House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 259 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%.
“his was our first time working with Daiana, and we truly have nothing but wonderful things to say! From the initial meet-and-greet, both of our dogs were immediately comfortable, excited, and happy to spend time with her. Throughout our weekend away, Daiana kept us updated consistently and made sure the dogs got plenty of walks, playtime, and attention. The moment we got home, it was obvious our pups had been incredibly well cared for. We would highly recommend Daiana to anyone looking for a trustworthy and caring pet sitter, whether for big dogs, small dogs, or anything in between.”
“Amelia did an absolutely amazing job! This was my first time leaving my puppy and I was very nervous but she did great! She constantly sent pictures and updates and assured me everything was fine! She did a great job at following everything I asked of her as well! I would definitely recommend using her and you can trust that your pup is in the best of hands! I will absolutely use her in the future!!”
“Dana took excellent care of my girl. She communicated well throughout. It was clear Ellie was loved and well cared for in my absence. I will definitely use her again in the future.”
“Such a great sitter! Was very flexible with the start time and communicated throughout. Made sure our girl was taken care of, and she even got to play with Lucy. Will definitely be a repeat client! :)”
“Brooklyn has been amazing in caring for our dogs, cats and guinea pig. We have used her for many walks And now a multi day/night trip. She kept us updates and stayed at our house which was a big relief to know our dogs were taken care of even during the night.”
“Dillion was the best! He was able to watch our dogs for us very last minute while we had to head out of town! He sent us amazingly detailed daily logs of our pets, took them on walks, gave them tons of love, and sent pics/videos. He not only watched our dogs but looked over our new home. Kept things clean and also went above and beyond cleaning up the dog run for us.”
“Amy stayed overnight at our house with our dogs and cats for a few days. We came home to happy animals and a clean house! She was communicative and sent pictures and updates. We will absolutely book with her again!”
“Nancy is always great to us. Our little ones love her, and she's very responsive and super helpful. She just finished 8 nights house-sitting for us, and we were so comfortable and happy knowing everything was in such good hands!”
“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!😁”
“Emily was the best sitter we could have asked for! We have several animals; both dogs and cats, some with medication needs. She didn’t hesitate when we explained everything, and was more than up to the task! Our 20 year old cat, Goober, had especially specific instructions (including IV fluids), and Emily did every step we asked for, and went above and beyond. She understood how difficult it was to leave Goober at this point in his life (end stage renal disease) and made making him as comfortable as possible at all points in time a huge priority. She communicated frequently, sent tons of pictures, and made our wedding time completely peaceful knowing everyone was taken care of. Our home was completely perfect getting back to and she left a very sweet “just married” card for us. She will be our go-to for all of our future house-sits.”
“All is simply amazing! She took care of our two dogs while we were out of town for three days and she was with them all the time and gave them the best care ever! She followed all instructions to a tee and we could relax 100% knowing our dogs were in the best hands. She will be our go to for sure ☺️👌”
“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!”
“We had such a great experience with Susan while she watched Bodhi and Chloe! She was communicative, reliable, and clearly cared so much about our dogs. We felt completely at ease knowing they were in such good hands, and it was clear Bodhi and Chloe were happy, comfortable, and well cared for the entire time. We would absolutely book Susan again and wouldn’t hesitate to recommend her to anyone looking for a trustworthy, kind, and attentive dog sitter. Thank you for taking such great care of our pups!”
“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.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
We had never hired someone unknown to us prior to Tiffany, but we have found our pet sitter. If Tiffany is available we will use her every time. Oliver never eats when we are gone…not only did he eat he ate extra meals which was fine by us! We normally come home and Oliver sulks because he’s mad at us for leaving but we walked in the door and he had been waiting at the door for Tiffany. He LOVES her so we are thrilled. House was clean. Tiffany went above and beyond. Hire Tiffany you will not regret it.
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!
Lexie is amazing!! She was punctual and responsive with all communication, our meet & greet and for our booking. She stayed at our home with our 3 dogs and cat and treated them like they were her own. She had no issues giving meds and dealing with personality quirks. Our animals loved her. Our house was immaculate when we got home. We will definitely hire her 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.
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
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 on Rover is $48 per night as of October 2026. Most bookings cost between $29 and $82 per night. 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 1,842 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.
<b>Tip:</b> 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 94% 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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