House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 100 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I’ve had Gwen take care of my cat for drop ins and house sitting. She is the best. My cat loves her. I can go on holidays and have no worries knowing that Gwen is taking care of her. Thanks Gwen for your help.”
“Finding someone to care for your home and pet-family, especially a young kitten, can be nerve-wracking, but Victoria was great. She provided just the right amount of updates on our cats, which gave us peace of mind. We came home to a clean house and happy pets. There's no doubt in our minds we’d use Victoria again.”
About: I have been around animals my whole life I have taken care of newborn kittens to full grown kittens, puppies dogs tortoises you name it I love the fur babies I’m working full-time at a dog treat company so I can take your pups or cats on the weekend starting from Friday after 5 PM and ending Sunday around dinner time, I can’t Monday through Thursday my house is fully fenced backyard and is a 2 story house. but I do not take care of the fur pets at my house it will be in their own homes
About: As a dog owner myself and a passionate volunteer for local animal rescue organizations over the past 6 years, pet care is truly my life's passion. Working closely with rescue dogs and puppies has taught me incredible patience, deep empathy, and how to read subtle animal body language, especially with pets that are anxious, shy, or need extra reassurance. I know how to handle different temperaments and create a stress-free environment. I promise to treat your furry family member with the exact same dedication, love, and high standard of care that I give to my own pets and the rescue animals I help I work from home full-time, which means I can provide round-the-clock care, frequent potty breaks, and constant companionship for your pets. My weekends are fully open for boarding, dog walking, and drop-in visits. I am very flexible and can easily adapt to your pet's regular feeding and walking schedule without any issues. When caring for pets in your home, I treat your space with the utmost respect. I strictly follow your specific instructions regarding feeding, medication, and house rules. I make sure doors and gates are securely locked, and I keep a close eye on your pet to ensure they are safe and happy.
About: Leaving your pet with someone new is a big decision. My goal is to make it easy by providing dependable care, regular updates, and a safe home with a fully fenced yard where your pet can relax, play, and feel at home. 🐶Reliable & Routine-Focused I stick to your pet’s normal schedule, keeping their days familiar, comfortable, and stress-free. 🏡 Plenty of Love & Attention I’m home often, so your pet gets companionship, playtime, cuddles, and care, not just quick drop-ins. 🩺 Experienced & Patient Care Comfortable caring for senior pets, puppies, and animals who need extra patience, medication, or a little extra TLC. 📸 Updates You’ll Love Enjoy regular photos, videos, and messages, plus quick communication so you always know how your furry friend is doing. 💛 A Calm, Safe Home Your pet will be treated like family in a peaceful, loving environment where they can relax, feel secure, and truly enjoy their stay. Pet care fits easily into my daily routine — I’m home often, organized, and always ready for walk breaks, playtime, and check-ins. Your pet gets consistent attention, plenty of affection, and a calm, reliable presence they can count on. I’m pretty flexible and will do my best to accommodate those last minute requests. 🐾 I live in a home with a fully fenced in yard in the heart of Walkerville. It’s a very safe neighborhood with lots of scenic roads perfect for daily walks. I have a cat and a dog myself , so I could only accommodate up to 3 additional pets at a time.
About: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! I currently share my home with an 8-year -old female German Shepherd who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering, belly rubs, cuddles, playtime, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .
“Thank you Annika for taking great care of our 4 dogs! Knowing that they were in good care allowed us to enjoy our time away for the family wedding. The great communication while we were out of town really helped us so we didn't miss the dogs so much! We highly recommend Annika for any pet related care! She gets to know your pet and forms a bond which reduces the stress on you and your pets. Thank you again for being so awesome!”
About: I had pets through my life, Manolo was my last one, he was a beautiful golden retriever,I want in a future to have more pets perhaps another Golden Retriever I'm currently studying in University of Windsor and working part time so a have enough time for all pets in any kind of shape and colors My home is a small one, so I will be taking care and always looking for safe of your pet in any kind of environment
About: I personally own 4 cats who I have cared for for over 10 years, and have many years of experience caring for dogs for friends, family, and neighbours. I also have experience caring and feeding reptiles. I have open availability, as my schedule is flexible. As such, I can set my own hours and be there to care for your fur family anytime! I will keep your pets entertained with toys and activity, make sure they are supervised if outdoors, and take them for walks as needed. I will also make sure that any droppings are cleaned up.
“Steph watched our pup Winnie for the day while we were on vacation so we could go explore. She went well above and beyond! I think Winnie misses her! I highly highly recommend!”
“I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.”
“Rawan was very professional and punctual. She arrived on time as discussed and kept me updated throughout her stay. I’m glad I had the opportunity to book her and will definitely use her again. I highly recommend her services.”
About: I have a literal lifetime of experience with dogs. From the moment I was born to now, I've never gone more than a few months without at least one dog in my life. Most have been rescues, so I know how to deal with shy or sensitive dogs. I've even had experience taking care of dogs with special needs and handicaps, as well as seniors. Without any major obligations at the moment, I'm free to focus on taking care of your pet to the best of my ability. I'm already the primary caregiver for my own two dogs, so it's something I'm going to be doing anyway. I take the safety of animals extremely seriously. I will always seek to learn about a prospective client's specific needs and limitations. I am very protective of my own dogs- possibly to the point of excess in some cases- and you can be sure that I will extend that to any dogs in my care, regardless of duration.
“Derryl is super attentive! He took great care of my Yoko and accommodated a last minute stay! Someone you can trust with your dog and ensure they are in safe hands 🙏 Thank you so much!”
About: I have been taking care of friends and families pets for years now growing up and have always enjoyed it. Most recently doing daily check ins for my friends cat and greyhound! I’m currently a student working part-time who is about to enter summer, so my schedule is going to be very open to help take care of your pets! I am extremely alert when walking pets and ensure that all gear is properly secured (snug and not loose.) I also always take into consideration feeding/treat preferences when on the walks.
About: I have always had an innate respect and admiration for animals. I am a firm believer that pets are valued family members. For my entire life I was lucky to have a family who surrounded me with numerous different pets. I was the one who took the reins with their care. I am a supporter, and monthly donor at the humane society. I have had many years of experience caring for dogs and cats for my family and friends. I am their go to person for trusted care. I am currently semi-retired which provides me with an open schedule to care for your treasured family members. I love spending time in the company of cats and dogs I am committed to following the specific instructions communicated by the pet parents to a tee, to ensure the wellbeing of their treasured family members
About: I have my own dog Wilky who I have been caring for since we got him in 2020. Since him he has sparked a light in my life with animals. I now am luckily surrounded by dogs always from walking/watching friends pups, to spending everyday with my best friend Wilky. I also have had cats my entire life and have always been animal caregiver. I used to volunteer at the humane society in my home town when my parents did not let me get a pet for the house. I am a dancer/dance instructor, and have some extra time in my week so I thought, why not walk other dogs/hangout with other pups who are in need! I am right by the trails and walk my mothers dog Finn for her every day and I know he would love to walk with some friends! I am an animal lover and would love to help you out and care for your furry family member. I currently just finished a contract and have a couple months off of work so I am free and flexible for all animal needs and hope to make some new furry friends! I have a home with a backyard, a sweet pup and kitty who love other animals! I also live right by the forest trails in LaSalle which is a great place to walk.
“Melissa is an amazing person! She looked after our Tabby Kitty Boy for 9 days as a House sitter. She took such great care of our baby! She gave timely updates with videos and pictures - we never had to wonder about how is he doing - thanks to her proactiveness and such love towards our kitty boy. She went a step ahead and ensured the house was clean and handed it over in such a good state! I am totally booking her care again - our kitty was super happy and looked after! So much so that he misses Melissa! Would recommend her BIG TIME! She is amazing!”
About: hello! Cannot wait to meet your furry friends! I’ve been around dogs my whole life and absolutely adore them. I have a dog myself, her names Mable and she’s a golden retriever! I have a big back yard that’s fully fenced in for your dog to run around wild in and be safe. I’m quite active so your dog will also be getting walked alongside my own dog. Looking forward to meeting your dogs :) I won’t be working in the summer, so this will be my full time job! (I am a teacher and off in the summers) ! I have a house that is fully fenced and gated. My husband and I will provide great care to your fur baby and go above and beyond so your dogs are comfortable!
About: Whether it’s training playful puppies, offering gentle care for senior pets, or administering medications, I provide personalized attention for every pet. My degree in Zoology (Honors) and extensive knowledge of animal anatomy ensure I can handle various health and behavioral situations with confidence. Having cared for over 100 dogs and worked in an NGO with stray animals, I bring both passion and expertise to each pet’s care. Pet care is an integral part of my daily routine. I prioritize structured schedules for feeding, exercise, and attention to each pet’s specific needs. Whether it's walking dogs, administering medications, or simply giving companionship, I make sure every pet receives the care and love they deserve. My flexible routine allows me to dedicate the necessary time to ensure each animal feels happy, healthy, and comfortable. I have my own house with a very comfy and playful living room and park nearby I have a backyard which is not fenced but have a playful space there I like to go for walks and make your fur babies indulge in some activities
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.
Randi put our minds at ease while we were out of the state for a long weekend. We’ve never left our dogs with anyone besides family before so we were naturally a little anxious, but we have no regrets having Randi stay with them! We can home to very happy dogs.
We truly couldn’t have asked for a better house cat sitter. Victoria was incredibly patient, knowledgeable, and dependable, and went above and beyond in every way. Our cat normally will be distant, aloof and slow to trust, yet he warmed up to Victoria remarkably fast—something that almost never happens. Her calm, intuitive, and genuinely caring approach made all the difference. I was truly amazed witnessing the bond the two created with each other. We came home to a happy, relaxed cat and a perfectly cared-for home, which speaks volumes. Having someone this trustworthy and attentive gave us complete peace of mind. She is very pleasant to converse with when giving daily updates. We would book her again in a heartbeat and recommend her without hesitation.
Ashton was fantastic, couldn’t have asked for a better sitter. Our pets adored her immediately, even our very shy cat felt comfortable with her right away. She left our house clean and our pets so happy. I would recommend her to anyone in need of pet care and would book her again in a heartbeat. Thank you Ashton!
Abdullah was a great sitter for my old pup, had prompt communication and pictures, and followed the notes for feeding and walking times. My dog is older in life, about 75 lbs, with limited use of his hind legs and takes daily medication. Abdullah was able to maneuver him into his wagon, help him while outside in the grass, and take care of any accidents. It was a great experience working with Abdullah from initial communication about the booking to post trip follow-up.
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.
Meet local sitters who will treat your pets like family
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost for House Sitting in Windsor on Rover is $46.62 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 88 sitters on Rover offering House Sitting across Windsor. Enter your postal code to see which available sitters are closest to your home.
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!
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.
- Garbage & recycling: Taking garbage bins 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 favourite pet store, and any specific quirks about your home’s security or appliances.
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!
You can find what you need to review a sitter on their profile before booking with them. Each sitters’s profile on Rover shows verified reviews, identity check, and ratings to give a glimpse of how their previous visits went. You can also use the Meet & Greet to walk through your home, identifying which areas, like your bedroom, are off-limits or not. Requesting details of your home security through the app can also be a good way to have your sitter keep you updated about your home.
If you have security cameras or doorbells, Rover asks that you disclose them to sitters before you book.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
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 .
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.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a veterinary professional or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means Rover Support will work with you to find a suitable replacement as quickly as possible.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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