House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 3 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
“Tristan did an awesome job with my girl. She is fearful of new people but she liked Tristan right away. She also has medical issues and needs medication twice per day and Tristan handled it like a pro. I will definitely use him 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.”
“Ronny is everything one could want in a pet sitter and house sitter! He is professional, courteous, communicative, and most important of all, amazing with pets. I loved my updates and photos while I was away for three weeks, and I could count on him to keep me up to date with what was going on for his safety and my cat’s safety during some heatwaves/storms. I could tell my cat was relaxed and happy with her buddy around. 10/10 would recommend.”
“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.”
“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.”
About: Hello! I'm Olivia, an experienced veterinary nurse who would love to care for your fur kids when you're away! I can provide a variety of services such as feedings, walks, morning and evening check-ins, and medication administration. I love caring for all types of critters such as dogs, cats, reptiles, etc! I work a 4 day work week so I have extra time to care for your pets! I have the most open availability Saturday through Monday with more limited availability Tuesday through Friday, but I can still be flexible with morning/evening feedings/walks etc. I want to make your pets feel as comfortable as possible and care for them based on their individual needs. I can give them lots of pets and cuddles or love them from a distance :)
About: I've had cats since I was 2. Then we got a dog when I was 10. I take him for walks and throw a ball in the yard for him too play. I did go to my friend's house and take care of their dog while on vacation. I bathe and feed him and everything else. I also watched my grandma's dog when she went on vacation. I work Monday-Friday 7am-3pm. I have weekends off. If I have a baby sitter I wouldn't mind doing a weekend shift and a night shift We have a fenced in yard. They have food and water at all times. We have lots of toys for them to play with. We play all the time.
About: I grew up on a small farm. I currently have four cats and I am experienced in taking care of litter pans, feeding and providing love to cats. I currently also have two dogs. I love spending time with animals and I love walking so this new adventure seems like a great fit for my lifestyle. I currently work part time as a Dental Hygienist so I am available to be there for your pets needs. I am experienced to do this because I have 4 cats and two dogs that mean everything to me! I am a very trustworthy and detail oriented. I take pride in having a strong work ethic. I treat animals with the utmost respect and kindness realizing that each pet has a unique personality just like humans.
“Ashley took excellent care of our furbaby while we were away for the week. She communicated well and sent updates and photos regularly. Our dog had injured her nail prior to us leaving on the trip, and Ashley took such good care of it and kept me updated on her healing throughout the week. I would recommend her to anyone!”
About: I’ve held two jobs consisting of dog care, one which included stopping by houses to clean waste/greet clients and their dogs. Second, in a doggy daycare where I oversaw many dogs at once in daycare activities. As for boarding dogs, the chores consisted of walking, feeding, bathing, and giving enrichment to dogs. I’ve worked with anxious and aggressive dogs, younger and older dogs, small and big. But I have always loved all dogs. I’ve learned dog body language very well and have grown up with three. All dogs deserve the right care and happiness. I am very flexible and I am completely open! Sunday - Saturday , Morning - Night I’m around York, PA area & willing to commute far :) I am very detail oriented so when it comes to pet specific needs, I’m easy to work with. I take responsibility for my actions and aim to care for your pet the way they need. I understand every animal is different, every client is different, so I’m willing to learn and provide great communication.
About: I’ve grown up surrounded by dogs of all kinds and know firsthand the love and attention they need. From my first dog, Francis—a loyal Cocker Spaniel/Beagle mix who was part of the family for 16 years—to Olivia, a playful Boxer mix who brought joy for 9 years, I’ve learned how to care for dogs with different personalities and health needs. Now, I’m lucky to share my life with Lulu, a 3-year-old Staffy and Pitbull mix. I treat every dog with the same love and care I give my own, making sure they feel safe, happy, and well-loved. Taking care of pets is just part of my everyday life. I make sure there’s time for walks, play, meals, and plenty of love every day. I’m used to paying attention to what each dog needs—whether it’s some extra energy to burn or just some chill cuddle time. Basically, I fit pet care into my routine because I genuinely enjoy hanging out with dogs and making sure they’re happy. I live in a quiet apartment with my dog Lulu, which provides a calm and safe environment for pets. I’m also close to several parks with plenty of space for walks and playtime, so your fur baby will get lots of exercise and fresh air. Whether I’m caring for pets in my home or during in-home visits, I always make sure water is available and follow feeding routines tailored to your dog’s needs. I take pride in giving attentive walks, regular potty breaks, and plenty of love to keep your dog happy and comfortable while you’re away.
“Kelsie stayed with my dogs over the weekend while we were away, and I came home to two happy pups and a clean house. She sent me regular updates and pictures. I am so happy to have found Kelsie and will definitely have her stay with my dogs 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!”
“Madison was wonderful! I had a last minute trip and struggled to find anyone but she came through. My one cat requires medication twice a day and that wasn't an issue for her. She provided photo updates and was super flexible when we were arriving back late. She also responded very timely to messages. You can tell she cares for animals. Definitely recommend!”
About: I have been watching dogs and cats full time since 2016. I am a housewife with 17years experience caring for my own dog. My children are animal lovers too. Right now we have a Central American Wood Turtle, a Leopard Gecko and Hermit Crabs. Also, in college I studied animal behavior. I love all animals and have had many different kinds of pets. I can watch farm animals such as chickens, ducks, goats,rabbits, and pigs. In addition, I can watch your pet at your place. I am trust worthy and neat. Finally, I am responsible and I will treat your dog like it is my own. Right now I am currently open from 5:40 to 9 pm. Please ask if you need to schedule a different time which most of the time I can be accommodating. I have a high fenced in yard that we check frequently. I can easily crate your dog if I go to walk other dogs or do drop in visits.
About: I have cared for dogs from different breeds since I was 13. I have helped care for Great Dane puppies as well as newfoundlands. My family had a Anatolian shepherd and a husky so I have experience with big dogs and smaller dogs as well. I have 2 cats of my own and I have lived with cats as long as I can remember. I would love to care for your pet. I am home all day long and I am very flexible with my schedule. Let me know how I can work with your schedule to get your pets taken care of. I live in an apartment I am willing to walk dogs often I will play with your dog, love on your dog, everything a puppy requires.
The median cost per night for house sitting in Windsor is $50
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.
How to book house sitting
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 of House Sitting in Windsor is $50 per night as of October 2026. Most bookings cost between $50 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,435 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 91% of sitters can help with special care needs
- 94% 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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