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Top rated Windsor house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I had never used a pet/house sitter that I didn’t know before booking Elliot, and must admit I was nervous about doing so. But Elliot was fantastic! He took care of everything that needed to be done, including taking the trash out, which we had not asked him to do. He asked questions about my cat and her care that indicated that he was really interested in doing a good job. I received daily photos and updates and this enabled me to relax and know everything was in good hands. I highly recommend Elliot if you’re in the area!”

“My four legged furry babies love Sasha, so she must be doing something right! Sasha is easy to work with and very communicative. She is conscientious of our space, and tries to leave everything even better than when she arrived.”

About: I provide attentive, Active & Reliable pet care. have owned dogs for the last 15 years, and have two active dogs of my own. I have cared for colleagues and friends' dogs, with experience caring for senior dogs and training puppies. I have flexible hours in my full time job and work from home 2-3 days per week. I love to be active so any excuse for an extra walk is welcome ;) Drop in visits and dog walking are preferred but I can provide house sitting or boarding with advanced notice. I am attentive and active, and love a detailed care list to follow!
“Brooklyn did an amazing job with my animals and they were so comfortable with her! She was excellent at checking in and updating me about them and making sure everyone is happy. Will definitely book again!”

About: Hi there! I'm Elisa, a dedicated veterinary student with over a decade of animal care experience. I hold a Bachelors degree in Veterinary and Biomedical Sciences from Penn State University and I'm currently pursuing a dual Doctorate of Veterinary Medicine and Masters in Public Health program at Colorado State University. I’ve spent years working with animals in all kinds of settings—from shelters to emergency vet hospitals. I’ve worn many hats in the animal care world, including volunteer, veterinary assistant, receptionist, and technician. I’m also pet CPR and first aid certified, and I’ve completed dog and cat handling training through Providence Animal Center in Media, PA. Whether your pet needs a calm and capable sitter, a midday break, or just some loving companionship, I bring a high level of care, reliability, and compassion to every visit. I treat every pet like family and strive to create a safe, positive experience for both animals and their people. Let me know how I can help your furry friend feel at home while when you’re away! As I pursue my studies to become a veterinarian, I’ve made time to be available for your pet’s needs. For the Summer 2026 season, I have open availability! If there are specific dates you are looking for, feel free to send a request to ensure they are not booked by another pet parent. For overnight petsitting, I can accomodate pets that require lots of care and attention. However, I do not believe I would be a good fit for pets that cannot be left alone for less than 4 hours a day. When caring for pets in their own home, I focus on keeping them comfortable, happy, and stress-free in their familiar environment. I stick closely to their usual routine, including feeding schedules, walks, playtime, and any medication, so they feel secure even when you're away. I take time to get to know each pet's personality, preferences, and needs to provide personalized, loving care. You can also trust that I’ll treat your home with the same respect and care I give your pet.
About: When I walk into a new space with new faces, I walk past them all to greet the furry friends first. In the company of other animals is my happy place. My schedule is currently flexible and open, hours, weekends, and holidays. I am available for short notice stays or visits as well as extended stays. I am currently available for all services needed in client homes, whether that is over night stays or just a visit for a walk, I am open to working through your individual needs.
“Dillion was the best! He was able to watch our dogs for us very last minute while we had to head out of town! He sent us amazingly detailed daily logs of our pets, took them on walks, gave them tons of love, and sent pics/videos. He not only watched our dogs but looked over our new home. Kept things clean and also went above and beyond cleaning up the dog run for us.”

“his was our first time working with Daiana, and we truly have nothing but wonderful things to say! From the initial meet-and-greet, both of our dogs were immediately comfortable, excited, and happy to spend time with her. Throughout our weekend away, Daiana kept us updated consistently and made sure the dogs got plenty of walks, playtime, and attention. The moment we got home, it was obvious our pups had been incredibly well cared for. We would highly recommend Daiana to anyone looking for a trustworthy and caring pet sitter, whether for big dogs, small dogs, or anything in between.”

“Kelly stayed at my house with my 13 year old border collie for two weeks. She did an excellent job! My border collie was having some health issues and Kelly was on top of everything. Plus this sit was over the holidays and Kelly made it work for all concerned. The house was very neat and clean when I returned home. My puppy was happy. I would definitely use Kelly again.”
“I am very please to recommend Kaya for your pets. She has an amazing spirit and your dogs will be calm and happy with her. I have a dog who is very anxious and she was great with him and I have another who is old and fragile and he also did amazing. I highly recommend her and will use her again in the future.”


“Lewis was a wonderful dog sitter! Our dogs were well taken care of, and he left our house clean and tidy. He provided ample updates so we didn't have to worry about our dogs while we were away. He also watered some plants for me. We'll certainly use him again!”

“Savannah has stayed overnight with our dog (Dally) multiple times while we’ve been traveling, and every time she does such an incredible job taking care of Dally and the house too!! We love having Savannah stay at the house while we are gone, it makes traveling easier knowing that Dally is in such good hands.”

“Joshua was hands down one of the best sitters we’ve ever had. My fiancée and I left on a 17-day trip to Europe, and we usually get anxious leaving our two boys for that long, but Joshua as a house sitter was truly exceptional. He sent us frequent photos and videos, and when a really bad winter storm came through out of nowhere, he went above and beyond to move our dogs to his own home to keep a closer eye on them. We couldn’t have possibly asked for a more attentive, caring sitter. He will absolutely be our main sitter moving forward. :)”


“Grateful Amy was available and willing to house sit with a last minute request for my two dogs. Frequent updates with photos of the pups was much appreciated knowing they were being well cared for. I would definitely book Amy again.”

“Chloe watched our doggie, two kitties, and home for a week. She did a great job! Ah was very responsive and cleaned up kitty puke (ew) for us. Animals were very relaxed when we came home and the house was spotless. Thank you!!”
“Dana and her partner were great with Angus and it was nice to have that extra coverage. They left the place just as I had left it and even picked up dog poop, which I think is very nice. There were 2 things that stuck me as odd closer to the booking when there were some scheduling things brought up, since they work together they were able to make sure my dog got his meds. I would also have liked to be asked if they could make a duplicate key first or I could have given them one. Overall I would hire them again.”

Over 538 pet parents in Windsor have booked house sitting
Windsor pet parents share their Rover experiences
I can’t say enough wonderful things about Tiffany. This is the third time we have used her to sit our 3 pups and she treats them like family. She is communicative, caring, generous in her walks with our pets, and took fantastic care of our home. We are so grateful to have had her care for them and will continue to use her as much as possible!

his was our first time working with Daiana, and we truly have nothing but wonderful things to say! From the initial meet-and-greet, both of our dogs were immediately comfortable, excited, and happy to spend time with her. Throughout our weekend away, Daiana kept us updated consistently and made sure the dogs got plenty of walks, playtime, and attention. The moment we got home, it was obvious our pups had been incredibly well cared for. We would highly recommend Daiana to anyone looking for a trustworthy and caring pet sitter, whether for big dogs, small dogs, or anything in between.

Haley was amazing with our two babies! She kept us up to date with everything that she was doing with them and sent us pictures as well! My beagle is very anxious and gets nervous and scared easily, Haley did an awesome job making sure she was comfortable! Thank you again!

Allison took great care of our dogs while we were away. She has a huge heart for animals and we knew that our dogs were very loved by Allison. She communicated with me daily and kept me informed on how our dogs were doing. We recommend hiring her as a pet sitter.

Lexie is amazing!! She was punctual and responsive with all communication, our meet & greet and for our booking. She stayed at our home with our 3 dogs and cat and treated them like they were her own. She had no issues giving meds and dealing with personality quirks. Our animals loved her. Our house was immaculate when we got home. We will definitely hire her again.

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 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 Jun 2026 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 2026, there are 1,518 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 14 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.
















