
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Annie was awesome!! She took great care of our golden, he had his own vacation while we were gone. Annie kept us up to date and sent some great pictures. She is a natural and our dog absolutely loves her!”


About: I have 2 dogs and 2 cats. I have lots of experience feeding, walking, and taking care of them! I also have experience with senior animals! Mostly available evenings and weekends. I will work with you to schedule times that work for you and your animals. I will be as flexible as possible! For dogs, I can walk, feed, play with them, and give them medicine if needed. For cats, I can play, feed, change litter boxes, and make sure they are happy!
“We could not have asked for more! Chris was great in every way: the dogs were happy, the house was perfect. He went above and beyond to make sure that everything went smoothly for all of us. Can't wait to have him back soon!”


About: I’ve had a dog and 3 cats growing up. I am constantly around dogs and they all love me. My friends and neighbors have trusted to watch their animals when they are away. I just graduated college and looking for a fun job for over the summer! I have lots of free time so I am available to help with your animals whenever you need! I have one cat at home but he’s not the biggest fan of new animals. I love playing with animals and making sure they use most of the energy.

“Jess was very caring and enjoyed being with Lark. She did what was asked of her and that we were very appreciative of. Our pup can be a little stubborn, so we're always thankful for other people's patience with him. I can tell she really cares for animals in general.”


“Jessica was really great with our boys! They’re new to us and we didn’t know what to expect with a sitter but needed to attend a memorial today with short notice and reached out to Jessica just a couple days ago. Not only did she make herself available on short notice, she also made sure she could come by earlier today with her kids to see how everyone would interact. This was really helpful to familiarize everyone in advance and a big help to us to see how well our boys got along with “human puppies” - worked out so great! While we were gone, Jessica sent a bunch of FANTASTIC pics to keep us informed. Being new to our dogs and this being the first time we hired at home sitters for them, I think Jessica and I learned a few things simple we can do to clarify communication with each other in advance which went really well considering we had so little time to prepare! Would definitely welcome Jessica and the kids back again - our boys really loved them and enjoyed their time together - and they were happily exhausted when we got home still sleeping some 4 hours later! Thanks Jessica!”

“KiAnna was fantastic. Our dogs loved her, and they were in great hands when we were away. Her experience as a vet tech was highly appreciated as the dogs are old and have medication needs that she was able to handle with no problems. Looking forward to having KiAnna back again next time we are out of town!”

“Best house sitter we have ever had! Samantha goes above and beyond; she communicates via text and pics everyday, takes care of our home, and cleans up after herself. It’s great coming home to a clean house and happy pet. Thanks Samantha!”

“Mary stayed with our 6 pets and managed our home very well when we traveled for a week. We got lots of pictures and videos and our pets were well cared for. I can definitely recommend Mary for your pet care and I will use her again next time we have need.”


About: I have been taking care of animals my whole life and many friends of mine have trusted me with the pets. I am also willing to meet all of your pets needs Normally mornings work for me with a little in the afternoon and then nights it depends on what time and how long the service will be I have a cat right not and take care of him by playing giving him treats and fresh food and water every day not matter what
“Aston was great! He handled out three dogs and one cat for a 7 day vacation. He was very good with them and they were quite relaxed when we returned home. We will definitely use him again.”
“Carol is simply the best sitter I’ve ever used! She is so caring, kind and accommodating and provides sweet updates for my girl. I know that Harper is in excellent hands with her and will be so well taken care of. She loves the dogs like her own and will be SO missed after her move!!! Thank you 🥰”


“Once again, Allie has done an incredible job watching our pups. She took such good care of our dogs and our home while we were out of the country for 10 days. She's the absolute best sitter and is so communicative and thoughtful. And most importantly, our dogs love her! Allie went above and beyond, and we will absolutely reach out to her again. This was our second time having Allie watch the pups, and it won’t be the last!”

“Eleni was great and super responsive. She was able to accommodate a last-minute request, and was great with our two large pups and their differing needs. She was communicative throughout and they were in high spirits when we returned!”

About: I have cared for animals for about 10 years and have mostly worked with dogs, cats, and rabbits. I always am the first person my neighbors as for pet sitting as I am reliable and love spending time with animals. I love to give pets lots of attention and play with them and give lots of petting to make them as happy as possible. I currently have no other job at the moment so I have plenty of time to look after your pets! I am available all day during the week and on weekends. I have a cat that has to take pills daily and I am used to giving animals medicine and flea medicine so I am very capable of doing that for your animal. I also give my cat nail clippings and fur brushing to keep them clean. I also clean the litter box weekly and always pick up dog poop.
“Carla was exceptional with our dog Molly. The care Carla gave our dog was outstanding and the daily communication and pictures eased our minds while we enjoyed some time away. Without a doubt we will be using Carla again.”


“Abmari did a great job caring for my dog and cat while we were on vacation. My pets were well taken care of, there was good communication, and we came back to a tidy apartment. We will book her again for future stays!”

“Heather and Greg were great with our two giant rescue pups. Heather stayed with them overnight for 10 days, and one of them was sad not to see her the first night we were back (looking for her in the guest room!). Hope to have them take care of pups again. Highly recommend this team to take care of your beloved family member pups.”

Over 99 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
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 is $60
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 3 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 Jun 2026 was about $60 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 Jun 2026, there are 1,049 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, 87% of Windsor house sitters respond in under an hour.
House sitters in Windsor have an average of 16 years of experience. House sitters with repeat customers have an average of 3 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.




