House Sitting in Windsor

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

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Top rated Windsor house sitters

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: Gwenyth H.
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Gwenyth H.
Star Sitter
$45
total per night
4.9 out of 5 stars
116 reviews
35 repeat clients
16 years of experience
Windsor, ON, N8X

Gwenyth was fantastic!! She watched my two dogs over the weekend at my house and she did a great job. We would absolutely recommend her and will be rebooking whenever we travel!!

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Lauren L.
Sitter Profile Image: Victoria O.
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Victoria O.
$75
total per night
4.8 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Windsor, ON, N9A

Finding someone to care for your home and pet-family, especially a young kitten, can be nerve-wracking, but Victoria was great. She provided just the right amount of updates on our cats, which gave us peace of mind. We came home to a clean house and happy pets. There's no doubt in our minds we’d use Victoria again.

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Tetyana O.
Sitter Profile Image: Annika R.
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Annika R.
$89
total per night
5.0 out of 5 stars
50 reviews
28 repeat clients
5 years of experience
Windsor, ON, N8Y

Annika R was the sweetest with our boy Frankie. It was the first time we left him with someone else besides us. She suggested a meet and greet and Frankie took to her right away. Annika is a great communicater and sent picture and text updates while we were gone. We will definitely be using her again! If you need a trust worthy sitter who loves animals she's your girl!

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Georgina E.
Sitter Profile Image: Anifah T.
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Anifah T.
$39
total per night
3 years of experience
Windsor, ON, N8W

About: I have been taking care of friends and families pets for years now growing up and have always enjoyed it. Most recently doing daily check ins for my friends cat and greyhound! I’m currently a student working part-time who is about to enter summer, so my schedule is going to be very open to help take care of your pets! I am extremely alert when walking pets and ensure that all gear is properly secured (snug and not loose.) I also always take into consideration feeding/treat preferences when on the walks.

Sitter Profile Image: Derryl A.
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Derryl A.
$45
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Windsor, ON, N9A

Derryl is super attentive! He took great care of my Yoko and accommodated a last minute stay! Someone you can trust with your dog and ensure they are in safe hands 🙏 Thank you so much!

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Bronwen L.
Sitter Profile Image: Rawan A.
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Rawan A.
Star Sitter
$73
total per night
5.0 out of 5 stars
34 reviews
21 repeat clients
2 years of experience
Windsor, ON, N9G

Rawan was very professional and punctual. She arrived on time as discussed and kept me updated throughout her stay. I’m glad I had the opportunity to book her and will definitely use her again. I highly recommend her services.

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Derek T.
Sitter Profile Image: Puja B.
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Puja B.
$56
total per night
5.0 out of 5 stars
4 reviews
9 years of experience
Windsor, ON, N8Y

About: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! 🐶🐱💛 I currently share my home with an 8-year -old female German Shepherd 🐕‍🦺💕 who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home 🏡💻 with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park 🌳🐾, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering 🛁, belly rubs 🤍, cuddles 🤗, playtime 🎾🧶, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty 🐱✨, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home 🏠💞. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .

Sitter Profile Image: Damla T.
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Damla T.
$89
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Windsor, ON, N9G

I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.

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Michelle B.
Sitter Profile Image: Rafael C.
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Rafael C.
$46
total per night
5.0 out of 5 stars
13 reviews
3 repeat clients
2 years of experience
Windsor, ON, N8S

About: I had pets through my life, Manolo was my last one, he was a beautiful golden retriever,I want in a future to have more pets perhaps another Golden Retriever I'm currently studying in University of Windsor and working part time so a have enough time for all pets in any kind of shape and colors My home is a small one, so I will be taking care and always looking for safe of your pet in any kind of environment

Sitter Profile Image: Steph A.
Steph A.
Star Sitter
$123
total per night
5.0 out of 5 stars
231 reviews
23 repeat clients
20 years of experience
Lasalle, ON, N9H

Steph watched our pup Winnie for the day while we were on vacation so we could go explore. She went well above and beyond! I think Winnie misses her! I highly highly recommend!

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Melissa M.
Sitter Profile Image: Bill M.
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Bill M.
$45
total per night
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: Sam R.
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Sam R.
$89
total per night
5.0 out of 5 stars
17 reviews
4 repeat clients
3 years of experience
LaSalle, ON, N9J

About: I have my own dog Wilky who I have been caring for since we got him in 2020. Since him he has sparked a light in my life with animals. I now am luckily surrounded by dogs always from walking/watching friends pups, to spending everyday with my best friend Wilky. I also have had cats my entire life and have always been animal caregiver. I used to volunteer at the humane society in my home town when my parents did not let me get a pet for the house. I am a dancer/dance instructor, and have some extra time in my week so I thought, why not walk other dogs/hangout with other pups who are in need! I am right by the trails and walk my mothers dog Finn for her every day and I know he would love to walk with some friends! I am an animal lover and would love to help you out and care for your furry family member. I currently just finished a contract and have a couple months off of work so I am free and flexible for all animal needs and hope to make some new furry friends! I have a home with a backyard, a sweet pup and kitty who love other animals! I also live right by the forest trails in LaSalle which is a great place to walk.

Sitter Profile Image: Yaz O.
Yaz O.
$56
total per night
5.0 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Windsor, ON, N9J

Yaz was fantastic! She was great to communicate with and very personable. I felt very comfortable leaving her with my dog, and confident that she would take care of the house. She sent lots of photos and I could tell my dog was happy and getting lots of love and attention with her. I will definitly be using her again!

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Peggy L.
Sitter Profile Image: Amelia K.
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Amelia K.
$100
total per night
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: Ashlyn C.
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Ashlyn C.
$67
total per night
4.3 out of 5 stars
15 reviews
1 repeat client
1 year of experience
Windsor, ON, N8T

About: hello! Cannot wait to meet your furry friends! I’ve been around dogs my whole life and absolutely adore them. I have a dog myself, her names Mable and she’s a golden retriever! I have a big back yard that’s fully fenced in for your dog to run around wild in and be safe. I’m quite active so your dog will also be getting walked alongside my own dog. Looking forward to meeting your dogs :) I won’t be working in the summer, so this will be my full time job! (I am a teacher and off in the summers) ! I have a house that is fully fenced and gated. My husband and I will provide great care to your fur baby and go above and beyond so your dogs are comfortable!

Sitter Profile Image: Kelli W.
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Kelli W.
$56
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Tecumseh, ON, N0R

About: My family has had dogs my entire life so I am very capable of caring for pets of all ages. I've taken care of puppies, seniors and everything in between. I'm currently working part time which gives me plenty of free time to care for animals. My hours are very flexible and I will make time for animals. I grew up with a dog that experienced seizures irregularly so I know how to stay calm, keep a dog calm, and how to care for a dog in case of an emergency.

Sitter Profile Image: Mackenzie P.
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Mackenzie P.
$89
total per night
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: Kiana G.
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Kiana G.
$56
total per night
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.

Sitter Profile Image: Arvind J.
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Arvind J.
$100
total per night
5.0 out of 5 stars
16 reviews
6 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: Renee L.
Verified Background Check
Renee L.
Star Sitter
$111
total per night
5.0 out of 5 stars
7 reviews
4 repeat clients
9 years of experience
TECUMSEH, ON, N8N

Rene was wonderful and so so patient!! She has a great deal of dog handling experience and I felt extremely confident with her ! I will definitely book again for my boys !

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Rachelle W.
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Over 113
pet parents in Windsor have booked house sitting

Windsor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We are so grateful for Lizabeth. She dove right in when we had an emergency need and did a fabulous job. Animals were happy and everything was spotless on our return!

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Albert H.
House Sitting
5.0 out of 5 stars

breanna was very communicative and sent photos of the cat and dog while we were gone! would definitely rebook!

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Genevieve H.
House Sitting
5.0 out of 5 stars

Gwen was great, showed up on time, did 2 drop ins for our dogs and sent pics of them enjoying some time outside.

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Rawna G.
House Sitting
5.0 out of 5 stars

Heather is an amazing and beautiful Person! My dogs flourished with her. One is reactive and the other one has anxiety issues. I can't say enough about her! Thank you, thank you, thank you.

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Francine W.
House Sitting
5.0 out of 5 stars

Hannah was awesome! Lacey loved her! She was very responsive and sent updates & pictures throughout the day. 10/10!!

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Angela C.
House Sitting
5.0 out of 5 stars

Derryl is super attentive! He took great care of my Yoko and accommodated a last minute stay! Someone you can trust with your dog and ensure they are in safe hands 🙏 Thank you so much!

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Bronwen L.
House Sitting
5.0 out of 5 stars

Hanna stayed with our cat all week while we were gone. She was so easy to communicate with and quick to respond! She sent us the cutest pictures and videos all week to get us through the week. 100% will rebook with Hanna.

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Jenelle M.
House Sitting
5.0 out of 5 stars

I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.

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Michelle B.
House Sitting
5.0 out of 5 stars

Randi put our minds at ease while we were out of the state for a long weekend. We’ve never left our dogs with anyone besides family before so we were naturally a little anxious, but we have no regrets having Randi stay with them! We can home to very happy dogs.

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Tyler K.
House Sitting
5.0 out of 5 stars

Gabbie was a great fit to sit with my cat. She provided the company and care needed so I could enjoy my time away without worry. She was very responsive and left the house in great shape. Thank you, Gabbie!

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Kyle P.
House Sitting
5.0 out of 5 stars

We truly couldn’t have asked for a better house cat sitter. Victoria was incredibly patient, knowledgeable, and dependable, and went above and beyond in every way. Our cat normally will be distant, aloof and slow to trust, yet he warmed up to Victoria remarkably fast—something that almost never happens. Her calm, intuitive, and genuinely caring approach made all the difference. I was truly amazed witnessing the bond the two created with each other. We came home to a happy, relaxed cat and a perfectly cared-for home, which speaks volumes. Having someone this trustworthy and attentive gave us complete peace of mind. She is very pleasant to converse with when giving daily updates. We would book her again in a heartbeat and recommend her without hesitation.

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Joanne O.
House Sitting
5.0 out of 5 stars

Christina was fantastic. She had incredible communication was able to accommodate my last minute request, and left my home clean and my pup happy. I look forward to booking with her again!

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Madeline C.
House Sitting
5.0 out of 5 stars

We have used Murat multiple times for our pet care needs and had zero issues. He cares and is very attentive and detail oriented. Will definitely use him again in the future for our dog care needs

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Paul T.
House Sitting
5.0 out of 5 stars

Kristina was fun, communicative, she anticipated, and was all-around awesome. Hope to use her again!

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Matt A.
House Sitting
5.0 out of 5 stars

Ashton was fantastic, couldn’t have asked for a better sitter. Our pets adored her immediately, even our very shy cat felt comfortable with her right away. She left our house clean and our pets so happy. I would recommend her to anyone in need of pet care and would book her again in a heartbeat. Thank you Ashton!

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Michaela D.
House Sitting
5.0 out of 5 stars

Abdullah was a great sitter for my old pup, had prompt communication and pictures, and followed the notes for feeding and walking times. My dog is older in life, about 75 lbs, with limited use of his hind legs and takes daily medication. Abdullah was able to maneuver him into his wagon, help him while outside in the grass, and take care of any accidents. It was a great experience working with Abdullah from initial communication about the booking to post trip follow-up.

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Amanda B.
House Sitting
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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets 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!

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

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Windsor average 2
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windsor on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

As of Jun 2026, there are 84 house sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 81% of Windsor house sitters respond in under an hour.

House sitters with repeat customers have an average of 2 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windsor.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

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