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.
“Jessie was so so so amazing!!! Beyond professional and asked us so many thorough questions during the meet and greet we felt really good about leaving our babies in her care while out of the country!! We were able to have a relaxing vacation knowing our animals and house were safe !!”
“Ashley took great care of our cat & dog while we were away on a week vacation! She stayed at our house with them and gave them lots of love and attention. We’re thankful for her help and sending us photos and updates during our time away from our fur babies.”
About: Have had many dogs and cats in a city environment and many in a country environment. Been taking care of them since I could remember! Pretty flexible and open, I work from home. I live with my girlfriend who is also on rover. Just reach out and we can talk about it! I recently moved into a great neighborhood! There are plenty of dog owners in my area so you don’t have to worry about anything, we’re a big community!
“Taylor/ Annalise - Thank you for taking such great care of Bizzy while we were gone! I’m always nervous leaving him for long periods of time but Taylor reassured us every day. She cared for Bizzy, while also taking care of our home & even cleaned up before we got back! Bizzy definitely gained a friend & we noticed he missed Taylor after she was gone! We will be booking again & again! :)”
About: Experienced in caring for dogs from bottle fed newborns to extra needs seniors. I’ve lived on farms for a number of years and have a lot of hands on experience with an array of animals all ages and litters. Also experienced in basic positive feedback training and/or just giving your animal the love and care they deserve! I work from home so am basically available all day everyday. I can provide 24/7 care to your pet in the ways that are most comfortable for you i.e how frequently you want potty breaks to be done, feeding times, any training you want them to keep up with ect. I have a big fenced yard and two sweet dogs to keep your pet company! I can also easily crate your pet if and when you feel comfortable or keep them out and playing all day!
“Declan is a great communicator. He is so efficient and attentive. His attention to detail for our pets is phenomenal. Our Louie has separation anxiety and is a new rescue for us and Declan made us feel so comfortable leaving Louie in his capable hands. We were able to go away and know Declan had everything taken care of and he even went above and beyond what we expected. He gave Louie and Darla Jean the same care we would have. Highly recommend Declan for pet care. We feel so fortunate to have found him.”
“Emma was amazing. We have three dogs and she kept me updated on each and provided me updates regarding our home (there were a lot of storms in the area). She was flexible with times and was open to extending her support should we want to extend our vacation a bit. I will 100% book with her again!”
About: I can take care of the pets special needs such as giving medicine. I enjoy walking and playing. My parents little dog has a big dog attitude, so when she gets aggressive I know how to handle her. I've been taking care of my parents new puppy while they are away as well. I'm available at any time during the week including overnight hours. I'm currently unemployed and done with school. I'm typically able to go anywhere on short notice. I live in an apartment with my husband and it has a side door leading outside. The area is safe along with the neighborhood next door.
About: I have a lot of experience handling and working with multiple breeds of dogs. I currently work at a dog boarding facility where I interact with dogs of all breeds and sizes. As a requirement for my job, I have completed online training courses for canine behavior and first aid. I am also pet first aid and CPR certified for both cats and dogs. I have 3+ years experience pet sitting at homes for multiple pets. I have experience walking pets as well as doing some basic obedience cues and training. Most of my experience is with dogs however, I do care for cats as well, as I have 2 of my own. I know It takes a lot of trust to let someone watch your precious fur babies and I would be more than honored to do so. I have always had such a strong bond with animals and my love for them continues to grow each and every day!
About: I’ve been taking care of dogs since I was a kid, because growing my family always had pets. I love animals and my family can rely on me when it comes to caring for their pets. Having pets and growing up around all sorts of animals has encouraged me to expand my knowledge and kindness to help other’s when it some to taking care of their pets. I’m comfortable around all dogs and cats. When I take care of pets I dedicate my time to care for all of them and their needs. My schedule does change a lot when I go ba k to school or during the summer time as well I at the moment I have part-time availability and can house sit and walk dogs. I will also take last minute bookings on the weekdays, and cancellations. I also travel quite a lot so i apologize in advance for my opening. When it comes to taking care of dogs and other animals, I make sure to take them out on the leash and try to get in at least two walks everyday, as well play with them so they’ll sleep well later on.
About: I have always been around and loved animals.. I started pet sitting when I was in a single mom and working in the schools. I would care for dogs and house sit when coworkers went on vacation. Then I did some child care and pet sitting for weekends when coworkers went out town for emergencies. I have had many beloved pets growing up; cats, dogs, guinea pigs, rabbits, fish, and hamsters. Currently, I have a 2 dogs, cat and pet pig that is house trained. Caring for my animals bring so much joy and happiness especially watching them play with each other like children. I promise you I will care for your pets just like they were my own. I will provide you with photos for reaccurance and updates while under my care. I can"t wait to meet you and your pets :)
About: My family has always owned a dog. Ever since I was young, my family and friends have relied on me to care for their animals, whether it be a walk, or an overnight sit. I’m a current Ball State Social Work grad student and love paying visits to the local Animal Shelter in my free time! I am a part time grad student at Ball State University, and also work part time at a daycare. I still have a lot of free time I’d like to fill throughout the week doing something I love, like taking care of animals. I am very attentive when it comes to caring for other peoples babies. Safety for myself and the pet is my number one priority. I do have a fenced in big back yard, and I also live right next to campus!
About: I've grown up surrounded by pets—from energetic pups to laid-back cats—and caring for animals has always been second nature. For the past three years, I’ve been the go-to pet sitter for my family during vacations, making sure their pets are safe, happy, and loved. I bring that same level of care and attention to every pet I meet! I also have an in house camera system for constant monitoring. Working third shift gives me a flexible daytime schedule, which means I’m wide awake and available when most people are at work. Whether it’s morning walks, afternoon playtime, or midday check-ins, I have the time and energy to give your pet the attention they deserve. I provide care from my apartment, creating a safe and cozy environment for your pet. I live in a very quiet pet friendly neighborhood. I'm also physically strong, which allows me to confidently handle larger or high-energy dogs while keeping them safe and happy. I use flea prevention spray and traps between each client.
About: I grew up around untrained dogs, not afraid of any animal. I had two cats of my own and raised them from kittens so I’m great with cats!! I am nice and patient and have never been one for caging in animals unless it’s to travel to appointments, so your little loved ones will always be free to wander with me. I like to give them freedom to explore. If you have any questions please feel free to reach out. I like to play a lot and encourage activities. I try to put on interactive games and toys are highly encouraged to bring! I do freelance work so if I’m pet sitting your baby will be the number one priority! Open space apartment, I like to be outside a lot so I will spend a majority of time allowing your pet to be free and safe if they’re an outside animal. We have local shops within a mile that allow cats so if you’re open, I can allow your pet to go for outdoor time.
About: I have experience with all ages of pets. I have a great amount of patience too with pets.I am also able to give medicine as well. I grew up around all kinds of animals my whole life. I’m currently working part time CNA doing home health. Monday-Friday! 8a-3p and Wednesday till 6! Weekends and weekday evening availability! As well as mornings on the weekend. I care for my pets and clients pets in a very loving manner. I always have patience and i do things how my client needs things done.
About: I’ve loved walking and caring for dogs and cats since I was 13 years old. I treat every pet with kindness, patience, and care as if they were my own. I have a flexible schedule and am available most days. Feel free to reach out, and I’ll do my best to accommodate your pet care needs. I prefer caring for pets in their own home, where they feel comfortable and safe. I follow your pet’s normal routine, including feeding, walks, playtime, and any special instructions you provide. I make sure your pet receives plenty of attention, care, and love while you’re away, and I always keep their safety and well-being my top priority.
The median cost per night for house sitting in Windsor is $35
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
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Popular requests for house sitting - Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor average 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
As of August 2026, there are 123 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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