House Sitting Caledon

Find a loving house sitter to watch over your pets and your home.

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Over 22
pet parents in Caledon have booked house sitting

Caledon, 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%.

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Sitter Profile Image: Jamie F.
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Jamie F.
$89
total per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
8 years of experience
Brampton, ON, L6Z

“My 2 pups loved their time with Jamie. Would highly recommend. She was friendly did an excellent job. She took my pups to the dog park. They had a great time! I would highly recommend her and will be using her again :)”

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Lauren G.
Sitter Profile Image: Ashley B.
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Ashley B.
$95
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
13 years of experience
Caledon Village, ON, L7K

“Ashley is great! She took the time to do multiple meet and greets with our reactive doggie before dogsitting for us for 2 weeks. She sent us daily updates and kept our doggie busy! She kept our house cleaner than when we left it and did more than we expected.”

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Karen A.
Sitter Profile Image: Raffaella W.
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Raffaella W.
Star Sitter
$156
total per night
5.0 out of 5 stars
• 65 reviews
22 repeat clients
3 years of experience
Bolton, ON, L7E

“We are so thrilled to have found Raffaella! She is a trustworthy, kind and patient dog and house sitter that took the time to really understand all of our dog Potseys “quirks and sensitivities”. We were super worried to travel as our dog is in his senior years and very sensitive to being alone as his eyes and hearing have deteriorated. After a couple days with Raff, he was comfortable an eating and following his ( lazy) routine as per normal. We trusted Raffaella in our home as well overnight and having her here was a blessing for our furbaby and for us ! I would book her without question over and over again. Potsey and our family thank you so much! We hope our paths cross again!”

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Rita V.
Sitter Profile Image: Arrikeisha J.
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Arrikeisha J.
$45
total per night
5.0 out of 5 stars
• 1 review
1 year of experience
Brampton, ON, L6V

“Arri is great with dogs and she even went above and beyond to go back after leaving to put a cartoon on for my doggo even though I missed her text and I was late reply, she still went back! She goes above and beyond and I definitely recommend her for anyone looking for a caring sitter! Five stars all day long!”

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Carl C.
Sitter Profile Image: Leah Marie M.
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Leah Marie M.
$64
total per night
2 years of experience
Toronto, ON, M9W

About: I don't just see dog walking as simply taking a dog around the block. I see it as making them happy, enrichment, exercise and attention I am a set designer who works on contract. Right now I am between shows so I have my days and evenings free. Since I love being around dogs I thought dog walking would be an enjoyable activity with also helping out owners who don't have time to walk their pets and also just love the idea of making a dog smile that day and making them as happy as possible whether that's a long walk or just taking them for a quick rest stop outside :) I am offering dog walking services. I currently live in a condo right beside the Humber arboretum so your pup will get a beautiful walk/sniffs through the long path depending on their activity level. I always make sure to be respectful of the owners house and leave it as I came in. I will always take photos mid walk to send to you just for reassurance. My priority is to make sure the dog feels safe/comfortable and happy at all times. It makes me happy to know I am helping owners make sure their pup gets in daily exercise and is as happy as they can be!

Sitter Profile Image: Ife A.
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Ife A.
Star Sitter
$89
total per night
4.9 out of 5 stars
• 41 reviews
12 repeat clients
20 years of experience
Vaughan, ON, L4L

“Ife was incredible! He cared for our 3 Rotti’s which can be intimidating for some people. He followed our instructions precisely, shared photos and videos, and went over and above to play with the dogs and keep them comfortable while we were away. . He was also so respectful in our home and when we came back, it was spotless and he left his flowers, which I thought was a very special touch! We would definitely use him again when we’re away and absolutely recommend him to anyone looking for a dog sitter Thank you, Ife. We appreciate everything you did!”

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Sherifa I.
Sitter Profile Image: Kassandra & Nathaniel K.
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Kassandra & Nathaniel K.
$111
total per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
15 years of experience
New Tecumseth, ON, L0G

“Kassandra house sat for us and looked after my dog Ollie while we were away over the weekend. Ollie had a blast and I felt better knowing that Ollie was being so well taken care of. Kassandra sent us lots of pictures and updates which was really nice and she left our house spotless. Thanks again Kassandra!!!”

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Miriam P.
Sitter Profile Image: Amy & Andres C.
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Amy & Andres C.
$45
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Mississauga, ON, L5M

About: Your pup gets the best of both worlds! 🐾 I’m a veterinary technician and hospital manager, so I’m comfortable with everything from playful puppies to sweet seniors and dogs who need a little extra TLC. My husband is a full-time dog walker, so there’s always someone around for walks, cuddles, playtime, and little adventures! ✨ We love making dogs feel like part of the family — whether that means zoomies in the yard, a cozy cuddle session, or being their personal treat-tasting assistant. 🐶💕 Our goal? Happy pups, wagging tails, tired-out toes, and a dog who’s already wondering when they get to come back! 🐾 🐾 Pets are part of our everyday life! My husband is home regularly, so your pup or kitty gets plenty of company, attention, playtime, and supervision throughout the day. Caring for animals is second nature to us. Between walks, cuddles, playtime, and relaxing together, we make sure your pet gets the love and care they deserve. We want every pet to feel like part of the family — not just a place to stay, but a true home away from home! ❤️🐶🐱 🐾 A safe, cozy home with plenty to explore! We’re on the first floor of our apartment, making quick potty breaks and outdoor time super easy. We’re also right near a beautiful ravine, so there are lots of walks, sniffing, exploring, and adventures waiting just outside our door! 🌿🐶 Inside, pets are treated like family and get plenty of love, attention, and supervision. We keep things calm, clean, and comfortable while making sure every pet feels safe and gets to enjoy their stay at their own pace. ❤️🐾

Sitter Profile Image: Zareen I.
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Zareen I.
$56
total per night
5.0 out of 5 stars
• 3 reviews
26 years of experience
Toronto, ON, M6B

“Zareen was really good. Scooby opened up to her really well! She kept us well updated with his photos and updates. I would definitely recommend her.”

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smruthi g.
Sitter Profile Image: Wendy L.
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Wendy L.
$134
total per night
5.0 out of 5 stars
• 11 reviews
7 repeat clients
15 years of experience
Brampton, ON, L6X

“Wendy was great with our dog Axel. She was very nice and respectful of our home. She followed all instructions with no issues. She walked, fed, and cuddled with Axel. He felt very comfortable with her. She sent pictures and updates throughout the night. We would highly recommend Wendy to anyone.”

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Shawn S.
Sitter Profile Image: Melodie C.
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Melodie C.
$67
total per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
12 years of experience
Toronto, ON, M6P

“Melodie was amazing with our pup Winnie. Winnie can be anxious but Melodie put her immediately at ease. Melodie was communicative, reassuring and not to mention that she accommodated a very last minute request and was really flexible with her schedule. I also appreciated how she picked up on Winnie’s likes and dislikes very naturally, she was a great caregiver for Winnie. We would happily book Melodie again and I’m sure Winnie would be very happy too.”

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Willow K.
Sitter Profile Image: Amy H.
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Amy H.
$89
total per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
17 years of experience
Newmarket, ON, L3Y

“Amy was really amenable for meet & greet. Very good with Toby upon meeting him and his eccentricities. I came home to find Toby comfortable and the house was in as good or better condition than I had left it before my trip. I would have great peace of mind leaving Toby in her care again!”

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Spencer T.
Sitter Profile Image: Jemima L.
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Jemima L.
$45
total per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
3 years of experience
Brampton, ON, L6R

About: I have had two cats as part of my family for three years. I also had hamsters and fish growing up. I have had the pleasure of caring for family and friends’ cats. I was also a part of a volunteer dog walking program at my university. I currently have a flexible work schedule so I will have plenty of time to care for your pets! I will be available to house sit and come to your area to care for your furbabies. I am very detail oriented and will be sure to care for your pets how you describe. I am very aware of any items that may be of danger to your pets and will make sure those are taken care of.

Sitter Profile Image: William B.
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William B.
$56
total per night
5.0 out of 5 stars
• 301 reviews
46 repeat clients
30 years of experience
toronto, ON, M6J

“William did an amazing job watching our 5 month old shih poo puppy Luna! He kept us updated throughout the night with plenty of pictures and accommodated Luna’s eating requirements really well. Would recommend to anyone looking for a pet sitter for their furry family member.”

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Maria R.
Sitter Profile Image: Melanie D.
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Melanie D.
$73
total per night
17 years of experience
Bradford West Gwillimbury, ON, L3Z

About: I grew up in a home with cats and a dog! I now don’t have any pets and miss having a pet companion. Near the end of my dogs like she required extra care and medications. I have pet sit for friends many times (dogs and cats). I currently work a 9-5 job Monday to Thursday so I have weekends and evenings available to look after your pets! I can be flexible with remote work. When house sitting, my goal would be to make your pet fee comfortable and cared for while you’re away. I would follow their usual routine as closely as possible including meals, walks, playtime and any other specific instructions you provide. I would keep you updated with photos and check ins so you know how they’re doing.

Sitter Profile Image: JOSE A.
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JOSE A.
$67
total per night
5.0 out of 5 stars
• 4 reviews
1 year of experience
TORONTO, ON, M6P

“We couldn’t be happier with the care Jose provided! From the moment we met, it was clear, he was dedicated and professional. He listened to our instructions carefully and followed them to the letter, ensuring that Apollo received the attention and care he needed. We were particularly impressed with the extra effort they put into training him. As well as giving him the exercise and mental stimulation he loves. On top of that, he even tidied up our home, which was a thoughtful touch. It’s evident Jose truly cares about the pets he looks after. We are so grateful and will definitely be booking again!”

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Adrianna T.
Sitter Profile Image: Rosa L.
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Rosa L.
$78
total per night
5.0 out of 5 stars
• 2 reviews
16 years of experience
Caledon East, ON, L7C

“Rosa was great. She was very attentive with Sage and played with her a lot. I highly recommend Rosa and would definitely hire her again.”

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Tracy W.
Sitter Profile Image: Vania Aniq Z.
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Vania Aniq Z.
Star Sitter
$106
total per night
4.9 out of 5 stars
• 23 reviews
8 repeat clients
8 years of experience
North York, ON, M6A

“Vania came to help me out on short notice. She was very calm with my sometimes high strung large bernedoodle and did a great job looking after the house as well. She followed my directions, but managed a lot on her own with good judgement and left the house very clean and tidy. Would certainly recommend.”

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Vanessa & Dan P.
Sitter Profile Image: Jaida S.
Verified Background Check
Jaida S.
$45
total per night
5 years of experience
Brampton, ON, L6Y

About: Hi, I’m Jaida! If there’s one thing people know about me, it’s that I love animals and am happiest when I’m around them. I currently work part-time as a dog groomer and previously worked at a dog daycare, where I spent my days supervising, training, and caring for dogs. Those jobs have given me experience working with dogs of different breeds and sizes, and helped me become comfortable handling different behaviours and situations. I also have two large dogs of my own, so I understand how important it is to find someone you trust to care for your pet. I’m currently an undergraduate student hoping to build a career working in veterinary medicine. Spending time with pets is something I genuinely enjoy. Whether your dog wants to spend the day playing or would rather relax beside someone, I’m happy to adapt to what makes them comfortable. Since I work part-time, I have a flexible schedule and can often make time for pet care throughout the week and on weekends. I’m reliable, easy to reach, and happy to send pictures and updates while you’re away. When caring for your pet, my goal is to make things feel as normal as possible for them. I’ll take the time to learn their routine and follow it closely, from feeding schedules to walks and any special instructions you may have. I know being away from their owner can be stressful for some pets, so I try to make sure they feel comfortable and secure while you’re gone. My experience in grooming and daycare has taught me how to read dog body language and recognize when a dog is excited, nervous, tired, or needs space. I’ll always pay attention to how your pet is feeling and adjust my approach to what works best for them. If I’m caring for your pet in your home, I’ll treat your space with respect and leave everything the way I found it. I know pets are family, and I don’t take that responsibility lightly. My goal is for both you and your pet to feel comfortable, whether that’s during a quick walk, a drop-in visit, or an extended stay.

Sitter Profile Image: Izzy G.
Verified Background Check
Izzy G.
$84
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Woodbridge, ON, L4H

About: Looking for someone to help with your pups? You've came to the right place! With 7+ years of constant dog experience and love, please message me to get the best pet care services you can! I spend most of my day with my dog, making sure he has great nutrition and playtime. I currently spend most of my day working with probiotics that are good for animals, considering all I do professionally is animal care. I make sure absolutely EVERYTHING is looked after more than once before doing. I make sure to check in with the clients I serve multiple times with any questions I might have.

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The median cost per night for house sitting in Caledon is $55

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How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Caledon

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Sitters in Caledon average 3
repeat house sitting clients

FAQs for House Sitting - Caledon

Frequently asked questions about Rover

The average cost of House Sitting in Caledon is $91 per night as of November 2026. Most bookings cost between $54 and $173 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 4,237 sitters on Rover offering House Sitting across the city of Caledon. About 86% typically respond to requests within 60 minutes.

Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Caledon 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!

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 Caledon 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 Caledon 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, a background 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.

Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.

If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.

For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:

  • 84% of sitters can help with special care needs
  • 87% can help with giving oral medications or injections
  • 94% 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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