House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 2 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.
“From the first meeting w/Daniel to my return home post-trip, it was a very smooth experience. I know watching four dogs at once can be a bit much, so was grateful to return home to find my fur family so happy. Dogs and house were left in great hands. Will definitely book again!”
“She arrived exactly on time, and took great care of the dogs. She seems very kind and gentle, and was respectful of our home. We will definitely book with her again!”
“Donnis makes traveling actually less anxiety filled. I’m so thankful she’s been able to watch our three fur babies while keeping an eye on the house. Absolutely so lucky we found her - our fur babies are happy and so are we!”
“Jody and Preston took very good care of our fur babies. As a first time Rover user, it was important to us to find someone who is good with Pibbles. Jody and Preston came over to our house prior to booking to ensure that everyone was a good fit. While watching our babies, Jody took care to send us pictures and keep us updated while we were gone. I would highly recommend booking with Jody and Preston!”
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.
“Abigail did a fantastic job watching our critters! She was great about sending pics of Oban and Mabel, and she kept our house looking nice and clean. We would definitely have her house sit again and recommend her!”
“Rebecca was absolutely amazing! She took excellent care of our three dogs and gave us complete peace of mind while we were away. She kept us updated throughout the stay with plenty of photos and messages, which meant a lot to us. She was friendly, professional, trustworthy, and clearly cared about our dogs as if they were her own. It was obvious they were well cared for and getting lots of attention while we were gone. She even went above and beyond by keeping the floors vacuumed. We have a German Shepherd who is shedding quite a bit right now, and we came home to a house that wasn’t covered in dog hair, which was such a pleasant surprise. We couldn’t have asked for a better experience and will definitely be using Rebecca again in the future. Highly recommend!”
“Morgan took care of my 2 4 legged friends for 2 days. She was prompt and very communicative. I have one large dog and 1 small, very energetic, small dog that can keep anybody hopping. She handled them like a pro. Did a great job. She will be my first call any time I need someone to take of my best friends!! Strongly recommend her!!”
“I am someone who is very anxious to leave my dogs with other people. I trusted them with Laura and I cannot recommend her enough. She house sat, my dogs were so well taken care of, she is very communicative, sent pictures multiple times a day and gave constant updates. It put me at ease. I will be reaching out to her again in the future for dog care.”
“We went out of town just after Christmas and needed a dog sitter. We were very pleased to come home to a happy, healthy pup, we had great communication the whole time and received a set of pictures and updates every evening. We will be using Maria Abigail‘s dog sitting service again!”
“Lillie did a wonderful job caring for our dog. She kept us informed on how he was doing and their activities together. She also kept our house as clean as we left it! We will definitely ask her to care for our precious Cheo again!”
About: Growing up on a farm I learned to care for animals ranging from big to small. I’ve had dogs in my family since I was around 6 years old, I currently have 3 dogs . I’m currently working from home which leads me to have plenty of time to stop in and take care of your pets whenever you need. Whenever I will be sitting for you , your dogs safety will be my top priority. I’m experienced in dog walking and dog sitting .
About: I have over 6 years of experience with dog training and 3 years of professional experience working in a veterinary setting. Throughout my life, I have also owned and cared for animals of my own, giving me a strong understanding of their needs, personalities, and behaviors. I am comfortable providing attentive, reliable, and loving care while ensuring pets feel safe, comfortable, and happy. My experience has taught me the importance of patience, responsibility, and treating every animal as an individual. Pet care fits naturally into my daily routine because I genuinely enjoy spending time with animals. I’m comfortable making time each day for feeding, walks, playtime, training, cleaning, and giving pets plenty of attention and affection. My schedule allows me to be flexible and dependable, so I can prioritize a pet’s individual routine and make sure they receive consistent care while their owners are away. Unfortunately, I’m only able to provide pet care in the client’s home, as I don’t currently have the space to care for pets in my own home. I would also have to bring my personal dog along if I am doing House Sitting. My dog is crate trained so I keep her crated overnight or if I do need to run somewhere. I’m happy to provide attentive, reliable care while maintaining your pet’s normal routine. I can follow instructions for feeding, walks, playtime, medications, bathroom breaks, and any other specific needs. I’ll also make sure your pet feels safe, comfortable, and loved while you’re away, while keeping your home clean and secure.
“Alexis was truly phenomenal, and I can’t recommend her enough! She went above and beyond every expectation we had. From the very beginning, her communication was outstanding. She kept us updated with thoughtful messages, adorable photos, and detailed check-ins that gave us complete peace of mind while we were away. She was also an incredibly respectful house guest, leaving everything spotless and treating our home with such care. Most importantly, she absolutely spoiled Shadow! She made sure he had all of his favorite things, gave him so much love and attention, and kept him happy, comfortable, and entertained the entire time. It was so clear that she genuinely cared for him as if he were her own. Coming home to a happy, relaxed pup says everything. Alexis made the entire experience stress-free, and I am so grateful for the care she provided. We will absolutely be booking with her again and wholeheartedly recommend her to anyone looking for someone who will treat their pet like family!”
“We Loved having Kimmie take care of our fur baby! What a peace of mind knowing someone was there tending to all her needs! We will use her again next time we need someone to watch our girl! Thank you!”
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.
“Eric was a great dog and house sitter, he took care of everything as we discussed. He was on time and quick to respond with any questions we had. He even took care of the laundry for the sheets and towels he used! Highly recommend him!”
“I had a great experience with this pet sitter. She cared for my dog and cat for 10 days and was very accommodating throughout. I came home to dishes neatly placed in the dishwasher and towels left in the washer, which I really appreciated. She even offered to remove and wash the used bedsheets. Everything was handled thoughtfully and with care—no complaints at all. I would definitely recommend her services.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
This was my first experience hiring a pet sitter and I was going to away for over a week and had four pets being watched in my home. Well let me say that Donnis completely blew it outta the water!!! 20/10 best pet sitter!! I will never going to anyone else!! Donnis is extremely communicative and accommodating, especially when last minute I had an addition to the booking. Donnis checked in every single day with an update and pictures! She kept to their routine well and I know my fur babies felt comfortable and loved having Donnis here. My scaredy-cat even came out of hiding early on! Donnis is the absolute best! I’m so grateful this was such a wonderful first experience! 💐💐💐
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 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 $44.4 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 3,923 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
- 96% 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.
Connect anywhere with the Rover app
