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.
“Tristan did an awesome job with my girl. She is fearful of new people but she liked Tristan right away. She also has medical issues and needs medication twice per day and Tristan handled it like a pro. I will definitely use him again.”

About: I have been around cats and dogs all my life. I just love all animals. Dog walking is great for their physical and mental health/improves their joints, and all around good therapy for me and your pet. Play time is also important. I will treat your furry family member with the utmost care & diligence. I am responsible, attentive, & detail oriented and will provide quality services. Currently available during the day. Just about anyday with a little notice. Can set up regular scheduled walk times. Or if you are in a bind, and need, on spur of notice. I am willing to walk from your home, or to a near by park. Giving attention and time. I typically like to know if they have a specific diet, medications, preferences, etc.
“Excellent! Morgan was wonderful. She treated our doggy just like he was her own. She stayed in our home and it was cleaner than when we left. Morgan sent updates and photos of Mav every single day. She even left us a beautiful thank you note.”

“Ronny is everything one could want in a pet sitter and house sitter! He is professional, courteous, communicative, and most important of all, amazing with pets. I loved my updates and photos while I was away for three weeks, and I could count on him to keep me up to date with what was going on for his safety and my cat’s safety during some heatwaves/storms. I could tell my cat was relaxed and happy with her buddy around. 10/10 would recommend.”

About: I grew up on a farm surrounded by animals and have been caring for them for most of my life. Our family raised Rottweilers, and throughout my life I’ve cared for dogs, cats, and many other animals. I currently have two cats and goats of my own. I have experience caring for cats with special dietary needs, medications, anxiety and individual routines. I understand how important consistency can be, especially for animals who are sensitive, anxious, older or have additional care needs. One of my strengths is being very attuned to animals’ body language, behavior and subtle cues. I tend to notice when an animal is comfortable, uncertain, overstimulated or asking for space, and I adjust my approach rather than forcing interaction. Building trust and allowing each animal to connect in their own way is very important to me. I’m also a licensed massage therapist and wellness business owner, so being attentive, gentle and responsive is a big part of what I do professionally. I run a business with a team of approximately 20 people, which means I’m accustomed to responsibility, detailed instructions, established procedures and clear communication. Most importantly, I genuinely love animals and want them to feel safe, understood and well cared for while their people are away. I’m happy to follow your pet’s established feeding, medication, walking, play and household routines so their experience is as comfortable and familiar as possible. I especially like the phrase “attuned to animals’ body language, behavior and subtle cues.” It captures what you're talking about without sounding woo-woo or making a claim that might turn off a more conventional pet owner. I work primarily remotely, which gives me a lot of flexibility to incorporate pet care into my daily routine. I’m able to schedule walks, drop-in visits, feeding, medications, playtime, and companionship around my workday and your pet’s established routine. Occasionally, I teach continuing education classes for licensed massage therapists, but I know my schedule in advance and only accept bookings when I can provide the time, attention, and consistency your pet needs. I’m organized, dependable, and comfortable planning my day around specific care instructions and schedules. I understand how important consistency and routine can be for animals, especially those with special dietary, medication, behavioral, or anxiety-related needs. I tailor my care to each individual animal because every pet has different needs based on their age, personality, health, activity level, and established routine. I’m comfortable following detailed instructions for feeding, medications, special diets, walks, litter boxes, playtime, enrichment, and other specific care needs. I live in a farmhouse and have cared for animals throughout my life. We currently have indoor and outdoor cats and goats, and over the years I’ve cared for many different kinds of animals. That experience has made me very aware of both animal safety and their environment. I pay close attention to doors and potential escape routes, food and household items pets could get into, and anything that could pose a safety concern. As a homeowner and business owner, I also understand the trust involved when someone allows me into their home. I’m respectful of your space, attentive to instructions, and happy to communicate and provide updates while you’re away. I’m also a plant lover and understand that many common houseplants can be unsafe for cats and other animals. I’m mindful about keeping pets away from plants, foods, medications, household products, and other things they shouldn’t eat or investigate. Most importantly, I pay attention to each animal’s body language and personality. Whether your pet is young and energetic, a curious troublemaker, shy or anxious, or an older animal who needs a slower pace and extra attention, I adjust my care so they feel safe, comfortable, and well cared for in their own environment.
“We hired Nimo to house sit our cat for nine days. She is a joy to work with. She took great care of our cat. She followed our instructions, responded to our messages, and sent us loads of adorable pictures of our cat. We could tell that she loves animals. We feel comfortable trusting her with our cat and would recommend her to anyone!”

About: Hello! I have loved animals since I was a child, I grew up on a farm in rural Pennsylvania. As a kid, I got to see three litters of puppies be born. As an adult, I have two cats (one we found in our backyard at just a week old. I got into dog walking by accident, I was helping a lady in the community and her dog she rescued from India really liked me. She said her dog doesn’t like many people and asked if I would like to walk her some days. From then on (Dimple) and I were good friends. She was a fun companion during the day and I felt special because she took to me. I hope your dog likes me too! We live in a townhome community with great sidewalks for walking. We also have a dog park! Your pup is welcome to sleep and be wherever they feel comfortable in our house. We have 3 children who will keep your pup entertained!
“Billie is definitely one of my favorite rover sitters to date! She was highly responsive during the booking/meet and greet process and very communicative throughout the duration of the stay. We received multiple updates a day with multiple photos which definitely put us at ease since one of our dogs can sometimes shut down a little while we are away. Billie did great with both of our dogs and even the one who typically hides while we are gone was a big fan - he was out and social most of the stay. Billie also left our house immaculate. Cannot give her enough praise, will definitely look to book more of our sittings with Billie in the future.”

“Jen helped us out last minute and watched our dog who has separation anxiety. I had never left my dog with a sitter before but I could tell before I left that my dog was comfortable with her. It’s very obvious Jen is an animal lover. She did a fantastic job with my dog and I’d recommend her to anyone.”

“Juliana and Celeb did a wonderful job at carrying for our two dogs. Our pups feel in love with Juliana. And she showed them so much love and attention while we were out of town. They didn’t even act like they missed us, hahaha. We will definitely be using them again. They took excellent care of our home and even made sure our plantings were watered in this record breaking heat. My husband and I felt so good while away knowing our babies were being cared for by two people who love dogs and are very good with them. Thank you both for being so awesome with Bandit and Boone.”

“Treanne was fantastic with our 2 pitties - one of whom is not always trusting of people and can be a bit leery of new people in our home. Treanne had no hesitations and you could tell she was comfortable with all breeds of dogs. I felt very confident leaving our pups in her care. We love that we don't have to send them to a strange place when we travel, and she'll stay overnight with them on our home. She went above and beyond, even spending time with our mostly outdoor cat, and sending us updates throughout our trip. We will absolutely call her for future services. 10/10 would recommend!”

“Paul was wonderful with our pups - he was amazing at communicating with us every day just as we asked and sent plenty of pictures and videos. We felt very comfortable leaving our furry loved ones with him. He did an amazing job and we would absolutely hire him again.”

“Ashley was amazing! She notified us and sent a picture of our pups soon after she arrived. She kept us updated by emails and photos throughout her stay. Because our return was tentative because of driving back from a wedding, she stopped by in the afternoon to let the pups out prior to our return. I highly recommend her and will be using her again!”

“Ashton was great with our two dogs! They warmed up to him almost immediately and he was very thoughtful in their care. He was very responsive and prudent with being on time and keeping them on a schedule. Also left the house exactly how he found it which was a huge relief being able to come home to a clean house! Would absolutely recommend!”

About: I have been house & pet sitting since I was a young teenager. I take pride in being responsible and leaving things better than I found them. I am comfortable with all ages of dogs & cats, and I have provided special care to senior dogs who needed home cooked meals & medication. I am comfortable administering various types of medications, or caring for animals with special needs. I work full time during school hours, but I am available in the afternoon, evening, & weekends for dog walks & pet sitting. I will still watch pets during the week if I’m working, and I am willing stay at the owner’s home with planning & discussion. It works very well for me to care for animals in their home. I notice that animals feel more comfortable staying in their space. I value keeping someone’s home clean while they are away.
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
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
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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 $49.95 per night (as of September 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 September 2026, there are 1,449 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:
- 95% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 94% 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.




