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.
“Nancy was amazing! This was my first time using rover and I couldn’t have been happier with my experience. She left my house the same way I left it and made sure all my furry children were cared for like her own! We even had a problem with our heat and she was very accommodating helping us get the problem situated and made sure our house was safe during a terrible rain and wind storm. I would recommend her to anyone! Thank you again!”
“Jessica was lovely to work with. She sent pictures of our dogs to me every day that we were away. She also cared for our chickens. She was respectful of our home and communicated what times she would be there. Will use again in the future!”
“KiAnna was fantastic. Our dogs loved her, and they were in great hands when we were away. Her experience as a vet tech was highly appreciated as the dogs are old and have medication needs that she was able to handle with no problems. Looking forward to having KiAnna back again next time we are out of town!”
“Once again Carol helped us out with Cody and we couldn’t be happier! She is even sharing a few resources to help Cody with her separation anxiety. Carol goes above and beyond!”
“Hailey was great with Banner! He was a little wary at first, but she was patient with him and eventually won him over. She took good care of him and left my house clean and tidy. Thanks Hailey!”
“Amelia was great staying with my parent’s dog (Lulu) for the night. They had been trying to find someone for occasional overnight stays and are happy with Amelia’s care for Lulu”
“Aiden took amazing care of our dog Ollie while we were away! He is typically nervous and slow to warm up to people, but he has very quickly become comfortable with her on walks and during this stay. She provided regular updates and took great care of our home as well. We will absolutely look to her for future house sitting and walking needs.”
“Rebecca went so above and beyond in caring for our anxious dog, Millie! We just moved to the area and had to leave for our wedding soon after, and we are incredibly thankful we found Rebecca in such short time. Our dog isn’t the easiest, but Rebecca did everything she could and then some to help our dog feel loved and at ease. We also came home to our house just the way we left it and she even took out the trash can for the next day, which we didn’t even think to tell her! She is attentive, detail-oriented, thorough, and hard working, and we look forward to booking with Rebecca in the future. We know any animal is in good hands with her 😊”
“Joanna and her daughter watched my dogs at my house for a few days while I was on vacation. They both took excellent care of my dogs. I received frequent pictures and updates from Joanna while I was away and my dogs were happy and healthy when I got home. My house was also well taken care of and spotless when I got home. I would highly recommend her to anyone needing her to watch their dogs.”
“Noelle was great! It’s obvious how much she loves animals and how they immediately warm up to her. Was very respectful of the house and followed directions exactly as requested. Definitely would recommend and use again.”
“Chris was awesome. Very responsive and very kind to the puppies! He did everything just as he said he would and I would definitely recommend him to a friend.”
“Eneida was great with my dogs and very responsive. She constantly provided photos and updates and I appreciate all the effort she put in to taking care of Rex and Oscar.”
“Ayana was professional, accommodating, and did amazing with our two (anxious) dogs! Our house was left clean and tidy and our dogs were very well cared for. Will absolutely recommend and book again!”
“I truly cannot recommend her enough! She went above and beyond every single day and cared for Benji like he was her own. She even stepped in during an unexpected situation at home and made sure not only Benji, but my daughter and our cat were safe and taken care of. Her kindness, reliability, and genuine love for animals and people are unmatched. I feel incredibly lucky to have found someone I trust so much with my home and my family. We absolutely adore her and will continue booking her! ❤️🐾”
“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 :).”
About: I have over 5 years of experience caring for dogs, cats, and other pets. I provide dog walking, drop-in visits, overnight care, pet transportation, feeding, playtime, and medication administration when needed. I understand that every pet has their own personality and routine, and I always strive to make them feel safe, comfortable, and loved while their family is away. I truly enjoy meeting new pets and caring for them as if they were my own.🐾❤️ Pet care is already a part of my daily routine, and I do my best to accommodate each pet's individual needs. I offer dog walking, drop-in visits, overnight stays, pet taxi services, and care for both dogs and cats. Since my availability can vary, please feel free to send me a message with your requested dates, times, and care needs. I respond promptly and will let you know as quickly as possible if I am available and how I can help. I I provide a safe, calm, and loving environment for every pet in my care. I carefully follow each owner's instructions regarding feeding, medications, exercise, and routines. I pay close attention to behavior changes and make sure pets always have fresh water, a clean space, and plenty of affection. Whether in my home or yours, I treat every pet as if they were my own.
“Eleni was wonderful! She truly bonded with our dog, and it felt so nice to go on vacation knowing that he was being well cared for. We would absolutely work with her again!”
“Mariah immediately reached out to our pup with a cheerful voice and gentle touch. She quickly assessed his character and asked important, detailed questions that would help her keep to our routine. We enjoyed our three days away assured that our dog was well cared for by her series of daily photos and messages. Beyond serving up early morning ball games, Mariah avoided the extreme heat and rain by adding a car ride and a three-doggie play time in the cool of her own basement. We returned to a happy, well-groomed fellow. Thank you, Mariah!”
“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!!”
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
We couldn't be happier with Sarah! From the very first meet-and-greet, it was clear our pup was in great hands — attentive, patient, and genuinely caring. We got photo updates throughout each visit, which put our minds completely at ease while we were away. We came home to happy, relaxed pets. Communication was easy and prompt!
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 3 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 $26 per night as of October 2026. Most bookings cost between $25 and $53 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 1,326 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:
- 96% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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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