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

“Hannah did a great job watching Ragnar at our house. She took him for regular walks as we had discussed and made sure she gave him a lot of personal time and attention as he needed. Ragnar likes having humans close and constant attention and Hannah was able to provide him that security. Hannah is a very clean and tidy person and it was nice to return to a clean and well kept house. Hannah pays extra attention to detail and would provide me with regular updates and pictures of Ragnar when she took care of Ragnar. I arrived a day earlier from my travel and Hannah offered to walk Ragnar for an extra day although I was back early from my trip. I would definitely recommend Hannah for house sitting as well as walking your dogs.”


“Chrish was amazing with Duke and took the stress of travel and leaving Duke behind seamless and easy. Lots of dog walks in the woods and cuddles on the sofa. Chrish sent regular updates and pictures and it was obvious he was a happy dog.”


“We made a last minute decision to leave our pup Ragnar at home for a day while we were away. Emma agreed to house sit on a short notice. She did a great job taking care of our pup. She took him to the Ravine and the dog park to make sure he was all tired out. He was a happy puppy with her and enjoyed being with her. She is great with big breed dogs and I would definitely recommend Emma to take real good care of anyone’s puppy.”


“Hannah was wonderful in guiding us through our first Rover experience. We were nervous leaving our two dogs with someone other than family or close friends for the first time and Hannah reassured us every step of the way. She took the best care of our girls and updated us everyday with pictures. It is very apparent Hannah cares for the animals she looks after. She was professional and respectful of our home. We would not hesitate to book Hannah for our future dog sitting needs.”


“Zakia was a very responsible, attentive, and kind dog sitter to our sweet Ruby. Knowing Ruby is an active small dog, Zakia took the time to take Ruby on her favourite walks and explored green spaces and trails. Zakia and her partner made sure to send plenty of pictures and videos of Ruby and asked questions to clarify about her care instructions. Ruby loves to cuddle and stay close to people and Zakia didn’t shy away from providing a lot of attention. Our house was also well looked after and in the same condition as we left it——so nice to return to after being away for a week. I highly recommend considering Zakia as a dog sitter/house sitter for your loved pet.”


“Kate was lovely throughout! We had a meet and greet and Henri was excited to get to know her. Communication was easy and responsive to get set-up. Everything went smoothly, Henri had a great time and she treated my home as it was her own! Would definitely recommend.”


About: I’ve been a dog lover and owner all my life. While being surrounded by all types of dogs, I am confident in my skills to take care of your precious fur babies. I am currently studying looking to make some money on the side. Who doesn’t love to take care of dogs AND make money? Best of both worlds! I have a large yard but can come to you. If you choose to crate your dog and I can do that too, whatever best fits you and your pets needs!

“This is my second time using Talia and everything was just as great as the first time. Talia is very responsive and professional. She provided regular text / photo/ video updates I will continue to use and recommend Talia when i have future pet care requests!”


About: APPLY CODE: TAYLOS03685 FOR $20 OFF YOUR FIRST BOOKING WITH ROVER! Physical activity and being outside are some of my top priorities as an animal owner. I am currently part of a two dog family, including an energetic shepherd mix and dachspaniel. I have always been part of an animal loving family and I hope to further expand my love for animals with others! I offer many services to all animals and love a challenge. I am within walking distance of a large open field with walking routes and have a backyard for your pups potty needs! I will regularly see that your dog is getting adequate exercise, walks and potty breaks when your pet is staying with me. Likewise, I will never leave your animal unattended and will always see your animal is treated like family while you’re away. As a student with a flexible schedule, I can easily fit pet care into my daily or weekly routine. I’m available for boarding and weekly care in Halifax, ensuring your pet gets the attention they need. In my care, I make sure pets receive adequate attention, exercise and care, including administering medications if needed. I have two different-sized crates (not required) and dog beds for overnight stays, ensuring comfort whether crating is required or not.

“Dogs loved her and they were well looked after.. will def call on again.”



“Ilana stayed two nights with our pets and was great! We consider them our babies and were quite anxious to leave them and we received so many pictures and felt very comfortable leaving them for the weekend with her. We will book her again!”


About: I have cared for dogs intermittently my entire life. I have owned dogs since the age of eight and I currently have two dogs of my own. My dogs are my life. I currently occasionally board young dogs for the CNIB I currently work casually in a hospital. My schedule is flexible but I generally need two weeks notice. Exceptions could be made. I will be home at all times with your pet. I have a large property which is not fenced however I do have a fenced area. I live in a very quiet neighbourhood on a dead end and my house is not visible from the road. The roads in my neighbourhood are wide and have extremely low traffic. There is a field down the road from me and also a hiking trail next door. I am willing to stay at a clients home. I come with my own bedding, food and supplies.

“Jordan did a great job caring for our 2 dogs and one cat for a week. He sent regular updates, and we came home to a happy crew and well maintained house.”


“Lizz was terrific! She house sit with my pup Luna and they had a blast! She kept me updated on their walks and adventures and sent along plenty of pictures throughout her stay. Would definitely recommend and hope she can take care of Luna again in the future!”


About: I've had dogs my entire life, I love being in the presence of a doggy! I'm happy to walk, groom, feed and clean up after them! I work full time, I would love for your dog to join me on my daily evening walk! I can take them out before going to work. I have a kitty to keep your doggy company! I have a yard for them to play in and I'm close to a nice walking trail.

“Lyne is a wonderful person and an incredible dog sitter. I would highly recommend her to care for your dogs. My dogs love her and I feel relaxed knowing she is giving them such love and care when I have to be away from them.”


“Nik was awesome! They were able to sit on short notice which really saved my vacation! They did a fantastic job introducing my dogs to their dog. I loved getting the videos of their fun! Everything was well taken care of while I was away. I most certainly would recommend Nik! thanks!”


About: I am the owner of Kayla’s Dog Services! I offer pack walks, solo walks, daytime care and boarding! I am a certified dog trainer and have worked at multiple doggie daycares I am now currently working from home as a new small business owner!! I have 4 of my own dogs, all rescues, I am a foster mom to multiple rescues!!! Feel free to check out my Facebook page at “Kayla’s Dog Services” I am working from home so I am able to give all the loving and attention and exercise needed to the pups! I love to go on walks and explore the outdoors with my furry friends🥰❤️ I have a little run in my front yard I put turf down so it’s easier on their paws and not on gravel, 2 streets over there is 2 dog parks that are never busy! And right down the road is a beautiful trail I love to take the dogs on adventures to! I have crates to crate them if needed however I only use them in emergency situations or if you require them to sleep in one at night time/ have down time,


About: I have owned my own dogs that I have groomed myself and taken care of for years. When fostering dogs, we are required to maintain their grooming and other health needs. My schedule is extremely flexible, as I work shift work as a youth care worker. I have a lot of time during the daytime to check in on, walk, and feed your dogs as needs require. I have a fenced in backyard with no other pets. We have 2 couches that we all the dogs to sit on, as well as my bed. Can crate your dogs if needed. Always walk dogs on leash.
Loving house sitters in your neighborhood
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1. Hannah F.

“Hannah did a great job watching Ragnar at our house. She took him for regular walks as we had discussed and made sure she gave him a lot of personal time and attention as he needed. Ragnar likes having humans close and constant attention and Hannah was able to provide him that security. Hannah is a very clean and tidy person and it was nice to return to a clean and well kept house. Hannah pays extra attention to detail and would provide me with regular updates and pictures of Ragnar when she took care of Ragnar. I arrived a day earlier from my travel and Hannah offered to walk Ragnar for an extra day although I was back early from my trip. I would definitely recommend Hannah for house sitting as well as walking your dogs.”


2. Chrish R.

“Chrish was amazing with Duke and took the stress of travel and leaving Duke behind seamless and easy. Lots of dog walks in the woods and cuddles on the sofa. Chrish sent regular updates and pictures and it was obvious he was a happy dog.”


3. Emma H.

“We made a last minute decision to leave our pup Ragnar at home for a day while we were away. Emma agreed to house sit on a short notice. She did a great job taking care of our pup. She took him to the Ravine and the dog park to make sure he was all tired out. He was a happy puppy with her and enjoyed being with her. She is great with big breed dogs and I would definitely recommend Emma to take real good care of anyone’s puppy.”


4. Hannah C.

“Hannah was wonderful in guiding us through our first Rover experience. We were nervous leaving our two dogs with someone other than family or close friends for the first time and Hannah reassured us every step of the way. She took the best care of our girls and updated us everyday with pictures. It is very apparent Hannah cares for the animals she looks after. She was professional and respectful of our home. We would not hesitate to book Hannah for our future dog sitting needs.”


5. Zakia B.

“Zakia was a very responsible, attentive, and kind dog sitter to our sweet Ruby. Knowing Ruby is an active small dog, Zakia took the time to take Ruby on her favourite walks and explored green spaces and trails. Zakia and her partner made sure to send plenty of pictures and videos of Ruby and asked questions to clarify about her care instructions. Ruby loves to cuddle and stay close to people and Zakia didn’t shy away from providing a lot of attention. Our house was also well looked after and in the same condition as we left it——so nice to return to after being away for a week. I highly recommend considering Zakia as a dog sitter/house sitter for your loved pet.”


6. Kate R.

“Kate was lovely throughout! We had a meet and greet and Henri was excited to get to know her. Communication was easy and responsive to get set-up. Everything went smoothly, Henri had a great time and she treated my home as it was her own! Would definitely recommend.”


7. Cameron R.
“Cameron puts her all into ensuring your fur baby feels just as loved as it does but you. Very experienced. Very professional. Would recommend to anyone looking for the best care possible for your pet!”


8. Talia P.

“This is my second time using Talia and everything was just as great as the first time. Talia is very responsive and professional. She provided regular text / photo/ video updates I will continue to use and recommend Talia when i have future pet care requests!”


9. Taylor S.
About: APPLY CODE: TAYLOS03685 FOR $20 OFF YOUR FIRST BOOKING WITH ROVER! Physical activity and being outside are some of my top priorities as an animal owner. I am currently part of a two dog family, including an energetic shepherd mix and dachspaniel. I have always been part of an animal loving family and I hope to further expand my love for animals with others! I offer many services to all animals and love a challenge. I am within walking distance of a large open field with walking routes and have a backyard for your pups potty needs! I will regularly see that your dog is getting adequate exercise, walks and potty breaks when your pet is staying with me. Likewise, I will never leave your animal unattended and will always see your animal is treated like family while you’re away. As a student with a flexible schedule, I can easily fit pet care into my daily or weekly routine. I’m available for boarding and weekly care in Halifax, ensuring your pet gets the attention they need. In my care, I make sure pets receive adequate attention, exercise and care, including administering medications if needed. I have two different-sized crates (not required) and dog beds for overnight stays, ensuring comfort whether crating is required or not.


10. Suzie F.

“Dogs loved her and they were well looked after.. will def call on again.”




11. Ilana D.

“Ilana stayed two nights with our pets and was great! We consider them our babies and were quite anxious to leave them and we received so many pictures and felt very comfortable leaving them for the weekend with her. We will book her again!”


12. Laura H.
About: I have cared for dogs intermittently my entire life. I have owned dogs since the age of eight and I currently have two dogs of my own. My dogs are my life. I currently occasionally board young dogs for the CNIB I currently work casually in a hospital. My schedule is flexible but I generally need two weeks notice. Exceptions could be made. I will be home at all times with your pet. I have a large property which is not fenced however I do have a fenced area. I live in a very quiet neighbourhood on a dead end and my house is not visible from the road. The roads in my neighbourhood are wide and have extremely low traffic. There is a field down the road from me and also a hiking trail next door. I am willing to stay at a clients home. I come with my own bedding, food and supplies.


13. Jordan C.

“Jordan did a great job caring for our 2 dogs and one cat for a week. He sent regular updates, and we came home to a happy crew and well maintained house.”


14. Lizz B.

“Lizz was terrific! She house sit with my pup Luna and they had a blast! She kept me updated on their walks and adventures and sent along plenty of pictures throughout her stay. Would definitely recommend and hope she can take care of Luna again in the future!”


15. Raleigh B.
“Raleigh has always been an incredibly caring individual! I've seen her with friendly fur babies and not so friendly pets, but she has always maintained her calm and loving nature throughout. I would 100% trust Raleigh with my needy cat any time of the year!”


16. Lyne M.

“Lyne is a wonderful person and an incredible dog sitter. I would highly recommend her to care for your dogs. My dogs love her and I feel relaxed knowing she is giving them such love and care when I have to be away from them.”


17. nik b.

“Nik was awesome! They were able to sit on short notice which really saved my vacation! They did a fantastic job introducing my dogs to their dog. I loved getting the videos of their fun! Everything was well taken care of while I was away. I most certainly would recommend Nik! thanks!”


18. Kayla M.
“Kayla has so much compassion for animals and when I see her with them especially dogs it is amazing. Our dog absolutely loves kayla and I would trust her with any pet that I own. She is dedicated to what she does with animals and I wish her luck in her future endeavours and career with animals. Thanks kayla for all your tender loving care with Roxie Stephanie”




19. Jessica S.
“Jessica is a very responsible, fun loving dog person! You can tell just how much she cares for each dog, making sure that they feel right at home in her living space. Jessica loves taking the dogs for walks in the park and on hiking trails, bringing along a ball for fun. Jessica is very able to meet all needs for any dog, having had experience giving medicine orally and in the ears of dogs, dealing with the cone and different surgeries, and also dealing with bad separation anxiety issues. Jessica would be an absolutely perfect fit for dogs that are big, small, strong on the leash, or old. She's dealt with a large variety of dogs in the past, and is very much able to adapt to any situation.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 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.
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 Apr 2025 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 Apr 2025, there are 27 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, 82% of Windsor house sitters respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available 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.
