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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ivah did a great job. He was patient with a dog that although nice is initially worrisome of strangers. He kept us informed, was respectful of our home and we would definitely recommend him and use him again. Great Job!!!”
“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.”
“We loved having Pre stay at our home with our goldendoodle. He was happy and relaxed with her -- he even ate! We can't wait to have her hang out with Eddie again!”
“Cashae was just great with my dog Buddha. She is patient and aims to do her best all the time. There was so much happening with my older dog during the time she was scheduled to watch him and he remained flexible and communicated. She asked questions and was willing to learn, and worked with me while i was away to find solutions. i can’t thank her enough for her service! she will most definitely be utilized in the future.”
“Came home to happy, well taken care of babies and it’s all I could ask for. There was a mild snag while we were gone and we figured it out together. Wouldn’t ask anyone else to watch my 3 animals (and house).”
“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!”
“Elizabeth was so accommodating and kind! She took wonderful care of Penny and our home while we were out of town for major surgery (and during a terrible snow storm).”
“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!”
“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!”
“Shania was wonderful! We booked her for a long weekend away and felt very confident in her care of our home and puppy. Our pup seemed to be well cared for and we came home to a clean house! Thank you!”
“Sean is a wonderful pet sitter. Not only did he take such great care of our two dogs, he also looked after our geckos and fish without complaint. Sean left our house spotless! He is a great communicator and sent daily pictures and updates. It is evident that Sean truly cares for animals, and I won't hesitate to ask Sean to watch our pets again in the future!”
“Kathleen helped out last minute with a dog sitting for our girls and we couldn't be happier to have had her watch them. She was really sweet to them and sent updates while we were out of the house so we felt very at ease.”
“My husband and I are very satisfied with Gavin W. He is mature, responsible, caring, and trustworthy. Our 3 year old Great Dane is comfortable with Gavin's calm and nurturing demeaner. He sends several updates with pictures to keep us at ease. Please don't hesitate to hire Gavin, you won't be disappointed.”
“Kevin was fantastic! He arrived early and showered my fur baby with love. He made sure to have all of his favorite treats on hand. I would not hesitate to hire him again. If you're unsure, let this review be confirmation that Kevin is top-notch. I felt at ease leaving my pet in his care.”
“Jayla took great care of our dog and cat, and our house, when she stayed with them while we were out of town. She reached out with updates and questions, sent photos, and left our house cleaner than we left it. We'll absolutely be using Jayla again when we travel!”
“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 🙂”
“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!”
About: I grew up on a small farm in the Maryland agricultural reserve and have experience caring for animals big and small, from dogs and cats to sheep and emus! You can count on me to be reliable, communicative, and treat your pet like they’re my own. I’m grateful that my work schedule as an environmental scientist is flexible and remote. It’s easy for me to prioritize pet care to fit within your schedule. While caring for your pet, I promise to treat your home as well as your fur baby with care and respect. I love being outdoors and am happy to take your pet for lengthy walks whether or not you have a fenced in yard.
Winsor Hills pet parents share their Rover experiences
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!
From the moment she came to visit to the day she left our house, Cashae was communicative, professional, and extremely pleasant. She was so easy to work with. Our dog loved her. And she left her house in perfect condition. We would rebook with her in a heartbeat.
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!
Eli stayed with our dog over the course of this past week and was amazing! They made sure to take the best care of our girl while also leaving our house just the way we left it (we had an issue with a prior person). Eli made sure to keep us up to date, showered her with love, and was a great communicator. Highly recommend!!!
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!
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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available 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.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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