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

Over 3,036 pet parents in Windsor Hills have booked house sitting
Windsor Hills, 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.

“Marissa did a great job dog sitting and watching our house. She was attentive to our dogs and seemed to genuinely enjoy taking care of them. We felt comfortable leaving them in her care. She sent updates and photos daily as to how the day went. The dogs seemed to like her too. We feel confident we found our person and will be booking with again. 10 out of 10!!”

“Julia took amazing care of my 16 year old pup with separation anxiety. She gave me regular updates, was patient and caring with the pup, and left the house immaculate. Thank you, Julia!”

“Erica is absolutely fantastic! She went above and beyond in caring for my dog, not only following all of my directions to the letter but also giving him extra love and attention. She took him on special outings, including a fun trip to the River Yard Bar, and made sure I got plenty of photos along the way. Her communication was excellent with consistent updates, quick responses, and genuine care that gave me total peace of mind while I was away. I can’t recommend Erica enough for anyone looking for a trustworthy, attentive, and caring dog sitter!”

“Pond did an excellent job caring for my elderly dog. Pond was prompt and communicative throughout the stay and my house was clean and I'm great shape upon my return. Excellent service.”

“Linda was such a great sitter! She was communicative and very nice with our Sadie. She will definitely be our go to sitter from now on. Loved how she even gave some training to Sadie very patient and understanding. Gave us daily updates and pictures on how Sadie was doing.”


“Geoffrey was the first Rover to keep my puppy, Storm. He was excellent and provided updates to let me know how their visit was going. I am excited to have Geoffrey take care of Storm again soon!”

“Kat is incredible. From our meet and great I could tell Kat was going to be gr8. She’s detail oriented, took notes & it was immediately apparent she is a true animal lover. Ruger may want us to go on vacation again. Multiple daily updates to put our minds at ease allowed us to fully emerge Ourselves in our vacation with full knowledge that our big baby boy was well taken care of! She also took great care of our house and went above and beyond in every category. We will definitely request her services again!”

“Ashley was very communicative and always sent me a pic of my pup when I asked, since I'm a needy dog mom! Everything went very smoothly and I would definitely use her again in the future.”

“Molly was phenomenal with Tucker. She sent such great pictures and updates and seems like she took great care of him. She left the house clean and was responsive and clear in her communication. I’d highly recommend Molly to anyone and looking forward to her caring for Tucker again in the future.”

“Angelica has watched my senior malamute, Missy, many times and she’s definitely our go to Rover! She follows Missy’s routine perfectly and sends great updates. She also leaves the house clean and even helped me out by watching the bed sheets and towels so I didn’t have to after traveling. We’re so grateful for Angelica!”

“Thomas was great with my pups! He filled a longer, relatively last minute sit, for which I’m appreciative of. He followed instructions perfectly and I’m happy to have had the peace of mind that their medications and needs were being met while I was away. My younger dog is very particular and she took to him right away. Thanks, Thomas!”

“I never would have dreamed I would be able to take a two week vacation and not worry about my fur babies and my home at all! Andy continues to be amazing with my dog and cat as well as watering plants and keeping me updated. We had a wonderful time knowing everyone was looked after.”

“Averie was amazing at taking care of our pups and home. The dogs immediately loved her and her energy and she was very responsible and trustworthy right off the bat. Super easy to communicate with and accommodated us for last minute help. We are very grateful for her help and ability to be resourceful when something unexpected came up.”


“She is Awesome… Kaitlan kept our 4 babies for 9 days. She sent updates and pictures each day. We have one guy who is a little cranky and they were best friends after a few day’s. She took them for walks. The house was just like we left it (a nice surprise). She is now my number one and only dog sitter. Thank you Kaitlin for loving our babies like we do. You are awesome!!!”

“Carmen was fantastic. We had asked for her help on such quick notice and she even had time to come to a quick meet and greet with us at the house. She sent tons of photos and updates. We will definitely work with Carmen again. Poppy and Mally loved it.”
“Cassidy was an absolute lifesaver! Our sweet Emma came down with a bad stomach bug, and we had to book care with only about 3 hours’ notice. Cassidy not only accepted the last-minute request but showed up right on time, ready to help before we had to head out to a concert. She took wonderful care of Emma while we were gone and kept us updated, which gave us so much peace of mind. Thank you, Cassidy 🐾”

“Lauren took such great care of our pup! She was flexible with our schedule, sent us many updates along the way and really went above and beyond to show her care for our dog. We wouldn’t hesitate to hire her in the future.”

The median cost per night for house sitting in Windsor Hills is $50
Pet parents share their Rover experiences - Windsor Hills
Once again Tanya met and exceeded all our expectations during her stay at our house to care for our two silly and snuggly pitties! She left our house completely spotless, and took great care of our girls, sending us daily summaries with lots of good detail and pictures.

Luna and I had the most precious and wonderful experience with Lindsey! We will 10/10 be utilizing her again in the future and anytime I travel. I requested a short notice dog sitter and found Lindsey to be extremely responsive and responsible. We set up a call the day before I was leaving and I was impressed immediately at her attention to detail and clarifying questions. During her stay with Luna, “Miss Lindsey” was extremely communicative and sent pictures and updates throughout the day. Luna is very active and Lindsey took care to take Luna on wonderful longer walks and excursions each day. I could easily tell by the pics how comfortable and happy and safe Luna felt with Lindsey. When I returned home, my apartment looked better than when I left it! Luna and I give Lindsey the highest recommendation for your pet sitting/ walking needs. It was truly a fabulous connection and experience 🫶🏼🤍

Carolina took amazing care of our senior dog, Reggie! She provided multiple updates and made sure Reggie was taken care of when we were out of town for 2 days and 1 night. Would highly reccomend Carolina to anyone and we will be hiring her for any future needs. Thank you, Carolina!!

Vale was responsive and respectful of my home, and I can tell my dog had a great time with her. Her pics and video kept me at ease on my vacation, and she was sure to check in with me to make sure my flight wasn't delayed on my way back. I would definitely book again!

Lana did an amazing job taking care of my cat, Khushi! I could tell Khushi was very happy and comfortable with her and truly enjoyed their time together. Lana made sure she was fed on time, gave her plenty of attention, and took great care of all her needs. She was also incredibly thoughtful and considerate when we unexpectedly had an AC leak in our home after we left, which I really appreciated. It gave me so much peace of mind knowing Khushi and our home were in such caring and responsible hands. I would absolutely recommend Lana to anyone looking for a reliable, attentive, and caring pet sitter. I would love to have her take care of Khushi again in the future. She’s amazing! ❤️🐱

Trevor was the perfect sitter! He went the extra mile with lots of photo/video updates and gave lots of attention to Colby making sure he had a great balance of play and cuddles. He also took great care of our house (which felt even cleaner when we got home than when we left. 😆) Will absolutely be booking Trevor again. Easy to relax on a trip when we knew things were so well taken care of at home.

I had a great experience with Gayle! She took care of Celine for a full week and did an amazing job. She sent me videos every day, which gave me a lot of peace of mind while I was away. It was clear from the videos that she spent plenty of time with Celine and made sure she was comfortable, happy, and well cared for. When I came home, Celine was happy and relaxed, and the house was left very clean and tidy. I really appreciate how responsible, attentive, and caring she was throughout the week. I would absolutely trust her with Celine again and highly recommend her to anyone looking for a reliable and caring pet sitter!
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
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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.
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