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.”

“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!”

“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!!”

“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.”

“Pre was a God send. She took great care of my pups for a weekend. She stayed in constant contact and my pups really enjoyed her being here. My only request for next time would be to talk with any sitter about cleaning. I am on the OCD side and when you have multiple dogs, having a clean and odor-free home is crucial to me. Sitters are not housekeepers but I would need to ensure the sitter is willing to do some light housekeeping. I would definitely use Pre again because she was accommodating and beyond personable. She felt like I had family watching my dogs.”

“My old cranky kitty and my bouncy young dog love Naya! I always travel with peace of mind, knowing that Naya is in charge. We have booked Naya several times.”

“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!!”

“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!”

“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!”

“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!”

“Shania has helped me out and taken great care of Gizmo, but none so much as this week. I was on vacation and we received an epic amount of snow and freezing temperatures. She encouraged Gizmo to eat when he was refusing, had to deal with Inside accidents because he refused to go outside, and walked him in many short bursts so he didn’t get dangerously cold. What a freaking rock star. If you’re not booking her then what are you even doing?”

“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!!”

“Thank you Kathleen for a great stay with our two pups! We are always a bit uneasy leaving our dogs overnight but there wasn’t a time where we had to feel worried about anything over the past 3 nights! Kathleen sent cute pics and updates of our pups, didn’t mind the occasional behavioral issue and was overall such a great sitter who we’d recommend to anyone!”
“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.
“Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.”

“Emily is great! She sent continual updates and pictures throughout her time house sitting. It was clear that besides regular walks she also spent lots of time hanging out and cuddling with my dog, who is very affectionate and needs the attention. Would definitely book again!”

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!

Book with peace of mind
- 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.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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