House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 13 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.
“What a great sitter! You can’t go wrong starting with treat & greet - and she loved them like they were her own boys. She took some adorable pics, fed them on time, gave them plenty of play time, and lots of snuggles. Would absolutely invite Ronna to sit with the boys any time!! Great job Ronna!! 👏👏👏”
About: Hello. My name is Elaineh and I am young, enthusiastic dog lover. I have a flexible schedule, love to go on walks, and my own transportation. I promise to love your pet as my own when they are with me! I currently work part-time but my schedule is very flexible and adaptable to your needs. When I am not at work, I spent most of time at home where I spend my time studying. I have a big yard. It is unfenced but provides a large space for the dogs to run, walk around, and/or use the potty. I also have a car, so I can drive to different parks/walking trials. At home, I have lots of toys and can make homemade food if requested. If the pup simply needs love and attention, I am happy to provide that too!
“Yareisy was great!! She house sat my two cats for a long weekend and I would definitely book her again. She made sure to take pictures of everything, including cleaned litter boxes, tons of photos of my cats, and where she left the key at the end of the trip. I highly suggest booking her, your fur babies will be well taken care of!😊😊”
“Absolutely amazing! I was worried leaving my girls at first but they were in great hands and very happy! She sent great updates and my pups were sad to see her go. Will 100% be hiring her again!”
“I can’t say enough wonderful things about Emely! She is truly the sweetest sitter we’ve ever had the pleasure of working with. She was incredibly communicative throughout her time with our dog, keeping us updated with plenty of photos and messages that gave us so much peace of mind. Our dog absolutely adored her from the moment they met, and it was clear he felt comfortable and loved in her care. We couldn’t ask for a better sitter and would recommend Emely to anyone without hesitation. We’ll definitely be booking with her again!”
“Michael was extremely wonderful with our dog Luna, she is very strong and with her high prey drive she can be alot for some people to handle. Luna was very happy in all the pictures I received, and I was happy to come home to a well exercised and cared for pup.”
“Adrienne was great with my fur baby! She sent lots of pictures, gave his meds with no issue and even went back to check on him when I asked her on a day when he was especially anxious.”
“Shea was the perfect dog (and house) sitter. We came home to a relaxed senior dog and the house just as we had left it. Shea is professional and responsive. We will definitely be booking with Shea again!”
About: I’ve been working with dogs for the past two years, and I absolutely love caring for these wonderful animals! Through my experience in dog daycare, kennel care, and grooming, I’ve gained valuable hands-on experience with reading canine body language, feeding and administering medications, bathing and drying dogs of different breeds, and walking dogs of all sizes and temperaments. I also have two dogs of my own: a 2-year-old Miniature Australian Shepherd and a 13-year-old Border Collie/Lab mix. Caring for them has taught me the importance of patience, consistency, and understanding each dog’s individual needs. I walk them daily, manage my senior dog’s medications, take them to veterinary and grooming appointments, and make sure they receive plenty of love, attention, and care. I treat every dog as if they were my own and strive to make sure they feel safe, comfortable, and loved! As of right now, I'm currently working part time so I definitely have the time to care for your pets! I'm fully available anytime on Sundays, Mondays and Tuesdays. For the rest of the week I'll be in the grooming salon gaining more experience, but I would be available anytime after 4pm on Wednesdays, Thursdays, Fridays and Saturdays! Your fur baby's safety is always my top priority! I take extra care to ensure your pup is securely leashed before walks, follow all feeding and medication instructions closely, and double-check that all doors and gates are safely secured. I also believe that open communication with pet parents is essential, and I want you to feel comfortable and confident knowing your fur baby is in good hands. I'll always do my best to keep you updated and ensure your pup receives the love, attention, and care they deserve!
“Phoebe is an absolute pro! She is kind, considerate, and detail oriented. She clearly has a gift with animals. She stayed at my house with my two needy dogs while my husband and I were in Philly getting married. Weddings are stressful, but I TRULY didn’t stress about my pups at all, and that is the greatest wedding gift anyone could have given us! She left our house in better condition than we left it, and my dogs went outside to look for her when we came home! I really can’t thank you enough, Phoebe! :) I will absolutely book again!!”
About: I love dogs!! I have had several rescue dogs. I am newer to cats but I also love cats. I will happily play with your dog, brush them, feed them treats, and take them for long walks. I’m generally free in the mornings, evenings, and on weekends. I'm happy to do ad hoc walks and dog sitting or have a more consistent/weekly pet care schedule. I live in a clean, dog-friendly house with a yard outside. There is space for both small dogs and large dogs. I also live in a neighborhood with many other dogs that like to socialize on walks!
About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.
About: Hi there! I’m a dependable animal lover who treats pets like family! ❤️ I’ve cared for family pets, including my sister’s cats and dogs, and understand how important it is to keep pets happy, safe, and comfortable while their owners are away. Whether it’s walks, feeding, playtime, or cuddles, I’ll give your furry friend the love and attention they deserve. I also provide photo updates for your peace of mind! My availability: Weekday evening visits after 5:30 PM, plus weekend dog walking, drop-in visits, and overnight house sitting. I look forward to meeting you and your furry family member! 🐾 I work full-time as a medical assistant during the week, but I genuinely enjoy spending my free time caring for animals. I’m available for evening drop-in visits as well as weekends. I’ll always communicate clearly, arrive on time, and make sure your pet receives the attention, exercise, and care they deserve while you’re away. Your pet’s safety, comfort, and routine are my top priorities. I carefully follow feeding schedules, medication instructions, walking routines, and any special care. I monitor their behavior closely, and make sure they always have fresh water, attention, and plenty of affection. As a medical assistant, I’m detail-oriented, dependable, and understand the importance of observing changes and following instructions carefully. I’ll also provide regular photo and text updates so you can feel confident your pet is in good hands.
“Jennah did a great job with my separation anxiety ridden Pom. She gave him the attention he needed and tried everything to keep them calm for the day while I was out. She also kept me updated, which helped. I would use her again for sure.”
“Amanda was amazing with our dog during an overnight! She was responsible, kind, knowledgeable, and responsive. She left our house very clean and took great care of our dog. She sent fun pictures and responded to my texts quickly. We’ve already booked her to dogsit again!”
About: I’ve been taking care of the family pets for as long as I can remember! Now I’m the dedicated friend and family pet sitter. I am currently in between jobs at the moment so I would love to dedicate as much time as possible taking care of your precious pets In clients home I offer endless love and patience I love going on walks and cuddling with pets if they allow haha. I have experience administering medication as well.
About: I am new to the pet sitting game, but I am not new to taking care of my responsibilities well. I am a part-time live-in caregiver for my 92-year-old grandmother, and I housesit and pet-sit for my friends. My references are available upon request! I can’t wait to take care of your pets! I’m currently working part-time, so I have more availability to do pet care. I have religious obligations that I also work around. I will not accept jobs that conflict with my work schedule so that I can be there for your pets! I make sure to respect my clients’ homes as my own, and return everything to as it was given to me. The pets are lives that are entrusted to me, and God says that we must take care of our domestic animals, so I take that responsibility, seriously, and religiously.
“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: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
We have used house and pet sitters for many years because we prefer our pets to stay in the comfort of their own home rather than in a kennel, and this was one of our best experiences. We were away for 10 days and received daily photos and updates, which allowed us to truly relax and enjoy our trip knowing Ali was in good hands. The updates showed a happy, content cat, and it was clear that she spent quality time with Ali and gave her plenty of attention and affection. When we returned home, the house was clean and well cared for, and Ali was relaxed, healthy, and clearly comfortable. In fact, it looked like Ali had become quite fond of her sitter! We are very grateful for the excellent care she provided, both for Ali and for our home. We would not hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy pet sitter.
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.
How to book house sitting
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 of House Sitting in Windsor is $26 per night as of November 2026. Most bookings cost between $25 and $53 per night. On Rover, 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 November 2026, there are 1,308 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 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:
- 91% of sitters can help with special care needs
- 94% 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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