House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 95 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
“Tina went above and beyond to come take care of our pets. I trust that she does a great job and my pups love the company of her and her kiddos. Would recommend and will use again 😊”
“Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.”
About: I’ve been dog sitting for a couple years now. I’ve had experience from little to big dogs. From a basenji, labrador, german shepherd, great pyrenees mix, a yorkie, and a few other breeds! Friends rely on me to exercise, feed, and give attention to their fur baby. 😊 I have plenty of time on the weekends! I’m currently available at any time Friday-Sunday to take care of your sweet pets! Can start at any point of the day or night! I take care of pets as if they were my own! 🥰 I care about their safety, what they eat, who comes around them, how much outside time they get. I promise to take care of them and give them all the attention. I want to be able to give them some love and snuggles while watching some tv. I make sure to stick to their food schedule and like to let them out every 2-4 hours. Daily exercise is important to me, I like to go on walks and can always use a walking buddy! 🐶
“Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.”
“I absolutely adore Samantha! I went on vacation for 6 days and felt at ease knowing she was here with all my babies taking good care of them. I received pictures and messages daily letting me know how things were going. She also wasn't afraid to ask me questions which was amazing! I came home to happy animals. If you want a stress free vacation, book with Samantha! Thanks again for everything :)”
“Our first Rover experience was today with Shatoria. She did a great job keeping us informed and sending some pictures. Chief transitioned easily to our return. Will definitely hire her again (actually we already did, twice). Excellent service and from a very nice professional person. Highly recommend!”
About: I have a 1.5 year old golden retriever that I have single-handedly raised. I grew up with family dogs, cats, and farm animals. I have a Bachelors of Science degree in Animal Science. I interact with dairy farmers for my full time career and get to bring my dog along with me! I am a full-time employee that is 50% remote and 50% on farms. I have more flexibility when working remotely to walk, feed, and check on your furry friends. I currently make sure my pup gets at least 2 walks a day. On the weekends, I can cater to whatever schedule you need. I understand inviting a stranger into your home and your dog’s safe space can be overwhelming. I want to mitigate that as much as possible by not being a complete stranger and build trust with you as the owner and with your pups. I will try my hardest to make sure your dog feels safe, cared for, and protected while under my care.
“Emilee was AMAZING while we were gone for the week! We have three rescue pups all with various needs and anxieties and Emilee could not have been more patient, kind, or accommodating for the three of them. She kept us regularly updated and even offered some guidance/ideas from her years of professional work with dogs. We hope she's available next time we're headed out of town - we can't imagine leaving them with anyone else!”
About: I’ve been caring for animals since I was old enough to know what a pet was, whether it’s my own, a neighbor’s, or a friend/family member’s. I love animals, and am considering going into vet work! I have experience with both puppies/kittens and seniors as well :). I can walk, feed, give meds, and do anything you need! I’m a full-time student during the week, but I will always have time to drop-in, or stay overnight. I’m very flexible with my scheduling, so I will happily do whatever you and your pet need! While I can’t offer boarding at my home because I have four roommates, I will care for pets in every way possible no matter what! I know some nice parks for walks, and I’m also happy to chill if they’re a homebody! Again, entirely up to you and your pets needs :)
“Tatyana is great with our dog. She was very understanding to a last minute change. Communication is great! Sent pictures and updates after her visits. Highly recommend.”
“Hanna did a great job staying at our house and caring for our dogs, we’d happily book with her again! She sent regular updates and communication was timely and professional.”
“Talia was awesome with Maxy and the unexpected visit of MJ (the neighbor’s cat) She talked to them and took very good care of them. We already have another visit booked for this week.”
About: I am a seasoned vet assistant, actively working towards my technician license. Fear free and pet CPR certified (BLS and ALS), as well as dog obedience and groomer certified. I am experienced with administering injectable, transdermal, and oral medications. I have been working with animals for over 10 years, and have been in the veterinary setting for 5. I have experience with fearful, reactive, fractious, and friendly animals. I am knowledgeable on the care/support of neonate and geriatric dogs, cats, reptiles, and pocket pets. I have a pet sitting service called RamBam’s Kritter Kare. I will ask for permission to post pets to promote my services. You can absolutely say no. Feel free to reach out on Facebook or Instagram with inquiries as well! I work overnight, so I will have time to care for your animals in the morning and in the evening. Depending on my work schedule, I may be able to accept afternoon appointments, but reach out to me personally to see my availability. I can do house visits and go for walks up to three times a day. My schedule is usually pretty open, so I can take time to get to know your pet, so we can build trust for future visits.
About: I’ve taken care of dogs since I was in middle school, often dog sitting for neighbors and friends! I grew up with dogs and now have a sweet 2 year old terrier of my own I'm currently working full time so I am looking for more weekend and holiday gigs! This being said I work downtown and usually get off right at 5, so can do evening walks. I have a friendly 20 lbs terrier of my own who loves to play play play! Your pup will certainly not be bored if staying at my home.
“Briana took great care of our cats and our house! When we arrived back from our trip, things were clean and our boys were in good spirits. We know they were comfortable with Briana.”
“Thais was wonderful! It was a 13 day stay as we were out of the country. She kept us informed and sent pictures of our pets which helped me know they were being taken care of - highly recommend!”
About: Hi, I am Halle! I grew up with many dogs, including a Pug, Pomeranian, Wheaton Terrier, Golden Doodles, a Poodle, and Boston Terriers. I worked at a dog groomers and have experience pet sitting other breeds, including Labs, Alaskan Klee Kai, Great Pyrenees, Border Collies, and other mixed breeds. Because of this background, I am very comfortable with high energy puppies, large breeds, and senior dogs that need a slower pace on walks. If you choose to board your dog at my apartment, my routines include 30 minute walks, play time in a fenced in dog park (which is apart of my complex), feeding, and baths as needed. I am comfortable giving them medication as long as there are instructions (for example, oral medicine with instructions provided by a veterinarian). I highly prefer that your dog is potty trained and does not bark loudly, as I will not be at my apartment the entire time to watch them. Safety is my number one priority for myself, the dogs, and their caregivers, so proper communication will be required for Rover services. I’m currently available for walks in the morning and afternoons. If you board your dog at my apartment, I will take them on 3-4 walks per day. I am flexible right now and my schedule can change depending on the services you request. Walks- I can come to your house/apartment to take your dog on a walk. Client’s home pet sitting service- same applies^- I can come to your house/apartment to care for your pet’s needs. Boarding in my home- I request that your pet be dropped off at my apartment with food and food/water bowls, toys, leashes, and their crates if they need them. I maintain a clean, safe apartment and do not have my own pets. My apartment complex has a large fenced in dog park. I will regularly take your dog to this park for play time during their boarding. *Safety- there is no smoking or other dangerous activities in my home. Communication is my priority to ensure that your pet remains safe and healthy. I will provide periodic updates to confirm that they have been fed, walked, played with, etc during your service.
“Eric and Rachel were absolutely amazing with our pups! In fact, we already rebooked them before this first booking was even done because we were so happy with how they were treating our pups and their great communication. We have older dogs and our oldest is 14 with some health issues. We haven’t used a pet sitter since our dogs were much younger. So we were very nervous going into this, but Eric and Rachel took amazing care of our dogs, we’re patient loving with them, and always sent us updates and pictures. They also took great care of our home while they were staying there. They and their dog Lilo all have experience with rescue dogs, and you can see that and how they were able to adapt to the quirks and needs of our older dogs. Would recommend without hesitation!”
“Sarah was absolutely amazing!!! She sent regular updates and pictures and our pets loved her. She took such good care of our cats and dogs and we felt so good having her with our babies while we were gone. She gave us great peace of mind. They all loved her, even our shy guy came out for snuggles. Sarah is great and will definitely be our first call anytime we need someone to hang with our crew.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
This was our first time using Rover, and Emilee made the entire experience so easy and reassuring. She was incredibly responsive, patiently answered all of our questions, and even proactively reached out with questions of her own to make sure she understood Harper’s routine and needs. Communication throughout Harper’s overnight stay was top-notch, and we felt very comfortable knowing she was in good hands. We had a great first experience and would absolutely recommend Emilee and use her again!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor average 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $39 per night as of November 2026. Most bookings cost between $28 and $72 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 807 sitters on Rover offering House Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windsor walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windsor maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windsor choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 92% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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