House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
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.
“Katherine did a great job with our 2 rambunctious dogs! She was very communicative during her stay which made us feel very comfortable. I would definitely have Katherine stay with our dogs again”
“Zoey did a great job taking care of my cat, dog, and house. She brought in my mail, took out the garbage, and watered my plants. She sent me pictures of my animals almost every day that we were gone, and she left behind the cutest doggy "report cards." Both my animals were "pawsitively purrrrrfect." :-) I will definitely use Zoey again!”
“Just simply remarkable! My pups loved her and she was very hands on with playing and wearing them out. Thanks Savanna I will look forward to having you over next week!”
About: I’ve always loved animals and have experience caring for dogs and cats for people close to me. I’m comfortable taking dogs on walks, cleaning up after them, playing with them, and making sure they feel safe and comfortable while you’re away. I’m patient, dependable, and understand that every pet has a different personality and routine. My goal is to make both you and your pet feel comfortable and cared for throughout every visit. Since it’s the summertime prior to the college season, I have a flexible schedule and am available most days of the week. I’m happy to provide walks, drop-in visits, playtime, feeding, and plenty of attention for your dogs, cats, and other small pets. I’ll always communicate with you and provide updates while you’re away! I understand how important it is to keep pets comfortable by maintaining their normal routine. I’ll carefully follow all feeding schedules, walking routines, medication instructions (if applicable), and any special care requests. I treat every home with respect, keep pets safe at all times, and provide regular updates and photos of your fur baby so you can have peace of mind while you’re away. :)
About: I have 2 years experience working with dogs at Laurel Oaks Animal Science where I gain experience with boarding, grooming, walking, and pet first aid. I'm currently available everyday but wednesdays and my schedule is very flexible. I have a cat and a dog, who I care and tend to on a daily basis and I also have years of experience in animal care, husbandry, daycare, and grooming. I take care of my cat and my dog daily. I also weekly give them both baths, trim nails and paw pads and give them preventatives each month. I also take care of dogs in my education daily. I give oral medications and preform first aid if needed.
“I have used Laci for both drop in and overnight services. She met with us for a meet and greet before the sitting dates. My Lola took up to her right away. Laci provided updates and picture and followed directions left for her the day of the sittings. I would seek out her service again for sure!”
“Julie kept us well informed about how Cooper was doing. He had nice long walks and play time in the yard with Julie. These are things we are unable to do with him so he loved it. Definitely would use Julie again.”
“Eli was punctual, his communication is excellent! He watched over my dog like I would have and put my mind at ease. He sent pictures and was overall an A+++ sitter! Highly recommend!”
“Emmaline was super responsive and clear during her stay. Our dogs took to her quickly and she left our house cleaner than when she arrived. Will definitely be booking Emmaline before our next trip!”
About: I have cared for animals almost my entire life having both cats and dogs in my family. I worked at a doggy daycare for a year so I have experience with most breeds and temperaments. I currently work at an elementary school and have availability in the evenings. I can house/pet sit during the week but would be away for about 8.5 hours during the day Monday through Thursday. I will be fully available for multiple visits a day or house/pet sitting on weekends and between June 1st and July 30th. At this time I am not caring for others’ animals in my home. While at a client’s home I will care for your pet as if they were my own. I will follow any feeding schedules given and ensure your pet has plenty of potty breaks.
“I’m so happy I found Jenna on Rover.com. Jenna is reliable, friendly and takes great care of my two Goldendoodles and she leaves my house in perfect condition after a visit. My pups love her and knowing that they’re both being taking care of in my own home with Jenna gives me peace of mind.”
About: I've owned a dog most of my life. I love dogs, but at this stage of life, I find it more rewarding to care for other people's pets and not own one of my own. I had a black lab for 14 years. She was my best friend. I'm sure you feel the same way, which is why you are looking for a sitter. Why place your pet in a kennel when I can stay with them in the home they know? Take that long weekend, or extended stay, knowing your home and pet are safe under my care. I'm an early riser. The dog is often my alarm clock. I prefer to let the dog out in a fenced yard. If the dog is well-trained on a leash, I can walk it and pick up droppings. We enjoy breakfast. I avoid people food, no matter how much they beg, unless you tell me otherwise. Active dogs want to play. Most will show me their favorite toy or game. I am retired but work from home. I am an artist and post my work online. I will ask for your wifi connection. Most pets stay with me while I work. We take frequent breaks to play, cuddle, or go out. The dog tells me what he/she is used to, along with your instructions. I'll follow your feeding and treats schedule to the letter. Later in the day, we watch TV. Many dogs enjoy Animal Planet or sporting events. I am an NFL fan and find many pets like the games too. At bedtime, I am OK if your pet wants to sleep with me. I find that a family with a fenced yard works best for your dog and for me. Your pet may act differently on a leash around other people or animals with me than they do with you. Keeping them safely in a yard avoids them breaking free of their collar or tangling with another dog. I will rarely need to leave your home during my stay, but if I do, your pet will be secured per your instructions and your home locked.
“Allison accommodated a last minute request to stay in our home with our dogs when our original person fell through. We were so thankful to find her! Our dogs were well cared for and she provided updates for us. I was able to relax on vacation knowing everything was fine at home. Thank you Allison!”
“Alexys did a Great job with my old chocolate lab, Bentley! I appreciate her spirit and compassion for how she cares. She was always on time and Bentley really enjoyed being with her!! Thanks for all of your hard work!!”
“Terry was absolutely wonderful and provided really thorough updates throughout our trip! She was on time and asked some really great questions during the meet and greet to make sure our boys were taken extra good care of, would highly recommend booking Terry!”
“Serenity was wonderful. So communicative and there for my animals around the clock. I had a friend drop out at the last minute and was unable to take care of our animals but serenity was ready to take care of them the second I reached out. She has done a great job of taking care of my dog pets needs and making me feel secure in her care. I would definitely recommend her and would love to use her services in the future!”
About: I have taken care of my own dogs and others dog's for over 10 years now. My family and I have 3 dogs currently and have owned 6 dogs throughout my life of varying sizes. I have dog sat and walked dogs for many of my friends and family over the years with the dogs being in size ranges as big as Great Danes down to little Griffons. In addition I have bathed and brushed dogs for years as well. I of course am also very affectionate towards any dogs, making sure to give them lots of pets and scratches. I will be available between 10 AM-6 PM every weekday unless specified otherwise, though days and hours are mutable and can be subject to change in the future. If I decide to change my hours/days all clients will be notified of the change with ample time to figure something out between us if need be. I will show your dog affection and make sure they have enough food and water as needed. I can also differ my services based off what my client needs. For example during a drop in I can wear out your overly excited puppy, I can clean your litterbox, or I can just lay down and chill with your older dog who just needs some pets and attention. I am easygoing and can work with any client.
“Sydney was an amazing sitter!! Our dogs are quite difficult to deal with and Sydney took it all in stride. Our smallest dog even escaped our yard (totally not Sydney's fault, he is just a difficult dog) and Sydney stayed on the phone with us until he was safely home. I highly recommend Sydney!”
The median cost per night for house sitting in Windsor is $45
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
As of July 2026, there are 1,460 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:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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