House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 2 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Daniel is a rock star dog and house sitter! He took great care of our two dogs over the Christmas holiday and sent us updates with photos twice a day. When we returned, the house looked just like we left it and our dogs were happy and looked well cared for. We definitely plan to contact him for any future dog sitting needs.”
About: Growing up on a farm I learned to care for animals ranging from big to small. I’ve had dogs in my family since I was around 6 years old, I currently have 3 dogs . I’m currently working from home which leads me to have plenty of time to stop in and take care of your pets whenever you need. Whenever I will be sitting for you , your dogs safety will be my top priority. I’m experienced in dog walking and dog sitting .
“Jody and Preston took very good care of our fur babies. As a first time Rover user, it was important to us to find someone who is good with Pibbles. Jody and Preston came over to our house prior to booking to ensure that everyone was a good fit. While watching our babies, Jody took care to send us pictures and keep us updated while we were gone. I would highly recommend booking with Jody and Preston!”
“Taylor was great! The boys (2 dogs) seemed to enjoy the time and were very calm when we returned. Always a good sign! We will definitely be looking to book again for our next time away.”
“I am someone who is very anxious to leave my dogs with other people. I trusted them with Laura and I cannot recommend her enough. She house sat, my dogs were so well taken care of, she is very communicative, sent pictures multiple times a day and gave constant updates. It put me at ease. I will be reaching out to her again in the future for dog care.”
About: Over the 10 past years, I have been able to build amazing bonds with my furry clients and their owners. I started pet sitting when I was 14 to show my mom responsibility and that I could take care of a dog on my own (it took 5 years to convince her btw). My mom agreed to it, and my classmate dropped off Leo, a 7 year old Shitzu, at my house and it was the best week of my summer break. Since then, I have cared for puppies as young as 8 weeks to seniors up to 17 years. I have been able to keep loyal and consistent clients because of my trust and honesty, but also because I am able to adapt to each pets different personality and energy. I have experience with all types of dog breeds from chihuahuas to pitbulls and yorkies to labradoodles, as well as cats since 2020! I treat every home with respect and every animal as if they were my own. My main goal is to keep them happy and in their normal routine for meals, walks, and medications, as well as providing peace of mind for owners. Message me with any questions or to set up a meet and greet 🐾 I'm currently in my last year of college and am on campus Monday - Wednesday. I'll have plenty of time to spend with your pets and I'll be looking forward to having new study partners 🐶🐱 I ask about and respect boundaries they have for the home. I keep pets in their routine as close as possible. If a feeding or walk time interferes with a class, I communicate with owners to let them know. I like to ask questions and then schedule a meet and greet to make sure we are a good fit.
“I highly recommend Eric! As a pet sitter myself, it’s tough leaving your beloved animals with someone else, but Eric took wonderful care of our two rescue dogs and one rescue cat. He provided daily updates with pictures … and we came back to happy animals and a clean home😊 Do yourself a favor and book him!”
“Lillie did a wonderful job caring for our dog. She kept us informed on how he was doing and their activities together. She also kept our house as clean as we left it! We will definitely ask her to care for our precious Cheo again!”
“Edi was an amazing sitter! This was a first-time experience for my dog Barry with an in-house sitter, and she absolutely spoiled him and went above and beyond to keep him happy. She sent pictures at least once a day with status updates on him, the house, the weather, etc. Communication was great from our first contact until we arrived back home from vacation. This was an overall great experience and I cannot recommend Edi enough!”
About: Hi! My name is Iyah, and animals have always been a huge part of my life. While I am new to Rover, I'm not new to caring for fur-babies!! I have loved animals of all kinds since I arrived on this earth! I have hands-on experience caring for dogs of all sizes, ages, personalities, and energy levels through previous and current professional work experience at a dog and cat care/boarding business, along with caring for pets in my personal life as well. I’m comfortable with feeding routines, walks, playtime, basic grooming care, administering medications when needed, and making sure pets feel safe, comfortable, and loved while their owners are away. I also understand that every dog is different, so I always try to pay attention to their personality, routines, boundaries, body language and needs. I have experience with dogs and cats of all ages, including anxious pets. I know how important it is to trust the person caring for your pet, so I always aim to provide reliable care, consistent communication, and lots of updates/photos for peace of mind. Whether your dog is energetic and playful or more shy and relaxed, I’ll make sure they receive patience, attention, love and genuine care. Your baby will be cared for and loved on as if they were my own. For me to be even more successful in what I do, I love all my clients to give me as much details about their babies as possible, I'm here to accommodate, support and make you and your pet-parent life as comfortable as possible. I can’t wait to meet you and your furry family members! 🐾 ⚠️DISCLAIMER⚠️ 🐾 Meet My Pet-Care Partner! For transparency and safety, I want all pet parents to know that my fiancé, Robert, may accompany me for certain bookings—particularly overnight house-sitting stays or bookings farther away from home. Robert and I both work professionally with animals full-time and have hands-on experience caring for dogs and cats with different personalities, routines, and needs. We genuinely love what we do, and your pets’ safety, comfort, and happiness will always come first. 🐶🐱💕 For house-sitting bookings, I may request that Robert accompany me, as I am a young woman staying overnight in an unfamiliar home and area. I completely understand that this is your home, so this will always be discussed with you beforehand—there will never be an unexpected additional guest in your home. You’re also more than welcome to meet both of us during our Meet & Greet so you can feel completely comfortable with who will be caring for your pets and staying in your home. My goal is for everyone to feel safe and comfortable—your pets, you, and us! 🐾🤍 I work two jobs, but my schedules aren't consistent. I'm open to taking care of your babies whenever I am off and whenever I do have free time. I would prefer coming to your home to care for your babies as I do still stay with family who are not as dog crazy and loving as me.
“We Loved having Kimmie take care of our fur baby! What a peace of mind knowing someone was there tending to all her needs! We will use her again next time we need someone to watch our girl! Thank you!”
“Taryn was really sweet throughout the whole process and our two dogs seemed to respond well to her. Her photos of the dogs during her stay were endearing and showed that she formed a great relationship with them.”
“Chloe was great! She was able to help us out on short notice and make adjustments as needed. We have a dog that is slightly aggressive with people entering the home and she handled it perfectly even when he gave her some issues. She kept us updated throughout the stay and wasn’t afraid to ask questions when needed. We will definitely be using her again and would recommend Chloe to friends!!”
“Emily was very prompt to respond to the booking request. I introduced her to my dogs and explained what I wanted when we met in person. She posted pictures and kept me informed twice a day about how my dogs were doing. I am very pleased with how she took care of my dogs. I would definitely recommend Emily to anyone looking for a dog sitter. I plan to use her again, when needed.”
About: As a proud owner of three Golden Retrievers (ages 3 to 10), I understand the level of trust it takes to leave your pet with someone else. I’ve built that trust with family, friends, and repeat clients who rely on me for dependable, in-home care, walks, and check-ins. My experience ranges from puppies to senior dogs, and includes hands-on work at a boarding facility and volunteering at an animal shelter. As a full-time student, I have the flexibility to be fully present and attentive. My goal is simple: to give you peace of mind and your pet a safe, loving, and comfortable experience. As a full-time student, I have a flexible schedule that allows me to give your pet plenty of attention throughout the day. I’m available for drop-ins, walks, and overnight stays, and I’m able to adjust my routine to meet your pet’s specific needs. Whether it’s consistent check-ins, extended stays, or extra playtime, I’ll make sure your pet feels comfortable, cared for, and never rushed. I provide care exclusively in your pet’s home, where they feel most safe and comfortable. I follow your routines closely, from feeding schedules to walks, medications, and any special instructions, to keep things consistent. I’m very respectful of your home and keep you updated with regular check-ins, photos, and communication. I understand how important trust is when someone is caring for both your pet and your home, and I take that responsibility seriously
“We are so happy we booked with Kaley. This was our first time needing a pet sitter, and her communication from start to finish put us at ease. She clearly has a natural love for animals and approaches them with care and understanding. We were updated during our trip with how they were doing, along with photos. We will definitely utilize her services again in the future. Highly Recommend.”
“It was our first time having Karissa watch our girls. She was very attentive to our instructions and responded very quickly to any questions we had. She kept us apprised of how our girls were doing with lots of pictures. The girls seemed very happy and well taken care of. We’ll definitely reach out to Karissa for future dog sitting needs.”
About: Hi, my name is Alexis, and I am very patient and well-experienced in caring for pets. I’ve been caring for animals since the age of 10, and I grew up in a household with 4 rottweilers, 2 cats, and a beagle jack russell mix, so I’m used to all sizes and breeds of dogs. I also have experience recognizing when a dog/ cat is happy, has anxiety, is scared, and or is sad. I worked with rescue animals when I worked at a boarding pet hotel, and I have experience in. • Grooming • Providing Oral Medicine • Scheduled Feedings • Training off-leash walks (side-by-side walks) Certificates • CPR Certified • Pet First AID Just know if your pet is with me, they're in good hands and will be taken care of. Your pet’s safety and happiness will be a priority while under my Your pet will be supervised at all times during the service requested. I want to inform you that I have a 9-year-old son named Ayden. He loves animals and wants to own a pet Veterinary Hospital and Shelter when he grows up, so I want to show him how to care for all breeds of dogs and cats to give him experience. Ayden is very mature, SMART, kind, caring, pays close attention, and he’s loving. I'm so proud of the person he is becoming, and I want to assure you that you have nothing to worry about. (2 for 1 bundle) So he will be helping me with the following. • Walks • Drop in Visits • House Sitting • Boarding If you feel more comfortable with only me taking care of your pet, please let me know. It won’t be a problem. If you have any questions, please don't hesitate to ask me. I’m flexible just please specify exactly what time and dates you need me and we can make it work :) Thank you for your consideration Your pet will be in a safe pet zone open space area. I want you & your pet to feel comfortable in my care so you can contact me anytime through out the day to check on your pet I will communicate with you by sending photos, videos, and brief summary of energy, appeite, and mood.
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Again Donnis took wonderful care of our Honey Bun for almost a week while we were vacationing. We came home to a healthy and happy puppy and a well taken care of home. She is so consistent with sending us updates and pictures and that helps us relax and really enjoy our vacation. We appreciate you Donnis!
Barbara was fantastic! I could not be more pleased. She kept me updated every day and sent pictures and video. George, my cat warmed up to her quickly which says a lot about Barbara. She was so friendly and did everything that I had asked of her. MY EXPECTATIONS WERE EXCEEDED. Will call on her again for sure. Thank you Barbara!
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor average 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $44 per night as of October 2026. Most bookings cost between $44 and $44 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 October 2026, there are 3,822 sitters on Rover offering House Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
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.
- Trash & recycling: Taking trash cans 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 Windsor walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windsor 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.
Tip: 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!
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 Windsor 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!
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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 .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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.
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