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.
About: I have been around cats and dogs all my life. I just love all animals. Dog walking is great for their physical and mental health/improves their joints, and all around good therapy for me and your pet. Play time is also important. I will treat your furry family member with the utmost care & diligence. I am responsible, attentive, & detail oriented and will provide quality services. Currently available during the day. Just about anyday with a little notice. Can set up regular scheduled walk times. Or if you are in a bind, and need, on spur of notice. I am willing to walk from your home, or to a near by park. Giving attention and time. I typically like to know if they have a specific diet, medications, preferences, etc.
“Megan was great, she stayed with my animals, sent me updates! Made my vacation so much better knowing my animals were in great care! Cleaned up when she left, best experience ever!”
“We cannot recommend Ronny highly enough! When another sitter backed out at the last minute, we reached out to Ronny on short notice. He responded promptly and was more than willing to come by for a meet and greet, which immediately put us at ease. From the moment he walked in the door, our cats were comfortable with him which is not always the case. Ronny took his time answering all of our questions and asked thoughtful questions of his own. Even though we admittedly have a very detailed list of instructions, he did an amazing job remembering all the little things and checking in regularly with messages and photos throughout his stay. It was clear that Ronny genuinely cared about making sure our cats were happy, comfortable, and well loved while we were away. He was also incredibly respectful of our home, leaving everything exactly as we left it. He even went above and beyond by offering to clear our driveway after an unexpected snowfall. If you’re looking for someone who truly goes the extra mile and treats your pets like their own, Ronny is absolutely the person to book!”
“Juliana and Celeb did a wonderful job at carrying for our two dogs. Our pups feel in love with Juliana. And she showed them so much love and attention while we were out of town. They didn’t even act like they missed us, hahaha. We will definitely be using them again. They took excellent care of our home and even made sure our plantings were watered in this record breaking heat. My husband and I felt so good while away knowing our babies were being cared for by two people who love dogs and are very good with them. Thank you both for being so awesome with Bandit and Boone.”
“Jen helped us out last minute and watched our dog who has separation anxiety. I had never left my dog with a sitter before but I could tell before I left that my dog was comfortable with her. It’s very obvious Jen is an animal lover. She did a fantastic job with my dog and I’d recommend her to anyone.”
“Billie just watched my dog for two days and again I am blown away with her service. She went above and beyond to make sure he was happy active and attended to. Absolutely the best so happy to work with her.”
“Cheyene took great care of our dogs while we were away. She spent alot of time with them and took them for walks. We left instructions for her, and she followed them diligently. She took great care to provide for them while also caring for our property. Everything was in perfect order on our return! Cheyene is a great communicator - quick turnaround time, asked great questions, sought clarifications as needed. This was our very first experience with a dog sitter, and we are beyond pleased. We will definitely utilize Cheyene services in the future if she is available! Thank you!”
“Kylee did a fantastic job! She was very polite, professional, and dependable throughout the entire experience. It’s refreshing to work with a young lady who takes pride in what she does and provides such excellent service. I highly recommend Kylee to anyone looking for a trustworthy and responsible pet sitter. Thank you for taking such great care of our pets!”
“Ashley was amazing! She notified us and sent a picture of our pups soon after she arrived. She kept us updated by emails and photos throughout her stay. Because our return was tentative because of driving back from a wedding, she stopped by in the afternoon to let the pups out prior to our return. I highly recommend her and will be using her again!”
About: From pet-sitting duties and caring for my own animals, I have extensive experience caring for a variety of animals, including feeding, grooming, and providing companionship. I’ve also administered medication to dogs of all ages and sizes, ensuring proper dosage and handling for each. I'm a proud graduate of Bloomsburg University with a bachelor's degree in early childhood education. I also enjoy working part-time in the restaurant industry. My schedule is quite flexible as long as I have some prior notice! I'm happy to work with clients to find times that suit us both well. I'll make sure to follow all of your instructions carefully to keep your little buddy happy! Do you have any specific wishes for them? Just let me know! I welcome them on my bed and couch unless you'd prefer otherwise. I always keep the water bowl full and ensure pets are happy and healthy. If you'd like, I can even give them a bath—just bring their shampoo if they have sensitive skin! If you choose me, I promise to go above and beyond to take great care of your furry friend!
“Treanne sat overnight for our 15 year old dog, Fox between June 30th - July 5th. I was so happy with our experience- she was so attentive to our guy especially with his age and neighbors shooting fireworks over the 4th. She sent daily pictures and updates with him. I had a peace of mind while being away. If we go away again, I would not hesitate to book Treanne again.”
“Paul was wonderful with our pups - he was amazing at communicating with us every day just as we asked and sent plenty of pictures and videos. We felt very comfortable leaving our furry loved ones with him. He did an amazing job and we would absolutely hire him again.”
“Tabbz was amazing! She helped us out with a last minute booking so we could attend family birthdays out of state. She was wonderful with our girl Athena and her special needs and schedule! She went above and beyond for us! Knowing how worried we were leaving our girl, she sent photos and videos every day and made sure everything was good. Athena absolutely loves her and is currently sulking because her friend left lol We can't thank you enough and will definitely be booking with you again!”
“What a great experience! My boys loved Kiah from the moment they met her. She takes care of humans too by letting me know how they were doing, and sending photos often. I will definitely be booking with Kiah again!”
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 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 $49.95 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 1,532 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:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 94% 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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