House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 3 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.
“Daniel was great. Our fur babies were kept on their schedule and given lots of love. I also appreciated the pictures Daniel sent to show how they were doing. Would definitely ask Daniel to look after our dogs again.”
“Laura was phenomenal. It was a last minute booking and she went out of her way to make our life easy while I’m out of town and my husband having a changing work schedule. She was an extra hand that adapted to changes quickly which we both appreciated.”
“If I could give more than 5 stars, I absolutely would! Leaving my dogs for a week was one of the hardest things because they truly are family to me, I joke that I treat them better than my children! From the moment we left, I knew they were in the best hands. Every single day, she sent detailed updates along with so many beautiful pictures that completely put my mind at ease. It was obvious from every photo and message that my dogs were not only being cared for but genuinely loved. She treated them as if they were her own, and that meant everything to us. Our home was well cared for, our dogs were happy, healthy, and relaxed when we returned, and we were able to truly enjoy our vacation because we never had to worry about them. She exceeded every expectation we had, and I cannot recommend her highly enough. If you’re looking for someone who is trustworthy, compassionate, communicative, and will love your pets like family, look no further. We will absolutely be booking with her again. Thank you for giving us complete peace of mind!”
“Taylor was awesome! She watched my dog and house for 10 days while I was out of the country and did an excellent job. It was great knowing my dog was at home in his environment and comfortable and was getting daily human companionship in spite of my being away. She walked him and made sure he was well taken care of. I definitely recommend her!”
“Our dogs seemed to be very happy and cared for while Sarah stayed with them. She provided photos and feedback throughout her stay, which were greatly appreciated. Our home was left in perfect condition as well. We will definitely use her again and would recommend her to keep your fur babies.”
“Preston did an absolutely outstanding job caring for our animals while we were away for a week. Our dog, who is both highly anxious and sometimes aggressive, completely warmed up to him - a true testament to Preston’s patience and skill. He not only gave our dog the care and attention he needed but also made sure our two cats, two mini horses, and donkey were all well cared for and happy. We came home to a tidy house, content animals, and total peace of mind knowing everything had been handled so well. If you’re looking for a reliable, trustworthy, and genuinely caring pet sitter, Preston is the one!”
“I was very nervous about going on vacation for five days leaving my animals, but I found Abigail on Rover and she was absolutely amazing. I’ve told my friends about her. She took very good care of my animals. I would definitely recommend her. She gave me detailed information and updates on my babies. Thank you Abigail. You are the best.”
“They were very kind and attentive to all of the care instructions for our three pups! All of our dogs loved them and seemed very happy and well cared for when we got home. They left our home nice and clean as well. Would definitely rebook with them :)”
“My little guy does not warm up quickly but Morgan was great with him! She sent lots of pictures and videos for the week I was gone and I felt like he was well taken care of. 10/10 would recommend Morgan!”
About: I’ve cared for dogs and cats of all sizes, breeds, and personalities for several years. Friends, family, and neighbors trust me to walk, feed, play with, and care for their pets while they’re away. I’m patient, dependable, and always make sure pets feel safe, loved, and comfortable. I have a flexible schedule, and can provide pet care during weekdays, evenings, and weekends. I’m happy to work with your routine for walks, drop-ins, boarding, or overnight care. I do my best to be available when you and your pet need me most. Your pet’s safety and comfort are my top priorities. I provide a clean, calm, and loving environment where pets can relax and feel at home. I carefully follow feeding schedules, medication instructions, and routines. I also give regular updates and photos so you can feel at ease while away.
About: I watch Cesar Milan (Dog Whisperer) & Victoria Stilwell (It's Me or The Dog) regularly, which has provided with me insight for caring for my family's pets (Shiba Inu, shih-tzu), my coworkers' pets (lab mixes, terrier mix), and now my own dachsund-pitbull I work in the entertainment industry, so I have stretches of time between gigs to focus 100% on beloved animals. With enough heads up, I can possibly make any time work. I love to reward the good behavior I notice, and have a calm demeanor to handle any behavior of which I disapprove. I'm great at reinforcing good habits and discouraging bad habits. I have lots of energy to play and engage with energetic dogs. I love to see dogs happy! My most favorite thing in the world is seeing a dog's ears and tongue flapping in the wind wide-eyed with its hind legs kicking at his shoulders in high speed sprinting down the sidewalk or through a grassy field. When I drop in, my focus is on the dog's need for attention and care as well as ensuring the place is still hygienic. When I walk, my focus is on the dog's need to release energy (among other things) and stay cool as well as keeping the environment evidence-free. When I house sit, my focus is on command pop-quizzes and finding a spot that's the most cuddle-friendly.
“After my regular sitter cancelled because of family issues I was lucky to find Ariel. She came before the days I needed for a meet n greet. Both of my Boys were fighting over her attention as soon as she got here. I will definitely use her again. My boys are spoiled and love cuddle time. One is a “talker” and she sis great with both.”
“Desiré took good care of my puppy she was left alone at home sadly we forgot to refill her food container plus we temporarily lost the key so she was left with no security at home. I’m thankful I was able to find her and got a response immediately and came home fed her and took her for a 4 walks! Stayed 5 hrs while we were away. Thank you so much for your service!”
“Lealy was an absolute pleasure to have in our home. She watched our 3 dogs and stayed at the house to watch over everything. I will not ever use anyone else. She has a permanent customer”
“Alexis is an easygoing, fun-to-be-around lady. She listens, takes notes, asks specific questions and likes dogs even when they jump up and be rude. I wish I could hire her on a weekly basis to watch my babies, even without going on vacation, haha.”
About: I love animals of all species- but dogs hold a special place in my heart! I have been dog-sitting for about 6.5 years now, and have enjoyed every furry visitor I've had. I just enjoy sharing space with them! I currently work from home, so I have the ability to give them all the attention they need and take them along for adventures (with permission). I look forward to meeting you and your fur baby and making an amazing connection with you both! In seemingly stressful or chaotic situations I’m able to maintain my composure. I find that my demeanor makes dogs feel comfortable and relaxed upon meeting them, so in-home check ins will be smoother for your pet and I! Thank you for taking the time to read my profile, I look forward to providing excellent care for your beloved furry friend. I currently work from home, which allows a flexible schedule. I love having a dog over so I have more reason to take a walk. I have an open-space studio where they will be hanging out with me during the day. I always reach out to the client for a meet and greet to discuss their pet's behaviors and needs so I can adjust accordingly.
About: I have a dog, 3 cats, 2 ferrets, and bearded dragon, who I love very much. I grew up taking care of all kinds of animals and have always had a passion for it. I love that every pet has its own quirky personality and would love to meet your baby! I am currently available full time which gives me plenty of time to care for your pet. I am available Mondays- Sundays, at all points in the day. I strive to make your baby as comfortable and happy as possible while you are away. I love to keep you updated so you can enjoy your time away and feel at peace about leaving your pet at home.
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Barbara was fantastic! I could not be more pleased. She kept me updated every day and sent pictures and video. George, my cat warmed up to her quickly which says a lot about Barbara. She was so friendly and did everything that I had asked of her. MY EXPECTATIONS WERE EXCEEDED. Will call on her again for sure. Thank you Barbara!
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 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 $44.4 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 3,912 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
- 95% 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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