House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 4 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’ve taken care of both cats and dogs since I was a kid. There has always been a pet in my house while growing up. My family has relied on me to feed and play with the pets while they were away. I additionally have experience in caring for both young and senior pets. I’m currently working part-time, which means I have plenty of time to care for your pets! I’m available most days except for Wednesday & Thursday afternoons. My schedule is pretty flexible so I can accommodate if needed :) I currently have one cat in my home. I feed him, give him affection and play with him everyday. We also have a dog that lives at home with us. I take care of him when his owner is busy.
“Marissa is so great! She was flexible when my travel arrangements got delayed and sent me lots of pictures of my fur baby. She is very responsive and overall, great to work with!”
About: I’ve grown up with animals my whole life dogs, cats, and other animals. They’ve always had a huge place in my heart, and I feel like I really connect with animals easily. I’ve pet sat for friends before and it’s always gone well. I’m confident I’ll get along well with your pets also. I’m flexible with schedules and comfortable handling different kinds of pet needs, whether that’s feeding routines, medication, or just extra cuddle time. If you’re looking for someone who genuinely loves animals and will treat your pet like family, I’d love to help! Hi there, my name's Nick! I've got a ton of flexibility in my schedule right now, so I'm happy to work around whatever your pets need — whether that's a full weekend stay, an extended visit over several days, or just popping in during the week and then sticking around overnight on weekends. Basically, if your furry friend needs company, I can make it work. I've always grown up with animals, and I currently have a cat and a dog of my own, so I know what it takes to care for cats and dogs of all ages from playful young pups and kittens to more quiet older animals. Just let me know what your pet needs and what the visit will look like, and I should be able to make most things work!
“Yasmine did a wonderful job and was incredibly communicative. She kept my home very clean as well. Definitely will be having her watch my cats again!”
About: I’ve been caring for dogs since I was 21, helping neighbors, family, and friends with their dogs and puppies. I’m patient, dependable, and comfortable with dogs of different sizes and personalities. I genuinely enjoy being around animals and making sure they feel safe, happy, and cared for Im currently working part time so I have time to walk your pup! Im free Wednesdays 6am-11am and Friday’s 5pm- 7pm. I can even stay overnight on weekends! I have a friendly golden retriever who’s very energetic and playful and friendly who will keep your pup company I also a fenced backyard
“Kelly was a great communicator. Our dogs loved getting to know her. She was responsible with giving one of our dogs medication and following our routine. We wil be using her again for dog sitting needs.”
“Dana was truly a lifesaver when a foot snowstorm hit our area and she agreed to stay overnight with our Chantilly Chantilly loves being with Dana and Dana took such great care of her”
About: I’ve taken care of dogs and Guinea pigs for the past 9 years. Makes sure my neighbors dog when out of town is fed, walked, bathed, and clothed. Currently working part time in social media management, so I’m home with more than enough time to cater towards fur babies! I’m available Monday through Saturday of every week. I live in a dog friendly neighborhood that even supplies bags for dogs. There’s more than enough room in my apartment for zoomies, crates, And most furniture that they are allowed on!
“Rosie had a great time with Danielle and was very well cared for :) Danielle kept us updated with frequent messages and photos. Thank you for taking care of our fur baby!”
“Karla was amazing with my babies! When she came to meet them ahead of the booking they took to her right away and knew she was the right fit. She sent me so many pictures while I was away so I knew they were in good hands. I would definitely book again!”
About: Hello! I’m Catherine aka Cat. I am a proud cat mom to Sunny and Luna and I’m also a proud Dog Aunt to Winnie. I had a dog growing up named Mickey, he was a miniature pincher. I love dogs so much, unfortunately my apartment complex does not allow dogs. I will definitely spoil and love on your dogs! I am in college Full time, but most are online so I can do it anywhere! I’d prefer to work in your home, I am willing to clean and help with household chores if needed and run errands I do not offer services in my own home. Sunny my big boy has some cat-attude! I am unsure how Sunny would react to other pets. Also, my apartment doesn’t allow dogs.
“I was so fortunate to have found Calli when I needed someone to be gentle and affectionate toward my senior dog and approachable for my younger dog. She tended to Foxy with so much care because of her recent injury and Singha warmed up to her too which surprised me. I will certainly have Cali be their caregiver again. I recommend Calli as a five star sitter.”
“Kira was a great house sitter for my cat Peroni. She gave him lots of play time and was good at sending updates. She understood his personality, took good care of my apartment, and he is happy as a clam! I will be using Kira for sits and drop ins in the future and highly recommend her services.”
“We are so lucky to have Kelly!! We return home from each trip to happy pets and a clean house! Thank you Kelly, we appreciate your flexibility, especially with our last minute travel adjustments! Cheers!!”
“Yana took the time to visit with our family before staying at our home with Charlie. He had instantly taken to her gentle manner which made us feel so comfortable. She exercised patience with his sometimes stubborn but lovable manner. We loved her daily texts with pictures outlining how the day went. I feel at ease knowing she is caring for our Charlie.”
“Thanks to Rebecca for taking care of our girl Skye. Excellent communication through the entire process as it was our first time using Rover. We would most definitely use Rebecca and Rover again. Loved the pictures. So appreciate the peace of mind of having professional care for our pet as we visited family.”
About: I have 5 years of experience caring for pets and truly enjoy spending time with animals. I’m responsible, patient, and attentive to each pet’s individual needs. I’m happy to help with walks, feeding, playtime, companionship, and making sure your pet feels safe, comfortable, and loved while you’re away I have a flexible schedule and currently work part-time, so I can dedicate plenty of time and attention to your pets. I’m available for walks, visits, and pet sitting throughout the week. There is a park right near my apartment, which makes it easy to take your pet for regular walks and outdoor time. I can also stay at your home and care for your pets there upon request
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Elizabeth was amazing right from the meet and greet! We knew Storm was in great hands from the start. We didn’t have to worry about her once while we were away, and that peace of mind was priceless. Elizabeth kept us updated and took great care of Storm. We’ve already booked her for our next trip and highly recommend her to anyone looking for a reliable and caring pet sitter!
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 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $83 per night as of October 2026. Most bookings cost between $66 and $100 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 2,778 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:
- 88% of sitters can help with special care needs
- 93% 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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