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Top rated Windsor house sitters
“Juliana and Celeb did a wonderful job at carrying for our two dogs. Our pups feel in love with Juliana. And she showed them so much love and attention while we were out of town. They didn’t even act like they missed us, hahaha. We will definitely be using them again. They took excellent care of our home and even made sure our plantings were watered in this record breaking heat. My husband and I felt so good while away knowing our babies were being cared for by two people who love dogs and are very good with them. Thank you both for being so awesome with Bandit and Boone.”

“Trish was absolutely amazing. Especially since she was a LIFE SAVER. Our usual dog sitter canceled on us the night before we were leaving for Europe for a cruise with no refund options. It was 10 days. AND a holiday weekend. I thought we wouldn't be able to find anyone on such short notice, especially because everyone not working would have for sure made plans already. Trish got back to us right away. Came that night for a meet and greet to help ease our minds. My pups are a little complicated. She did great with them! Sent lots of photos of all the animals. They were in great moods and very well taken care of when we got home and the house was spotless! We will be using her again. Thank you Trish SO MUCH.”

“Jen helped us out last minute and watched our dog who has separation anxiety. I had never left my dog with a sitter before but I could tell before I left that my dog was comfortable with her. It’s very obvious Jen is an animal lover. She did a fantastic job with my dog and I’d recommend her to anyone.”

“Billie is definitely one of my favorite rover sitters to date! She was highly responsive during the booking/meet and greet process and very communicative throughout the duration of the stay. We received multiple updates a day with multiple photos which definitely put us at ease since one of our dogs can sometimes shut down a little while we are away. Billie did great with both of our dogs and even the one who typically hides while we are gone was a big fan - he was out and social most of the stay. Billie also left our house immaculate. Cannot give her enough praise, will definitely look to book more of our sittings with Billie in the future.”

“Christina was outstanding. She knew my dogs were my babies and treated them like they were her own. She was prompt, did all I requested and kept me informed. I will definitely be using her again!”

“Lauren was so sweet and took great care of our Harvey! He was a little crazy when she first arrived, and she was so patient with him. We're looking forward to having her take care of him again in a few weeks!”

“Thanks again for taking care of Beni- Kelsie is super reliable - great with our dog- always keeps us up to date and leaves everything as it was or better 😊 Thanks so much !”

“I booked louis as a last minute house sit for both my Great Dane and French bulldog. We did a meet and greet and his presence with my usually very timid Great Dane was so relieving!!! My Great Dane became INSTANT friends with Louis!!! His approach with building a relationship with them was so appreciated!! He kept the house incredibly clean and provided great updates with how they were doing! Will definitely be booking again for my work trips/vacations! Thank you Louis!!”

“What a great experience! My boys loved Kiah from the moment they met her. She takes care of humans too by letting me know how they were doing, and sending photos often. I will definitely be booking with Kiah again!”

About: I’ve always loved being around animals and have been around dogs for most of my life. Over the past two years, I’ve gained hands-on experience caring for both cats and dogs through pet sitting and house sitting, making sure they stay happy, comfortable, and cared for while their owners are away. I’m attentive to routines, including pet care, plant care, and general home upkeep. I keep communication open so owners feel completely at ease knowing their pet is being looked after with love and care. I work from home, which gives me plenty of flexibility to fit pet care into my routine. I’m able to work from other homes when house sitting, and I’m happy to coordinate a schedule that works well for both you and your pet. My goal is to provide reliable, consistent care without disrupting their normal routine, while giving them plenty of love and attention throughout the day. When I care for pets in your home, I make sure they stay on their usual routine and feel comfortable in their space. I keep everything tidy, follow instructions closely, and provide regular updates so you always know how things are going. If your pet stays in my home, they’ll have a calm, comfortable environment with no other pets or children — just plenty of attention and affection throughout the day. I ensure they have a safe space to relax, regular walks or playtime, and lots of care while you’re away. I treat every pet with the same love and attention I’d hope for my own.
About: Hello everyone! My name is Emma and I have over 15 years of experience taking care of animals. I grew up around mostly cats and dogs, and have gained valuable experience handling, caring for, and interacting with them. I have a cat of my own currently and I’ll be sure to care for your pets as if they were my own kitty at home, and that means they’ll get the best care as possible as my cat is my best friend, so this means I am especially great with cats! I look forward to meeting with all you future pet owners! I currently have a wide open schedule. I live home alone and don’t have many things to worry about, so my cat takes up more of my time than anything else. So cats are indeed my specialty! At home I make sure my cat has a clean litter box, filled food and water bowls, and a clean environment overall to live in.
“I had a great experience with Giulio and Beth, and will definitely be reaching out to them again. While watching my dog, they were very communicative and understanding of Bailey's quirks! Great quality of care.”

About: Pet care has been my speciality since I was 15! I have gained valuable experience working at a veterinary hospital caring for patients. I am skilled in training puppies, dog walking, senior care and more. I am well versed in administering medication via pill or needle. I currently work at the veterinary hospital located in York. I have diverse background with many different pets. I am working hard towards my veterinary technician degree after computing a bachelors in science. I will give your pets the time and care they need from a reliable educated response sitter. Please feel free to message me with questions or rates! I am currently open to all suggestions to help care for your pets. I do work a full time job at a vet clinic but my hours vary and I am very flexible. I am currently working to receive my veterinary technician license. My main object is to care and look after your pet providing them fun and daily care to make them happy while you are away with no worries. I often enjoy walking and hanging out in my background with pups and kitties. I have a fenced in backyard but always use a leash per client request regardless for safety reasoning. If it is the clients home I am very respectful cleaning up after the dog, taking out the trash and following instructions clearly on the pets needs.
“Treanne sat overnight for our 15 year old dog, Fox between June 30th - July 5th. I was so happy with our experience- she was so attentive to our guy especially with his age and neighbors shooting fireworks over the 4th. She sent daily pictures and updates with him. I had a peace of mind while being away. If we go away again, I would not hesitate to book Treanne again.”

“Brittany did a fantastic job taking care of our pups! We had to book her last minute for the weekend and she took care of everything like a pro. Both of our babies took right to her right away and spent the day glued to her side. Brittany was everything you want from someone watching your pets- reliable, trustworthy, professional and caring. Would love to have her watch them again.”

Over 2 pet parents in Windsor have booked house sitting
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 Nov 2025 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 Nov 2025, there are 788 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, 91% of Windsor house sitters respond in under an hour.
House sitters in Windsor have an average of 16 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.




