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Top rated Windsor house sitters


“Megan is the best! Not only is she warm and wonderful with the dogs (one pooch kept looking for her throughout our first night back!) but also she is responsible, communicative, and sent photos while we were away for 8 days…and how really nice to come home and find everything clean and tidy. Of course, we missed our pooches but were able to enjoy our vacation knowing they were in Megan’s conscientious care. Clearly, Megan is our first choice for future bookings!”


“Lucas has been absolutely awesome. We booked him last minute and he was so thoughtful about pricing and offered services like dog walking for no extra cost. My dog warmed up to him very quickly. I would definitely recommend him.”


“Alexandria was great for our 100 lb Great Pyrenees Sheperd mix. She came before to meet Kai and ask questions, showed up on time and sent pictures and feedback during the dog sitting assignment. We will definitely be booking her again.”


“Michele was great, she was communicative and had a good time with Sadie. She stayed overnight while the weather was bad to make sure Sadie didn’t stay by herself.”


“Meaghan did amazing watching our big dog and two cats! We could not have asked for a better sitter to stay the weekend at home with our animals. She was kind, very attentive to the creatures, played with them, administered medicine, and followed all instructions perfectly! She was also very communicative, sent tons of pictures, and cleaned up our house nicely before she left. We will definitely be asking her to come again!!”


About: Hi, my name is Sergii. I’ve been taking care of dogs and cats for over 35 years. Now I have 2 dogs: a poodle and a boxer. My wife and I love dogs and they love us. We treat our dogs more like family members than pets. We know how it’s difficult to be away from your pup, regardless if it is only a couple of hours or days. We are a team - two very experienced dog owners. We have experience with senior dogs&cats, and pets with special needs; dogs&cats who are highly anxious, and pets who are hyper activity and need a lot of care and attention. Now we put our animal expertise to our small business for pet services. We aim to ensure your dog receives just as much love and care as it does in your presence. I’m willing to feed, walk and play with your dogs when you are not available. My schedule changes from week to week, as I’m still engaged in the transportation of pets, so always have wife for backup. We really care about healthy life style and guarantee the best care for them. I certified the American Red Cross for pet first aid as well. All animals under my care are insured, insurance policy included veterinarian reimbursement. Meeting new animal friends is something that will always bring me joy. Your dog will be in the professional and loving care when under my watch. If I sound like someone you could trust to care for your fur babies, please send me message. DROP-IN VISIT (At your house) I can go to your home multiple times per day to feed your pets food/water, go outside to potty & play, administer medications, etc. Just let me know how many times per day you’d like me to drop-in to check up on your pets/how much time you’d like me to spend while there and what you’d like me to do during drop-in visits and I will make it happen. A care summary report and photos of my drop-in visit with your pets will be sent after each drop-in. DOGGIE WALKS Walks are 30 minutes long, but can also include playtime if requested (e.g 20 minute walk + 10 minutes of play time). Meals, treats, water, and medication can be given before or after the walk if requested, just let me know and I would be more than happy to do that. A care summary report and photos from our walk will be sent after each walk. HOUSE SITTING I can care for your animals in your own home by ensuring your animals are safe and well cared for. I'll spend as much time with your pet as needed so that they have a true companion in your absence. I believe that the best pet care is done when your pet is in his/her own surroundings. I make sure gates and doors are closed and locked when needed, I follow safety checks in the home to ensure your pets are protected. In my clients home I will happily comply with any instructions to keep your pups safe. Anything that is needed for your fur babies!

“Emilee did a great job watching our pups! She played with them and made sure they were well taken care of!”


“Great multi-day stay for our two dogs with Susie. An older dog and a younger dog both present different challenges and Susie handled them both well and kept us up to date on how things were going. Thanks again!”


“Fantastic! Great with the pups and house looked even better than we left it!”


About: I have experience with cats and dogs of many different kinds! I have taken care of both geriatric & adolescent aged animals. As well as having experience with animals who have special needs like blindness, deafness, and giving medication. I hope to meet your babies soon! I'm currently working full-time but wanting to supplement my income with jobs before and after my work hours during the week and on the weekends. PS. I will be in school starting August and will have more availability during the week then! I will not be able to provide sitting services for any pets inside of my home as I already have multiple animals like cats, dogs, chickens, and fish at my home.

“Caitlyn took great care of my fur babies. She also house sat too. I felt very comfortable with her staying. It was great to come home and know my pets and my home had been taken care of. I would highly recommend Caitlyn and would definitely use her again.”


About: hello! me and my husband jordan have owned big to small dogs! we currently only have Lilly who is a miniature Australian shepherd. She is 6. and a 3 year old cat named dice! She is very very friendly and does great with other dogs. I accept same day booking, and cancellations on overnights have to be within 24 hours:)! I have experience with all types of dogs, so if you have any concerns regarding (anxiety, medications to give them, or aggression) please let me know. Me and my husband have a 15 mnth old who absolutely adores animals ! so you will be giving him a positive experience as well🥲🩷. Potty time is 0-2 hours or whichever you prefer I am home full time ! also, if you prefer a doggy park instead let me know! I will also bathe, brush and cut nails for free for your buisness to our home. it fits perfectly!! I am a full time stay at home momma. I do college online right now, and I take care of my baby. in my home or your home your pet will be more than taken care of :)! I will provide any services you need! I can walk , play with them, brush, bathe, take to doggy park, or simple just come sit with them. 🩷

“Lilly did a great job caring for our dogs. I felt secure knowing our dogs were with a professional.”


“We have used Stacey a few times and we will continue to book her. She takes wonderful care of our 2 dachshunds and our home.”


About: I have experience with just about any pet you could imagine. We would love to take care of your babies too, in our home or yours. I am retired from my career and am home just about all day to watch your babies for you. I am a real estate agent so almost all of my work is done at home or wherever I need to do it. We have a fenced in back yard. We utilize the layout of our home and the 2 back doors to rotate dogs if any do not get along with the other.

About: I have been around dogs my entire life! I love working around animals and it brings me lots of joy. I have my own dog, Charlie! I have cared for puppies and senior dogs. I am currently a teacher enjoying summer vacation! I will be tutoring in the morning and have open availability after 1 pm. I would love to walk your dog to make my summer even better! I have my own dog and his safety is such a priority! When your dog is with me, they will be treated like they like my own!

“Avery is such an amazing sitter and the dogs and cats loved her. We didn’t worry at all while we were gone.”


“Faith did an amazing job watch our two pups! Highly recommend her!”


“Hunter was awesome!Provided feedback during her stay ,as well as kept in communication.Hunter did a great job with my little Ruthie!!Even though she is a sweet dog ,She needs to be walked several times a day, an Hunter followed up to insure this while she stayed at my home!Not only that, left the house neat &tidy when I arrived back late at nite! I would definitely recommend ,an have her back to my home again in the future!!,”


“Sydne did a great job housesitting and taking care of our two small senior rescue dogs for a week. They both are quirky and very attached to us and she handled them with kindness and patience so they were comfortable and relaxed in our absence. Her communication was consistent and she sent updates, pictures and videos throughout the week. The house was clean and in everything in order upon our return. Thank you Sydne!”

Loving house sitters in your neighborhood
Search Results




Megan M.Star Sitter

“Megan is the best! Not only is she warm and wonderful with the dogs (one pooch kept looking for her throughout our first night back!) but also she is responsible, communicative, and sent photos while we were away for 8 days…and how really nice to come home and find everything clean and tidy. Of course, we missed our pooches but were able to enjoy our vacation knowing they were in Megan’s conscientious care. Clearly, Megan is our first choice for future bookings!”


Lucas D.

“Lucas has been absolutely awesome. We booked him last minute and he was so thoughtful about pricing and offered services like dog walking for no extra cost. My dog warmed up to him very quickly. I would definitely recommend him.”


Alexandria M.

“Alexandria was great for our 100 lb Great Pyrenees Sheperd mix. She came before to meet Kai and ask questions, showed up on time and sent pictures and feedback during the dog sitting assignment. We will definitely be booking her again.”


Michele M.Star Sitter

“Michele was great, she was communicative and had a good time with Sadie. She stayed overnight while the weather was bad to make sure Sadie didn’t stay by herself.”


Meaghan R.Star Sitter

“Meaghan did amazing watching our big dog and two cats! We could not have asked for a better sitter to stay the weekend at home with our animals. She was kind, very attentive to the creatures, played with them, administered medicine, and followed all instructions perfectly! She was also very communicative, sent tons of pictures, and cleaned up our house nicely before she left. We will definitely be asking her to come again!!”


Sergii K.
About: Hi, my name is Sergii. I’ve been taking care of dogs and cats for over 35 years. Now I have 2 dogs: a poodle and a boxer. My wife and I love dogs and they love us. We treat our dogs more like family members than pets. We know how it’s difficult to be away from your pup, regardless if it is only a couple of hours or days. We are a team - two very experienced dog owners. We have experience with senior dogs&cats, and pets with special needs; dogs&cats who are highly anxious, and pets who are hyper activity and need a lot of care and attention. Now we put our animal expertise to our small business for pet services. We aim to ensure your dog receives just as much love and care as it does in your presence. I’m willing to feed, walk and play with your dogs when you are not available. My schedule changes from week to week, as I’m still engaged in the transportation of pets, so always have wife for backup. We really care about healthy life style and guarantee the best care for them. I certified the American Red Cross for pet first aid as well. All animals under my care are insured, insurance policy included veterinarian reimbursement. Meeting new animal friends is something that will always bring me joy. Your dog will be in the professional and loving care when under my watch. If I sound like someone you could trust to care for your fur babies, please send me message. DROP-IN VISIT (At your house) I can go to your home multiple times per day to feed your pets food/water, go outside to potty & play, administer medications, etc. Just let me know how many times per day you’d like me to drop-in to check up on your pets/how much time you’d like me to spend while there and what you’d like me to do during drop-in visits and I will make it happen. A care summary report and photos of my drop-in visit with your pets will be sent after each drop-in. DOGGIE WALKS Walks are 30 minutes long, but can also include playtime if requested (e.g 20 minute walk + 10 minutes of play time). Meals, treats, water, and medication can be given before or after the walk if requested, just let me know and I would be more than happy to do that. A care summary report and photos from our walk will be sent after each walk. HOUSE SITTING I can care for your animals in your own home by ensuring your animals are safe and well cared for. I'll spend as much time with your pet as needed so that they have a true companion in your absence. I believe that the best pet care is done when your pet is in his/her own surroundings. I make sure gates and doors are closed and locked when needed, I follow safety checks in the home to ensure your pets are protected. In my clients home I will happily comply with any instructions to keep your pups safe. Anything that is needed for your fur babies!


Emilee G.

“Emilee did a great job watching our pups! She played with them and made sure they were well taken care of!”


Susie W.Star Sitter

“Great multi-day stay for our two dogs with Susie. An older dog and a younger dog both present different challenges and Susie handled them both well and kept us up to date on how things were going. Thanks again!”


Alison V.

“Fantastic! Great with the pups and house looked even better than we left it!”


Samantha O.
“Samantha is an incredible young woman! She has cared for 3 of our dogs at different times. She is dependable, compassionate, and trust worthy. Samantha is perfectly suited for being a pet caregiver.”


Caitlin G.

“Caitlyn took great care of my fur babies. She also house sat too. I felt very comfortable with her staying. It was great to come home and know my pets and my home had been taken care of. I would highly recommend Caitlyn and would definitely use her again.”


Makayla T.
About: hello! me and my husband jordan have owned big to small dogs! we currently only have Lilly who is a miniature Australian shepherd. She is 6. and a 3 year old cat named dice! She is very very friendly and does great with other dogs. I accept same day booking, and cancellations on overnights have to be within 24 hours:)! I have experience with all types of dogs, so if you have any concerns regarding (anxiety, medications to give them, or aggression) please let me know. Me and my husband have a 15 mnth old who absolutely adores animals ! so you will be giving him a positive experience as well🥲🩷. Potty time is 0-2 hours or whichever you prefer I am home full time ! also, if you prefer a doggy park instead let me know! I will also bathe, brush and cut nails for free for your buisness to our home. it fits perfectly!! I am a full time stay at home momma. I do college online right now, and I take care of my baby. in my home or your home your pet will be more than taken care of :)! I will provide any services you need! I can walk , play with them, brush, bathe, take to doggy park, or simple just come sit with them. 🩷


Lilly B.

“Lilly did a great job caring for our dogs. I felt secure knowing our dogs were with a professional.”


Stacey M.Star Sitter

“We have used Stacey a few times and we will continue to book her. She takes wonderful care of our 2 dachshunds and our home.”


Michael G.
“He is so great with animals. Especially dogs. He loves them and takes care of them all like they are his own. I would trust him with my pets.”


Isabella N.
“Isabella is an awesome pet sitter and dog walker. She shows up on time and is always enthusiastic about taking care of our pups! She is an avid walker and can walk forever. Our pups, Lilly and Crooksie, just adore her and look forward to her visits!”


Avery S.

“Avery is such an amazing sitter and the dogs and cats loved her. We didn’t worry at all while we were gone.”


Faith T.

“Faith did an amazing job watch our two pups! Highly recommend her!”


Hunter B.

“Hunter was awesome!Provided feedback during her stay ,as well as kept in communication.Hunter did a great job with my little Ruthie!!Even though she is a sweet dog ,She needs to be walked several times a day, an Hunter followed up to insure this while she stayed at my home!Not only that, left the house neat &tidy when I arrived back late at nite! I would definitely recommend ,an have her back to my home again in the future!!,”


Sydné C.

“Sydne did a great job housesitting and taking care of our two small senior rescue dogs for a week. They both are quirky and very attached to us and she handled them with kindness and patience so they were comfortable and relaxed in our absence. Her communication was consistent and she sent updates, pictures and videos throughout the week. The house was clean and in everything in order upon our return. Thank you Sydne!”
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 Aug 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 Aug 2025, there are 77 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, 93% of Windsor house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 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.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
