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

Over 13 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.
“Micah did a wonderful job house sitting and caring for our cats, dog, and bird while we were away for a week! She actively communicated with us, sent great photos of all of our pets, spent lots of quality time with our pets, and paid thoughtful and careful attention to fluctuations in our pets’ appetites and activity levels and made adjustments to their routines as needed. She also did a great job handling daily oral medications for our dog and one of our cats. Our pets all seemed so content when we got home, which I do not take for granted—it’s proof they felt very well cared for by Micah! We highly recommend her!”

“Demi did a wonderful job caring for Dasha, my 2-month-old, 2-lb. Toy Poodle/Bichon Frisé mix while I worked from the office. She sent pictures of Dasha throughout the day and followed all my instructions. Dasha seemed to have loved being cared for by Demi!! Looking forward to having Demi care for my baby again!”

“Brittney was wonderful with our pets and home! Everyone was happy and healthy when we returned. She kept in touch and we were very comfortable having her stay with our pets. We will definitely be back to rebook for long stays! Thank you!”

“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!”
“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!”

“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”

“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.”


“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!”

About: Hiya 👋🏾 Animal and nature lover over here!! I love the outdoors and moving through the world… why not add a cute lil fur baby to the mix!! I’m usually up and at em in the AM with my pup; Zazz OR cuddling up at home with my kitties… and we welcome more fun to the pawTY (see what I did there) 🤓 I have a plethora of day time availability due to working at night… and would love to house, exercise or briefly visit with your fur baby while you’re away. They’ll feel right at home 🤗 Along with pet parenting for the past five years… I’ve also worked as a dog trainer for two years 🐾 and understand the complexities of each pet’s personalities… Looking forward to meeting you and your loving pet 🖤🌻 I work in the evening so usually available early morning until early evening My schedule is quite consistent and gives me open availability to plan ahead with your needs in mind 🖤🌻 I understand each household views animal care in a particular way… and I will always respect the rules you’ve set with your pet. In MY home however… I believe in free roaming and lounging (if house broken) and nap time!! Prior to boarding or daycare… I will discuss in detail with you what your babie’s needs are and care preferences when they’re in new environments…
“Samantha stayed in our home with our two girls. She updated me everyday and was a very respectful house guest! Everything was tidy and just where we had left it. The girls were happy and I doubt they missed us at all 😂. I would definitely recommend Sam!”

“Mary was fantastic with our fur babies as we were out of town for our wedding weekend. She came over multiple times to bond with them before we left, and she took such good care of them while we were away. We had complete peace of mind knowing she was here with our babies. We would highly recommend her and will definitely be booking with her again.”

“Emily was wonderful with my pug puppy, Peaches! She watched her for the weekend, and I felt at ease knowing she was in great hands. Emily was communicative, prompt, and kept me updated with messages and photos. I highly recommend Emily to anyone looking for a trustworthy, caring, and reliable dog sitter. Would definitely book 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.
“Ashley was scheduled to watch our three cats for three nights, but our plans suddenly went awry and she stepped in to save our bacon and extend her stay. She went above and beyond to make sure the house was ready for the sitter who would come after her, including washing linens. We were abroad when all this happened, so it was an immense relief to have someone considerate and reliable taking care of things. And our kitties were all in good nick when we returned! We would definitely call on her again.”

“Jasmine did a great job watching Joey at our house for the weekend we were gone. She followed all instructions, was highly communicative, and we came home to a happy, healthy dog and a clean house. Highly recommend her!”

“Kathleen looked after our dog Luna for 3 nights and did a fantastic job. I get a little nervous about leaving Luna on trips, but Kathleen's updates, photos and videos erased those worries. Luna had a lot of fun and was in great hands. Highly recommended!!”

“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!”
“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.”

The median cost per night for house sitting in Winsor Hills is $50
Pet parents share their Rover experiences - Winsor Hills
Jenn is an excellent dog and house sitter. She is very professional, a great communicator, and caring. I appreciated her quick responses to my outreach and thorough twice daily reports on how our pup was doing. She left our house spotless and took care of everything. I will definitely hire her again and recommend her to all my neighbors!

We just love Emily!! She came to our home to watch Bella as she was recovering from a minor procedure. Emily was always on time and took such good care of our Bella. I felt so relieved knowing that when i went to work, i had someone that I could trust and depend on.

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!

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 ❤️

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?
Cashless payments
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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.
Meet local sitters who will treat your pets like family

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