House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 12 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.
“We could not have asked for more! Chris was great in every way: the dogs were happy, the house was perfect. He went above and beyond to make sure that everything went smoothly for all of us. Can't wait to have him back soon!”
About: I have 2 dogs and 2 cats. I have lots of experience feeding, walking, and taking care of them! I also have experience with senior animals! Mostly available evenings and weekends. I will work with you to schedule times that work for you and your animals. I will be as flexible as possible! For dogs, I can walk, feed, play with them, and give them medicine if needed. For cats, I can play, feed, change litter boxes, and make sure they are happy!
“This is my second time having Sarah stay with my dogs- she is communicative, sends cute update pictures and is super kind and flexible. She took great care of our babies and would definitely book again!”
“KiAnna was fantastic. Our dogs loved her, and they were in great hands when we were away. Her experience as a vet tech was highly appreciated as the dogs are old and have medication needs that she was able to handle with no problems. Looking forward to having KiAnna back again next time we are out of town!”
About: I have cared for animals for about 10 years and have mostly worked with dogs, cats, and rabbits. I always am the first person my neighbors as for pet sitting as I am reliable and love spending time with animals. I love to give pets lots of attention and play with them and give lots of petting to make them as happy as possible. I currently have no other job at the moment so I have plenty of time to look after your pets! I am available all day during the week and on weekends. I have a cat that has to take pills daily and I am used to giving animals medicine and flea medicine so I am very capable of doing that for your animal. I also give my cat nail clippings and fur brushing to keep them clean. I also clean the litter box weekly and always pick up dog poop.
“Jessica was really great with our boys! They’re new to us and we didn’t know what to expect with a sitter but needed to attend a memorial today with short notice and reached out to Jessica just a couple days ago. Not only did she make herself available on short notice, she also made sure she could come by earlier today with her kids to see how everyone would interact. This was really helpful to familiarize everyone in advance and a big help to us to see how well our boys got along with “human puppies” - worked out so great! While we were gone, Jessica sent a bunch of FANTASTIC pics to keep us informed. Being new to our dogs and this being the first time we hired at home sitters for them, I think Jessica and I learned a few things simple we can do to clarify communication with each other in advance which went really well considering we had so little time to prepare! Would definitely welcome Jessica and the kids back again - our boys really loved them and enjoyed their time together - and they were happily exhausted when we got home still sleeping some 4 hours later! Thanks Jessica!”
“AMAZING AMAZING AMAZING!! I’m so incredibly grateful for Allie! She made my sweet girl feel so comfortable while we were away for a weekend. Allie is so kind, experienced with dogs, and keeps you updated throughout the stay! She loved my dog like her own, and I feel so comfortable and confident leaving my Sopa in her care. I couldn’t recommend her enough!!! :)”
About: I’ve had my own dog, Lily, for 12 years—she’s been with me since she was just 2 months old. Caring for her throughout every stage of life has given me hands on experience with everything from puppy training to adult dog care. I genuinely love dogs and feel comfortable with their different needs and personalities. In addition to caring for my own dog, I’ve also dog sat for several families in my neighborhood. I’m now looking to continue dog sitting over the summer before starting my career as a Physician Assistant in the fall. I’m excited to provide reliable, attentive, and loving care for every dog I look after. This summer I am only working in the morning on Saturdays and afternoon on Sundays, making my schedule free and flexible for your pet’s needs! I am expected to start my full time job in September, but I am happy to continue dog sitting for you when time allows : ) I follow each owner’s instructions closely, including feeding schedules, walking routines, crate use, and any special needs or medications. I understand that every dog is different and has individualized needs, and I am happy to help them in whatever way I can. When caring for pets in a client’s home, I respect their space and routines. I also provide regular updates and photos, so owners feel confident their pet is safe and happy while they’re away.
“Joanna and her daughter took excellent care of our two dogs and our house! They kept us updated with frequent photos of our dogs, which was a nice touch. This was our first time booking on Rover so we were a little nervous, but after meeting Joanna, we were at ease. She exceeded all of our expectations and we plan on booking her again during our next vacation. She is a top notch pet/house sitter! A+++ Thank you, Joanna!!”
“Eleni was wonderful! She truly bonded with our dog, and it felt so nice to go on vacation knowing that he was being well cared for. We would absolutely work with her again!”
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!
About: I’ve always been around dogs for many years and family and friends have entrusted me with their pet care. For their pets, I have done bathing, feeding, regular walks, and playtime. I have flexibility in the afternoons after work from 4pm and forward. Monday through Friday and open during the weekends. Plenty of time to care for your pet! I am only able to offer drop in visits and dog walks if needed since I do not own a place, I currently rent and able to drive to other places.
“Had a fantastic experience hiring Rebecca to housesit for Miles. She took the time to do a meet and greet and get acquainted with him and learn all about his needs prior to her stay with him, so I knew he would be in good hands. During her stay, I received frequent photo updates where it was very evident that he was extremely happy and comfortable with her and acting like his usual self! She even stayed a little later than planned to make sure he wouldn’t be alone before I could get back home. I would not hesitate to recommend her and to rebook for myself!”
About: I’ve taken care of various animals since I was young. Friends and family depended on me to feed, walk, and take care of their pets. I know the importance of pet care and how to have close and fun relationships with all animals, especially cats and dogs! I’m an animal lover at heart and grew up surrounded by dogs, cats, and various farm animals. I am extremely patient with animals and making sure they are taken care of, nurtured, and treated well are my top priorities as well as having fun with them! Pet care fits into my daily routine very easily! I currently take care of two cats at home and have grown up around animals so I am comfortable around them ! I am fairly available and my schedule is the following: Monday: 9 am - 10/11 pm Tuesday : 9 am - 10/11 pm Wednesday: 9 am - 10/11 pm Thursday: 9 am - 10/11 pm Friday : 9 am - 10/11 pm Saturday: 9 am - 10/11 pm Sunday : 9 am - 10/11 pm I live in a very safe area where there are many parks and fields of land surrounding it making it a prime location to have animals. I have no problem walking great distances and being patient with animals especially dogs when it comes to bathroom time. I always have a great time with very lovable, friendly, and energetic dogs and cats and enjoy spending time with them and making sure they are happy and having fun! I can always give them treats, play with them and encourage them to play with their toys, and stay with them for as long as needed! Moreover bonding with them is a process that is individual to every animal, it is not something I can rush and I will take the time to get to know every pet. If anything were to happen during my time with them I will always be available to connect with!
“Sarah is a fantastic sitter. She was incredibly communicative from scheduling the meet and greet to checking in and sending updates and pictures. My dog and my cat got lots of love and attention and she left my apartment clean. I would highly recommend her.”
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.
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 $25.88 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 1,297 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
- 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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