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

Windsor, 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.

“We are so grateful for Isaiah! We had to leave town last minute, and he worked with us every step of the way. He came by beforehand to meet our dogs and has a lot of experience. One of our dogs is a new adoption, and she really only likes me, but he was able to get her to a place where she was comfortable and not stressed around him. That alone says a lot about how good he is. He was accommodating to whatever we needed during the sit and was respectful of our home. When we got back, our pets were happy, relaxed, and acting completely like themselves. We’ve had experiences in the past where you could immediately tell the level of care they received, and this was the opposite. It truly felt like they had been cared for the way we would care for them. Isaiah was that person. We will definitely be reaching out to him again in the future.”

“Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!”

“This was my first time hiring a pet sitter and Kaylynn couldn’t have been more perfect. She kept me updated, consistently checked in regarding my travel plans to support with care, provided quality care and walks and snuggles to my furbabies. I am so grateful for Kaylynn and will definitely hire her again for future pet sitting needs.”

About: I have experience caring for both puppies (even during potty training) and senior pets with special medication or mobility needs. I have pet sit for numerous families with senior pets and have been successful in meeting all of their needs and providing the best care possible. I would love to do the same for your pet! I am in my 4th year of medical school, so my schedule is more flexible than an average full time job. I often have odd shifts or hours, so I can often tend to pets at times where others may not be able to! I am willing to fit caring for your pet into my schedule however I can. I currently have 1 cat who lives in my apartment. I am so excited for the day we move to a home where we can build him a cat patio (or catio as we lovingly refer to it as), but for now he loves sitting in the window and seeing all of the sights outside! I would be willing to travel wherever needed to pet sit or do pet check-ins/potty breaks/walks. I would care for your animal just like it was my own. My goal is to meet all of your pet's needs, from physical to emotional and psychological. I also strive to maintain great relationships with pet owners to make leaving pets less stressful and anxiety-inducing.
“Mitch was great! He took good care of my dog while I was out of town and was easy to communicate with. He shared updates while I was gone and I would definitely recommend him and use his services again in the future!”

“Kristen was wonderful! She took excellent care of Pepper and Merlin while we were away. She was attentive to their routines, followed all medication instructions, and made sure they received plenty of attention and quality time. Communication was great throughout, and she kept me informed, which gave me peace of mind knowing they were in good hands. She even went above and beyond by bringing in packages that arrived while we were away. Most importantly, I came home to two happy pups! I would absolutely book with Kristen again and highly recommend her!”

“Conrad took great care of Finn and held down the fort at our house for a week. He was communicative and kept a very consistent routine with photos for peace of mind ☺️we would recommend him to anyone in need and will keep him at the forefront of our minds going forward.”

“Mel was phenomenal! A superstar. Our two cats need to be kept separate, and we weren't sure anybody could handle what they needed, but Mel took care of everything no problem. Mel is incredible with animals and easily befriended some timid babies. Highly highly recommend, Mel will definitely become our go-to sitter from here on out.”

“Ezra is wonderful. He took care of our dog Rev very well, and kept us updated while we were away. We came back to a clean house and a happy dog. We love that he took Rev for a hike and also to meet some people for socializing. I would definitely think of him again when we have other trips out of town.”

“Regina was simply fantastic! She loved on our pug all weekend and he loves her! The communication was perfect and she really took care of him, taking him on multiple walks. She left our home spotless. Will use again!”


“Andrew was wonderful with our Mega Dane , Max and older girl, Bella. He was dependable and cognizant of the our fur babies’ needs. The house was neat and straight on our return. The pups enjoyed their activities with him and were disappointed when he didn’t show up the next day! Max runs to the door when I ask where’s Andrew! It was a very positive experience and we will definitely ask for his help again. Thank you Andrew.”
“Kira was amazing with our beagles. Kept in touch, took care of everything, and treated them like her own. We were so pleased with how well she cared for Luna and Neko and look forward to booking with her again. Excellent sitter and Luna and Neko’s new best friend!”


About: I’ve taken care of pets for 35 years. I am able to administer medications including injectable’s if needed. I work with all breeds and temperaments, and do not shy away from pets that have behavioral issues. I’ve worked extensively with large farm animals to include horses, goats, donkeys, and cattle and have cared for the occasional parrot, chinchilla, and snake. Since pet sitting is my only employment, I am able to provide companionship to your fur family 14-18 hours daily including overnight care. I also am able to check mail, grab packages, and water plants at no additional charge. I keep to your pets normal daily routine, to include walks, potty breaks, feeding schedule, and of course nap times. Let’s set up a meet and greet to see if I’m a good fit. Currently I am only doing pet sitting and it’s my primary and only employment. This enables me to spend more time with your fur babies. I care for pets in your home as requested. I stick to their normal daily schedule. I also water plants and grab mail as needed.
“Ada is absolutely wonderful with my pets. My cat is a little bizarre ands likes to snuggle into and bite people’s hair if he likes them. It’s super weird and most people are intimidated by him because of it, but Ada sends me pictures of him snuggling in her hair and she still loves him. My dog was scared of thunderstorms and shaking and being super extra, but she comforted her and when I got home, they both look happy and well taken care of. She even helped when a leak happened in my house and she moved furniture and dried out the floor. She has gone above and beyond to take exceptional care of them ands I would absolute recommend her to anyone. This is the second time we’ve used her, ands we will definitely hire her in the future. She’s a gem.”

“Madelaine was amazing with our 2 pups!!! They did a sleep over one night and they were so comfortable with her, they both slept through the night and were happy smiling pups when we got home from our weekend away. We were so happy, we have booked Madelaine for our next week away. 10/10 recommend!”

The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Morgan is reliable, professional, and super communicative in caring for our dog & cat. We were able to enjoy a weekend away without worrying about our boys, knowing they were in great hands. Definitely recommend Morgan - we will be using her again in the future!

Isaiah was a very caring, attentive and professional pet sitter. He followed our pets care instructions well, and they took to him quickly. He sent plenty of photos and updates. We felt assured our beloved animals were in good hands. We will book with him again!

Amelia took incredible care of my senior pup. She took his health challenges in stride, navigating his pill dispensing and bathroom breaks with ease. She sent pictures and updates, left my home immaculate, and was so lovely during our meet and greet. Easily an above and beyond sitter, thank you again Amelia!

I recently had Estella watch my dog, Levi, for a full week, and I couldn’t be happier with the experience. Levi is an overly anxious, high‑energy, and sometimes reactive dog, so leaving him with someone new is never easy for me. Estella handled him beautifully. He seemed calm, comfortable, and well‑cared‑for the entire time. Her communication throughout the week made a huge difference. Because of her thoughtful check‑ins, I was actually able to relax and enjoy my vacation. When I returned home, my house was in perfect shape, and Levi looked great. I highly recommend Estella to anyone looking for a reliable, kind, and capable pet sitter. She gave me peace of mind and took wonderful care of my boy.
Carson stayed with our two German Shepherds over the Fourth of July weekend, and we couldn’t have asked for a better sitter. He was communicative throughout the stay, sent regular photo updates, and gave us peace of mind while we were away. He also took great care of our home, leaving everything clean and exactly as we left it. Our dogs were happy, well cared for, and clearly comfortable with him. We’d absolutely recommend Carson to anyone looking for a reliable and trustworthy pet sitter, and we’d be happy to have him watch our dogs again in the future.

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
Book and pay through Rover’s secured platform—no cash or checks required.
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.
How to book house sitting

1. Search
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3. Book & Pay
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