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 amazing! It was the first time I left Josie for this long in my home with someone else. Sheryl kept me constantly updated. With each message, I felt more and more confident that she was taking excellent care of my pups. She has a rare combination of professionalism, compassion and loving attention that you would hope to find in a sitter for your fur baby. She left my home and yard spotless and my dogs happy! I know they’ll miss her and I would definitely book with her again!”
“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.”
“This is the second time Toni has watched Zelda and housesat and I couldn't be more pleased! She sent plenty of updates and treated Zelda like her own dog. I know Zelda will be excited for the next time we book Toni!”
About: Hi there! I'm Bailey, a passionate pet lover excited to offer comprehensive care for your furry friends. Whether it's fun and energetic walks for your dog, attentive playtime for your cat, or reliable feeding and care for all your pets, I'm here to help. With my enthusiasm and genuine love for animals, I ensure your pets receive the best care possible. Trust me to keep your companions happy, safe, and well-loved! I'm currently on summer break and have vert OPEN availability for all your pet needs!!! I can take care of dogs and/or cats just let me know! I have a yard for play and potty breaks. I have two friendly cats of my own. I'm a very respectable young adult, that can offer pet care in a clients home.
“Stacey is absolutely amazing and would recommend her to care for your pets. You can tell she loves animal's. She took care of our 2 dogs and stayed the night with them for 9 days and we felt so comfortable having her responsible for our puppy and our senior dog. We love that she sends us updates and photos.”
About: I have always been around pets I love animals like they were my own and make them a priority when I can care for them! I am a missionary here in Aiken county so all my days look a bit different but very flexible and I often work from home I try to build a safe trust between me and the pet I am entering into their space to care for them and love them
“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.”
About: My family has had big dogs since before I was born. Ive bathed them, walked them, fed them, and loved on them. I also understand dog body language. I will be back for winter break on December 15, and I will not have anything to do for that month, so I can shape my schedule around taking care of your animals. I am good at loving on dogs and I also have experience volunteering at animal shelters walking dogs. I am a good candidate for this job.
“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”
About: I love animals and I’ve grown up around them, so you can trust me to take excellent care of your pet. I was raised with 4 dogs, and my family also fostered puppies and kittens frequently. Additionally I currently own a very sweet cat. I have a lot of experience with taking care of pets and am very comfortable around them — even if they are not used to strangers. There’s nothing better than getting to spend some time outdoors with a walking buddy. I’m a college student at Cofc currently looking to help out with people’s pets. Being summer, I have lots of free time to dedicate to taking care of cats and dogs. Pet owners know what’s best for their pets, so I take any instructions left for me very seriously. I’m happy to work with you to meet your pets needs in any way I can. Walks around the block, at a park, or even a trip to the beach are all great — whatever works best for you!
“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: 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.
“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!”
“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.”
About: I have taken care of many animals in my lifetime and I especially love dogs! My favorite thing to do in the evening after taking a walk is to cuddle with a sweet puppy, a book (or Stardew Valley) and a hot tea. In my free time I like to paint and crochet, ask me about my headscarves! I currently work part time as a secretary so I have plenty of time to spend with your pet as well as short turn around for your last minute trips. I love to take walks so I can provide any exercise needed. I have cared for shy, nervous and high energy pups. I also have experience with giving dogs medication and caring for elderly dogs. I am comfortable with multiple dog homes and I'm very flexible to your pups particular needs.
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've worked at an Animal Shelter for about 7 years. I've also worked and The Animal Advocate for about a 4 years. My duties were to walk them, bathe them, feed them, play with them and etc. I loved my job very much. I’m self-employed so I’m available when need to be. I will always make it my best to work around your schedule I know how important it is to be flexible. I treat all pets like they are my own pets. I really have a passion for animals. I can’t even describe how much love and passion I have for fur babies. I treat all animals with kindness and love because that’s what it’s all about.
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 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 for House Sitting in Windsor on Rover is $72.15 per night (as of September 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 September 2026, there are 278 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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