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Top rated Windsor house sitters
“Sam was an incredible puppy sitter. This is our first puppy so I am overly cautious with her. Within the first thirty minutes of us leaving, sam sent us a plethora of photos and updates, leaving my heart at ease. She updated us very frequently with updates and cutesy photos of our girl. She let us know her overall report when we came home, and watched her to make sure she has no separation anxiety with us. It was such a relief to have her, and I will absolutely be using sam again.”
“Mary was an amazing pet sitter to our dog. She sent photos and videos daily. I could tell by the videos and photos that our dog was very well taken care of while we were away and it took the stress out of traveling, knowing that she was in such good hands. I would definitely have Mary back to pet sit. Highly recommend!”
“Olivia was a stellar dog sitter! My pup King loved her and she was so respectful of our home. She reported updates to us one to two times a day which was truly appreciated while we were away. We definitely will be booking with her again soon!”
“10 Stars! Annie took care of our 3 dogs and our house while we were overseas for 2 weeks and did an exceptional job. She is a natural dog sitter and they absolutely loved her. She walked them and sent us updates every day. And she did a terrific job taking care of our house, too! We will be hiring her again in the future.”
“Josh was great! Sent at least one picture or video per day and left the house cleaner than when he got there. This was a long trip for us, and we were very pleased with everything. Would definitely recommend.”
“Samantha had a wonderful stay with our pup! I appreciate her friendliness, professionalism, neatness, attention to detail, and love for animals! She sent photos of our pup each day with reassuring and positive updates. She was easy to reach and responded quickly to texts. She left a lovely thank you note, which was such a nice unexpected touch! Our home was in perfect order when we returned. My pup was a happy boy when we returned! I’ve just booked another week with her!”
“KiAnna was willing to arrive by 6:45 AM so we could depart by 7:15 AM. She took great care of Chester and we will be asking her to house sit and take care of Chester again!”
“Finn was well cared for and very happy to have spent the day with Lucy. We will be scheduling more time with Lucy and would confidently recommend her to others.”
“I can’t thank Alyssa enough for taking excellent care of our baby. It was the first time we used Rover or had someone stay at the house. Alyssa stayed in touch and sent videos and pictures so we could be rest assured things were going great while we were away. She is so professional and made this experience amazing for all of us. The most important part was knowing our dog was in good hands and was happy and comfortable. We will definitely be using Alyssa again next time we need a sitter. We can’t thank her enough!!!!”
“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.”
“Shea was the perfect dog (and house) sitter. We came home to a relaxed senior dog and the house just as we had left it. Shea is professional and responsive. We will definitely be booking with Shea again!”
“Alyanna mught be my dogs new best friend. She was great with our german shepherd and even managed to win the hearts of our anti social cats. Took great care of the house and sent lots of updates!”
“Ashley was available to watch our dog when we made last minute changes to our plans and needed to be away for an extra night. She was wonderful with Maisie. She sent pictures and kept us updated on how Maisie was doing. Maisie was very well cared for. We'd highly recommend Ashley and have already asked her to watch Maisie again in the future.”
About: I’ve taken care of pets for my co-workers and friends for the past several years while they traveled out of town for an extended amount of time. I make sure to check-in every day, feed them, and make sure they get enough attention. I am raising money for marathons I have signed up for over the next year. I’m preparing to run the Marine Corps Marathon and aim to run the Boston Marathon. I usually work evenings from 3-11pm Wednesdays through Sundays and I will have time to take care of your pet in the mornings before I get ready for work. When I am in charge of your pet, I make sure sure they have the food the need to remain healthy, give them a walk when they need it, and provide them with enough attention.
“Sophia is absolutely wonderful and our pups love her! We booked several times with her and would definitely do so again. She took wonderful care of our pets and home.”
“Thank you so much Megan for taking such good care of my girls. They really appreciated having you to comfort them and seemed very relaxed while I was away. I appreciated how neat you were and that you left the house spotless thank you so much!”
“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.”
About: I have knowledge and experience handling various animals from small to large dogs and even working line dogs. I have been a veterinary technician for 5 years and focused in areas such as general practice and emergency. In my current career I specialize in rabbits and rodents as they hold a dear place in my heart. I have experience with fearful dogs/cats and hyperactive pets. I have knowledge in care requirements for the following species due to working in the veterinary field: rabbits, hamsters, rats/mice, chinchillas, guinea pigs, dogs, cats, and gerbils. I also am experienced and able to care for special needs pets whether if they need medications, a special diet, or have special bathroom requirements. I currently work full-time, but love working with animals during my free time. I’m available on the weekends with little restrictions and during the evenings of the week (Monday-Friday) after 3pm. I update my availability on the calendar every month, one month at a time. I encourage meet and greets prior to confirming a booking to ensure you, your pet(s), and I are a great match. It’s also a great way to do introductions and get to know your and your pet prior to a booking. Meet and greets are free of charge. In my home, I do have small animals (rabbits), but they have their own private space. Your pet will be able to lounge in the main living areas with no disruption from other animals. I do require dogs to be crate trained in cases or urgencies. My yard is not completely fenced, however this doesn’t deter your pet from being able to enjoy the outdoors as they are constantly supervised and on leash. I also live nearby many parks and aim to provide ample exercise for them in those areas. In the client’s home, I can follow specific directions you may have regarding your pet and any questions on my end will always be relayed to you to avoid confusion.
“Jessica was great when taking care of Tucker! She communicated the entire stay and kept me updated with lots of pictures of him playing and happy! I will definitely be booking again with her!”
Loving house sitters in your neighborhood
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Samantha L.Star Sitter
“Sam was an incredible puppy sitter. This is our first puppy so I am overly cautious with her. Within the first thirty minutes of us leaving, sam sent us a plethora of photos and updates, leaving my heart at ease. She updated us very frequently with updates and cutesy photos of our girl. She let us know her overall report when we came home, and watched her to make sure she has no separation anxiety with us. It was such a relief to have her, and I will absolutely be using sam again.”
Mary M.Star Sitter
“Mary was an amazing pet sitter to our dog. She sent photos and videos daily. I could tell by the videos and photos that our dog was very well taken care of while we were away and it took the stress out of traveling, knowing that she was in such good hands. I would definitely have Mary back to pet sit. Highly recommend!”
Olivia B.
“Olivia was a stellar dog sitter! My pup King loved her and she was so respectful of our home. She reported updates to us one to two times a day which was truly appreciated while we were away. We definitely will be booking with her again soon!”
Annie D.
“10 Stars! Annie took care of our 3 dogs and our house while we were overseas for 2 weeks and did an exceptional job. She is a natural dog sitter and they absolutely loved her. She walked them and sent us updates every day. And she did a terrific job taking care of our house, too! We will be hiring her again in the future.”
Joshua N.
Star Sitter
“Josh was great! Sent at least one picture or video per day and left the house cleaner than when he got there. This was a long trip for us, and we were very pleased with everything. Would definitely recommend.”
Samantha N.Star Sitter
“Samantha had a wonderful stay with our pup! I appreciate her friendliness, professionalism, neatness, attention to detail, and love for animals! She sent photos of our pup each day with reassuring and positive updates. She was easy to reach and responded quickly to texts. She left a lovely thank you note, which was such a nice unexpected touch! Our home was in perfect order when we returned. My pup was a happy boy when we returned! I’ve just booked another week with her!”
KiAnna H.Star Sitter
“KiAnna was willing to arrive by 6:45 AM so we could depart by 7:15 AM. She took great care of Chester and we will be asking her to house sit and take care of Chester again!”
Lusianna M.Star Sitter
“Finn was well cared for and very happy to have spent the day with Lucy. We will be scheduling more time with Lucy and would confidently recommend her to others.”
Alyssa W.
“I can’t thank Alyssa enough for taking excellent care of our baby. It was the first time we used Rover or had someone stay at the house. Alyssa stayed in touch and sent videos and pictures so we could be rest assured things were going great while we were away. She is so professional and made this experience amazing for all of us. The most important part was knowing our dog was in good hands and was happy and comfortable. We will definitely be using Alyssa again next time we need a sitter. We can’t thank her enough!!!!”
Aston J.Star Sitter
“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.”
Shea M.Star Sitter
“Shea was the perfect dog (and house) sitter. We came home to a relaxed senior dog and the house just as we had left it. Shea is professional and responsive. We will definitely be booking with Shea again!”
Alyanna G.
“Alyanna mught be my dogs new best friend. She was great with our german shepherd and even managed to win the hearts of our anti social cats. Took great care of the house and sent lots of updates!”
Ashley S.Star Sitter
“Ashley was available to watch our dog when we made last minute changes to our plans and needed to be away for an extra night. She was wonderful with Maisie. She sent pictures and kept us updated on how Maisie was doing. Maisie was very well cared for. We'd highly recommend Ashley and have already asked her to watch Maisie again in the future.”
Steffen B.
“Steffen is one of the kindest most compassionate people I know. He is truly one of the good people in this world and I trust him like family. I know he will take great care of your family member because he has a great work ethic and just genuinely cares which is honestly so rare. I’m lucky to have him as a friend and any pet he cares for will feel the same!”
Sophia O.
“Sophia is absolutely wonderful and our pups love her! We booked several times with her and would definitely do so again. She took wonderful care of our pets and home.”
Amber M.
“Amber took great care of our pup!”
Megan S.
“Thank you so much Megan for taking such good care of my girls. They really appreciated having you to comfort them and seemed very relaxed while I was away. I appreciated how neat you were and that you left the house spotless thank you so much!”
Greg C.
“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.”
Desiree R.
“Desiree is a lifelong animal lover who has worked with and cared for pets her whole life. She has a Bachelor’s in Veterinary Science and is currently working towards a Master’s in Animal Welfare and Behavior. She is very passionate about animals and especially dogs, although she is great with all animals, including cats, rabbits, and rodents.”
Jessica & Christopher F.Star Sitter
“Jessica was great when taking care of Tucker! She communicated the entire stay and kept me updated with lots of pictures of him playing and happy! I will definitely be booking again with her!”
Over 88 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
Sarah stayed at our house for 10 days and took care of our 2 dogs and 1 cat. She sent photo updates twice a day and responded quickly if I had any questions. She left the house neat and tidy upon her departure. I would hire Sarah again and would recommend her to anyone needed a pet sitter.
Sarah was great! She was very professional, easy going, took amazing care of my two dogs (who can be a little rambunctious!) while we were out of town for the holidays. I appreciated the ease of communication, as well as all the picture updates while we were out of town! Would definitely recommend and book again!
As first timers with Rover, we were so fortunate to have found Melissa to watch our puppy. Her communication was excellent (loved the pics, videos and updates!) and she navigated a few obstacles with ease and a great attitude. We’ve already booked her for our next family trip! Thank you, Melissa!
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 $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 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 Jul 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 Jul 2025, there are 1,080 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 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.
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