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

Progreston, 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%.
“Syeda was so nice and took excellent care of Oliver. Sent us beautiful pictures throughout the day and communicated with us. Definitely recommend Syeda and will have her back. Thank you”

“Danielle took exceptional care of our girls! She was communicative, sent us lots of updates and photos. We were confident our girls were in great hands! 🙌 highly recommended!!!”

“Holly was a dream! I was anxious to leave my 7 month old dog and adult dog home alone for a whole day while at an event, as they usually have one of their humans at home. Holly was quick to communicate, and most importantly my two dogs and 3 cats love her! My puppy can be nervous with new people, and my other dog has separation anxiety. However, they were both able to settle easily after I left! They were happy and relaxed when I arrived home which made it easy to decompress after a long day. Plus, one of my cats really enjoyed a 2 hour snuggle with her on the couch! Safe to say, our pets were well taken care of by Holly -- loved and cared for the way we would. The photo updates throughout the day helped ease this anxious pet mom too :)”

“Jamie was amazing! We are always skeptical getting someone new to watch our dogs as one of our dogs can get very anxious around new people but Jamie was able to win her over very quick! He made sure to keep us updated on how things were going while we were away, which was nice being able to see how happy our animals were! Coming home to a sparkling clean house was also something that was way beyond what we expected, but he had made sure everything was ready for our return. If you are looking for someone to take care of your fur babies like they are family Jamie goes above and beyond!”

“Paige put our minds totally at ease while caring for our 2 large dogs and our cat. She sent me plenty of updates and photos which was greatly appreciated. She stayed in our home so the dogs would be more comfortable, had them out for plenty of walks and playtime and even sat with my extremely picky eater so that he would finish his meal. It's always tough to leave your fur babies but we knew they were in great hands. We will definitely use Paige in the future and recommend her to anyone looking for someone to care for their pets.”

About: I’ve taken care of my cat and dogs since a young age, I’ve been around all breeds and have had co op placements in vet clinics in Oakville which provided me with experience in that environment. I’m currently going to school for Animal science at Guelph. I’ve also volunteered for the guide dogs foundation fostering future guide dog puppies and playing a role in their fundraisers. I currently also work at a veterinary clinic under a veterinarian caring for all pets and exotics I currently attend school and two of five classes are online. I also live with 5 girls who adore animals as much as I do meaning your pets will always have play time. This is my part time job and all of my focus is on your pets. I have experience pet sitting in my home and in other dog owners homes and I think providing owners with the option to allow their dogs to stay in their comfortable environment that they’re used to is a great and best option for most animals
“Anne was an amazing house and cat sitter for us. Before our trip, she was very thorough and asked thoughtful questions about our home and how to care for our fur baby, Nova. We really appreciated how attentive and prepared she was. It gave us confidence that everything would be well taken care of while we were away. During the stay, Anne provided daily updates and handled everything around the house seamlessly. It was such a relief knowing Nova was in great hands. We came home to a happy cat and a perfectly looked after home. I would absolutely recommend Anne to anyone looking for a reliable and caring house or cat sitter, and we’re already looking forward to booking with her again in the future.”

About: I have taken care of our pets since I was a kid. I have had everything from the regular dogs and cats to sheep, chickens and horses. I am a true animal lover and so is my husband. I work full time but in a rotation that allows flexibility. Love spending time at home with our furbabies and enjoying our backyard with yard work and gardening. We have a fully fenced yard for you pet to run around and beautiful areas as we are a few minutes from Bayfront park/waterfront piers. We have 2 furbabies of our own and we are both animal lovers.
About: Hi, I’m Leiker. Although this is my first time walking or watching dogs professionally, I’ve grown up always having one of my own, and am the proud current owner of a cockapoo that I rescued. I understand how hard being away from your pets can be, and that struggle is only made worse when you have to trust them with a stranger. That is why I am fully committed to building a relationship of trust and friendship with whom ever I work with. I am available for walks and sitting any time of the day, and am more than happy to answer any questions you may have. I look forward to working with you and your pet, and making sure you both always feel comfortable with me. Available from home any time of the day and fairly flexible in terms of getting around. Happy to take care of your pets wherever you see fit. I keep my condo clean and free of hazards for pets. I live close to a park (St. James) and always keep an eye out for stray food or choking hazards.
“We needed ozzie to be watched for the day while we were out and Nikhil was happy to help us out! We're so grateful that Nikhil is so accommodating. Thank you Nikhil and family, again!”

About: Your pups paradise🐾: a calm, quiet, child-free cozy oasis. No other pets = full attention for your pup🐶 Experience caring for puppies and aging dogs. We plan to adopt our own puppy soon but in the meantime would be so excited to visit with your fur baby!☺️ We both work from home and have a fenced in yard so your pup will get lots of attention and outdoor time. 🍃We love to go for walks (quiet streets and trails nearby). Your dog is welcome to make themselves at home and snuggle up on the couch🤍. Always will be supervised in the fenced in yard and get lots of walks. It’s not necessary to be in the crate as we have areas of the house where your pup can roam safely.

About: Hi I am Emily, I absolutely adore everything to do with dogs. I am a full time animal science student. I am a senior, that has very flexible time for your furry family members. I promise to treat them as if they were my family, because thats what they are to you. I have worked in vet clinics as an intern and on a farm up close with animals on a regular basis. I am a very active person, who loves the outdoors so we will be spending a lot of time outside getting active and exploring. I am a big snuggler, my space no matter where it is is open space for animals. I have owned 4 dogs myself and various other animals (horses, rabbits, etc). I know life can get hectic and the last thing you want to do is have to leave them. I promise to treat them with the same caring loving heart you do when you are home. That is what I hope whenever I board my bestfriend.
About: Hey! I'm Bree, a dedicated pet sitter based out of Hamilton, Ontario. Animals have been a huge part of my life since I was a little kid, and over the years I've built real experience with dogs who need a little extra care and confidence. I’m experienced caring for brachycephalic dogs, working with dogs with a bite history and all kinds of behavioural challenges, and keeping a close eye on escape artists who love to test their boundaries. Alongside that, I also care for cats, turtles, fish and small animals, and I love getting to know each pet's unique personality and routine. I understand that every animal is different, and some need a little extra patience, reassurance and understanding. Whether your pet is energetic and playful, shy and nervous, or has their own very specific routine, I always strive to make them feel safe, comfortable and loved while their family is away. I know how important it is to trust the person caring for your pets, and I love being able to give pet parents peace of mind through regular updates, photos, and plenty of care and attention! I offer a range of services to ensure your furry, feathered, or scaly friends are well cared for while you’re away. Whether you need boarding (if more comfortable, Luna and Ivy can be boarded at my mom's during your pet's sit), overnight care, or daily pet sitting, I’m here to help. I understand how important your pets are to you, and I strive to provide them with the love and attention they deserve. In addition to pet sitting, I also offer dog walking services. I work remotely on a flexible schedule, so I can build my day around your pet’s routine instead of the other way around. That means I can stay at your home for overnights, fit in morning and evening visits, and be there for midday feedings, medication times, or a check-in when your pet needs company. If your pet likes having someone around, I can work from your place while I’m there. Last-minute bookings, longer trips, and holiday coverage are often possible too, and I’m happy to keep to your pet’s usual feeding, walking, and medication schedule down to the minute. I care for pets in whatever setting suits them best, whether that’s in your home or mine. Most animals are calmest in their own space, so I’m happy to come to you for drop-in visits, daily sitting, or overnight stays. Boarding in my home is also available for pets who do well in a new environment. In your home, I stick to your pet’s routine: feeding, fresh water, potty breaks or litter box cleaning, playtime, walks, and plenty of attention. I’ll also keep an eye on the house, bring in the mail, and water plants if needed. In my home, pets get a safe, secure, supervised space, along with the same routine, exercise, and company they’re used to. Either way, you’ll get regular updates and photos so you always know how your pet is doing. I have experience giving medications and injections, and I’m comfortable with pets who are shy, anxious, or need extra patience. We’ll go over your pet’s routine, quirks, and any special needs at a free meet and greet before the first booking.

About: Welcome! We are a young married couple who adores animals. Caring for pets is our cherished side hobby rather than a high-volume business, so we choose to host only one family at a time. This allows us to offer a private and peaceful home sanctuary where we can pour 100% of our attention, warmth, and care into your little one. Our work-from-home schedule means your dog enjoys constant companionship, a gentle and quiet environment, and all the couch cuddles they could ever want. For our walking and house sitting services, we welcome well-mannered dogs of all sizes, ensuring every pup receives a tailored, boutique care experience. We are both small business owners with primarily work-from-home schedules. We have very flexible days and are able to give your pup all of the attention, cuddles, and supervision that it may need. We also love to drive the little one over to local hikes and beaches for safe but exciting afternoon adventures. Our home is peaceful with only two adults living here. We do not have kids or other pets and safety is our first priority. Our home is a stress-free, premium experience, particularly well, suited for smaller pets.
About: Looking for someone experienced and caring to look after your pets while you're away for the weekend? I'd love to help! I have years of hands on experience caring for animals, including being a current Vet assistant/receptionist. In the past I have been a professional pet groomer and a horse groom. I understand that every pet is different. Some are happiest staying in their own home, while others enjoy having someone care for them in a home environment. I take the time to learn your pet's personality, individual needs and routine. What I offer: Overnight pet sitting in your home Boarding in my home Feeding and fresh water Walks and exercise Playtime and companionship Medication as needed Lots of attention and affection Photo and message updates while you're away Nail trims I work during the week, so my pet sitting is primarily Friday evenings through Sunday This allows me to give my weekends clients my full attention and provide personalized care rather than taking on too many pets at once I provide care to Burlington, Oakville and Waterdown If you're looking for someone with real professional animal-care experience who will treat your pet like family, I'd love to meet you and your furry friend! I work during the week, so my pet sitting is primarily Friday evenings through Sunday This allows me to give my weekends clients my full attention and provide personalized care rather than taking on too many pets at once What I offer: Overnight pet sitting in your home Boarding in my home Feeding and fresh water Walks and exercise Playtime and companionship Medication as needed Lots of attention and affection Photo and message updates while you're away Nail trims
About: I have both professional and personal experience working with dogs and cats! I’ve worked in doggy daycares since I was 15 while also caring for family and neighbourhood cats. Additionally, I’m a Veterinary Assistant student that’s received a fear-free certification along with CPR/first aid training. I love all animals and enjoy caring for them! At the moment, I work part-time at a nearby doggy daycare but I am able to adjust my schedule to accommodate the needs of any future clients I always ensure I’m creating a safe environment for the dogs in my care, if we’re walking or at home. On walks I’ll always survey the area and watch your dogs body language to check for any anxiousness and handle all situations with a calm and collected demeanour.
“Kaeley, was beyond and above my expectations, my very scared cat Max, was comfortable with her, which is the main concern of mine. I was quite pleased with her communication and pictures she sent me. She is very clean, quiet and respects your home...I highly recommend her..and would book her again ..”

About: I’m a full-time ER nurse looking to care for animals on my days off! Currently a dog momma to a sweet yellow lab named Charlie, but I’ve had a number of pets who’ve passed the rainbow bridge (3 Labrador retrievers, 2 cats, a rabbit and a gecko), so I’m very familiar with caring for a wide variety of animals! I also have plenty of experience working with dog-reactive dogs and dogs and cats with medical needs! I work a 4 on 5 off schedule, so I have quite a bit of availability! Looking foward to meeting you and your furry, feathered or scaly babies!
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 - Progreston
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Progreston
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your postal code to find sitters within walking distance in your neighbourhood.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Progreston 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 Progreston 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 Progreston 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. 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.


