House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 10 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.
“Ronnie is a wonderful and caring person who truly loves animals. She took great care of my dog during a recent house sit. She is quick to respond and I felt very comfortable leaving my dog in her care.”
“This was our first time using Rover and we could not be more pleased with the way Carol took such beautiful care of our dogs and home. She was attentive, patient, playful and thoughtful with our pets. She was also super professional, prompt and thorough in all communications, including regular updates on the status of our two Airdale terriers, including sending numerous sweet photos, daily. Bottom line, we have been completely impressed with and reassured by the way Carol watched after our dogs and home while we were away. While we have been happy using a kennel in the past, this feels like a much better, more reliable way to ensure our pups are as well cared for, individually, as we would like. Thank you, Carol!”
About: I love dogs!! I have had several rescue dogs. I am newer to cats but I also love cats. I will happily play with your dog, brush them, feed them treats, and take them for long walks. I’m generally free in the mornings, evenings, and on weekends. I'm happy to do ad hoc walks and dog sitting or have a more consistent/weekly pet care schedule. I live in a clean, dog-friendly house with a yard outside. There is space for both small dogs and large dogs. I also live in a neighborhood with many other dogs that like to socialize on walks!
“Tiarra did a great job watch our dogs and our home. We could see from the pictures she sent that they were having a great time and our house looked perfect when we returned.”
“Kayla did a wonderful job watching our dog for the weekend. She communicated often and sent update pictures which gave us good peace of mind. She left the house clean and tidy and we returned to a happy pup! Can’t thank her enough!”
About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.
“Eneida stayed at our house overnight with our pitbull and she was lovely. She wasn’t intimidated by our girl’s high level of excitement. Her communication was great, she sent lots of photos and we returned to a clean house and a happy, healthy dog. We will be asking her back!!”
“Jennah did a great job with my separation anxiety ridden Pom. She gave him the attention he needed and tried everything to keep them calm for the day while I was out. She also kept me updated, which helped. I would use her again for sure.”
“Jen house sat for us for nine days and took care of our lab mutt Jamie and two cats, Remy and Lily. She did a wonderful job taking care of our furkids and followed my long list of instructions :). One of our cats is almost 16 and wasn't feeling well for a few days prior to departure. Jen gave her extra attention and got her eat her meals. While we were away our kitty made a full recovery and is back to her old-young self! Jen sent pictures and updates daily and our furkids really enjoyed being with her. Toward the end of her stay even Lily was sleeping in her bed along with the other two, and she never does that with just anyone. Jen truly understands owner and pets needs and she goes the extra mile to make sure everyone is happy. We will definitely be booking our petcare visits with her in the future :).”
“Tashani was literally the best -- she was super communicative and sent through daily updates about Libby & Cinder! We got back from a week-long trip to a clean house, happy animals, and a flourishing garden. We'll definitely work with Tashani for future trips!!”
“Jaclyn was great! She got along with our dogs like she knew them from day one of them joining our family. She went above and beyond to take care of them thank you so much to Rover and especially Jaclyn.”
About: I’ve taken care of pets for my co-workers and friends for the past several years while they traveled out of town for an extended amount of time. I make sure to check-in every day, feed them, and make sure they get enough attention. I am raising money for marathons I have signed up for over the next year. I’m preparing to run the Marine Corps Marathon and aim to run the Boston Marathon. I usually work evenings from 3-11pm Wednesdays through Sundays and I will have time to take care of your pet in the mornings before I get ready for work. When I am in charge of your pet, I make sure sure they have the food the need to remain healthy, give them a walk when they need it, and provide them with enough attention.
About: I am new to the pet sitting game, but I am not new to taking care of my responsibilities well. I am a part-time live-in caregiver for my 92-year-old grandmother, and I housesit and pet-sit for my friends. My references are available upon request! I can’t wait to take care of your pets! I’m currently working part-time, so I have more availability to do pet care. I have religious obligations that I also work around. I will not accept jobs that conflict with my work schedule so that I can be there for your pets! I make sure to respect my clients’ homes as my own, and return everything to as it was given to me. The pets are lives that are entrusted to me, and God says that we must take care of our domestic animals, so I take that responsibility, seriously, and religiously.
About: Even though I don't have a lot of certified training, I know how to show my love and affection to each and everyone pets just like I have in the past for my own. I am currently working part-time and also going to school. I can take care of your fur baby after 3p.m. in the weekday and before 4 p.m. on Saturday and free on Sunday. I will treat every one's pet with love, care, respect and patience that they need and treat them as one of my own family members.
“Katherine was great with our 2 dogs and our cat. She even got our rambunctious pups to walk on leash together, something we still struggle with. We will definitely be booking with her in the future!”
About: I’ve taken care of various animals since I was young. Friends and family depended on me to feed, walk, and take care of their pets. I know the importance of pet care and how to have close and fun relationships with all animals, especially cats and dogs! I’m an animal lover at heart and grew up surrounded by dogs, cats, and various farm animals. I am extremely patient with animals and making sure they are taken care of, nurtured, and treated well are my top priorities as well as having fun with them! Pet care fits into my daily routine very easily! I currently take care of two cats at home and have grown up around animals so I am comfortable around them ! I am fairly available and my schedule is the following: Monday: 9 am - 10/11 pm Tuesday : 9 am - 10/11 pm Wednesday: 9 am - 10/11 pm Thursday: 9 am - 10/11 pm Friday : 9 am - 10/11 pm Saturday: 9 am - 10/11 pm Sunday : 9 am - 10/11 pm I live in a very safe area where there are many parks and fields of land surrounding it making it a prime location to have animals. I have no problem walking great distances and being patient with animals especially dogs when it comes to bathroom time. I always have a great time with very lovable, friendly, and energetic dogs and cats and enjoy spending time with them and making sure they are happy and having fun! I can always give them treats, play with them and encourage them to play with their toys, and stay with them for as long as needed! Moreover bonding with them is a process that is individual to every animal, it is not something I can rush and I will take the time to get to know every pet. If anything were to happen during my time with them I will always be available to connect with!
About: I have had pets all my life. I grew up with dogs and cats. I have worked in a dog grooming washing salon as well as watched them! I am excited to meet all the adorable dogs!!! I currently work part time 12-5 most days and pretty flexible after most days after that. Available during The weekends when I’m off as well! I am able to do same day care to dogs and cats I am excited to walk your dogs where they are comfortable at their own home :) I am also available to walk more then one dog at a time
“Norah was amazing! My dog can be a little skeptical at times and she took the time to stay as long as she could at out meet and greet until they became comfortable with each other. She was on time, gave updates and sent pictures. 10 out of 10”
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
We have used house and pet sitters for many years because we prefer our pets to stay in the comfort of their own home rather than in a kennel, and this was one of our best experiences. We were away for 10 days and received daily photos and updates, which allowed us to truly relax and enjoy our trip knowing Ali was in good hands. The updates showed a happy, content cat, and it was clear that she spent quality time with Ali and gave her plenty of attention and affection. When we returned home, the house was clean and well cared for, and Ali was relaxed, healthy, and clearly comfortable. In fact, it looked like Ali had become quite fond of her sitter! We are very grateful for the excellent care she provided, both for Ali and for our home. We would not hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy 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 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $26 per night as of October 2026. Most bookings cost between $25 and $53 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 1,306 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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