House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 251 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%.
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 is so kind and gentle, our dogs instantly felt comfortable with her, including our high anxiety guy who is very selective. She kept the house in perfect condition and sent updates a couple of times a day which was the perfect amount, not too much and not too infrequent. We're very pleased to say the least and hope she'll come back when we have future needs. ☺️❤️”
“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.”
“⭐⭐⭐⭐⭐ Hailey was wonderful! She took great care of our pets and home while we were away, and it gave us so much peace of mind knowing everything was in good hands. She was communicative, kind, and attentive, and it was clear she genuinely cared about our animals. We really appreciated her willingness to check in, ask questions when needed, and make sure everyone was cared for. We came home to happy pets and a well-kept house, which is exactly what every pet owner hopes for. We wouldn’t hesitate to book Hailey again and highly recommend her to anyone looking for a reliable, caring, and trustworthy pet sitter. Thank you, Hailey!”
“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.”
“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.”
About: I professionally worked with dogs for 3 years and have experience working with all types of dogs large and small, high energy and mellow, social and shy. I’m well acquainted with administering medication orally and topically. High quality photos during our time will also be provided :) It’s a priority of mine to respect your home and leave your home just as it was when you left and with a happy dog when you return! NOTE: I do not accept 90+ lb dogs that are known to pull/get riled up by environmental factors. I am pretty small myself so I cannot safely handle such dogs. This is for the safety of both your pup and me! Thanks for checking my profile! As of now, I am currently unemployed and Rover is my main gig. That means more time and availability for you and your pup! If this changes it will be reflected here. I will always treat your home and your pet with utmost care and respect. ❤️ I’m in tune with reading dog behavior and language and can adjust my manner to whatever is needed to make your pet comfortable and happy.
“Robin was phenomenal and made us feel at ease while we were out of town. Our pup was completely comfortable with her, and we came home to a spotless house. We’ll absolutely be booking with her again if/when she's available!”
“As a pet owner, finding and trusting someone to care for your four legged best friends can be emotionally challenging. Shayna was great. Very professional, providing regular updates which put our minds at ease, allowing me to enjoy our trip. I would recommend Shayna to any pet owner and I intend to request her to care for our dogs the next time we are out of town. Thank you Shayna!”
“Kayla is the best of the best! All of our pets are well taken care of and our house is always in fantastic shape when we return. We’ve rebooked her several times and she takes all the worry out of leaving our pets and home!”
“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.”
“Susan was an amazing dogsitter! It was a last-minute request, and she was so accommodating, kind, and great with Cleo, who had some anxiety at first. Susan was patient with Cleo, and they eventually warmed up to each other! We got amazing updates with photos, and Susan was an awesome house guest, too. We can’t wait for her to watch Cleo for us again!”
“Taylor was so helpful coming in last minute. She was careful with our elderly dog, making sure she has everything she needs to be comfortable and happy. We would love to have her watch our dog in the future!”
“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!😁”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Tiffany was fantastic! She made it so much easier for us to enjoy our trip. She went above and beyond to care for our precious fur baby and took great care of our home. We greatly appreciate how reliable, conscientious, and responsive she was in addition to being so super kind and loving to our cat. He loved her immediately. She followed all of our (neurotic) instructions and has been an absolute pleasure to work with. We would definitely hire her again and would highly recommend her.
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 $46.62 per night (as of August 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 August 2026, there are 1,785 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:
- 93% of sitters can help with special care needs
- 97% 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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