House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 261 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Amelia did a wonderful job taking care of all our pets! She sent pictures daily detailing the various adventures they were having. Our house is quite the menagerie. She juggled all of the instructions for the dog, the cats, the gecko, and the aquariums (both saltwater and freshwater). It was amazing to have one person who could handle all of it throughout the week instead of sending some to the kennel and organizing someone to swing by the house. We will definitely hire Amelia again!”
“Shannon is a rockstar. I have never felt more comfortable being on vacation. She loved on and took care of my fur babies as if they were here own. I got updates and pictures constantly. I will be using Shannon whenever I leave town. I cannot say enough good things about her.”
“Kaylin was great!! She was extremely flexible when we had to unexpectedly extend our vacation by a day. She sent pics of our pups and always answered quickly any time I messaged her. I would highly recommend her to anyone!😁”
About: I have always had dogs in my life. I have ecpericance watching all different kinds of pups, I've worked with different ages, sizes, breeds, abilities, and needs. I have had practice admistering medication at feeding times, as well as watching up to 4 medium dogs at a time. I am a flexable college student that attends CSU, each of my days look a little different, although I can gaurentee the availibility to check up on your dog at least once every 3.5-4 hours! I can watch them for long or short periods of time, whatever works for you and the puppy! I care for my clients pets as I would care for my own. I work around the schedule that they are used to, aswell as keep up with their physical needs. I care for pets in a loving manner and with as much attention as possible
“One of my dogs was unwell and Nancy had no issue going to pick up meds …twice when the pharmacy got them wrong. She sent tons of updates and pics so I wasn’t worried for one moment while I was gone. Thank you!!!!”
About: I've been taking care of animals since I was a child: my own, neighbor's, friend's, family's and friend of friend's. I also interned for the nonprofit Pets Forever, where we took care of senior citizen's beloved pets. It was such an amazing and rewarding experience. I can happily tend to all responsibilities needed for your pet's care, including, but not limited to: walking, sitting, feeding, brushing, bathing, clean up, some light training, playing, and lots of cuddles! Animals bring so much joy and they deserve the best care in return! (I started on Rover a few years ago, but due to a high demanding job, I ended up not being able to do as much as I wanted. I'm hoping to have a lot more opportunities this time around to meet many adorable animal friends!) My schedule may be changing due to work, but I will always make sure to prioritize your fur baby! I am available any day of the week, though the timing may vary due to my work schedule. Just let me know the timetable you are looking for and we can workout the best schedule for you and your pet(s)! I will be extremely respectful of your home and of the environment you prefer for your animals! Whether you need me to crate them at certain times, give them free reign, or keep a close watch on them -- let me know what works best for you and your furry friends, and I will make sure it's done! For their safety and the safety of your home.
“Dana was absolutely amazing with taking care of and loving our Henri! Henri tends to be a nervous whiner, and in all the pictures she consistently shared with us he was on walks, and happy, and looking like he made a new best friend with her dog. I will absolutely reach out to Dana again if we need any assistance with boarding Henri while we are gone. Thank you so much Dana for allowing us to enjoy our trip and see that our Henri was well taken care of and happy. 🩷”
“Rover Review We had a great experience with our sitter! She took wonderful care of our dogs while we were away, and when we got home, they were happy, relaxed, and clearly well cared for. The house was also left clean and in great shape, which we really appreciated. She was very attentive to the dogs while she was there and gave us updates without overwhelming us with constant messages, which made being away much less stressful. We really appreciated being able to enjoy our trip knowing the dogs were in good hands. We would definitely have her stay with them again!”
“Chris was wonderful. She responded quickly to our initial request and was very easy to communicate with. She gave us confidence that she would be a good match for our dog who can be a bit timid at times. Chris stayed in our home and we felt very confident having her stay over. Would highly recommend Chris.”
“Alex took wonderful care of my senior beagle and home! He kept me up to date with lots of pictures and descriptions of Bentlys behaviors and health. Thank you so much for your attentive care!”
“Nick was great! He came for a meet & great before finalizing plans which I really appreciate. My dog has some behavioral needs (mainly dog reactivity) that I wanted someone experienced to handle, and he followed all of our guidelines perfectly to make the stay go as smoothly as possible. I’ve been nervous to find a sitter who is comfortable managing dog reactivity and I’m relieved that I was able to find Nick who is willing to accommodate special needs like that.”
“Skylar was great with my dogs! We have 7 and they aren’t the easiest to deal with but she handled them like a pro! We have medical and behavior “special needs “ pups . The dogs were well taken care of and looked great when we got home . She was even able to win over my not so friendly pit/rot mix that hates everyone. Very communicative and sent tons of pics. We will definitely hire her again ( if she’ll accepts, once may have been enough for her )”
“Jessica was fabulous. We met ahead of time and our pups adored her. She is kind and very patient with both the dogs and my rambling on about all the details. When our flights got mixed up, she was kind enough to arrive earlier so the dogs weren’t left alone - huge relief for me. She also left the house (and plants) in great condition. Better than we left it. Recommend her 109%. Thanks Jessica!!”
“Aaron was an absolutely STELLAR friend to our animals for what was actually quite a hectic time in our lives. Between a recent move, starting new jobs, getting married in 7 days - she was an excellent communicator, retained information about our pups and their routine like a pro, and even left our home better than she found it. My (very large, young, high energy, anxious) dogs have been through a lot of transitions in the past couple of months and when we came home they were more relaxed, happier than I’ve ever seen them after a weekend away. HIRE HER NOW!!!”
“Vicky and her daughter took great care of our dogs! She was available last minute and was super flexible with coming over to meet them on short notice. The dogs loved them, and they left our house in great shape. Would be happy to have them back to watch our pups anytime!”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Shannon was awesome. Just what we needed and just what our dog Finley needed. She communicated with us every day which gave us the peace to enjoy our extended weekend adventure. Plenty of photos and couldn’t even tell somebody was in our house. Except in might have been a little neater than when we left. Will definitely use her again.
I hired Tiffany for pet and house sitting for 4 nights, and I could not have been more pleased with her care and attentiveness. I knew at our initial meeting that she would be reliable. She kept me posted while I was away, and when I returned my pets were emotionally in a great place. Clearly they had been well-loved. I highly recommend Tiffany and will use her in the future.
Haley was amazing with our two babies! She kept us up to date with everything that she was doing with them and sent us pictures as well! My beagle is very anxious and gets nervous and scared easily, Haley did an awesome job making sure she was comfortable! Thank you again!
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 $48 per night as of October 2026. Most bookings cost between $29 and $81 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 1,818 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:
- 92% of sitters can help with special care needs
- 96% 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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