Dog Sitting in Windsor

Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.

End Date
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Windsor dog sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Leidy B.
Verified Background Check
Leidy B.
$23
total per visit
10 years of experience
Windsor, ON, N9A

About: What sets me apart is the level of personal care and attention I give to every pet. I treat them as if they were my own, making sure they feel safe, loved, and comfortable at all times. I have experience with dogs of all ages, including puppies who need training and extra patience, as well as senior dogs who may require gentle care, medication, or a calmer environment. I adapt to each pet’s personality and needs—whether they’re full of energy and love long walks, or they prefer quiet cuddles and companionship. Clients appreciate that I communicate often, send regular photo updates, and always go the extra mile to make both pets and owners feel at ease. For me, pet care isn’t just a service—it’s something I truly love to do. Pet care is a natural part of my daily life. I plan my days around feeding, walking, playtime, and making sure pets feel happy and cared for. Whether it’s early morning walks, midday checkins, afternoon playing or evening cuddle time, I always make space in my schedule to prioritize their needs. On a weekly basis, I balance my routine so pets get consistent attention, exercise, and affection. I treat their care just like I would for my own pets - with patience, reliability, and lots of love. Taking care of animals isn’t just something I add into my day—it’s truly part of my lifestyle and what makes me happiest. When caring for pets in my home or my client’s home, my priority is always their comfort, safety, and happiness. I take time to understand each pet’s routine, personality, and special needs so I can make them feel secure and loved. In my home, pets have a calm and safe environment where they are treated like part of the family—with plenty of playtime, exercise, and cuddles. I make sure their feeding, walking, and sleeping schedules are followed exactly as instructed. When I’m in a client’s home, I respect their space and maintain the pet’s normal routine to minimize stress. I provide regular updates and photos so owners feel connected and reassured while they’re away. Every pet is unique, and I always adapt my care to what makes them feel happiest—whether that’s extra play, long walks, or simply quiet companionship.

Sitter Profile Image: Jordan K.
Verified Enhanced Background Check
Jordan K.
$39
total per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
13 years of experience
Windsor, ON, N8Y

Had Jordan pop in to take care of my cat Mimi. Followed, her routine and was amazing with her. He did an incredible job sending update photos, and making sure she was comfortable. I cannot say enough about how happy both my partner and I were to have Jordan look after our kitty.

Profile image
Alex P.
Sitter Profile Image: Jamie & Danae G.
Verified Background Check
Jamie & Danae G.
$26
total per visit
5.0 out of 5 stars
60 reviews
20 repeat clients
10 years of experience
Windsor, ON, N8P

Danae and Jamie were absolutely wonderful with our 2 cats. It was the first time we left our cats for 2 weeks and we were somewhat anxious. But we were very much relieved when we got daily updates and pictures. Our cats were well looked after when we were away and everything was kept exactly the way we left it- clean and tidy. I will definitely use them again when we go away.

Profile image
Mary G.
Sitter Profile Image: Sarah R.
Verified Background Check
Sarah R.
$50
total per visit
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Windsor, ON, N8Y

About: ***** Use the following code for $20 off your first booking with Rover! SARAHR06725, https://www.rover.com/sit/sarahr06725***** i have had dogs my whole life, and currently have two of my own. i love playing with them but also training. both have completed intermediate obedience at a training facility in the states. we both have lots of fun teaching them new, mostly useless, tricks. i work from home so am always around to supervise and interact with the pets. i only work part time hours so lots of time for walks in the park and playing games in the yard. any visiting dogs are treated like family. all animals in the house receive the structure they need with plenty of love, snuggles and mental/physical exercise. i love animals and giving them everything they need to thrive and feel comfortable. i will only be accepting one families dogs at a time so everyone will get plenty of individual attention.

Sitter Profile Image: Peri E.
Verified Enhanced Background Check
Peri E.
$23
total per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Windsor, ON, N8T

Peri’s extensive knowledge of dogs, training and puppies gave my husband and I tons of relief to get out of the house for a friends birthday evening. She was super communicative, lovely to work with and punctual. 10/10 recommend!

Profile image
Dakota S.
Sitter Profile Image: Nicolle W.
Verified Background Check
Nicolle W.
$24
total per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Lasalle, ON, N9J

About: I've been taking care of my own small-medium size dogs for the past 15 years. I currently have two dogs, a Shih Tzu and a King Charles Cavalier Spaniel. I also pet-sit for neighbours and friends! I want to share my love of all things dogs to those who need their fur babies taken care of! I have patience, and attention to detail and will make sure your pet is always safe and secure! I currently work from work and am available during the week and weekends! I have a very flexible schedule and can work with you to meet your dogs scheduling needs! As a dog owner myself, I understand that each pet has its unique personality and behaviour. I will adapt and learn your pet's behaviours and tendencies to keep them safe and secure. I strive to create a comfortable and loving environment for your furry friend and to make them feel at ease in all environments.

Sitter Profile Image: Janet A.
Verified Background Check
Janet A.
$28
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
16 years of experience
Windsor, ON, N9G

About: I have raised two dogs from puppies. I am a believer in the exercise/discipline/affection cycle of raising calm dogs. I can ride a bike during dog walks (if trained or I can train). I am retired, and can help your family out if you are at work/school during the day. I can do an evening visit if that works with your family (e.g., after dinner). I will walk and play with your dog as needed, following the cycle of exercise, then discipline and then affection. I am in good shape, and can handle a few good walks per day.

Sitter Profile Image: Kaylee M.
Verified Background Check
Kaylee M.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Windsor, ON, N9A

Kaylee was a great help to us while we were gone for 3 weeks on a trip abroad. We had her come by in the mornings to take care of our dog Robin who is a shy 60 pounds German Shepherd mix. She sent me daily updates and photos and even went so far as cleaning our cat litter and bathing Robin (no easy feat) without being asked to! When I returned home everything was clean and in order and the pets were happy and taken care of. I was really satisfied with her services!

Profile image
Eugenia L.
Sitter Profile Image: Bill M.
Verified Background Check
Bill M.
$23
total per visit
5.0 out of 5 stars
11 reviews
7 repeat clients
29 years of experience
Windsor, ON, N8P

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.

Sitter Profile Image: Janvi P.
Verified Background Check
Janvi P.
$17
total per visit
3 years of experience
Windsor, ON, N9A

About: I have my dog, Yogi back home in Alberta and I’m here in Windsor for law school! I miss my dog a lot and I’m hoping to care for another dog to help another family out. I am in school but I have a lot of evening classes so I am very flexible. I’m not working any other jobs so I am very free. Back home in Alberta I have a fenced in yard and unfortunately I don’t have that here but I am more than willing to take your dog on a walk or stop by for visits.

Sitter Profile Image: Christina B.
Verified Background Check
Christina B.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
11 years of experience
Tecumseh, ON, N0R

About: Current foster parent and dog parent. Currently have an opening for a small to medium dog to add to our little group. Looking forward to hearing about you! Every day revolves around the dogs. Looking forward to finding new dog friends and excited to help cover your last minute trip dog sitting needs. Our house is built specifically for the dogs. Easy clean laminate and tile, tall wood fences, lots of toys and comfy furniture. Its a great place for your fur baby to hang out.

Sitter Profile Image: Arvind J.
Verified Enhanced Background Check
Arvind J.
$28
total per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Windsor, ON, N8N

About: My family has always had some pet in our house over the last 10 years. I love animals and have a calm lab of my own! I currently work from home, so I have tons of time to spare. I take my dog on daily walks and also tons of free play in the backyard. I have a fenced yard and a very friendly energetic 5 year old pup to keep your pet company. I am also able to take care of senior dogs, giving medication and various diets.

Sitter Profile Image: Mya S.
Verified Background Check
Mya S.
$23
total per visit
16 years of experience
windsor, ON, N9E

About: Even as a kid i’ve always loves animals especially dogs, I would love to help you with taking care of your dogs not only for your benefit but for mine as well, considering I would like to pursue a career being a Vet. I love going outside and playing with dogs, walking them or even just cuddling with them. When I was younger I was a dog walker for the dogs in my neighborhood and I absolutely loved it. Please consider me as your go to person to help take care of your animals. My schedule is flexible, which allows me to provide dependable and attentive pet care throughout the week. I’m able to accommodate walks, drop-ins, feedings, playtime. I make pet care a priority in my routine, so I can be available for morning, afternoon, and evening visits while keeping pets on their normal schedule as much as possible. I adjust my care based on each pet’s personality, needs, and routine. I focus on making pets feel relaxed and secure while their owner is away. I stick to feeding schedules, provide fresh water, regular bathroom breaks, exercise, and one-on-one attention. For active pets, I include walks and playtime, while more relaxed pets receive calm companionship and comfort. I also pay close attention to behavior, appetite, and energy levels so I can notice any changes right away and keep owners updated throughout the stay.

Sitter Profile Image: Mackenzie P.
Verified Background Check
Mackenzie P.
$23
total per visit
1 year of experience
Windsor, ON, N9J

About: I am very determined to make your pet comfortable around me. I have different experience with animal care like bathing and working in pet stores. I have my own pets I take care of. I do it daily and love every second of it. It’s best knowing animals are loved and well taken care of. I make sure the environment is clean. I have a daily routine and time of feeding. I want to make the entire experience safe and enjoyable for the pets and myself.

Sitter Profile Image: Amelia K.
Verified Background Check
Amelia K.
$34
total per visit
25 years of experience
Windsor, ON, N9G

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

Sitter Profile Image: Kelli W.
Verified Background Check
Kelli W.
$25
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Tecumseh, ON, N0R

She did such a great job. My cats were so happy when I came home. The first time I left for vacation a year ago they were really stressed This time when I came home, they were fine so I know she did a good job and I can tell that she really cared about my babies .

Profile image
Brooke S.
Sitter Profile Image: Caitlyn L.
Verified Background Check
Caitlyn L.
$34
total per visit
5.0 out of 5 stars
1 review
16 years of experience
Windsor, ON, N8S

About: I've always been a dog person, their unconditional love Is the best feeling in the world. I had a shitzu growing up and I love all dogs big or small. I recently got my 1st puppy and we were in an accident in which she passed away. I'm looking to help others and mend my broken heart. I'm currently working from home so I have lots of time to spend with your pup. Available anytime for boarding, daycare, check ins. Message me! I have a large crate available to use if you prefer, but I love having dogs free roaming. I have lots of toys and treats I'd love to spoil your furbaby with. I look forward to taking your babies for walks and cuddles on the couch.

Sitter Profile Image: Sam R.
Verified Background Check
Sam R.
$45
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
3 years of experience
LaSalle, ON, N9J

Sam was wonderful with Boom! She sent lots of pictures and even brought her dog Wilky along to hangout with Boom! He loves Wilky!

Profile image
Brett B.
Sitter Profile Image: Yaz O.
Yaz O.
$28
total per visit
5.0 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Windsor, ON, N9J

About: I am a recent veterinary school graduate from OVC and have extensive animal care experience! I’ve pet sat for the past 14 years with small animal (dogs and cats), caged animals (rabbits, gerbils, birds, reptiles, hamsters, Guinea pigs etc) and have owned my own pets over the years as well. Back at home, I have two lovely dogs and two bunnies, and I miss having animals around so pet sitting brings me so much joy. I have worked in many clinics for the past 8 years and have been able to gain an array of knowledge for animal care as well as an appreciation for all the lovely different pet personalities. I can’t wait to care for your pet and give them lots of love while you’re away! I’ve just graduated vet school and have the month off before I start working again! I have lots of free time at the moment, my schedule is open :) I find it very important to try and keep as much of a similar care routine as my clients do with their pets because this reduces stress for the animals when they’re either in a new environment or being taken care of by someone new. I am very good at following instructions and so whatever my client usually does to care for their pet, I will do as well. I’m quite flexible and adaptive so my care will vary from pet to pet depending on what the client is looking for and how they usually care for their pet! Long story short I will ensure that the pet under my care has optimal love, safety, kindness and care and make sure that their well-being is always my first priority:)

Sitter Profile Image: Kiana G.
Verified Background Check
Kiana G.
$28
total per visit
10 years of experience
Windsor, ON, N9H

About: I grew up in a cat household, along with other smaller pets, but love all animals. I have taken care of friends, family, and neighbour's pets of all kinds including, dogs, cat, rabbits, turtles, even rats, and more! I am very athletic and enjoy going on walks, etc. I am home from school for the summer and just working part-time, looking for extra work, so I have plenty of time to visit and care for your pets! I have a large fenced in yard with plenty of space for a doggo to run around and love going on walks, so it would be nice with a dog or playing with cats, etc.

1 / 1
View more sitters

Windsor dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Randi is always reliable and works with me even though my schedule is always changing! She is a great sitter and I trust my dog with her always.

Profile image
Shayna Y.
Drop-In Visits
5.0 out of 5 stars

Bre got along great with my pups. They can be unnerved when new people enter the house, but after a few barks, they were on the couch with her. I plan to have Bre watch my pups for a night next week. I was very happy with her communication and timeliness. Thank you, Bre!

Profile image
Teresa P.
Drop-In Visits
5.0 out of 5 stars

Gwyneth did an amazing job. My dog took to her right away. Will use her services again in the future

Profile image
Kristin O.
Drop-In Visits
5.0 out of 5 stars

Hana is absolutely amazing with my dogs. She super friendly and always helpful and the dogs love her! I will have more requests in the future.

Profile image
Nick D.
Drop-In Visits
5.0 out of 5 stars

Walter can be nervous around new people, but he took to Jessica right away and had a great trip to the dog park! Jessica seems kind, smart, and dog-savvy. ❤️

Profile image
Roux S.
Drop-In Visits
5.0 out of 5 stars

Abdullah is the best - he’s detail oriented, sends great updates, and you can tell he really cares about our dog and taking care of him, whether he’s doing a drop in visit, walk, or full sitting. Highly recommend!

Profile image
Tommy C.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Windsor.

Rover makes it easy to find Windsor dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.