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.
“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.”

“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!!”

“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!”

“Preaundrea has watched Sammy a couple of times now and has done a great job. She is very attentive, making sure she checks with me if she notices something out of the ordinary like his allergies. She is a good communicator and makes sure to send updates and photos. I am happy to know Sammy is well taken care of when I am away.”

“Great care for our little rescue guy. My dog instantly took to her. Eileen house sat and dog sat and was beyond responsible for both. We would 100 % call her when needed. She went out of hr way and I knew my guy was safe and happy.”

“Naya handled all my dog could throw at someone new - from pooping in his crate to trucking her into extra play time outside, naya handled it all perfectly. When I got home, I literally had to reassure my fiance someone did take care of juicy- she left the house with no trace she was here, she only left behind a happy well loved pup! Will be booking naya again!”

“Asia took great care of our pup, Juniper, as well as our house. She was really helpful and responsive to our messages. Our flights kept changing and Asia was flexible and made sure Juniper wouldn’t be left alone too long waiting, especially while there were thunderstorms (which scare Juniper). We came home to a happy healthy pup!”

“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 🙂”

“Kevin is timely , responsible and kind. We were out of town with our two Vizslas (one an eight month old) and felt perfectly safe with Kevin caring for them in our hotel room and out walking g in SF. And our dogs loved him.”

“Samantha has cared for our dog (and home) twice now. Again we returned home to a happy pup and clean home. Samantha kept us informed and sent photos, and I wholeheartedly 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!!”

“Aleya was AMAZING! She took excellent care of my dog, sent a lot of pictures, she’s great at communicating everything and she’s a very happy person! Will definitely book her again!!”

“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.”

“Kathleen stayed with our pets for a long weekend - a dog (often reactive to other dogs) and 2 indoor cats. Everything went very smoothly. We were kept informed with texts and pictures and none of the pets looked like they missed us AT ALL!! The dog even slept with Kathleen one night. When we got home, it was apparent Kathleen had cleaned up our house, leaving us very little to do which was a hugely welcome gift from her. We definitely will book with Kathleen again.”

“Brenna did a very good job with our dog Kona who can be a little difficult as she barks for some time at strangers. Brenna has a good way with animals and was able to settle her down quickly. We felt very comfortable with Brenna as this was the longest time we had been away( 10 days) from Kona. We will definitely call on her again”

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.
“Shania watched Gizmo for a few days and made sure all of his needs were met and sent me pics of a healthy, happy pup!! She also left my home immaculate. Would absolutely book in the future!”

“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!”
The median cost per night for house sitting in Winsor Hills is $50
Pet parents share their Rover experiences - Winsor Hills
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!

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!

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- 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?
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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.
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