as dogs and cats as well as horses and farm animals. She is responsive to their needs and has saved horses from colic and cared for domestic animals of all kinds. She is trustworthy and follows through on commitments and absolutely loves dogs and cats. She is a loving caregiver and is very sweet.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Mar 2025 was about $45 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 Mar 2025, there are 127 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, 92% of Winsted house sitters respond in under an hour.
House sitters in Winsted have an average of 14 years of experience. House sitters with repeat customers have an average of 4 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.
