House Sitting Wellesley

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

End
Search

Over 1
pet parents in Wellesley have booked house sitting

Wellesley, 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%.

1 / 1
Sitter Profile Image: Chrystina M.
Verified Background Check
Chrystina M.
$56
total per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
30 years of experience
New Hamburg, ON, N3A

“Chrystina took care of our two big puppies, and we were incredibly grateful to have found her! It was our first time entrusting someone outside of our family with their care, so we were a bit nervous. However, Chrystina made everything so easy and reassuring that we could fully enjoy our vacation with family. She stayed with them in our home to keep them comfortable and happy. Thank you, Chrystina! We wouldn't hesitate to have you watch our fur babies again!”

Profile image
Laurie S.
Sitter Profile Image: Kara L.
Verified Enhanced Background Check
Kara L.
$56
total per night
4.8 out of 5 stars
• 50 reviews
28 repeat clients
5 years of experience
Waterloo, ON, N2L

“Kara is a great house and dog sitter. I felt that my dog was well taken care of. She understands dogs so well and genuinely happy to be with your dog. Very professional, polite and tidy. Highly recommend.”

Profile image
Evgeniy P.
Sitter Profile Image: Dawn C.
Verified Background Check
Dawn C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
13 years of experience
Stratford, ON, N5A

“Dawn was fantastic with our two dachshunds. We had a play to get to and needed to be out the door on time, so her punctuality was much appreciated. What really stood out was how she handled Echo. He is extremely fear-reactive and can be a lot to manage, but Dawn took it completely in stride and never had an issue with him. That kind of patience and instinct with a nervous dog isn't something you can teach, and it gave us real peace of mind while we were out, so we could enjoy ourselves knowing the boys were in great hands. Bolt was equally well looked after. We would recommend Dawn without hesitation and will absolutely book her again the next time we are in the Stratford area.”

Profile image
Lisa K.
Sitter Profile Image: Chloe S.
Verified Background Check
Chloe S.
$45
total per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Elmira, ON, N3B

“Chloe was wonderful and we highly recommend her. She sent pics and updates of our two dogs every day. One of our dogs is a senior and needs daily medication; as well, he can be anxious. Chloe managed him without any problems. She left the house in immaculate condition and was reliable and responsible and easy to work with. I have no hesitation in referring Chloe and we plan to use her again when we next go away.”

Profile image
Fiona W.
Sitter Profile Image: Taylore H.
Verified Background Check
Taylore H.
$78
total per night
5.0 out of 5 stars
• 2 reviews
3 repeat clients
8 years of experience
Woolwich, ON, N3B

“Taylore was great. Very laid back but also took amazing care of Juniper while I was away for the weekend. My dog is very large and has a mind of her own and Taylore took on the challenge with no issues at all.”

Profile image
Kelly L.
Sitter Profile Image: Kyara C.
Verified Background Check
Kyara C.
$84
total per night
5.0 out of 5 stars
• 5 reviews
3 years of experience
Kitchener, ON, N2R

“Kyara was great with my 2 large dogs, she kept me updated while watching them!”

Profile image
Dana M.
Sitter Profile Image: Jonathan v.
Verified Background Check
Jonathan v.
$62
total per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Milverton, ON, N0K

“Johnathan looked after my 2 large pups, 130lbs and 90lbs over 3 days in our home. I wanted them to be in the comfort of our home to not be stressed out. I've never used a pet service before and was a little wary myself, but Johnathan was easy to communicate with and kept me posted on how they were doing. All went great! Thank you Johnathan! 🥳”

Profile image
Julie G.
Sitter Profile Image: Tamara B.
Verified Background Check
Tamara B.
$56
total per night
6 years of experience
Woolwich, ON, N3B

About: I have had dogs and cats my whole life including Guinea pigs and fish as well. I did schooling in some vet tech care for all animals. I have worked in professional doggy daycare settings as well and walking and checking in for potty breaks or feeding and cleaning litter. I work in the trades from 8am-5pm Monday to Friday and am free anytime before or after that and weekends to help you out with any of your pets needs! I care for my own pets amazingly there always groomed and litter is cleaned daily fed daily and of course playing with all kinds of toys for enrichment and exercise. I love taking dogs on walks and playing a good game of fetch or tug.

Sitter Profile Image: Nicole K.
Verified Enhanced Background Check
Nicole K.
$89
total per night
5.0 out of 5 stars
• 10 reviews
20 years of experience
Waterloo, ON, N2T

About: My experience with animals goes back 20+ years. It started when I volunteered at the local humane society as a kid. They tasked me with walking the dogs, feeding according to breed and diet, and overall giving love to each animal in the way they best would receive it. From there, my love and experience only grew - to the point where I actually have to pay extra for phone photo storage because I have SO many photos of me and the animals I care for! I've adopted a cat and dog of my own, and became the resident house/pet sitter amongst the neighbourhood. I'm proud to say I can confidently handle ANY dog and cat. I've taken my own dog Georgia (weimaraner, age 8) through 3 grades of obedience, so I am experienced with a high-energy dog that requires LOTS of exercise and training. I've also cared for senior citizens and mellow pups/kitties as well as Police K9 Unit dogs.

Sitter Profile Image: Suhaana & Robert K.
Verified Enhanced Background Check
Suhaana & Robert K.
$30
total per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
8 years of experience
Waterloo, ON, N2J

About: Pets make every day better! We adore both dogs and cats and have been taking care of them for 8+ years. Robert has a strong and active American bulldog. He is great at taking bigger dogs on safe and comfortable walks. Suhaana has had pet dogs and cats all her life. Her strengths are showering them with endless attention, cuddles and care. We both enjoy running and parks and would love to take your pup with us! We have a spacious balcony in Waterloo, Ontario and are at home almost all day. We mostly study and work from home. From anxious pups to social butterflies and babies to senior dogs, we have experience taking care of all of them! Pet care is an enjoyable and very welcome part of our daily routine! We start our day with morning walks when we’re dog sitting to help dogs get their energy out and stay active. In the evenings, we take them on another walk to wind down and enjoy some fresh air. We are happy to accommodate additional walks. Throughout the day, we make sure every pup feels loved and cared for. We’re flexible with scheduling and available for last minute bookings. We live in a spacious apartment in Waterloo Ontario, with many peaceful trails nearby and in Kitchener. We also have a big balcony for your pet to play on. We are both active people and enjoy walks and runs.

Sitter Profile Image: Lorraine B.
Verified Background Check
Lorraine B.
Star Sitter
$100
total per night
5.0 out of 5 stars
• 12 reviews
7 repeat clients
15 years of experience
Kitchener, ON, N2M

About: I provide reliable, attentive care tailored to each pet’s needs. I currently look after a senior dog who requires scheduled pee breaks, support with mobility, and two easy going snuggly cats. My experience includes short-term and long stay with both mixed pet homes and single pet homes. Cat care included feeding schedules, litter cleaning, and plenty of lap time. I am comfortable with senior pets, pets with medical needs, and busy multi-pet households. I prioritize routine and attention to their wants. I work online with a deeply flexible schedule, I can interrupte what I do at any moment. Caring for your pets is my privilege and joy. When caring for pets in your home, I follow your routine exactly as you set it. I’m a long-time homeowner myself, and I treat your space with the same respect and care I expected in mine. Clear routines & structure • I follow your schedule for feeding, walks, medications, movement support, and bedtime routines. • I confirm details like coat/boot use, leash type, walk length, and whether your dog needs structured play or a run. • I maintain established routines between multiple pets, including safe feeding order and supervised interactions. Home safety & respect • No guests ever enter your home. • I am a quiet, low-impact presence. • Doors are locked, areas of the house you specify are avoided, and I follow your nighttime routine for pee breaks and house security. • I tidy as I go and leave your home as I found it. Pet-specific care details • I confirm treat limits, what behaviour they’re used for, and any food or item that must remain inaccessible. • I ask about any recent food changes, sensitivities, or mobility concerns. • I monitor subtle changes—energy, appetite, bathroom habits—and communicate anything noteworthy. Cleanliness & preparedness • I ask where cleaning supplies, vacuums, or mops are kept in case of spills or accidents. • Litter, food areas, water bowls, and pet spaces are kept clean and consistent. Communication & emergencies • I provide daily updates and will clarify any instruction necessary to ensure accuracy. • I follow your emergency plan, including your preferred veterinarian. • Cameras, alarms, or home-specific systems are respected exactly as directed. My goal is simple: your pets feel secure, your home is respected, and your instructions are followed with precision.

Sitter Profile Image: Siddhant B.
Verified Background Check
Siddhant B.
$89
total per night
18 years of experience
Waterloo, ON, N2L

About: 🐶 Former Pet Owner 🏃‍♂️ Flexible as per your needs 🗣️ Clear and smooth communication for owners 🫡 Respecting owners' privacy and complying with their house rules 🤓 I genuinely like to be surrounded by animals; I am an independent senior tech consultant/startup founder by profession, but I do this not as a profession but as my way to help people with their busy schedules, and in return I get to make new furry friends❤️!! I work remotely and on my own schedule. I am an independent senior tech consultant/startup founder by profession. So as long as the pet owners communicate their needs well in advance, I don't believe there will be a scheduling problem. I work 7 days a week, so my schedule is pretty the same year-round. I also have a car for driving long distances if needed. 1. Keep them safe and clean. 2. Meet basic requirements, including on-time feeding and put-into activities. 3. Enhance with playing and interacting with pets to build trust and relationships 4. Extra attention to ensure pets are happy and calm.

Sitter Profile Image: Sommer M.
Verified Background Check
Sommer M.
$73
total per night
10 years of experience
St. Jacobs, ON, N0B

About: Hi there! I’m a lifelong animal lover with over 10 years of experience pet sitting for family and friends! Over the years, I’ve cared for dogs and cats of all ages, personalities, and energy levels. From senior pups who love a slow stroll and a good nap to energetic dogs who are always ready for their next adventure, I really enjoy getting to know each animal and their unique personality. I’ve helped with everything from overnight stays and daily walks to quick drop-ins, feeding, playtime, and lots of cuddles! I also have a dog of my own, Scout, who is one of the most loving and social dogs you’ll ever meet! He makes friends with just about everyone, and together we live a pretty active lifestyle filled with walks, outdoor adventures, and plenty of playtime. We even have backyard chickens, so our love for animals definitely extends beyond just cats and dogs! Having Scout has made me appreciate even more how important it is to find someone you trust to care for your pets. I know every animal has their own routine, personality, and needs, and I always do my best to make sure they feel happy, comfortable, and loved while you’re away. Whether your pet needs someone to keep up with their endless energy or just a friendly face to keep them company, I’d love to help! Looking forward to meeting some new furry friends! I love including my own dog into my daily routine and ensure that he gets lots of play and stimulation. I work from home part of the week so have ability to play in the backyard at lunch or let dogs outside as frequently as needed. I prioritize being outside, even on rainy days so there’s no fear that a doggo would miss out on a walk! I have a fenced yard and it’s big enough to run around or play fetch in. We have sectioned off a few areas in our house so that multiple dogs have places to take breaks separately if need be. I always want to ensure every dog that I take care of feels fulfilled and happy!

Sitter Profile Image: Walter B.
Verified Background Check
Walter B.
$77
total per night
5.0 out of 5 stars
• 133 reviews
53 repeat clients
3 years of experience
London, ON, N5W

“Walter took great care of our picky beagle Dorito! Got the perfect amount of updates too, will definitely be booking for the next time we go away!”

Profile image
Julia T.
Sitter Profile Image: Aaron V.
Verified Background Check
Aaron V.
$67
total per night
5.0 out of 5 stars
• 8 reviews
12 years of experience
Waterford, ON, N0E

“Aaron did a great job taking care of our 2 giant fur babies, our home and our plants! He provided updates and pictures and I felt secure that everything was well taken care of while we were away for 5 days. We came home to happy dogs, a clean house and peace of mind! I would happily hire him again next time we go away.”

Profile image
Emily B.
Sitter Profile Image: Hope F.
Verified Background Check
Hope F.
$56
total per night
8 years of experience
Orangeville, ON, L9W

About: I have watched every type of pet for friends, family neighbours you name it. I’m known as responsible so I’m always offered tons of pet and housesitting jobs. I have also helped train two puppies who are well behaved now :) Currently working as an actor so my schedule is up and down but it will not affect me if I have committed to watching your pet or house Not applicable will only be watching at owner’s home. My current house has no backyard or anything suitable for pets or pet sitting. N A

Sitter Profile Image: Trinity & Montana S.
Verified Background Check
Trinity & Montana S.
$45
total per night
5.0 out of 5 stars
• 1 review
10 years of experience
Guelph/Eramosa, ON, N0B

About: I’ve taken care of dogs since I was a young kid, not only have I owned dogs all my life (border collie, and German shepherd) and have done dog sitting for friends and neighbours as well and understand care and grooming for all different kinds of dogs. I am also confident and more than capable of giving any and all medication. Currently working self employed and there are two of us so double the care for the price of one! Since we are self employed and decently in charge of our schedule it allows us to schedule around what works best for you and your furry friends. Take them on regular walks make sure they have appropriate amounts of food and water, make sure they get any and all medication on time. Make sure they there is nothing potentially harmful to the animal in the home or surroundings We also have a large property for them to explore for at home and am more then willing to stick to any and all guidelines you have for your cute furry friend.

Sitter Profile Image: Jillian H.
Verified Background Check
Jillian H.
$222
total per night
5.0 out of 5 stars
• 20 reviews
15 repeat clients
54 years of experience
Guelph, ON, N1G

“Jillian pet sit our three English Pointers while we were out of the country. These dogs are our whole life, and she was beyond amazing with them. My big goofy male who is very picky on who he likes adored her, so much so that he seemed disappointed when we returned home! Jillian made our dream trip worry free, and we have rebooked her for our next overseas trip. Thank you Jillian!!”

Profile image
Patricia B.
Sitter Profile Image: Andrew G.
Verified Background Check
Andrew G.
$34
total per night
17 years of experience
Hamilton, ON, L8P

About: Pet sitting (Longterm): 30 bucks a day Pet day care (Daily): 25 bucks a day -5 for under 4 hours +5 for over 12 hours +5 for last minute changes Child tutoring: 20 bucks an hour Child sitting: 15 bucks an hour I grew up around pets, I love animals though I don’t currently have any of my own. I have a house with a fenced back yard and lots of space. I've been doing this for years now and have had plenty of experience and happy clients! I’m a chill friendly person. Also patient. I grew up with 3 dogs and 5 parrots so I have plenty of animal experience. I've also had a number of successful and happy customers here and on Kijiji where more positive reviews can be found under 99% Geek Sitting! The Terms of Service prevent me from telling people to seek me off the app, and only allow me to say that it's safer to stay in the app. They monitor conversations and penalize harshly! I live near the intersection of Charlton and Locke and would be happy to host your pets here, but if you would rather I can be talked into other arrangements. I can also do 'sitting for kids, or tutoring, I'm knowledgeable in many areas. I've also spent time on Kijiji and Facebook Marketplace and offered a discount at 25 a day but obviously it doesn't offer you the same safety you get here, and it's against the rules to ask you to find me there, so I wont. "Kerri Murtland January 12th 2026 Geek99% is an absolute legend! I swear by his service. I have made him my permanent dog care provider. Geek99% is flexible, dependable, dedicated, supportive, friendly and always willing to take care of my dog last minute. 10/10 highly recommended services" "Taylor Simmons May 16, 2025 We couldn't have asked for a better dog sitter than Andrew! He took care of our dog, Suki, for three months while we searched for a new home, and throughout the entire time, he went above and beyond. Andrew kept us regularly updated with messages and photos which gave us so much peace of mind. Every time we visited Suki, she was happy, healthy, and clearly well-loved. It was obvious she was in great hands. We're incredibly grateful for the care and attention Andrew gave her — he's truly someone you can trust with your pet." I'm always available, as a writer and agoraphobic I don't get out much. You can find me here any day of the week and weekends. I'm attentive, kind, empathetic, understanding and patient. I love animals. I grew up with them, but I don't have the money or resources to have my own. I think being able to earn money getting to hang out with cool animals and chill with them sounds like the dream. I'm responsible, loving, and stable.

1 / 1
View more

The median cost per night for house sitting in Wellesley is $50

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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Wellesley

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wellesley average 3
repeat house sitting clients

FAQs for House Sitting - Wellesley

Frequently asked questions about Rover

The average cost of House Sitting in Wellesley is $28 per night as of November 2026. Most bookings cost between $28 and $28 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 522 sitters on Rover offering House Sitting across the city of Wellesley. About 84% 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 Wellesley 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 Wellesley 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 Wellesley 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:

  • 87% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge