House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 4 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.
“Sheryl was a fantastic sitter for our dogs. They were happy and well cared for. She was great with communication. We are glad to add her to our list of trusted sitters.”
“I am so grateful to have found a kind trustworthy Christian women. Will use again. I think my pup was better for her than with me. Do yourself a favor and have a meet with shaniesse.”
“I have used Rover before in Alaska and was less than pleased with the amount of time spent with my two mini schnauzers, Nahla spend most of her time taking care of my girls during my short trip (three days). The dogs were walked everyday and they liked her a lot. It was her first time and she cooked food for them they way I do; but she did more than the Vet assistant or student I hired in Alaska and the house was still clean. Thanks Nahla”
“Stacey is always the best at taking care of our Buddy and Heidi! She can be counted on to not only give them extra love while we are gone but also take great care of our home. We love that she stays in touch with us and always sends us pictures of our babies.”
“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.”
“Victoria did an amazing job communicating with us about our dogs. She was attentive to the instructions we left for their training along with maintaining one of the dogs medicine routines. Would highly recommend!”
About: Having shared my home with every kind of pet since I was a child, I bring a deep, intuitive understanding to pet care that goes beyond the basics. This extensive experience has given me a special skill for navigating the unique challenges of both ends of the spectrum: I excel at the positive reinforcement needed for training energetic puppies and have the gentle, patient touch required to provide comfort and specialized care for senior pets. When you entrust me with your furry family member, you're choosing a sitter who offers not just reliability, but a genuine, experienced friendship for your pet I have the wonderful luxury of a completely open schedule, which allows me to make pet care my top priority. This means your pet gets my undivided attention, and I can be there for them consistently throughout the day, every day. My approach to in-home pet care is to provide seamless, consistent care while maintaining your pet's normal routine. I minimize their stress by keeping them in their familiar environment. If needed to stay in your own home. If they were to come to my home: I have 3 young kids, however if necessary to be away from kids we could do in your home. When pets stay with me, they become part of my family. My home is a safe, loving, and pet-centric environment where they receive constant attention.
About: What sets me apart as a pet sitter is my deep, lifelong commitment to animal care and education. With over 15 years of hands-on experience caring for a wide range of animals—including reptiles and various domestic pets—I bring both confidence and calm to every situation. I’m a dedicated dog owner to four dogs, including a 6-week-old Cane Corso that I am personally training, which has strengthened my patience, consistency, and understanding of behavior and development. In addition, I am currently in school to become a veterinary assistant, allowing me to apply proper animal care techniques, safety, and best practices to every pet I care for. I treat every animal as if they were my own, prioritizing their comfort, health, and happiness at all times. I am an entrepreneur that has the freedom to make my own schedule . I can customize my schedule for my clients fur babies needs with ease . I have a fenced in yard for my dogs to explore and fur friends are welcome . I am also able to crate my furbies if necessary.I do my best to follow the routine of the pet parent thoroughly if I am providing service in their home .
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 in graduate school to become a speech language pathologist and I’m wanting to supplement my income with some sitting/walking/dropping in jobs before and after school during the week and on the weekends. 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.
About: I currently have 3 of my own rescue dogs. Going to school online so a very open schedule to hang out with your dogs! I have always loved being around animals and taking care of them. Currently work Monday - Thursday but can telework on as needed basis. Whatever fits your pets schedule best! Please let me know at time of booking When in a clients home, I try to make the animal feel as comfortable as possible. Making sure they are still enjoying their environment even with the change of person.
“Jen was awesome!! She house sat for 5 days and followed the schedule I left for my two fur babies. Both dogs are large dogs and she walked them every day without hesitation! They were happy and very well taken care of. I was able to relax and not worry because Jen would send text and pictures daily letting me know what was going on. I will definitely be using her again. Thanks Jen!”
About: I treat every dog as if they were my own. My goal is to provide more than just pet sitting, and I create a loving, comfortable environment where dogs feel safe, happy, and cared for until their family returns. Pet care fits naturally into my daily routine because I truly enjoy spending time with animals. I make time each day for walks, playtime, feeding, and giving pets the attention and affection they need. Caring for animals is something I look forward to, and I enjoy creating a safe, loving environment where pets feel comfortable and happy while their owners are away. Whether I am caring for pets in my home or in a client’s home, I focus on maintaining their normal routine to help them feel comfortable and secure. I make sure they are fed on schedule, have fresh water, get plenty of exercise and playtime, and receive lots of attention and affection. I also keep their environment clean and safe, follow any special instructions from the owner, and provide regular updates so owners can feel confident their pets are being well cared for.
“Blaysen was very friendly and eager to earn our dogs trust at the meet and greet. She sent frequent updates and pictures of our dog to reassure us Pumpkin was doing well while we were away. She arrived on time and answers texts immediately. Because of Blaysen's caring personality and obvious love for dogs I was able to enjoy my weekend get away. I will be using her again and highly recommend her services.”
“Sydney was very good and reliable. She communicated with me well. One of my dogs is very skittish with new people and he warmed right up to her. I’d definitely use her again on the future.”
“Jasmine did a great job with our dogs and was very communicative with pictures and updates! She also took great care of the home! It was just as we left it. Even when my golden retriever pulled out some of my personal belongings she respectfully put them back. I would consider Jasmine very responsible and she has great character; it was also extremely nice to meet her because she was exceptionally pleasant and kind.Thanks again, Jasmine”
About: I have animal sat for family animals and freind animals several times! I may not be professional but I can promise a good time for your animal! I’m able to fit to any schedule your animal is on! I’m very understanding of what each animal needs and expects! I’m able to adjust to the schedule you need me to watch your animal for aswell! I have a very big peice of land for your animal! And a safe home! With a bunch of toys and treats! I have my own animals which are very friendly To every type of animals!
The median cost per night for house sitting in Windsor is $40
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.
Meet local sitters who will treat your pets like family
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost for House Sitting in Windsor on Rover is $72.15 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 288 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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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