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Top rated Windsor house sitters

“Shayna was amazing! She jumped in last minute to care for our two dogs and two cats, and they all absolutely loved her. She kept us updated with messages and photos, and we could tell everyone was happy, safe, and getting tons of love. We’ll definitely be booking with her again!!”


“Sasha did a great job taking care of our four dogs, parrot, & home for a 15 day trip. It was the longest we have all been away at the same time. She communicated with us regularly and provided a lot of pictures. One of our dogs refuses to show himself with most sitters but Sasha was able to get him to go on walks. Our home was also in great shape, we could not have been happier with the experience.”


“Grace was awesome! I had such peace of mind leaving her at my house with my dogs. She was great with the pups, kept my plants alive, checked in with pictures, and was so pleasant. Will absolutely use her again. Thanks Grace!”


“We appreciated Sophia’s last-minute availability and professionalism in setting up care for our two senior dogs! She took the time to meet our dogs beforehand and get to know their behaviors. She was quick to respond when we checked in, and she kept our place tidy!”


“Peyton was awesome! She did a fabulous job with our dogs who can be a little finicky with new people. She left our house in wonderful condition and was very communicative, giving us plenty of updates! I would highly recommend her to anyone looking for a great house sitter for their pups!”


“Danielle was wonderful with our 17 year old Pickles and 1 year old Gracie. She sent pictures and updates daily and helped bring in our mail and packages. Looking forward to working with Danielle soon!”


“This was our 1st time using Rover and our 1st time with Nancy. We were very nervous about leaving our pets and our home with a stranger but Nancy was everything we could have hoped for: friendly, confident and loving with our critters, great communication and the best pictures. It’s clear why she has a loyal clientele! If she’d have us, we’d easily ask for her to care for our fur family again.”


“Becca was very responsive and respectful of my home and cared lovingly for my two needy dogs! She went above to take them on walks and ensure they had the affection they need. I'm so grateful we found her!”


“Skylar was great with my dogs! We have 7 and they aren’t the easiest to deal with but she handled them like a pro! We have medical and behavior “special needs “ pups . The dogs were well taken care of and looked great when we got home . She was even able to win over my not so friendly pit/rot mix that hates everyone. Very communicative and sent tons of pics. We will definitely hire her again ( if she’ll accepts, once may have been enough for her )”


“Kaylie was awesome when watching our house and pups. We have 4 animals that all require a bunch of attention, including daily medication. She sent us daily updates and multiple pictures throughout the day which eased our anxiety of leaving the state.”


“Rhonda did a great job watching my very sweet, energetic and demanding dogs! She gave frequent updates, was super prompt with any questions I asked and provided a lot of love to my pups. I also came home to an exceptionally cleaned house!”

“Daniel was very good about communicating and was at ease with our three fairly big dogs right away. I felt comfortable with him in our home and the dogs and home were well cared for. I’ll definitely ask Daniel back :)”


“Amber is very dependable and did a great job of watching our very, human dependent, lab. She stayed at our house and kept him company for 4 days. I would recommend Amber for these types of Rover requests.”


“Chelsi was great! She kept me updated and was easy to communicate with during my 4 day trip. She was respectful of my house and I’ll definitely be using her to pet/house sit in the future.”


“Gwen is amazing! She took care of Rocco just as I would and I could tell he misses her. She was very communicative and shared plenty of updates. Was quick to respond and made sure Rocco was getting tons of love.”


“Kaylee did an amazing job taking care of my two dogs! She was attentive to my dog’s daily medication and kept me informed when it was given. I loved receiving pictures and walking updates, which gave me peace of mind. My house was left in good shape, and I’m looking forward to booking her again!”



“Ginger is the absolute best! I trust her implicitly and am never worried about how Beau is when Ginger is staying with him. She is responsible, leaves the house cleaner than I do, and is extremely flexible when my schedule changes last minute. She has been my go-to sitter over the last 2 years, and if I could take her with me when I move to CA I would. I cannot recommend her pet care services enough.”

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Shayna M.Star Sitter

“Shayna was amazing! She jumped in last minute to care for our two dogs and two cats, and they all absolutely loved her. She kept us updated with messages and photos, and we could tell everyone was happy, safe, and getting tons of love. We’ll definitely be booking with her again!!”




Ashley S.

“Ashley cared for our dogs for an entire week and did a wonderful job! She sent pictures and videos and kept us informed. Already re-booked her for a future need.”


Sasha T.

“Sasha did a great job taking care of our four dogs, parrot, & home for a 15 day trip. It was the longest we have all been away at the same time. She communicated with us regularly and provided a lot of pictures. One of our dogs refuses to show himself with most sitters but Sasha was able to get him to go on walks. Our home was also in great shape, we could not have been happier with the experience.”


Grace G.

“Grace was awesome! I had such peace of mind leaving her at my house with my dogs. She was great with the pups, kept my plants alive, checked in with pictures, and was so pleasant. Will absolutely use her again. Thanks Grace!”


Sophia O.

“We appreciated Sophia’s last-minute availability and professionalism in setting up care for our two senior dogs! She took the time to meet our dogs beforehand and get to know their behaviors. She was quick to respond when we checked in, and she kept our place tidy!”


Peyton V.

“Peyton was awesome! She did a fabulous job with our dogs who can be a little finicky with new people. She left our house in wonderful condition and was very communicative, giving us plenty of updates! I would highly recommend her to anyone looking for a great house sitter for their pups!”


Danielle M.Star Sitter

“Danielle was wonderful with our 17 year old Pickles and 1 year old Gracie. She sent pictures and updates daily and helped bring in our mail and packages. Looking forward to working with Danielle soon!”


Nancy B.Star Sitter

“This was our 1st time using Rover and our 1st time with Nancy. We were very nervous about leaving our pets and our home with a stranger but Nancy was everything we could have hoped for: friendly, confident and loving with our critters, great communication and the best pictures. It’s clear why she has a loyal clientele! If she’d have us, we’d easily ask for her to care for our fur family again.”


Emprez M.

“Our dogs did great with Emprez!”


Becca B.Star Sitter

“Becca was very responsive and respectful of my home and cared lovingly for my two needy dogs! She went above to take them on walks and ensure they had the affection they need. I'm so grateful we found her!”


Skylar L.

“Skylar was great with my dogs! We have 7 and they aren’t the easiest to deal with but she handled them like a pro! We have medical and behavior “special needs “ pups . The dogs were well taken care of and looked great when we got home . She was even able to win over my not so friendly pit/rot mix that hates everyone. Very communicative and sent tons of pics. We will definitely hire her again ( if she’ll accepts, once may have been enough for her )”


Kaylie L.

“Kaylie was awesome when watching our house and pups. We have 4 animals that all require a bunch of attention, including daily medication. She sent us daily updates and multiple pictures throughout the day which eased our anxiety of leaving the state.”


Rhonda R.Star Sitter
“Rhonda did a great job watching my very sweet, energetic and demanding dogs! She gave frequent updates, was super prompt with any questions I asked and provided a lot of love to my pups. I also came home to an exceptionally cleaned house!”


Daniel K.

“Daniel was very good about communicating and was at ease with our three fairly big dogs right away. I felt comfortable with him in our home and the dogs and home were well cared for. I’ll definitely ask Daniel back :)”


Amber R.

“Amber is very dependable and did a great job of watching our very, human dependent, lab. She stayed at our house and kept him company for 4 days. I would recommend Amber for these types of Rover requests.”


Chelsie D.

“Chelsi was great! She kept me updated and was easy to communicate with during my 4 day trip. She was respectful of my house and I’ll definitely be using her to pet/house sit in the future.”


Gwen G.

“Gwen is amazing! She took care of Rocco just as I would and I could tell he misses her. She was very communicative and shared plenty of updates. Was quick to respond and made sure Rocco was getting tons of love.”


Brandi N.

“Brandi did a wonderful job and the doggies were happy!”


Kaylee L.Star Sitter

“Kaylee did an amazing job taking care of my two dogs! She was attentive to my dog’s daily medication and kept me informed when it was given. I loved receiving pictures and walking updates, which gave me peace of mind. My house was left in good shape, and I’m looking forward to booking her again!”




Ginger Y.

“Ginger is the absolute best! I trust her implicitly and am never worried about how Beau is when Ginger is staying with him. She is responsible, leaves the house cleaner than I do, and is extremely flexible when my schedule changes last minute. She has been my go-to sitter over the last 2 years, and if I could take her with me when I move to CA I would. I cannot recommend her pet care services enough.”
Over 465 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
Tiffany was nothing short of wonderful! She was reliable, excellent at communication, and most importantly took great care of our pups! (And fish and caterpillar 😂). She also was a great house sitter - the place was super clean when we returned! Thanks Tiffany!

Breyanna did a great job with our boys. She was reliable and took great care of them. We had a somewhat complicated feed regiment that she took care. Reliability is really important to us and she was definitely that. In other words you can count on Breyanna to take good care of your pets.

Sara was fantastic! She sent daily photos and kept me up to date on how my pup was doing. She went above and beyond on the last day staying longer to make sure my anxious pup was well taken care of just in case the possible storm came close! I’d highly recommend her!

Kea took exceptional care of my 2 English Bulldogs while I was away for Thanksgiving! She gave them a 30 min walk both morning and night as well as a 15 min walk at lunch! I came home to a clean house and happy pups! I already hired her again for Christmas! If you are looking for a mature and trustworthy house sitter look no further than Kea!

How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 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 average 4 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 on Rover as of Aug 2025 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.
As of Aug 2025, there are 1,402 house sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Windsor house sitters respond in under an hour.
House sitters in Windsor have an average of 15 years of experience. House sitters with repeat customers have an average of 4 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.
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 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.
