
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I had never used a pet/house sitter that I didn’t know before booking Elliot, and must admit I was nervous about doing so. But Elliot was fantastic! He took care of everything that needed to be done, including taking the trash out, which we had not asked him to do. He asked questions about my cat and her care that indicated that he was really interested in doing a good job. I received daily photos and updates and this enabled me to relax and know everything was in good hands. I highly recommend Elliot if you’re in the area!”

“Shayna has been absolutely amazing. My puppy literally has found an amazing place to be while i work. She goes above request, great communication, very kind and generous. She literally bring my baby boy back warn out from how much fun he has🥹 id recommend here to anyone looking to have there puppy secure and safe! See ya soon!”

“Sasha did a great job housesitting and caring for our dogs and cat! Great communication, followed our complicated care instructions, and was flexible when we needed her to stay longer. Thank you, Sasha!”

“Chelsea did great. Our poodle was more relaxed with having someone staying the night. She sent updates, and she looked relaxed and happy in the picture. House was in same condition as when we left.”


“Kept me informed to dog loved her and appears the feeling mutual. Wouldn't hesitate to call on Allison again. I got hung up on return by a few hours and she stayed with my furry housemate till I got home.”

“Brooklyn did an amazing job with my animals and they were so comfortable with her! She was excellent at checking in and updating me about them and making sure everyone is happy. Will definitely book again!”

“Kaylin took care of our big fluffy guy for a long weekend and we couldn’t have been happier! Leo was exercised to the fullest every day and we loved all the picture updates :) our home was in perfect condition when we came home. We will definitely be using Kaylin again in the future!”

About: What sets me apart from other sitters is my deep background in dog care, training, and animal handling. I was a Certified Junior Showman of Dogs through the AKC, and I have extensive training in dog training through 4H and other training clubs. I have personally trained dogs in obedience, agility, and hunting, giving me a strong understanding of canine behavior, discipline, and enrichment. In addition to training, I have hands-on experience caring for a wide variety of animals, including dogs, cats, pigs, rabbits, goats, and fish. I am comfortable caring for pets of all ages, including seniors and animals that require medication. My experience with both short-term and long-term pet sitting has taught me how to keep pets happy, safe, and well-cared for while their owners are away. I take pride in providing reliable, knowledgeable, and compassionate care, and I always treat every pet as if they were my own. I work from home and have flexible hours, which allows me to easily fit pet care into my daily and weekly routine. This flexibility means I can provide care on your schedule, whether your pets need daytime check-ins, extended stays, or last-minute visits. I’m able to give pets the time, attention, and consistency they deserve while you’re away. I treat every animal as an individual, with their own unique needs, routines, and personality. Whether I am caring for pets in my home or in a client’s home, my top priorities are safety, comfort, and consistency. I carefully follow all care instructions provided by the owner, including feeding schedules, exercise needs, medications, and any special routines the pet is used to. For overnight stays and in-home care, I make sure pets feel secure and relaxed by keeping their normal schedule as consistent as possible. This includes regular walks, playtime, feeding, and plenty of attention and companionship. I also ensure the home is kept tidy and secure, bringing in mail or packages if requested, and keeping owners updated with messages and photos for peace of mind. I always create a calm, safe environment where pets can feel comfortable, cared for, and stress-free while their owners are away.
“Mallory was a great dogsitter for my dog Chase. She made the extra effort to take care of the vet procedure he had just had, communicated and sent pictures. She also trained him to sit when people came to the door which I am very thankful for her efforts. Chase was well taken care of and the house was clean. I recommend Mallory and hope she will stay with Chase in the future.”

About: I provide attentive, Active & Reliable pet care. have owned dogs for the last 15 years, and have two active dogs of my own. I have cared for colleagues and friends' dogs, with experience caring for senior dogs and training puppies. I have flexible hours in my full time job and work from home 2-3 days per week. I love to be active so any excuse for an extra walk is welcome ;) Drop in visits and dog walking are preferred but I can provide house sitting or boarding with advanced notice. I am attentive and active, and love a detailed care list to follow!
“Angela was fantastic! She took great care of our dogs, kept us updated with pictures, and made sure they got plenty of walks and attention. It was such a relief knowing they were in good hands. Highly recommend her to anyone looking for a reliable and caring sitter!”

“Samuel did a great job with our pets. He was very responsive whenever we reached out. Pets were well cared for and our house was in great shape when we returned. He is knowledgeable about pet sitting. I would recommend him in the future.”

About: When I walk into a new space with new faces, I walk past them all to greet the furry friends first. In the company of other animals is my happy place. My schedule is currently flexible and open, hours, weekends, and holidays. I am available for short notice stays or visits as well as extended stays. I am currently available for all services needed in client homes, whether that is over night stays or just a visit for a walk, I am open to working through your individual needs.
About: I have hands-on experience caring for dogs through house sitting, regular dog walking, and owning dogs of my own. I understand how important it is to keep pets on their normal routine, whether that means scheduled walks, feeding times, playtime, or simply providing comfort and companionship while their owners are away. Having my own dogs has taught me patience, responsibility, and how to read different personalities and energy levels. I’m attentive, reliable, and treat every home and pet with the same care and respect I would expect for my own. Pet care naturally fits into my daily routine because I already structure my day around responsibility and consistency with my own pets. I’m used to planning time for walks, feeding schedules, playtime, and check-ins, so pet care is something I prioritize rather than squeeze in. Caring for animals is something I genuinely enjoy, and I make sure each pet gets dependable attention, exercise, and affection every day. I have a fenced yard and a friendly dog to keep your puppy company. My goal is always to create a calm, loving experience so both pets and owners feel completely at ease.
Over 519 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
Allison was great with Ginny and we’ll definitely think of her the next time we go away on vacation! Good communication, lots of updates. For our case specifically we like when the sitter stays in our home to give our dog care and she did just that which is exactly what we were looking for.

Lexie is amazing!! She was punctual and responsive with all communication, our meet & greet and for our booking. She stayed at our home with our 3 dogs and cat and treated them like they were her own. She had no issues giving meds and dealing with personality quirks. Our animals loved her. Our house was immaculate when we got home. We will definitely hire her again.

Sara was fantastic! She sent daily photos and kept me up to date on how my pup was doing. She went above and beyond on the last day staying longer to make sure my anxious pup was well taken care of just in case the possible storm came close! I’d highly recommend her!

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 Apr 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 Apr 2026, there are 1,579 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 15 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.




















