House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.

Over 5 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.
“Amazing experience! Jadyn was a great communicator and sent me lots of pictures. She was prompt, respectful and I could tell my Louie loved her. I will not hesitate to use Jadyn again!”

“Landon did a great job with our big dog, Nike. We went away for a long weekend and Landon watched Nike and looked after the house for us. Nike was well taken care of and was happy and content when we returned! Will definitely be calling on Landon again!”

“Ida was great, she was very attentive to my furry family member. Ida kept me well informed of how everything was progressing and my dog overall. I could not have asked for more.”

About: We are animal lovers, and have continued adding to our pack over the past 5 years. We have recently resumed services with drop in visits, walking, and overnight sits. Over the years, we have enjoyed caring for our friend’s and family’s pets while they are away, along with hosting dogs in our home. We have 4 dogs of our own, and are skilled in training, walking, administering medication, accommodating special dietary needs, bathing, keeping animals separated as needed, you name it. We would be honored to watch and treat your pet like one of our own. Angela grew up taking care of a variety of livestock ranging from pigs, cows, rabbits, birds, dogs, and cats. Lost dogs have a habit of finding her and we have secured several until they can be re-united them with family. My wife works from home and I am available 3 days a week. So we will be able to keep a close eye on your pet and provide loving care for them. Because we have a flexible schedule, we will be able to take your dog on walks and potty breaks throughout the day. Angela works remotely and has a free lap for dog or kitty snuggles throughout the day if you book house sitting. We love to give belly rubs, snuggles, and attention throughout the day! We will tag team between the 2 of us during drop ins and walking depending on our schedules. For overnight/house sits, it will just be one of us staying the night at your home. We will communicate well, be prompt, and will keep a watchful eye on our pet, as well as ensure safety at your home. Will follow detailed instructions if you have a certain feeding method, medication needed, or special details about walks. We will send photo updates throughout the time we are caring for your pet, don’t feel obligated to respond, just want to keep you updated with how they are doing.
“She took care of our two dogs for 4 nights! My dogs loved her, she keep me updated of everything and she also mantienes clean everything that my dogs did. I would definitely book again with her if we need her.”

“Madison did a great job! Our cats are shy and because she stayed at the house they got more comfortable with her. She fed fish and misted the snake cage, too. Definitely recommend!”

“Arianna was wonderful, and Piper seemed to really warm up to her and enjoy herself while we were gone. We're thankful for the communication and that the house was left clean after her stay. We will look forward to hiring Arianna again in the future!”

“Colleen was wonderful with our dog Bentley. She sent updates and pictures on a regular basis of how he was doing. Which was very comforting for us to see him so happy. Thank you so much Colleen!”

About: I have had multiple pets such as dogs, cats, and even chickens over the span of my life so far and have gained excellent knowledge and experience. I am fully capable of caring for animals and making sure they are fed, walked, and comfortable while their family is away. I have a very flexible schedule and am able to prioritize things that need to be completed. I am a recent college grad trying to keep myself busy until I get married in November. I am responsible and leave you thinking about weither your pets are being cared for or not! Although taking care of animals in my own home is not greatest fit, I am able to drive and take care of animals in the clients home. I will follow the clients instructions on how to best take care of their fur babies while they are away. I will feed them, play with them, and make sure they are as comfortable as possible.

“Simon was an absolute blessing to our two dogs! Available with relative short notice and exceeded our expectations. Simon administered medication and provided plenty of snuggle time. House was clean, dogs were happy and plenty of communication and pictures during the stay. Thank you! Would definitely book again.”

“Brittany is responsive and was super sweet! Would definitely ask her to house sit or watch my pets again, and would recommend her. Everything was as agreed and I appreciated getting updates and pictures!”


About: I’ve always loved animals and have grown up around pets for as long as I can remember! I’m someone who is patient, responsible, and genuinely enjoys spending time with animals. I know every pet has their own personality, routine, and needs, and I’m always willing to learn what makes your pet feel the most comfortable and happy. When I’m taking care of your pets, my priority is making sure they feel loved, safe, and cared for while you’re away. Whether that means going on a walk, playing outside, getting some extra cuddles, or simply keeping them company, I’ll make sure they get the attention they deserve! I’m comfortable caring for dogs with different energy levels and personalities, and I’m happy to follow your pet’s usual routine as closely as possible. I also understand how important it is to feel comfortable with the person taking care of your fur babies, so I’ll keep you updated and make sure you know how they’re doing. I’m currently a student and would love to spend some of my free time caring for animals! I’m dependable, flexible, and excited to meet some new furry friends. 🐶🤍 I’d love the opportunity to take care of your pets and treat them like they’re my own! I have classes Monday–Friday, but my schedule varies throughout the week. Mondays I’m in class from 9 AM–5 PM, Tuesdays from 11 AM–12:30 PM, Wednesdays until 8 PM, Thursdays until 5 PM, and Fridays until 3 PM. I’m completely free on weekends and am also happy to work with the gaps between my classes during the week. I’m flexible and would love to find a schedule that works best for you and your pets! Your pet’s safety is always my top priority. I will make sure they are supervised, secure, and comfortable at all times. I’ll follow your instructions closely, including their walking routes, feeding schedule, medications, and any specific rules you have for your home or pets. I’m also very mindful of their environment and will keep doors and gates securely closed, watch for anything that could be unsafe, and never leave your pet unattended in an unfamiliar or risky situation. I’ll treat your home and belongings with the same care and respect that I would want someone to show my own home. Most importantly, I’ll keep you updated with messages and photos so you can feel confident knowing your pet is safe, happy, and being well cared for while you’re away!
“She was really great with my dogs and left my house clean and even got my laundry and dishes started without me asking. It was my first time having a sitter stay at my place, and it worked out well.”


About: With a lifetime of dedicated experience, I offer professional, reliable care for dogs and cats. My belief centers on prioritizing your pet's comfort and happiness by treating them as my own. I maintain a safe, stimulating, and consistent routine, including strict adherence to dietary needs and medication administration, which I have personal experience with one of my previous dogs. My last 3 dogs lived to be 18 or more years old. I even had a Westie that had Addisons Disease. I was told she would not live more than a couple of years, but with daily medication and lots of extra care, she lived to be 19 years old. Whether I am walking your dog or providing transportation, I remain vigilant for any signs of distress . I find great joy in discovering each pet's unique personality and ensuring they feel loved in their own environment. My responsible and empathetic approach ensures your companions are in excellent hands. I look forward to meeting your furry, feathered, or hoofed family members and giving them the dedicated attention they deserve. NOTE: For animal sitting at your home, I will need the flexibility to tend to my own pets and my elderly mother at my home. They will be short visits and I can then return to your home. Im currently in between jobs and available any hours. Once I find a position to close out my career, ill still be available outside of my work schedule. I am open to caring for your pet in my home, depending on type and size. I also have experience with dogs that require medication.
“Oh Em Gee. This was the first time I had to trust someone I hardly knew to watch my animals in my house and boy did Kimberly deliver! Tons of pictures while I was away and I came home to so many happy wags. Couldn’t ask for more than that!”

About: I don’t just pet‑sit — I love on your animals like they’re part of my own little pack. From belly rubs to long walks and cozy snuggles, your fur babies get all the care, attention, and heart they deserve. Brachycephalic breed experience and understanding; cataract post-surgery care/boarding offered as well. Kittens/Puppies/Elder/Special Needs Animals Morning: I start the day with your cat — breakfast, fresh water, gentle snuggles, and a little playtime to ease into the day. I check in on their mood, energy level, and any special needs so the rest of the day stays centered around them. Midday: I’m home for the most of the day, keeping your cat company, offering enrichment, supervising any outdoor time they enjoy, and maintaining their routine. If your cat is comfortable and settled, I may step out for essential errands, always making sure their needs are fully met before I leave and right when I return. Afternoon: More focused attention — play sessions, quiet companionship, grooming if they enjoy it, or simply being nearby so they feel safe and supported. Their comfort guides the pace of the day. Evening: Dinner, cozy wind‑down time, and extra affection. I stay home to ensure they feel secure, relaxed, and cared for as they settle in for the night. A day in my care is all about your cat — snuggles when they want closeness, playful moments to spark joy, supervised outdoor time for safe exploring, gentle walks or calming car rides if they enjoy them, and a routine built entirely around their needs. Whether they’re nursing, growing, aging, or require special attention, I make sure every moment feels comforting, enriching, and full of love.

About: I’m a dependable, caring pet lover who treats every animal like family. I’ll provide your pet with plenty of love, attention, playtime, and care while you’re away. Your pet’s safety and happiness are my top priorities! I have a flexible schedule as I work mainly from home during the day and can drop in several times to care and check on your pet. I have cared for friends and neighbors pets for many years. I work mostly from home, which gives me the flexibility to provide plenty of attention and care for your pets. I can help maintain their normal routine with meals, walks, playtime, companionship, and lots of love while you’re away. I provide loving, dependable care for your pets in the comfort of their own home. I’ll follow their normal routine, provide meals, fresh water, walks, playtime, and plenty of love and attention. My goal is to keep your pets happy, comfortable, and stress-free while you’re away.
The median cost per night for house sitting in Windsor is $44
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 on Rover is $52 per night as of October 2026. Most bookings cost between $45 and $59 per night. 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 226 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.
<b>Tip:</b> 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 93% 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.



