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.
“Alex did a great job with our 2 pups. He took detailed notes at our meet and greet and followed their feeding and walking schedules carefully. Great communication and pics so we knew they were receiving good care. We’ve already booked Alex for our next time away”

“Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!”

“Marissa was kind, communicative, calm, and flexible. My flight home got cancelled and I had to rebook my return trip a day later. Marissa immediately agreed to extend her services when I told her what was going on. When I (finally) made it home, Peaty was happy and well-cared for and my apartment was pristine. Would work with Marissa again in a heartbeat!”


“Emily was great! This was my first experience with Rover and I couldn’t have picked a better person. She was great with my puppy Lola and kept me updated during my whole work trip. She was trustworthy and really just made the whole experience so easy. My Lola was so happy when I got home and looked very well taken care of. Thank you Emily!”

“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.”

“This was my first time having someone stay at my house with my pup instead of bringing her somewhere. I completely trust Oli with her, it went well! I look forward to Oli helping my pup again for a wedding in September :)”

“This was the first time leaving Gracie for several days. Mel did such a great job keeping her anxiety level low. We felt keeping Gracie in her own home environment would be the best. Mel did such a wonderful job taking care of Gracie. We will definitely use Mel the next time! I would highly recommend her!”

“Jacob performed a stand up service taking care of our four animals and our house while we were out of the country. He was always available to communicate updates, left our house looking very clean, and even worked with us last minute to add more time after we made a scheduling error. We would definitely recommend his services and will likely rebook should we need pet sitting again in the future.”

“Jenna is amazing! She took such great care of our 3 dogs and even taught them new tricks! She is extremely communicative and sent us photos and videos often. She left our house spotless and even watered my plants for me. She is now our go to person!”

“Christine was so fantastic taking care of our babies! She was very responsive and cared so deeply about them, some of which are special needs or elderly and require medications, and she took great care to make sure each of their needs were met. She treated them like they were her own. She was respectful of our home and we would highly recommend her!”


“Andrew was everything we want in a dog sitter. Kind, thoughtful, conscientious and funny. Our Oona can be a stubborn hound and we really appreciate him working with her quirks. He was flexible in meeting up with us to ensure we were comfortable leaving her, and he left the house better than he found it! A++”

“Our 2 dogs loved Alex from the moment they saw her. We left them for 6 days and Alex stayed with them night and day. They were so relaxed & healthy upon our return. Our neighbors reported that every time they saw the dogs, they were their normal happy selves. Our house was as clean as we had left it. We will definitely use Alex again.”

“Over the moon with Ellie! She took great care of our two boys whilst we were gone easing so much anxiety. Ellie is responsive, professional, cared so well for the doggies, and went above and beyond!”

“Jazmine did a wonderful job taking care of my cat while I was away for a week. It’s a long time for me to be away, but I had total peace of mind knowing that Jazmine was spending time with my cat and looking after the house! She sent great updates, was very responsive, was flexible when I requested her to do another drop in after some travel delays, and I came home to a tidy apartment! Your pets and home are in great hands with Jazmine!”

“Margot was absolutely amazing. We got constant updates and photos which we so appreciated. When we got home the house was just as we left it and so clean. She left the guest room so clean which we didn’t except given we’ve had other pet sitters who have left the house very dirty. When we met her we fell in love and will definitely be rebooking if she’ll allow us!! 10000/10 🤍🤍🤍”

The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
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.
Alexis is wonderfully attentive and communicative and did an excellent job with our senior dogs! We were gone for a week and knew they were in good hands. She was very receptive to our directions and keeping the little old ladies safe and loved. We highly recommend Alexis!
Molly took great care of our three dogs while we were away and kept us updated throughout. Molly was especially patient and understanding with our older Chihuahua. It was clear that our dogs were well cared for and comfortable. We would happily trust her with our pets again and highly recommend her to others.

Ginny took such amazing care of my Tillie-Bean! She kept me updated with plenty of photos and messages, which made being away from my sweet pea so much easier. Tillie had such a great time that I’m pretty sure she’ll be requesting Ginny as her sitter again in the future! 🐾💕

Nancy did a wonderful job caring for our home and our three very different dogs while we were away. She was responsible, communicative, and great about checking in whenever she had questions. She carefully followed all instructions, and it was clear our dogs were well cared for and comfortable in her care. We came home to happy dogs and a house that was in great shape. We truly appreciated the peace of mind she gave us and would absolutely recommend her to others.

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.
Meet local sitters who will treat your pets like family

1. Search
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