House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 252 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%.
“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.”
About: I provide attentive, Active & Reliable pet care. have owned dogs for the last 15 years, and have two active dogs of my own. I have cared for colleagues and friends' dogs, with experience caring for senior dogs and training puppies. I have flexible hours in my full time job and work from home 2-3 days per week. I love to be active so any excuse for an extra walk is welcome ;) Drop in visits and dog walking are preferred but I can provide house sitting or boarding with advanced notice. I am attentive and active, and love a detailed care list to follow!
“Brooklyn did an amazing job with my animals and they were so comfortable with her! She was excellent at checking in and updating me about them and making sure everyone is happy. Will definitely book again!”
“Shayna has been absolutely amazing. My puppy literally has found an amazing place to be while i work. She goes above request, great communication, very kind and generous. She literally bring my baby boy back warn out from how much fun he has🥹 id recommend here to anyone looking to have there puppy secure and safe! See ya soon!”
“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.”
“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!!”
“Ali’s communication is top notch! She responds in a timely manner, is very friendly, and you can tell she takes it seriously. I’m so happy we found her to watch our 4 dogs while we had to stay in the hospital for a week. After our meet and greet we knew we could have time away from home without stressing if everything was getting done. She provided daily updates and pictures, our dogs clearly enjoyed her company. Will definitely book with her again.”
“Gwen is amazing! She took care of Rocco just as I would and I could tell he misses her. She was very communicative and shared plenty of updates. Was quick to respond and made sure Rocco was getting tons of love.”
“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!😁”
“Katy is an absolute delight! I could tell from the adorable pics and videos that my diva pup was in great hands and VERY happy. 10/10 will use her again and again. Can't wait for her to come stay with us again in May.”
“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! :)”
“When we first me Jamie we knew instantly she was a great fit. Jamie stayed with our dogs for two weeks while we vacationed in Europe. The dogs instantly warmed to her and I was at ease leaving our fur babies for such a long time. Jamie took good care of our home, all my house plants and when we arrived home it was just as we left it. Most importantly our two doggies were very well taken care of. Jamie is great with communication, she sent photos and checked in during the two weeks almost daily. She was super flexible when we missed our connecting flight coming home and was very accommodating. I’m delighted to have connected with Jamie and will be having her back.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Tiffany was absolutely incredible with our two dogs (a Belgian Malinois/Mastiff mix and an AmStaff) during a 5-day stay! Both are powerful, high-energy breeds that require structure, and Tiffany followed all of our directions perfectly. She spent so much quality time truly bonding with them, and it was clear they felt completely safe, happy, and fulfilled under her care.She provided wonderful updates and photos multiple times a day, which gave us total peace of mind while we were away. We also came home to a house that was incredibly clean and tidy. Tiffany went above and beyond in every way possible. We cannot recommend her highly enough and will definitely be booking her again!
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 for House Sitting in Windsor on Rover is $47.2 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,815 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:
- 94% of sitters can help with special care needs
- 98% 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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