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.

“Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!”


“Meghan was communicative throughout our trip, sent plenty of pictures and updates, and gave us peace of mind while we were away. We really appreciated that she took the time to do a meet and greet beforehand so we could go over expectations and show her around. We would absolutely recommend her to anyone looking for a reliable house or dog sitter!”

“Sara was a lovely sitter! She was extremely communicative and sent lots of photos. We felt so comfortable with her watching our pup in our home while we were gone and we could truly trust our dog was in good hands. We came home to a spotless house! She’s going to be our new go-to. Thank you so much Sara!”

“Really prompt and super understanding with some last minute issues. Dogs were perfectly content and the house was exactly as I left it. Would def recommend Alex!”

“Jennifer was awesome! She took excellent care of our two dogs, Kona and Milo, while we were out of town. She was very friendly and sent frequent updates letting us know how the dogs were doing. We highly recommend her!”

“We very much appreciated Emily! I was very nervous to leave our two dogs with a new person as we have one older dog who requires extra attention due to a medical condition. Emily met with us beforehand to go over our routine and then I sent her my "instructions" before we left. She followed their routine and kept us up to date on the dogs. It helped to know the dogs were well taken care of - glad to have found someone to watch our dogs when we have to be away!”
“Look no further for an amazing sitter! Carla is truly a one of a kind sitter! Our dog Zeppelin was in good hands. Carla provided updates for us throughout the day with him. Took him out numerous times, provide the love & care for zeppelin. Truly amazing! Definitely rebooking in future dates. Thank you Carla for being awesome! ?”

“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!”

“One of a kind! Kendall is incredibly reliable and a wonderful communicator. We felt our animals were in good hands the entire week. Last minute our cat got an infection and she didn’t bat an eye to administering his medication daily. Our cats were both relaxed and happy when we got home, plus the dishes were done and the house was tidy!”

“Victor was a great companion to Onion - they took to each other right away. Victor was respectful of my place and left it in great condition. Victor is now on my list of pet sitters for the future.”

“Thank you Marissa! Figgy was well cared for and were so thankful to be able to leave her at home instead of at a kennel. Marissa left the house spotless and was extremely flexible when our plans changed.”

“Le’Yana was amazing ! My first time using the app to book someone to watch my dog and I don’t regret it ! Very sweet women , definitely would be booking her again . Thank you”

“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!”


“Thank you for taking great care of our very demanding sphinx cat !! I appreciate the pet photos, video and texting throughout your stay. Melanie is very accommodating to pets needs!! I would love to use her services in the future :)”


“Douglas was such a great pick to hang with our pups and care for our home while we were gone. Our pups like to keep things interesting and Douglas’s patience with them is not only appreciated, but is admired, especially when it came to caring for our senior dog. We would gladly welcome Douglas back to our home, and I know the pups would love that too.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
One of a kind! Kendall is incredibly reliable and a wonderful communicator. We felt our animals were in good hands the entire week. Last minute our cat got an infection and she didn’t bat an eye to administering his medication daily. Our cats were both relaxed and happy when we got home, plus the dishes were done and the house was tidy!

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! 🐾💕

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

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