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.
“Liseli did an amazing job taking care of my dog and 2 cats when I went away for the weekend. We even had a minor medical emergency with my dog that she immediately called me about and got him the medical care he needed and stayed in close communication with me through the process. All my animals seemed relaxed and content when I got back. I can tell she made them all feel safe and loved, which I so so appreciate. I highly recommend her and definitely hope to hire her again in the future.”
“Brogan was very attentive to my dogs injury and was gentle and kind with her. I got regular updates and pictures. He was also a great apartment-guest. I would absolutely hire him again. Cali agrees 🐶”
“Stephanie did a great job with Luca, and they bonded after a day or two. She sent me pictures of him while I was gone, and even washed all the linens she used. Will definitely be using her again!”
“We needed a house/pet sitter on short notice and fortunately Katie was available. She is great with dogs, and our cats loved her, too. We returned to a house that was cleaner than when we left - truly a wonderful and unexpected gift. We definitely hope to book Katie again!”
“Candi is the best dog sitter we have ever had, and that is truly the highest compliment! We have adopted many dogs over the years, many of whom were seniors with health issues. For that reason, it can be difficult to find a dog sitter who can give them the level of care they need. When we returned from our recent trip out of town, our normally anxious Chloe was completely calm and happy. Working with Candi feels like you're leaving your furbaby with your closest family. She is incredibly compassionate, caring, and a consummate professional. If you have pet care needs, do yourself a favor and book her today!”
About: I have been surrounded by dogs for as long as I can remember. From yorkies, to our alaskan malamute, and many shelter dogs, I have seen it all. I have been working professionally with dogs for around a year now. I worked in a doggy daycare setting for 6 months, and have been working at a shelter ever since! These experiences have given me knowledge in how to better understand body language, social cues, behaviors, and fear free handling. Even before professional experience, I have been one of the primary caretakers to our family dogs, medicating, feeding, training, etc, is no foreign task to me:) I understand how stressful it is to trust a random person to take care of your animals, but I promise to care for your animal with the same patience, attention, and love, I give my own:) I currently have a completely open schedule, so I’m available most days and times! Whether you need early mornings, evenings, weekends, or last minute care, I’m happy to work with your schedule whenever possible. If I’m caring for your pet in your home, I’m happy to follow their normal routine as closely as possible. Whether that means long walks around the neighborhood, playtime in the yard, sticking to a feeding schedule, administering basic care, or simply providing companionship and cuddles, I’ll make sure they’re cared for exactly the way you would. I’m familiar with the surrounding areas and love spending time outdoors, so your pup will get plenty of exercise and enrichment. My goal is to provide a safe, loving, and stress free experience so you can enjoy your time away knowing your pet is in caring and dependable hands.
About: I’ve taken care of dogs, cats, birds, and small animals for three years now. I also have experience with housesitting and babysitting. I work two 12 hour day shifts a week. I am currently working part time two 12 hour days. Dogs go out before I go to work and after. On my days off I am able to spend more time with them. I cannot offer pet sitting in my home at this time. I have three years of house/dog sitting experience as well as cats. I am able to stay at the clients place as needed for pet care.
“Hayleigh was so attentive to our dogs and their individual needs. She was great at communicating while we were gone. Hayleigh even made an extra trip to our house to meet the dogs and learn about their daily routine. I will definitely be booking her in the future and recommend her to any dog parent!”
About: If you want your pets/children/homes well taken care of give me a call! I will make sure all of your needs are met if you hire me! I plan on freeing up my schedule to do more jobs through the day instead of one full time job. Help me get started by hiring me! If I was in the position to hire someone to babysit, house sit, or pet sit, I would want someone to take all of my requests seriously and do a good job so that’s what I do!
“Lauren was an amazing and took very good care of our dog and home. We had a heck of a time coming home from vacation because our flights were delayed for 3 days due to almost 2 feet of snow and extremely cold temperatures that rolled in the night before we were due to fly home. She was so kind, so understanding. The one and only thing we were not worried about was Teddy and our home. I cannot say enough about how comfortable we were having Lauren here. Probably one of the only vacations i have been on in YEARS that i did not worry about my baby and that is huge ! 10 stars from me... Thank you, Lauren.”
About: Every animal has a story. Mine began long before I ever thought of pet care as a service — it began with connection. From the shy pup curled in the corner to the elderly dog whose slow steps spoke of trust earned, I’ve learned that every animal communicates in its own language of wagging tails, soft purrs, and trusting eyes. Over decades, I’ve walked alongside puppies discovering grass for the first time and supported senior dogs whose gentle steps reflect a lifetime of loyalty. With every house sit, I’m not just caring for pets — I’m honoring the bond you share with them, giving reassurance through consistent routines, heartfelt playtimes, and quiet moments of comfort. What sets me apart is not only my experience but my ability to read body language, anticipate needs, and bring peace of mind to both pets and their humans. Pets are the rhythm of my day — they shape my mornings with excitement and my evenings with calm connection. My schedule is flexible, allowing me to be present for walks when the air is crisp, for quiet cuddle time when hearts need soothing, and for check-ins that give owners peace of mind. I simply ask for a day’s notice so I can plan the best moments with your beloved companion. Your pet’s safety is my promise. In my one-story home filled with warmth and gentle energy, two rescue cats have taught me the art of patience, play, and respect for personal space. Our quiet neighborhood offers leash-friendly strolls and ample paths to explore at a comfortable pace. I ensure a calm, structured, and loving environment that supports routine, comfort, and trust.
“This was the first time I used Katie to care for Ginger but it won’t be the last! Katie did a wonderful job taking really good care of Ginger for an overnight at my house and the day before and after. She attended to Ginger’s every need and sent me updates and pictures, too! She even left my house better than before. Don’t look any further—call Katie! But not when I need her! 😉”
About: I am always the first to be called when a friend needs doggy daycare or house sitting with dogs, cats, and often other animals. I’ve fostered and found homes for rescues internationally and domestically. I’ve worked for a doggy daycare where I was responsible for 50-70 dogs with a crew of 2-4 people. I also spent a few months off and on taking care of 10-22 huskies while part of the herd were sled racing. I’m comfortable with dogs of all sizes and enjoy seeing all of their unique personalities. I’ve loved animals since I was small. We always had cats when I was little, as well as ducks, chickens, guinea pigs, rabbits, my turtle boy China B, parakeets, and a Senegal parrot foster. I was surprised with a rescue dog when I was 10, Hemingway. It was an amazing experience and I helped train Hemmy to be a service dog for my grandmother who was visually impaired. I’m self employed and have the flexibility to set my daily schedule around your animals needs and regular routine. Lots of scritches, play time and love are part of my commitment to your pets. I am available for short and long walks (depending on your animals needs and ability), playtime, companionship, love and affection, meals and snacks as well as monitoring medication if needed.
The median cost per night for house sitting in Windsor is $60
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 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $72 per night as of October 2026. Most bookings cost between $72 and $72 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 October 2026, there are 150 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 92% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 95% 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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