House Sitting In Winsor Hills
Find a loving house sitter to watch over your pets and your home.
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Top rated Winsor Hills house sitters
“Kathleen took great care of our senior cat and our home. She navigated some technical challenges with our alarm system with professionalism and good humor. Highly recommend. Will definitely re-book.”
“I came home to happy and healthy dogs! Although they are normally anxious and nervous about new people, Kevin connected with my two dogs very quickly during our meet and greet, easing my own nerves. He communicated throughout the sit and I was grateful to always get a quick response when needed. Highly recommend and I will be rebooking him for sure!”
“Bito went above and beyond for the critters, ensuring they were cared for at all times. The crew really looks forward to their visits. Great communication and would wholeheartedly recommend!”
“Pre was very good with my two dogs and on time and responsive during the whole process. She kept the place in great condition and we would have her back in the future.”
“Naya is a repeat house sitter for my big silly pit mix and my elderly cat. She does an incredible job of following all instructions and balancing the needs of my dog and senior cat. We trust Naya!”
“Sierra did a great job dogsitting my senior dog and housesitting while I was out of town for a long weekend! She sent updates and pictures, which was very reassuring!”
“Cashae was incredible!!!! She responded right away to my request as our trip was not planned. She made herself available for a quick meet and greet, booked, and took great care of our babies. We will definitely be using her services again. Thanks Cashae”
“Emily took such good care of my two senior dogs. Very kind and patient, and also left my house in great condition after house-sitting. I would definitely recommend and will contact for sitting in the future. Thanks, Emily!”
About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.
“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.”
“Shania did a wonderful job caring for Hampton and Neko on her first stay with us. She was very communicative and kept me updated with great pictures throughout her overnight stay. I also really appreciated how she left the house in excellent condition. Highly recommended, and I’ll definitely book with her again!”
“Brittney was absolutely amazing. She was so nice and communicative. She sent lots of pictures and didn’t mind giving me updates. Our pups loved her and we felt so comfortable with her taking care of them!”
“Imani was absolutely wonderful. This was our first time using Rover and Imani was helpful every step of the way. We did a meet and greet a couple weeks prior and then she stayed with our dog for a week while we were away. Plenty of updates and photos helped us feel super comfortable being away from home. I would absolutely recommend Imani and would gladly book her again next time!”
“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!”
“Dorothy was great with my dogs, and sent me pictures each day I was away. They loved her! I was comfortable and had little worry about how they well they would be taken care of. She may have spoiled them more then me. Would recommend her and will be using her services again.”
“Asia was very communicative and flexible with my schedule, and she did a wonderful job caring for my dogs. They had a lot of cuddles, walks, and photos taken throughout the visit. Will definitely be booking with her again in the future!”
“Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.”
Over 11 pet parents in Winsor Hills have booked house sitting
Winsor Hills pet parents share their Rover experiences
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!
Emily was amazing, my boys loved her, and I felt very comfortable leaving them in her care. She was professional and very communicative, the daily photos helped so much. Even when encountering some unexpected issues (on my end) and with Atticus boycotting his meds, she handled them with grace and went above and beyond. I could not recommend Emily enough!
Johnita was amazing! This was the first time I'd left my cat with a sitter for longer than a few days, and I was nervous, but Johnita gave Lucy lots of love and played with her and sent me daily updates with pictures. She took such fantastic care of Lucy I thought she might not be as happy to see me! I highly recommend Johnita - she's reliable, warm, responsible, and caring; everything you want in the person who will care for your beloved pet!
Cecilie was amazing with our high energy German Shepherd. I get a bit nervous asking others to watch my dog because his size and energy level can intimidate people, but Cecilie took such good care of him and made sure he was well exercised. She truly went above and beyond. We couldn’t have been happier with her and I’d definitely request her again!
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 Winsor Hills 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 Winsor Hills average 4 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 Winsor Hills on Rover as of Jun 2026 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 Jun 2026, there are 4,865 house sitters in Winsor Hills. 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, 86% of Winsor Hills house sitters respond in under an hour.
House sitters in Winsor Hills 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 Winsor Hills.
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. Winsor Hills 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.
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