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Top rated Windsor house sitters


“Megan took excellent care of our Murphy for a weekend away. She arrived as planned and spent quality time with Murphy each day, and provided frequent and thorough updates, including pictures! We won’t hesitate to book Megan again to watch Murphy - highly recommend!”


“Tiana was very dependable and took very good care of Hobbes”


“Appreciate Jolie's diligent care for my buddies while I was away. Communicated well and tended to each of my dogs specific needs. Would be happy to have her back the next time I need a sitter.”


“Terry was fantastic! She was great with our dogs and a pleasure to work with. She was a perfect houseguest and our dogs were perfectly looked after. We can’t recommend Terry enough.”


“Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.”



“Leah you were amazing. Thank you for your flexibility and quick responses. I felt so comfortable leaving my giant boys with you. I can tell they felt very comfortable. We really appreciate you!”


“We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”


“Carolyn was great! She checked in keeping me posted on how Ellie was doing, and was open to staying with her longer while it was storming. Will definitely use her again.”


“Morgan is great with our anxious little dog! She is gentle and moves at his pace and really makes him and us feel comfortable!”


“Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.”


About: I have had dogs in my life since I was a baby! From labs, hound, shepherds, and plenty of breeds in between, I love to meet new dogs and make them my new bff. Feeding, walks, playtime, potty breaks, you name it, I can do it. I even worked in the office of a dog training company for awhile! I have plenty of stories to share :) I work 35 hours a week at my full time job, so I have some extra time that would be easily filled with pet care. I live in a very walkable neighborhood and would love to get my daily exercise while helping pets get theirs too. I have experience crating dogs, following through on commands, and recognizing when a dog needs space. I worked in the office for a dog training company for 2 years and know how and when to avoid risky situations. I’m strong and can handle most larger dogs.


“This was my first time using Rover, and I appreciated Tina walking me through the process. I appreciated her daily updates, clear communication, and my house was as I'd left it.”


“Karina took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!”


“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


“Jessica was amazing from our first messages to her stay with my animals. Initially, I asked for references as I previously had a terrible experience on Rover and she was quick to provide me with the numbers of people she has sat for previously (with their permission). At our meet and greet my animals immediately took to her and her to them, and she was so comfortable even with their high excitement and noise levels. ;) During her stay with them, she kept in touch regularly with me and sent me so many pictures which I loved. I could tell she loved my animals which is always what you want from their caregiver. <3 My home was clean when I returned and, far more importantly, the animals had clearly been very loved on and wonderfully cared for! I recommend her so highly!! She is wonderful and my animals agree! :)”



“Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!”


About: I’ve grown up surrounded by animals. I’ve dog sat several times over the span of a decade. I’ve cared for dog breeds of all ages, sizes and personalities. Whether it was daily walks, overnight stays, and followed detailed care routines. I also love to stay active and will provide long walks in the neighborhood or local parks! As a college student, I have a flexible schedule that allows me to plan my classes and study time around pet care. Whether it’s starting with a morning walk or stopping by in the afternoon. Typically I am available Monday-Friday. In clients houses, I make it my top priority to care for your space, respect your pets as I would my own home. I stick closely to your pets usual routine for feeding, walks and playtime. And I’ll always keep you updated with photos or messages to see how they’re doing.

About: I have been a huge animal lover since I was a kid. I volunteered at the local animal shelter in my college town for over a year, so I have experience with a variety of different dog breeds across a variety of different ages. As a volunteer, I was responsible for walking and socializing the dogs. I also took dogs out of the shelter for a day to get them experience in public. My family also have had dogs for my entire life, so I have experience with taking care of dogs at all ages. I live a very active lifestyle that allows me to take dogs out for the exercise that they need. I also like to follow specific schedules which helps avoid uncertainty in animal schedules. I care for pets in my home and others home in the way that the owner expects. It is important to keep training and care consistent for a pet so it avoids confusion for the pet. It is also important to understand the breed of the animal as every breed has different needs.

“Emily is so sweet and kind, we loved having her help us. I appreciated having her watch our pup while I was out of town. I have never had anyone outside of family house sit for me and was nervous. Emily took all my nerves away, she kept me updated throughout her stay and my home was as clean as I left it. Would recommend her to anyone and will definitely be a repeat customer!”


“Anna did a fantastic job with our fur kids. She was very good about sending us pictures and updates about how things were going, which I really appreciated because our dog Izzy wasn’t feeling great. Izzy and our 3 cats were well taken care of. We’re looking forward to having Anna again during our summer vacation trip for house sitting! She is great!”

Loving house sitters in your neighborhood
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Megan B.

“Megan took excellent care of our Murphy for a weekend away. She arrived as planned and spent quality time with Murphy each day, and provided frequent and thorough updates, including pictures! We won’t hesitate to book Megan again to watch Murphy - highly recommend!”


Tiana B.Star Sitter

“Tiana was very dependable and took very good care of Hobbes”


Jolie ZevallosStar Sitter

“Appreciate Jolie's diligent care for my buddies while I was away. Communicated well and tended to each of my dogs specific needs. Would be happy to have her back the next time I need a sitter.”


Terry K.


“Terry was fantastic! She was great with our dogs and a pleasure to work with. She was a perfect houseguest and our dogs were perfectly looked after. We can’t recommend Terry enough.”


Sidney R.Star Sitter

“Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.”




Leah B.

“Leah you were amazing. Thank you for your flexibility and quick responses. I felt so comfortable leaving my giant boys with you. I can tell they felt very comfortable. We really appreciate you!”


Travis M.Star Sitter

“We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”


Caoylin C.

“Carolyn was great! She checked in keeping me posted on how Ellie was doing, and was open to staying with her longer while it was storming. Will definitely use her again.”


Morgan D.

“Morgan is great with our anxious little dog! She is gentle and moves at his pace and really makes him and us feel comfortable!”


Stephanie H.Star Sitter

“Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.”


Katelyn C.Star Sitter
“Katie is always my first call to take care of my two dogs when I go out of town or just need someone to stop by to let them out. When my golden retriever underwent surgery and needed medication, Katie was meticulous in making sure he had everything he needed to stay healthy and happy. She’s also patient with my senior St. Bernard, who takes a little more time on walks and requires a bit more cleanup after meal times. When I have to leave my dogs at home, I feel completely at ease knowing they are in her capable hands. I would absolutely trust her with my dogs again in the future. If you are looking for someone reliable, responsible, and caring, Katie is the perfect choice to care for your furry friends!”




Tina B.Star Sitter

“This was my first time using Rover, and I appreciated Tina walking me through the process. I appreciated her daily updates, clear communication, and my house was as I'd left it.”


Karina M.

“Karina took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!”


Jessa E.

“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


Jessica & Andrew B.


“Jessica was amazing from our first messages to her stay with my animals. Initially, I asked for references as I previously had a terrible experience on Rover and she was quick to provide me with the numbers of people she has sat for previously (with their permission). At our meet and greet my animals immediately took to her and her to them, and she was so comfortable even with their high excitement and noise levels. ;) During her stay with them, she kept in touch regularly with me and sent me so many pictures which I loved. I could tell she loved my animals which is always what you want from their caregiver. <3 My home was clean when I returned and, far more importantly, the animals had clearly been very loved on and wonderfully cared for! I recommend her so highly!! She is wonderful and my animals agree! :)”




Louisa S.

“Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!”


Samantha M.
“Samantha is a very caring and pet loving person. She watched 4 of my dogs for a weekend without any problems. I trust her with my dogs and any other pet. She would be a great pet sitter!”


Hayley K.
“Hayley loves dogs! We have always had a family dog and Hayley was taught from a young age how to interact and care for dogs. At college, Hayley volunteered at the LaCrosse County Humane Society. Twice a week she would help with the sheltered dogs. She was able to “check out” shelter dogs for a day. She would take them hiking and to other places to help them get adopted”


Emily B.Star Sitter

“Emily is so sweet and kind, we loved having her help us. I appreciated having her watch our pup while I was out of town. I have never had anyone outside of family house sit for me and was nervous. Emily took all my nerves away, she kept me updated throughout her stay and my home was as clean as I left it. Would recommend her to anyone and will definitely be a repeat customer!”


Anna O.

“Anna did a fantastic job with our fur kids. She was very good about sending us pictures and updates about how things were going, which I really appreciated because our dog Izzy wasn’t feeling great. Izzy and our 3 cats were well taken care of. We’re looking forward to having Anna again during our summer vacation trip for house sitting! She is great!”
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!
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.
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 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 Jun 2025, there are 719 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 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.
