House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 124 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.
“I had Tina stay at our house for a week while we went away for the holidays to take care of our geriatric kitty - Sushi. This is the first time that we used Rover and obviously I did have hesitation with someone that I did not know staying at our house without a "trial" run! However, Tina was amazing in taking care of Sushi, sending pictures and keeping me updated. She was very responsive when I reached out with questions or thoughts! Our home was clean upon our arrival last night and most importantly, Sushi was very well taken care of! I would highly recommend Tina to take care of your animals!!! Beth M.”
“Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).”
“Tiana was amazing with our dog and the house was well cared for while gone for an extended period of time. She provided regular updates with pictures that were much appreciated when we started to miss our baby girl.”
“Rebecca is great! She is very responsive and great at communicating! My puppy loves her! She made me and my son feel comfortable right away to house sit with our baby. She sent plenty of pictures of the fun they had. My son says 6 stars! ⭐️⭐️⭐️⭐️⭐️⭐️”
“⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!”
“Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!”
“Krista did a great job dog/house sitting for me while I was out of town. Super responsive and sent daily pictures. Even did a few extra things for me that came up unexpectedly. My dog was happy and her normal self when we returned. Would 100% book with her again!”
“Shatoria was a joy to have in our home, so much so that our dogs did not even care when we came back after nearly two weeks away, and ran right upstairs to her room to look for her. Excellent communication and attention to detail, and I am almost certain our home was cleaner when she left than when she arrived. Easily the best pet care experience we’ve had. Booking again ASAP.”
“Kirsten was AWESOME! She did a fantastic job! Our Maizey loved her and was so comfortable with her. Plus she was very communicative so we felt we could talk to her at any time. She was also great about sending us info every day, sometimes multiple times/day, as well as great photos and videos. I would highly recommend her!”
“Cassandra was awesome - took great care of both my dog and cat, and the highest compliment I can give her is that she is incredibly kind, and normal (lol) which is exactly what you want in a pet/house sitter! Will definitely use again :)”
“Renee was wonderful with our 2 puppies. One even had an accident and she called us to find out what she should do. We have a shampooer. She asked how to use it and actually shampooed their floor for us. She treated our puppies so good. Playing outside and walking. I would hire her again.”
“Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!”
About: In addition to my lifelong passion for animals, I have over two years of professional experience working in a dog daycare and boarding facility. In this role, I provide individualized care for dogs of all breeds, sizes, temperaments, and training levels. I am also experienced in daily pet care tasks, including walking, bathing, brushing, feeding, and administering basic care routines. My background in animal handling has taught me the importance of patience, safety, and clear communication, allowing me to provide a positive and stress-free experience for both pets and their owners. I'm currently working part-time, so I have plenty of time for your pups! I am available to care for your pet most weekdays after 11:30 AM, and Fridays/Weekends at any time! Your pet's safety is the highest priority. I will closely monitor your pet during play and in the event of being outside near other animals. With my experience, I am great at reading dogs body language, signals and behavior. I care about your pet as if it is my own!
“Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)”
“I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!”
About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.
“Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!”
About: I have lived with dogs my whole life, starting my animal loving journey. I had such a great time that I went into farm animals, and eventually got my own cats! I don’t discriminate from dogs, cats, pigs, cows, fish, or anything else. I am an organized care taker, being able to maintain strict medical care schedules and creating fun enrichment. I have a flexible schedule, with early mornings, afternoons, and evenings available. Weekends are on the table too! I will be starting my masters in August, so then my schedule will be a bit more 9-5, still leaving large availability for your fur baby. I can do any care tasks or rituals that make your pet feel most comfortable while you’re busy. Whether it be a certain walk route, a favorite toy or game, a cool release word, or some simple lounge time, I can meet the need!
“Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
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 $38.33 per night (as of August 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 August 2026, there are 824 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:
- 96% of sitters can help with special care needs
- 98% 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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