House Sitting Winsor Hills
Find a loving house sitter to watch over your pets and your home.

Over 14 pet parents in Winsor Hills have booked house sitting
Winsor Hills, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“SJ was a super sitter for Mazie! They sent frequent updates and pics, many with her sprawled on their lap. I will definitely request SJ's services again!!”

“Kaitlin did a wonderful job staying in our home with our dog and cat. We had a meet and greet at our house prior to our vacation and our pets both seemed comfortable with her immediately. After the meet and greet she sent us detailed notes for us to review to ensure she captured the details and nuances of our pets. During the day she was communicative and sent photos. It was clear she treated our pets as if they were her own. When we returned our house was just as we had left it and Kaitlin even left some treats she had gotten for our dog. We will definitely be using Kaitlin the next time we go out of town!”

“We have never used a sitter in our house before our dogs before but thought we should try it because one of our dogs get anxious going to other people's houses. Kathleen was such a great choice in a house/dog sitter. She was communicative, sent plenty of photos of the dogs, and overall went above and beyond in making sure they were well cared for while we were away for the weekend, including administering eyedrops to one of dogs who HATES getting them and walking a tough walker. We would 100% recommend Kathleen and will definitely be requesting her again for future house sits if she is available!”

“Amanda was so incredible! She was responsive and took the best care of our pups! Amanda was kind and helped take care of the house while we were away by bringing in the mail without asking and also taking the time to ensure things were left better than she found it. THANK YOU, Amanda! It is such a joy to work with you and I cannot recommend her enough! I 100% will book with Amanda again! (:”

“Hannah was wonderful. Both of my pups loved her. She kept me in the loop daily with how the pups were doing, her schedule, and sent cute pictures of my pups. She is highly dependable and reliable. Most importantly, she spent quality time with my two senior pups. I will definitely be using her again!”

“We had a wonderful, stress-free experience with Samantha during her week-long stay in our home. She took great care of our dog and he was completely himself when we returned. Our home was also well cared for and very clean when we returned. She kept us updated regularly with photos and messages, and we had peace of mind while traveling. Samantha is reliable, trustworthy, friendly, and professional. We would absolutely book her again!”

“Bito is lovely to work with! I always knew I could expect a comprehensive text of the visit and lots of cute photos. I felt comforted knowing Bito was there to spend time with my pet. I’d highly recommend for any type of pet sitting !”

“Tabitha is WONDERFUL! My dog is very emotionally needy (has anxiety), and I needed a sitter very last minute. Tabitha came to the rescue and was so attentive with Franny and did such a good job with her! I really trust her and i can’t wait to use her again 🙂”

“Michael did a great job taking care of my two cats! He communicated regularly (including adorable photos) and made them feel at ease. I came home to happy, content kitties!”

“Sunshine did so well with our senior dog and senior cat! They also kept our house clean and tidy as well as brought in mail and packages. Would highly recommend!”

“Erica was wonderful with our girl Mia! She met with us ahead of time to meet Mia prior to the booking. During her stay she kept in contact with pictures of Mia which made me feel comfortable being away. I highly recommend her!”

“Lindsay was absolutely wonderful and took excellent care of our girls! She provided updates and pictures for us daily and appreciate her so much for taking such good care of them! We returned home to happy and relaxed pups and look forward to booking Lindsay again in the future!!”

“Victoria is absolutely amazing! I’ve hired her multiple times and she takes incredible care of my pets. My cat who is usually very shy warmed up to her and even sat on her lap! He doesn’t do that with anyone but me which speaks volumes of how caring Victoria is and how safe he feels around her. She is the best sitter and I highly recommend her!”

“Ana is great! She was always responsive, kind, and reliable, and made sure Ginger stayed safe, comfortable, and happy. She took great care of her and also helped daily medication well! When I got home, Ginger was calm, healthy, and clearly well cared for.”

“Briana was great! We had a special situation where our two pups just met and so they had to be separated during her visit. And both of them are anxious. Briana handled it perfectly and was so sweet to them. From the minute we met her we knew she’d be excellent with our pups. She is reliable, responsible, communicative and so sweet. She gave us so much peace of mind we were able to enjoy our vacation. We will definitely use her again. Highly Recommend!”

“Lisa was amazing with our dog Roscoe!! We appreciated that she kept us updated with pictures and messages, it was so nice to be able to take a weight off our shoulders and know she was doing such a stellar job! Roscoe loves her and her daughter, and we were thankful that Lisa also took the time to water our plants and herbs. We’ll definitely be a repeat client, I’d recommend Lisa without any hesitation!”
“She is such an amazing caretaker for our many, many animals and is an even more wonderful person! It's obvious she truly cares about animals and is very knowledgeable about and invested in their wellbeing. Plus she does regular check ins throughout the day to make sure we stayed updated on how they were doing compete with pictures!”

“Bronte was wonderful from our meet and greet to the overnight stay with all 3 of our dogs. Extremely personable, great communication, photos and video! Highly recommend!”

About: We’ve always had dogs and cats growing up, so pet have always been a regular part of my everyday life! I know that sometimes this little things like walks or consistent feeding schedules can be the hardest part of having a pet! Allow me to take that weight from your shoulders! I have extensive experience with large dogs and puppies as well! I regularly housesit for homes with multiple animals and multiple species; dogs, cats, fish, bunnies, gerbils, and hamsters too! I’m currently working part time, but planning and scheduling are important to me. I am more often available in the mornings any day of the week. I value being consistent and reliable so I will only post availability that I’m sure will work! I will make sure to bring your pet everywhere with me! Clingy pets are my bread and butter! I have no problem hanging out as long as needed to always have an eye on your pets when they are in my care.
The median cost per night for house sitting in Winsor Hills is $50
Pet parents share their Rover experiences - Winsor Hills
Kevin was excellent! He stayed in our home while caring for our dogs, and we couldn't have asked for a better sitter. He was respectful of our home, left everything clean and in great condition, and took wonderful care of our pups. His communication was excellent throughout our trip, giving us peace of mind while we were away. We came home to two happy dogs and a well-cared-for house. We'd absolutely book Kevin again and highly recommend him to anyone looking for a reliable, trustworthy house sitter!

Julion was an amazing dog sitter! He took incredible care of our dog, Chance, our big 115-pound pup, while we were away. He was very attentive and even made sure to be mindful of the heat and hot pavement during walks, which we really appreciated. He sent us daily updates with lots of pictures, giving us complete peace of mind and letting us see how happy Chance was throughout our trip. When we got home, the house was spotless and exactly as we left it. It’s clear that Julion is responsible, trustworthy, and genuinely cares about both the pets and the homes he looks after. We would absolutely book Julion again and highly recommend him to anyone looking for a reliable, thoughtful, and caring dog sitter!

Cashae was a wonderful sitter for our 2 pups!! She is a Dog Lover for sure! She took great care of our dogs. She was with the dogs 24/7. It meant a lot to me knowing that Cashae was a perfect fit as a dog mom, while we were gone for awhile...I highly recommend Cashae!!?

We were very happy with Sean as a pet sitter for Bruno, our American Staffordshire Terrier, who is very anxious with new people. Sean's patience and understanding helped Bruno relax quickly. Sean sent daily updates and photos of Bruno playing in the yard and chilling on the couch. Sean also finished giving Bruno the final doses of medication for an UTI developed just before our vacation. We will definitely use Sean in the future.

Trust them completely with our pups and our home. We have a two dog home that includes a senior dog who has mobility issues and medication needs. They’ve never had more exceptional care and are always happy and content when we arrive back home. Same goes for the house. House is clean and always well taken care of. My wife and I even came home to all our mail collected and our recycling put to the curb ❤️

livia was wonderful with our Labrador, Cupcake. She took excellent care of her, making sure she was happy, safe, and well looked after. Olivia also kept the house very clean and tidy while we were away. We truly appreciated her reliability and care, and we are having her watch Cupcake again.
Alexis took great care of my cat BD while we were out for almost 3 weeks! She sent me regular updates and pictures which I greatly appreciate, and she also took care of my plants and helped with some issues in my house! I would definitely trust Alexis again to housesit with BD!

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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
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Why Choose Rover?
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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
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