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Top rated Windsor house sitters

“Katie did a fantastic job house/pet sitting for us while we were away for a long weekend. Katie is very knowledgeable and was great with our Cat and Greyhound We already have her booked for our next trip!”


“Valerie is such a GREAT dog sitter, our dogs love her and she is amazing with them! She was very communicative and made me feel at ease leaving them in her care. I have to look no further!!!!”


“Everything you wanted from a dog/house sitter. Extremely respectful to the property, caring and loving to my dog, constant updates and photos throughout, flexible and attentive. Love this couple!”


“Julie did a great job caring for our dogs! She sent lots of picture updates and was a quick communicator. Julie was able to be at our home with the dogs the majority of each day to keep them company. She gave them new toys and spent a lot of time with them playing outside!”


“Rebecca was awesome dog sitting our pup for about 10 days, she went above and beyond taking care of a few things around the house that she didn't have to, and we were in frequent communication. Highly recommend Rebecca dog sitting, she is very trustworthy and reliable!”


About: What Sets Me Apart in Pet Sitting Services: ✅ Cat-Centric Experience – Many sitters focus on dogs, but I specialize in feline care. I understand cat behavior, body language, and how to build trust—even with shy or anxious cats. ✅ Personalized Attention – I don’t just “check in”—I engage. Each visit is tailored to your pet’s specific needs, routines, and personality. ✅ Reliable & Communicative – You’ll never have to wonder how your pet is doing. I send consistent updates, photos, and even videos, so you stay connected while you’re away. ✅ Medication & Special Care Expertise – Comfortable administering oral medication, eye drops, or specialized care for senior or special-needs pets. ✅ Calm & Trustworthy Presence – Animals (especially cats!) respond best to calm energy and a gentle approach. I pride myself on being a steady, stress-free presence in your pet’s routine. ✅ Respect for Your Home – I treat your home with the same care and respect I give your pets—leaving it tidy, secure, and exactly as you left it. I currently work full time, 2 off days typically during the week. I can come early in the mornings before work to feed/let dogs out. Then in the afternoon I can come back walk dogs/play with pets and feed them. I do not offer care for pets in my house. I only offer pet sitting at a clients house. Let me know if you have any questions.

“Teddy and Roxy has a wonderful time with Jenna while we were on vacation! We felt very comfortable after meeting Jenna that our babies were in good hands. She was great about sending us picture updates while we were away and keeping in touch just to let us know they were all doing well. While we hate leaving them we'll be happy to have Jenna stay again giving us the piece of mind that they're being well taken care of and loved :)”


About: I have been in the animal care business for the last 10 years. I personally have a very loved dog that I have cared for, for the last 11 years. On top of caring for my family’s pets over the last 16 years. I work full-time with several days working from home. I know how important an animals schedule is and would do everything to maintain that so the pet’s routine is not affected. My dog and kitten get everything the want and everything I think they need 🤣. Leaving your animal in the trust of me would guarantee that the things you want done for your family are completed. These can include walks, playing with certain toys, or the use of certain leashes or collars.

“Lynn was absolutely amazing with Rue and Walker. I loved seeing pictures of them every day, along with check-ins and great communication! I would love to have Lynn watch my pups again! ❤️”


About: I watch all my friends dogs when they go out of town so I may as well get paid on here for it. I have had and watched dogs from puppies to being old and need some extra care like diapers or a strict medicine schedule. Currently between jobs. As long as I have some notice on when you need care, I can adjust my schedule to help with the dog or dogs. I am pretty flexible with the care your dog needs. As long as you leave some clear instructions on their feeding schedule and any special care they need, I can take care of the dog or dogs.

“Jackie did a great job house sitting and watching my cat, Penny. She is quick to reply to messages, sent photos every day, and left the apartment super clean! I would recommend her highly and will use her services again!!”


About: Hi there! I’m Violet — lifelong animal lover 🐾, reliable critter sitter 💼, and full-time snuggle supplier 🐶💗. I’ve always had a soft spot for animals of all shapes and sizes, and I love making sure they feel safe, loved, and spoiled while you’re away. Whether you’re headed to work, off on vacation, or just need a little extra help with your fur family, I’ve got you covered with care you can trust. 💕 I currently offer: • 🐕 Dog Walks – $12: 15–30 minute strolls full of sniffing, stretching, and tail wags! Great for pups who need to get their zoomies out during the day. • 🐾 Drop-In Visits – $20: 30 minute to 2 hour visits that include walks, meals, meds, potty breaks, playtime, and plenty of love. • 🌙 Overnight Stays – $50: From 8 PM–8 AM, I’ll stay in your home and give your pets full overnight care and companionship. ✨ Add-ons may apply for holiday bookings 🎄, extra pets 🐕🐕🐕 (after 3), or extended stays—just peek at the full details before booking! I can’t currently host pets in my own home, but I’m more than happy to care for yours in their comfy space. I’m flexible, super communicative, and happy to follow detailed care instructions. 💌 I’m happy to answer any question and open to any accommodation, please don’t be afraid to ask! I want your pets to feel just as loved <3 I’m currently in between jobs and thinking about returning back to school. Not cheap this day and age so I’m trying to find something I genuinely enjoy! Like meeting new dogs. I’m currently available virtually anytime as long as I don’t have another booking I’m currently unavailable to provide care within my home. I can only provide house sitting as well as daily walks. Please let me know if this works for you!

“We had the absolute pleasure of having Diane dog-sit and house-sit for us while we were away for a week, and she did an exceptional job! Diane treated our fur babies as if they were her own, showering them with love, attention, and cuddles. She kept us updated throughout the week with plenty of photos and adorable stories about their adventures together, which gave us such peace of mind. Diane is not only a fantastic dog sitter, but she also took wonderful care of our home. We felt completely comfortable knowing that everything was in such capable hands. Her thoroughness, kindness, and compassion truly set her apart. We highly recommend Diane to anyone in need of a caring and responsible pet sitter. Without a doubt, we will be booking her services again and again!”


About: We are an animal loving family with two dogs of our own. I have 18 years experience training female shih tzus and 1 year experience training a male Bernadoodle puppy. We are currently working daily on obedience of our Bernadoodle so we will welcome another dog. My girls love animals also and are actively involved in their care and training. We have experience with senior dogs, having an 18 year old Shih Tzu and puppies. We just went on vacation and thought I would help other families who are in need of pet care. We love cats but two of us are severely allergic. I can care for dogs and small caged animals as well. I look forward to meeting your fur babies. I’m a stay at home Mom who spends all of her time with her family and two dogs. I’m available most of the time to care for your pets. We have a fenced in yard to provide frequent bathroom breaks. I don’t work so I will be home. We have two loving girls to help out and a playful Bernadoodle puppy to keep your dog company!

About: I’ve been a pet sitter since I was 15. I am now 30 and while I am a part time nanny by day I love looking after animals in my free time! I have experience with many animals of many ages. I feel comfortable with any age, extra care needs, and I am flexible and quick to catch on! I do have a a part time nanny job throughout the week with Wednesdays off! I am available every evening and every weekend including overnights! I do have three dogs in my home so I would be more comfortable at your home. I love them very much they can just be a bit hyper for other dogs!

“Emma did an excellent job watching our three dogs while we were away. She was a great communicator throughout the entire time, keeping us updated and sending photos, which really helped put our minds at ease. We came home to happy dogs and a clean home.”


About: I think it’s very important that dogs get their daily exercise! It’s always a bonus for treats. They need their playtime and I ensure they are happy! I would like the flexibility to be able to care for dogs after my full time job Monday through Friday. Mostly evenings will be beneficial for me. I think dogs deserve to be loved and shown attention! I ensure they don’t get into anything they shouldn’t eat and that they are shown affection as well.

About: Hi, I’m Angel! Animals have been a part of my life for as long as I can remember, and I can’t imagine a home without them. I have two cats - Sasha, a gentle fluffball, and Bane, a clever foodie with a playful streak. Over the years, I’ve cared for pets of all sizes and personalities, from energetic puppies to shy senior cats. When you’re away, I’ll make sure your pets feel safe, loved, and cared for just as if they were my own. Whether that means daily walks, play sessions, cuddle time, or just keeping them company, I adapt to their needs and your routine. Your pets’ happiness and well-being will always be my top priority. I’m a college student in Dayton, and I make time between classes to care for pets. I’m available on Sundays, Saturdays, Thursdays, and Tuesday evenings for walks, drop-ins, or playtime. Whether it’s feeding, exercise, or cuddles, I’m happy to fit pet care into my weekly routine. When caring for pets in a client’s home, I focus on keeping their routine as normal and stress-free as possible. I make sure they’re fed on schedule, have fresh water, and get plenty of attention and exercise. I’m happy to handle walks, litter box cleaning, or any special instructions you have. I also give extra love and reassurance so they feel safe and cared for while you’re away.

“Laci responded quickly to my request and promptly scheduled a meet and greet. She came across as very knowledgeable about dogs, and mine took to her right away. When I returned from my trip, my dog was happy, healthy, and clearly well cared for.”

Loving house sitters in your neighborhood
Search Results


Katherine W.
Star Sitter


“Katie did a fantastic job house/pet sitting for us while we were away for a long weekend. Katie is very knowledgeable and was great with our Cat and Greyhound We already have her booked for our next trip!”


Valerie L.

“Valerie is such a GREAT dog sitter, our dogs love her and she is amazing with them! She was very communicative and made me feel at ease leaving them in her care. I have to look no further!!!!”


Megan & Lee S.

“Everything you wanted from a dog/house sitter. Extremely respectful to the property, caring and loving to my dog, constant updates and photos throughout, flexible and attentive. Love this couple!”


Julie B.

“Julie did a great job caring for our dogs! She sent lots of picture updates and was a quick communicator. Julie was able to be at our home with the dogs the majority of each day to keep them company. She gave them new toys and spent a lot of time with them playing outside!”


Rebecca C.

“Rebecca was awesome dog sitting our pup for about 10 days, she went above and beyond taking care of a few things around the house that she didn't have to, and we were in frequent communication. Highly recommend Rebecca dog sitting, she is very trustworthy and reliable!”


natalie b.
““I can’t recommend Natalie enough! She took amazing care of my pets while I was away—keeping them happy, well-fed, and loved. I received daily updates and photos, which gave me total peace of mind. My dog was relaxed and content when I got home, and even my shy cat warmed up to them right away. It’s clear she truly cares about animals. I’ll definitely be booking with them again!””


Jenna T.

“Teddy and Roxy has a wonderful time with Jenna while we were on vacation! We felt very comfortable after meeting Jenna that our babies were in good hands. She was great about sending us picture updates while we were away and keeping in touch just to let us know they were all doing well. While we hate leaving them we'll be happy to have Jenna stay again giving us the piece of mind that they're being well taken care of and loved :)”


Alexandria B.
About: I have been in the animal care business for the last 10 years. I personally have a very loved dog that I have cared for, for the last 11 years. On top of caring for my family’s pets over the last 16 years. I work full-time with several days working from home. I know how important an animals schedule is and would do everything to maintain that so the pet’s routine is not affected. My dog and kitten get everything the want and everything I think they need 🤣. Leaving your animal in the trust of me would guarantee that the things you want done for your family are completed. These can include walks, playing with certain toys, or the use of certain leashes or collars.


Lynn R.

“Lynn was absolutely amazing with Rue and Walker. I loved seeing pictures of them every day, along with check-ins and great communication! I would love to have Lynn watch my pups again! ❤️”


Drew A.
“My dog is actually so obsessed with Drew. Drew has taken care of my high energy aussie for many long weekends while I was traveling. He takes exceptional care of him - making sure he gets plenty of play time and sending consistent updates. I trust him implicitly, and my dog is always so happy to see his friend!”


Jaqueline d.

“Jackie did a great job house sitting and watching my cat, Penny. She is quick to reply to messages, sent photos every day, and left the apartment super clean! I would recommend her highly and will use her services again!!”


Isabel R.

“Isabel did an awesome job taking care of our babies!”


Violet N.
“Violet is an amazing and loving pet caregiver! Her patience, kindness, and love for pets always shine through. Violet will always go the extra mile to make pets feel safe, happy, and loved! Violet is dependable, communicative, and incredibly attentive to any pets needs! I’ve seen firsthand how quickly animals bond with her. Violet is an amazing choice is you’re looking for someone who is experienced, compassionate, and trustworthy to care for your furry animals!”


Diane M.

“We had the absolute pleasure of having Diane dog-sit and house-sit for us while we were away for a week, and she did an exceptional job! Diane treated our fur babies as if they were her own, showering them with love, attention, and cuddles. She kept us updated throughout the week with plenty of photos and adorable stories about their adventures together, which gave us such peace of mind. Diane is not only a fantastic dog sitter, but she also took wonderful care of our home. We felt completely comfortable knowing that everything was in such capable hands. Her thoroughness, kindness, and compassion truly set her apart. We highly recommend Diane to anyone in need of a caring and responsible pet sitter. Without a doubt, we will be booking her services again and again!”


Erica W.
“Erica is such an incredibly sweet and caring person. She has watched my dog and my parents dog on several occasions. Erica is always willing to go out of her way to be helpful. I would highly recommend her to watch animals.”


Whitney A.
“Whitney has provided exceptional care for our fur (and human) babies throughout the last several years. She has such a positive attitude and goes above and beyond to spoil them each and every visit. I cannot recommend her enough if you are looking for someone who will love your pets like her own.”


Emma H.

“Emma did an excellent job watching our three dogs while we were away. She was a great communicator throughout the entire time, keeping us updated and sending photos, which really helped put our minds at ease. We came home to happy dogs and a clean home.”


Emmaline R.
“Emmaline is very responsible, great with animals. She is very trust worthy, she has spent the entire weekend at our home and has always done a great job. Highly recommend!”


Angelina W.
About: Hi, I’m Angel! Animals have been a part of my life for as long as I can remember, and I can’t imagine a home without them. I have two cats - Sasha, a gentle fluffball, and Bane, a clever foodie with a playful streak. Over the years, I’ve cared for pets of all sizes and personalities, from energetic puppies to shy senior cats. When you’re away, I’ll make sure your pets feel safe, loved, and cared for just as if they were my own. Whether that means daily walks, play sessions, cuddle time, or just keeping them company, I adapt to their needs and your routine. Your pets’ happiness and well-being will always be my top priority. I’m a college student in Dayton, and I make time between classes to care for pets. I’m available on Sundays, Saturdays, Thursdays, and Tuesday evenings for walks, drop-ins, or playtime. Whether it’s feeding, exercise, or cuddles, I’m happy to fit pet care into my weekly routine. When caring for pets in a client’s home, I focus on keeping their routine as normal and stress-free as possible. I make sure they’re fed on schedule, have fresh water, and get plenty of attention and exercise. I’m happy to handle walks, litter box cleaning, or any special instructions you have. I also give extra love and reassurance so they feel safe and cared for while you’re away.


Laci P.

“Laci responded quickly to my request and promptly scheduled a meet and greet. She came across as very knowledgeable about dogs, and mine took to her right away. When I returned from my trip, my dog was happy, healthy, and clearly well cared for.”
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 Aug 2025 was about $40 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 757 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, 89% of Windsor house sitters respond in under an hour.
House sitters in Windsor have an average of 14 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.
