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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor Hills house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jeremy did a great job with his overnight sitting with Raven ❤️. Jeremy was responsive to all questions, along with taking care of Raven and our home for the four days we were traveling. I will be having Jeremy help out while on future trips…. Thanks Again Jeremy D”

“Arturo was amazing, communicative and sent great pictures of our pets. After the first night of our festival was cancelled, Arturo was flexible and understanding. I would utilize his services again!”

“Highly recommended Linda as a pet sitter. She listened to all instructions and communicated lots of updates to make me feel comfortable while on my trip. She spent lots of quality time during each visit to play with Lula and walk her outdoors. I will certainly use Linda again for other trips I take!”

“Molly was an amazing sitter! She sent me pics of my babies multiple times a day, kept me updated on their feedings and my dogs meds. Enjoyed having her watch over my babies, and def trust her to do it again in the future :3”

“OMG! Look no farther. If you want a GREAT Rover experience then Erica is your girl. She gave updates, sent pics, helped in any way possible, communicated often and was very respectful of my home. My dogs literally looked like they took to her quickly- which they never do so this was a testament to her “vibe”. I will hire Erica any and every time I need a dog sitter and recommend you do the same! 10 ⭐️’s”

“Renada was an amazing dog sitter for Lia. She was incredibly attentive to her needs, sent us lots of photos, and kept us consistently updated while we were out of town, which gave us so much peace of mind. She was also very respectful of our home and left everything exactly as we had it. We would absolutely trust her with Lia again and highly recommend her to anyone looking for a reliable and caring sitter.”

“I recently had the pleasure of having Ashley care for my beloved pets Ricky and Lucy, and I couldn't be more impressed. She went above and beyond to ensure my pets were well-cared for, happy, and safe. Ashley was incredibly attentive to their needs, providing regular updates and photos that put my mind at ease. My home was left spotless, and it was clear my pets adored her. If you're looking for a reliable, compassionate, and professional pet sitter, I highly recommend Ashley. Five stars all the way!”


“Marisa is the best! She came and sat with our dogs during our wedding with pretty short notice. She gave them lots of love, took them outside lots, and even left us a few Polaroids :) we can’t wait to have her back to hang out with the dogs again soon!!”

“Paula is the absolute best sitter we have ever used on Rover. She is so speedy with communication, attentive to our dogs, professional, and caring. Our pups were so happy to be with her and she took great care of our house as well. Would absolutely recommend her to anyone and everyone and will rebook with her in the future!”

“This was my first time using Rover, and it was very last minute. I didn’t really know what to expect, but Emily did such a great job at explaining the process and making me feel at ease! She took such great care of my babies and was very respectful of my home! I am so happy I chose to go with Emily, she will definitely be my go to girl moving forward!”


“Gianna is amazing!She watched my 11 week old puppy while I was away at work! Sent updates and photos! Very responsible and trustworthy! Will definitely be using her again in the future!!”

“Lauren was amazing!!! She was communicative throughout our trip, giving us updates daily. Our pup had some anxiety while we were gone and Lauren was super understanding and patient with some excessive chewing. She even cleaned our house and left it better than she found it. Thank you so much, Lauren!”

“Michelle is fantastic. First and foremost, she is a genuinely good person who has an affinity for animals. Coordinating with Michelle was easy and she was extremely flexible. It was my first time leaving one of my boys who is extremely attached to me. That was not without its hiccups, but Michelle kept me posted and took great care of my boys.”

“I am so grateful to have found Andrew to watch our pup. He was very flexible and accommodating with our last minute booking. He was very communicative and sent us updates on how she was doing through the stay. I can tell he cared about our dog and our space and would definitely recommend him to anyone.”

“Sara was an amazing dog sitter to my 2 Labradors. She followed all food and medication instructions, took them on walks when it was cool, and sent me pictures! I loved getting pictures of my girls. She stayed overnight at my house, and she also collected my mail, put the trash containers at the end of the driveway on trash day, and brought any packages into the house. None of these were part of her dog sitting duties. I was very grateful to Sara for all of her help. I will definitely use her again in the future, and I highly recommend her as a responsible dog sitter.”


“Rasika did a great job while watching my dog. I received a ton of updates with pictures. I was never once worried about the job she was doing. She also took care of my house and even took out the trash for me!”

“Matthew was absolutely incredible and I will definitely be using him as our go to sitter moving forward. Our two dogs loved him and we dog daily updates/videos. He gave them good walks and was great with medicine for our older dog as well. We came back to a home cleaner than we left it too! Highly recommend him.”

“Thomas has house-sat for our dog a couple of times now, and I would definitely recommend him. Our dog can be a bit anxious and over excited, but he always seems happy and relaxed with Thomas. Thomas communicates frequently and sends lots of photos and videos, so we know everything is going well. He’s also very respectful of our home and leaves everything in great shape.”

“David was great with Olllie! Ollie can be very nervous with now people. David brought him around to be near buddies! David his thorough communicator and left a beautiful portrait for us.”

Over 2,845 pet parents in Windsor Hills have booked house sitting
Windsor Hills pet parents share their Rover experiences
Andy was wonderful at taking care of our elderly dog & kitty for 2 weeks while we were away! It is so nice to not worry about your animals & home while away. Highly recommend! He communicated daily with pictures & videos. We will be reaching out for Andy again when going away. Thank you so much!

I had a last minute request and Julieth was very accommodating and sweet! She booked a meet and greet with me and came with the best energy. She took good care of my Milo and could tell by the photos alone that he was very comfortable while I was away. Will definitely book again!

Arturo was great with our dogs! They both get medicine and one of them had a strict schedule to stick to. Arturo was extremely accommodating and made sure to give them the meds when needed. He’s communicative and this was a great experience!! Would absolutely recommend Arturo!!

Erica took incredible care of our crew while we were out of town. She was so communicative, sent lots of pictures. We have a young Bengal who requires a lot of attention and she took him on walks with the dogs in his backpack and walked him on his harness. She took extra care with our senior dog as well to ensure she ate (she can be picky). All the animals were happy and comfortable when we got back home. Can’t recommend enough!!

Mary is awesome! She's very communicative and gives our dogs the extra attention they need while we're away. She's very reliable and really came through when my travel plans home were cancelled unexpectedly and she was able to extend her stay for an extra day.

Lauren was one of the most professional, caring, and punctual people I have ever had sit for our pup! She made sure to send tons of cute pictures and video while we were away so we wouldn’t worry. I genuinely could not be more happy and impressed with Lauren. 10/10!!!

Trevor was such a great sitter for our labradoodle, Odin. From the start his communication was consistent, clear and he included plenty of updates and pictures. We have our dog on a pretty consistent schedule and Trevor was able to accommodate to everything. We appreciate Trevor and know Odin loved having him with him! Can’t recommend Trevor enough.

Ariane was an amazing dog sitter! She was very caring with the dogs and very communicative with me. I had no worries while I was away on a trip that the dogs were ok. She was a great houseguest as well and left the place spotless. Our dogs were sad to see her go!

We recently had Jacob stay with our dog and it was a 10/10 experience from start to finish. His communication was top-notch and he updated us throughout with photos of her and general updates. Jacob went the extra mile in ways that really showed how much he cares about the dogs in his care!! We are so grateful to have found him and will 100% be returning customers!

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 Hills 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 Hills average 5 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 Hills on Rover as of Jun 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.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 91% of Windsor Hills house sitters respond in under an hour.
House sitters in Windsor Hills have an average of 15 years of experience. House sitters with repeat customers have an average of 5 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 Hills.
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 Hills 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.











