House Sitting Windsor Mills
Find a loving house sitter to watch over your pets and your home.
Windsor Mills, Find top rated house sitting
About: I’ve been caring for and watching cat’s and dogs for just about my whole life! I used to run a small company called Pet Sitters in my neighborhood growing up! I have a verity of experiences from dogs of all sizes, energy and needs! I have also cared for dogs who need extra help getting around and extra care around the house! I work full-time; however, I work remotely giving me the flexibility to care for your pet! I typically work 7:30-4PM and am usually available on most weekends. I have an open area for pets to enjoy; however, I know that not all dogs are trained for this so I am happy to walk them in the neighborhood! Pets inside will enjoy an open home that they are free to enjoy as they would like. If at a client’s home, depending on the dog’s normal routine and client’s requests I will ensure your pet has a safe, enjoyable time while you are away. This will include: play time, walks, pets and whatever else the pet enjoys!
“Matt was professional, thorough, and most importantly he made Denali feel comfortable while we were gone. He took the time to come over twice before our trip to meet Denali, which made it easier to leave knowing Denali was in good hands. He provided daily updates with pictures and left our house spotless. We’ll be using him again and would recommend Matt to anyone looking for a dog sitter.”
“James is the most amazing pet sitter/house sitter! From the moment he came to meet our pets, we could tell he’s a true animal lover and genuinely good person. He had great communication, a fun sense of humor, and loves what he does. I couldn’t be happier with our experience.”
“Kelsey is fantastic. We have already booked her again. She is an animal lover- and was super with our Golden. Great experience dog and house sitting - perfect communication, reliable, professional and a happy dog.”
About: I have had many pets growing up. Dog’s cats rabbits and birds. They all require our care while you’re away. It is my job to make sure your pet has all their needs met. Exercise, food, bathing if needed. Companionship and trust are key. They are a member of your family. Knowing they are safe and cared for brings joy for everyone. My schedule is very flexible. I work part time. Available for overnight work. I’m able to make myself available to help with families busy schedules. I have a lot of land but not fenced. I live near a Metro park with lots of trails. I can walk at home or the park. I Will make sure all of there needs are met by your request. I will keep them safe and comfortable.
About: Pets are family, and they deserve to be treated like family. I have doggy sat for a family friend for 3yrs, Zoe, and Zarley. They go out 4 to 5 times a day, they get treats for going boo boo outside. We run around the apartment and play as much as my bones will let me. I am able to brush the furbabies every day, and multiple times a day if needed. I do talk to them like they can answer me…..😂😂. Animals understand more than we think they do. I love animals so much. I wish I could get one for me. But at this time, I am unable to afford one. I will not get any animal that I know I can’t pay for what they need. I was working up until 09/2025. I got hurt at work, and I’m unable to return. I am available 24/7 now. I have plenty of time to give ALL of my time to furbabies now. I have a full time job working midnights. I get off at 7am, but don’t usually go to sleep till around 10am. I do not work Friday nights. My part time job is just Mon., we’d., and Fri, from 9am to 1pm. I have every other weekend off. I always put fur babies first in my home. I play with them as often as I can. They are allowed on the furniture and bed. No matter what I am doing, I will stop to take them out, or play with them. I DO NOT give for babies ppl food, their little digestive system mite not be able to handle it. If there is something extra that you say they need, and you don’t have, I will buy it for them. I remove any and everything off the floors, so they cannot get in it. If there is a special diet that they have, I will just need written instructions on how to prepare it.
About: I grew up always having multiple dogs; I grew up in the country so my greatest enjoyment as a kid was playing with my dogs in the creek or running through our fields together. I unfortunately now am living on my own, not with my parents anymore & miss the everyday presence of a dog more than I can put into words! So figured this would be a perfect way to keep doggos apart of my (hopefully) everyday life. :) I am working every other week; so my weeks that I have off, I thought what better way to spend my time then getting to know as many dogs as I can! Also when it is my on week at work, I have a lot of flexibility to be able to accommodate walks through out the day. I live in a condo so I can do overnight care with your dog but it will be inside most of the time when at home at night. However, I can do as much outside activity as possible during the day light.
About: I’ve always loved being around animals and have experience helping care for pets for friends and family. I’m reliable, attentive, and quick to learn each pet’s unique needs and personality. I’m committed to following all instructions closely and making sure your pet feels safe, comfortable, and cared for. I treat every pet like my own and always aim to create a positive, stress-free experience for both pets and their owners. I currently have tons of availability due to just leaving my job and doing this full time as I search for something else I have plenty of time to care for your pet! While caring for your pet in your home I will give them much playtime time, love and attention! I will treat your fur baby as my own
“Sadie was so amazing if I could give her 6 stars I would. Lots of updates with texts, photos and videos of my pups. Even tidied up my home a little I returned home without a worry in the world. Will book again for future events. Thanks again Sadie ! Barkley and Ada miss you!”
The median cost per night for house sitting in Windsor Mills is CA$50
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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How to book house sitting
1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for house sitting - Windsor Mills
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor Mills average 4 repeat house sitting clients
FAQs for House Sitting - Windsor Mills
Frequently asked questions about Rover
As of October 2026, there are 505 sitters on Rover offering House Sitting across Windsor Mills. 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 Mills 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 Mills 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.
<b>Tip:</b> 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 Mills 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 , 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 .
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 .
sitters on Rover set their own , 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 Mills. On Rover:
- 90% of sitters can help with special care needs
- 93% 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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