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 15% and taxes will apply.
“Kelly was great! Maggie loved her right away. She was punctual and friendly. She followed my instructions for feeding times, etc. Sent pictures of Maggie during the day, which we appreciated. I will use her again if she is available.”
“I can’t say enough good things about Robbyn. Jackson immediately connected with her, and he was more relaxed than I’ve ever seen him for a high energy puppy. She kept the place spotless, communicated regularly, and sent plenty of photos so I always knew he was doing well. I’m truly grateful for the care she provided, and I will definitely be booking with her again.”
“Nikolaas was an amazing dog sitter to our two pups. Our boys can get anxious without us, but they loved him. He was super communicative, sent lots of updates and pictures, and I felt much more at ease leaving home. We will definitely book him in the future.”
“Armonee was great! She communicated a lot with us, keeping us updated with how all of the animals were doing, which was very comforting as this was our first time having her sit for us. She followed the animals' schedules and coordinated very well between other clients and us. We are already booked with her again!”
“Jessica is amazing!!! My dogs are relaxed when I got back home and were well taken care of! House was spotless, she communicated everything, and I received regular photo updates. I couldn’t recommend her more!”
About: I have a 14 yr old Chihuahua and occasionally a 3 yr old rotwieler. I am familiar with diets and special care that any dog or pet may need. I spend a lot of time outside on hikes or just taking walks. I will provide you fur baby with plenty of games and stimulation. I consider my dog my whole world and I know how important it is that they are left in a safe and caring environment while you are away. There is plenty of space
“Alexa was absolutely wonderful! She took the time to meet our babies beforehand since they can be a little extra at times, and they immediately felt comfortable and at ease with her. She kept us updated with several pictures, and her communication throughout was excellent. Most importantly, our babies were truly loved and cared for while we were away. We also just moved into a new home from out of state, and many of our belongings — including our couch — still haven’t arrived. We always want our sitters to feel as comfortable as possible, and Alexa was incredibly understanding and kind about our situation, which gave me such peace of mind. I would absolutely recommend Alexa, and I know our babies will be in great hands when we book with her again!”
About: Hi! My name is Ashley, and I have been around animals my entire life. I have experience caring for small, medium, and large dogs with a variety of personalities and energy levels. Whether your pet loves long walks, playtime, or simply having company, I am happy to provide the care and attention they need while you’re away. I am also comfortable around cats and understand that every pet has their own routine and preferences. I know how important it is to find someone you trust with your furry family members, and I will treat your pets with the same care, patience, and affection that I would give my own. I look forward to meeting you and your pets! My availability is Wednesday evening through Sunday evening each week. I am available for walks, drop-in visits, and pet sitting during that time and will do my best to accommodate your pet’s routine and needs. I don’t currently have a pet in my home, but I have spent my life around dogs and have experience caring for pets with different personalities, sizes, and energy levels. I understand how important routines are for animals, and I strive to provide a safe, loving, and comfortable environment while they are in my care.
“Robert spent a weekend caring for our fur babies. We had a meet and greet prior to his stay and he did a thorough assessment of our animals needs to make sure he provided top notch care. Over the weekend he sent pictures and updates. I knew my fur babies were well-taken care of.”
About: I have ten years of experience caring for dogs and cats including walking feeding bathing senior care medication routines and calm reliable companionship daily needs😊 I work mornings from eight to twelve and am available afternoons evenings and weekends for walks drop ins boarding playtime feeding and attentive care daily.🥰 I follow owner instructions closely maintain clean spaces monitor behavior carefully provide updates secure leashes doors and routines and prioritize safety comfort and stress free care always.🩷
“Erin was amazing! She was very easy to communicate with to set up the booking, asked plenty of questions to make sure Diablo and I were taken care of, and sent me picture and video updates of them enjoying each other's company. If possible, I will book her again in the future!”
“DeHaven took the BEST care of our two pups and provided frequent updates. We truly appreciate not having to worry about our furr kids while we are away. Highly recommend for any future sits!!!”
“Anna was awesome!! She was professional and she definitely knows how to interact with animals. She was great with our dogs Yoda and Marvin and she sent us photos and videos which kept us at ease as well. She is very trustworthy and we will definitely be using her for future housesitting visits!!”
“Angie was great! She came over to walk our dog a couple times to build trust with her, and she sent us lots of pictures and updates! We knew our puppies were in good hands with her!”
“Felicia was amazing! We came home to happy dogs and a clean home. Thank you for everything. We’ll be in touch for another upcoming trip we’ll need your services for!”
“Kim has been amazing throughout my time away from my dogs. Kept them on their schedule, made adjustments when my travel plans unfortunately got changed. I will definitely be rebooking with her in the future.”
“Emmanuel was an amazing pet sitter! He watched my 5 fur babies while I was gone for a week and they got along with him so well! He was very attentive to my fur babies and he enjoyed time spent with them! He treated them like they were his own. He was very communicative, providing me daily updates with adorable pictures and videos! He even got my antisocial cat to warm up to him and interact with him, which was a 1st! He also did a great job keeping the place clean while caring for the fur babies. I feel like my pets definitely lucked out with having an amazing sitter and new friend! I would highly recommend booking Emmanuel as your next pet sitter!”
About: I have many years of experience caring for both dogs and cats. I have a senior dog that I adopted in 2015 and in 2020 I helped raise a puppy from 8 weeks old. They were both raised with kittens as well. Through these experiences, I have learned how to care for different animals of different age groups. I currently work 9 am-5pm Monday through Thursday so I am available after 5pm those days. On Fridays, I am available from 8 am-1pm. I am available all day Saturdays and Sundays. I have a spacious apartment that is pet friendly and equipped with two dog parks and a lake with plenty of walking area. My pets are friendly and love play dates with new friends!
The median cost per night for house sitting in Windsor is €42
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. 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
As of June 2026, there are 1,250 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:
- 93% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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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