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Top rated Windsor house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“From the first meeting w/Daniel to my return home post-trip, it was a very smooth experience. I know watching four dogs at once can be a bit much, so was grateful to return home to find my fur family so happy. Dogs and house were left in great hands. Will definitely book again!”

“Emalee is amazing. Our trip was extended 3 days due to the ice storm and cancelled flights. She worked with us to get our pups cared for. She was a lifesaver! The pups love her.”

“Absolutely fantastic dog sitter. Super responsive, professional and dependable. Sat our 3 dogs and house for 8 days. Dogs were happy and house looked great. Highly recommend and will rebook”

“I have booked with Donnis a couple of times. Shes friendly and professional. She's consistently on time, and leaves my home clean and in good order. My pup is comfortable with her and I'd book her again!”

“Rebecca was absolutely amazing! She took excellent care of our three dogs and gave us complete peace of mind while we were away. She kept us updated throughout the stay with plenty of photos and messages, which meant a lot to us. She was friendly, professional, trustworthy, and clearly cared about our dogs as if they were her own. It was obvious they were well cared for and getting lots of attention while we were gone. She even went above and beyond by keeping the floors vacuumed. We have a German Shepherd who is shedding quite a bit right now, and we came home to a house that wasn’t covered in dog hair, which was such a pleasant surprise. We couldn’t have asked for a better experience and will definitely be using Rebecca again in the future. Highly recommend!”

“We went out of town just after Christmas and needed a dog sitter. We were very pleased to come home to a happy, healthy pup, we had great communication the whole time and received a set of pictures and updates every evening. We will be using Maria Abigail‘s dog sitting service again!”

“My little guy does not warm up quickly but Morgan was great with him! She sent lots of pictures and videos for the week I was gone and I felt like he was well taken care of. 10/10 would recommend Morgan!”

“Abigail did a fantastic job watching our critters! She was great about sending pics of Oban and Mabel, and she kept our house looking nice and clean. We would definitely have her house sit again and recommend her!”

“Preston did an absolutely outstanding job caring for our animals while we were away for a week. Our dog, who is both highly anxious and sometimes aggressive, completely warmed up to him - a true testament to Preston’s patience and skill. He not only gave our dog the care and attention he needed but also made sure our two cats, two mini horses, and donkey were all well cared for and happy. We came home to a tidy house, content animals, and total peace of mind knowing everything had been handled so well. If you’re looking for a reliable, trustworthy, and genuinely caring pet sitter, Preston is the one!”

About: I’ve cared for dogs and cats of all sizes, breeds, and personalities for several years. Friends, family, and neighbors trust me to walk, feed, play with, and care for their pets while they’re away. I’m patient, dependable, and always make sure pets feel safe, loved, and comfortable. I have a flexible schedule, and can provide pet care during weekdays, evenings, and weekends. I’m happy to work with your routine for walks, drop-ins, boarding, or overnight care. I do my best to be available when you and your pet need me most. Your pet’s safety and comfort are my top priorities. I provide a clean, calm, and loving environment where pets can relax and feel at home. I carefully follow feeding schedules, medication instructions, and routines. I also give regular updates and photos so you can feel at ease while away.
“Eric did an excellent job. Pat was recovering from surgery and he had to watch her closely for a wound and licking. He wound up taking her to the vet and having them take a look at it. I came home to a clean house and everything very organized really appreciate Eric!”


“I had a very long day and night at work and I needed someone last minute to come to my house and stay with my puppy dachshund. She's amazing with communication and I already knew she was going to be a great fit. BELLA loved her and I felt so safe and comfortable leaving. I got picture updates often along with check ins. If Michella is available, I'll only use her to watch Bella at my place. Thanks again Michelle!! You're Great!!”

“We Loved having Kimmie take care of our fur baby! What a peace of mind knowing someone was there tending to all her needs! We will use her again next time we need someone to watch our girl! Thank you!”

“Aaliya is excellent. She went the extra mile while taking care of my home and pet. Aaliya put me and my dog at ease with her sweet and compassionate personality. I will definitely ask her back in tje future! Thank you Aaliya!!”


About: I have a dog, 3 cats, 2 ferrets, and bearded dragon, who I love very much. I grew up taking care of all kinds of animals and have always had a passion for it. I love that every pet has its own quirky personality and would love to meet your baby! I am currently available full time which gives me plenty of time to care for your pet. I am available Mondays- Sundays, at all points in the day. I strive to make your baby as comfortable and happy as possible while you are away. I love to keep you updated so you can enjoy your time away and feel at peace about leaving your pet at home.
About: I watch Cesar Milan (Dog Whisperer) & Victoria Stilwell (It's Me or The Dog) regularly, which has provided with me insight for caring for my family's pets (Shiba Inu, shih-tzu), my coworkers' pets (lab mixes, terrier mix), and now my own dachsund-pitbull I work in the entertainment industry, so I have stretches of time between gigs to focus 100% on beloved animals. With enough heads up, I can possibly make any time work. I love to reward the good behavior I notice, and have a calm demeanor to handle any behavior of which I disapprove. I'm great at reinforcing good habits and discouraging bad habits. I have lots of energy to play and engage with energetic dogs. I love to see dogs happy! My most favorite thing in the world is seeing a dog's ears and tongue flapping in the wind wide-eyed with its hind legs kicking at his shoulders in high speed sprinting down the sidewalk or through a grassy field. When I drop in, my focus is on the dog's need for attention and care as well as ensuring the place is still hygienic. When I walk, my focus is on the dog's need to release energy (among other things) and stay cool as well as keeping the environment evidence-free. When I house sit, my focus is on command pop-quizzes and finding a spot that's the most cuddle-friendly.
“Edi was an amazing sitter! This was a first-time experience for my dog Barry with an in-house sitter, and she absolutely spoiled him and went above and beyond to keep him happy. She sent pictures at least once a day with status updates on him, the house, the weather, etc. Communication was great from our first contact until we arrived back home from vacation. This was an overall great experience and I cannot recommend Edi enough!”

“Hana stayed with our dog Rudy for 5 nights while we traveled overseas. Rudy is a rescue and has trouble trusting new people, so Hana came over twice before the stay to hang out with him, which was wonderful. As expected, Rudy took about 24 hours to get used to her, and Hana was understanding and calm about the situation. She also emailed me regularly to keep me updated of progress. We came home to a happy dog and a very clean apartment- she went above and beyond and we couldn't have been happier. I'm actually booking her again for the summer. ”

“I highly recommend Eric! As a pet sitter myself, it’s tough leaving your beloved animals with someone else, but Eric took wonderful care of our two rescue dogs and one rescue cat. He provided daily updates with pictures … and we came back to happy animals and a clean home😊 Do yourself a favor and book him!”

Over 3 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
Barbara was fantastic! I could not be more pleased. She kept me updated every day and sent pictures and video. George, my cat warmed up to her quickly which says a lot about Barbara. She was so friendly and did everything that I had asked of her. MY EXPECTATIONS WERE EXCEEDED. Will call on her again for sure. Thank you Barbara!

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 Windsor 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 Windsor 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 Windsor 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 3,842 house sitters in Windsor. 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, 87% of Windsor house sitters respond in under an hour.
House sitters in Windsor 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 Windsor.
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. Windsor 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.


