House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 25 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.
“Ryan was great! She stayed with our "pups" (as she cutely called them) for almost a week. Right from the start she sent texts, photos, and a sense that all was under control. Meeting her before the stay both her experience as a student working towards going to vet school and as a horse owner sealed the deal. We'd happily use her again.”
“Sharyn went 1000% above and beyond for our Jace ! She was patient, kind, understanding and empathetic with our scarred little pup. I was very nervous leaving him at home while we went on vacation but Sharyn eased my mind and treated jace with an overwhelming amount of care. I cant say enough amazing things about her !”
“Boryana took such great care of our dog River! Received an update every evening with pictures!! She made me feel completely comfortable leaving him while I was away. I will be having her stay with River anytime we go away!”
“Giana was such a great help to us when we had an impromptu over night trip. She was very communicative and sent so many pictures of our Shiloh! I would absolutely recommend booking with her and I can guarantee your pet will be happy too!”
“Rita was so friendly and welcoming to my dog, Lexi and my daughter’s dog Charlie! She came ready to play with them and give them love. My puppy is a bit anxious and Rita was able to help her calm down. Also, Rita sent us several photos which was very reassuring. I would definitely have Rita puppy-sit again!”
“Emma took excellent care of our two dogs while we away. She followed all instructions and was very responsive both before and during our trip. We came home to two happy pups! I would definitely book Emma again the next time we need an overnight sitter.”
“Laura was great with my dog! She sent daily pics and kept me in the loop the whole time, which I really appreciated. My dog isn’t comfortable with everyone right away, but I think she warmed up to Laura quickly because of her natural, caring instincts. I came home to a tidy home and a well cared for pup!”
“Ryan and Shannon took great care of both my dogs. They were very responsible and kept me posted on everything while I was away. House looked as perfect as I left it, too! Many thanks to you both. Looking forward to having you sit again when I’m away.”
“Ruth is an incredible sitter and we can’t wait to use her again! She’s so friendly and naturally gets along with both dogs and cats so well. She was very communicative, sent adorable pics and kept us updated the whole time. So glad we found her!”
About: I’ve had a lifelong love for animals and have been caring for pets of all kinds for years. Friends, family, and neighbors have trusted me to feed, walk, play with, and look after their pets — and I treat every animal as if they were my own. I’m attentive to each pet’s unique personality and needs, patient with anxious or senior animals, and always communicate regularly with owners so you never have to wonder how your pet is doing.
“Kelly was a great communicator. Our dogs loved getting to know her. She was responsible with giving one of our dogs medication and following our routine. We wil be using her again for dog sitting needs.”
“Great puppy sitter. Puppy seemed very happy and content when we came home. Followed all instructions. Our puppy actually was jumping on Karen when she was leaving and not us. Will definitely ask Karen again.”
“Alexis was a great sitter for our two big pups! She spent a lot of time with them and sent daily photos! She followed all the feeding and sleeping instructions and we came back to a clean house! She even left treats and cupcakes for us to give the pups on our return!”
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Elizabeth was amazing right from the meet and greet! We knew Storm was in great hands from the start. We didn’t have to worry about her once while we were away, and that peace of mind was priceless. Elizabeth kept us updated and took great care of Storm. We’ve already booked her for our next trip and highly recommend her to anyone looking for a reliable and caring pet sitter!
Ryan and Shannon took care of our senior dog for a week in our home. They were highly professional and loving companions for her, taking her for walks and handling her medication skillfully. They kept in touch with us on a regular schedule. We recommend them highly. Great to have them both with her.
Sarah was great! She did everything I asked her to in regards to taking care of my pups. She even watered my flowers and got my mail. The house was in great shape when we got home and the dogs were fine and happy. Sarah said she enjoyed the dogs company and would miss them which warmed my heart. We will use 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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 3 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 $64.38 per night (as of July 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 July 2026, there are 2,957 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:
- 91% of sitters can help with special care needs
- 96% 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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