House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 4 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
About: Experienced with both large and small dogs, as well as senior dogs. My last dog was a husky, so I’m no stranger to dogs with high exercise needs as well! Looking forward to helping your family (both furry and otherwise!) this summer. General Availability: I currently work part time (and completely remotely!) Monday, Tuesday, and Wednesday. I can be very flexible to meet your needs Thursday-Sunday, and am available for early morning and/or late evening walks/drop-ins Monday-Wednesday. I am comfortable spending the night in your home and will work from home for house-sitting requests. I am currently unable to care for pets in my own home, but am happy to feed, walk, play with, or just keep an eye on your pet in your home.
“Marissa is so great! She was flexible when my travel arrangements got delayed and sent me lots of pictures of my fur baby. She is very responsive and overall, great to work with!”
“Boryana took such great care of our dog River! Received an update every evening with pictures!! She made me feel completely comfortable leaving him while I was away. I will be having her stay with River anytime we go away!”
“Sharyn was outstanding in taking care of our chow chow Khan. She did such a good job Khan barely missed us. She stayed at our home and took care of watering all our plants. I would not hesitate to use her again.”
“Ruth was amazing! She stayed at our house for 5 days and took such great care of our Charlie boy. She even came during her lunch breaks to take him out. She was honestly the best ! And she sent me pictures everyday which helped me be less anxious. Highly recommend and will be a repeat client 🩷”
About: Diagnosed with allergies in childhood, I didn’t have pets until in my 20s, when I picked a week-old kitten from a litter & raised him. Thelonious used to walk between my shoulders as I moved around the house, and slept in my bed. Friends told me he behaved more like a dog than a cat—very affectionate. We were very close. His death broke my heart & I still miss him. Seven years ago, I did cat-sitting for a friend whose apartment in NYC I stayed in for a summer while working nearby on Varick Street. He was a very easygoing cat. Years later, my stepson left his dogs at our house & I was their primary minder. I fed, walked & played with them every day. Although I’d been around dogs a lot growing up, it’s one thing to be around them & another to be responsible for them & develop relationships with them. Each of the dogs had a very distinct personality, and I found them fascinating. Through those & other experiences with friends’ pets, I’ve found that I’m able to make connections with animals that go beyond words. I never would have imagined such a thing in childhood. These days I do house sitting & drop-ins for clients in Monmouth, Mercer & Middlesex Counties. I’m tending to pets with a wide range of needs & dispositions, and love I give is more than equaled by the love I receive from them. I’m truly humbled & in awe. Professionally, I managed desktop publishing & automated publishing for a Fortune 500 financial firm for 20 years. So I have a long track record of responsibility & discipline. That combination of sensitivity & responsibility are what I bring to pet sitting. I only accept clients living within a 30-minute drive from my home, and my routines at home are easily adaptable to meet my clients’ needs. That means my highly flexible schedule allows me to provide your cat with the consistent time, routine, and attention they deserve while you are gone. I don’t rush my check-ins; I stay the full duration to ensure your pet gets plenty of physical play and mental stimulation. Because my hours are highly adaptable, I can drop in at the exact times your pet expects breakfast, dinner, or treats. I’m happy to take photos during my stay to enable you as the pet owner to feel secure about your pet’s care in your absence. I like to play with & talk to pets, and try to adhere to their normal routines, so they, too, feel comfortable in your absence.
“Vee is amazing. She was so thoughtful and attentive to our dog Peter. He really enjoyed his time with her sitting him. Vee was very communicative and shared plenty of photos. We felt very comfortable leaving our dog with her.”
“Short review, Rita is great. Long review. Rita is extremely professional and takes her responsibilities and commitments extremely seriously. She is open about scheduling conflicts in a way that ensures that the quality of care of your pet won't be compromised. She has been extremely flexible and adapted to meet our needs both scheduling and care wise. During her time with our puppy, she remained extremely responsive and proactively shared photos and updates. We couldn't be more pleased with our experience and highly recommend Rita.”
“Yasmine did a wonderful job and was incredibly communicative. She kept my home very clean as well. Definitely will be having her watch my cats again!”
“Annabel did a wonderful job with our two big dogs! Our usually skittish puppy is absolutely in love with her. Annabel was very communicative, followed all instructions for the pups care, and kept us updated with cute pictures. We looking forward to using her services again!”
About: I have much experience with pups! From corgis to golden retrievers to Bernese mountain dogs, I have cared for dogs dating back 5 years. I enjoy playing with them, taking them on walks, and making sure they have everything they need while you are away!! 🥰❤️ I currently work full time, but have flexible hours as some weeks I have plenty of time during the week and weekends. Pretty open to any hours as long as I'm off!! I will make sure your dog is cared for and played with while I walk them and/or are with them!! 😆 Whether it's taking them out for the bathroom, walking around, or just keeping them company.
About: I worked for Pet Sitters right at home for bit. Started a different job but I can’t get enough of making pets happy! I have 4 animals of my own, and would do anything for them. I currently have a full time job, but I love taking care of, and meeting pets! It truly makes my day seeing my furry friends happy! I feed my dog/cats daily, with healthy food. I take my doggy on multiple walks a day, and we play whenever he wants. He always has fresh water and exercise!
“Kelly was a great communicator. Our dogs loved getting to know her. She was responsible with giving one of our dogs medication and following our routine. We wil be using her again for dog sitting needs.”
About: I’ve taken care of both cats and dogs since I was a kid. There has always been a pet in my house while growing up. My family has relied on me to feed and play with the pets while they were away. I additionally have experience in caring for both young and senior pets. I’m currently working part-time, which means I have plenty of time to care for your pets! I’m available most days except for Wednesday & Thursday afternoons. My schedule is pretty flexible so I can accommodate if needed :) I currently have one cat in my home. I feed him, give him affection and play with him everyday. We also have a dog that lives at home with us. I take care of him when his owner is busy.
“Ryan and Shannon took great care of both my dogs. They were very responsible and kept me posted on everything while I was away. House looked as perfect as I left it, too! Many thanks to you both. Looking forward to having you sit again when I’m away.”
“Karla was amazing with my babies! When she came to meet them ahead of the booking they took to her right away and knew she was the right fit. She sent me so many pictures while I was away so I knew they were in good hands. I would definitely book again!”
About: I grew up with dogs and love spending time with them! I’ve helped watch families and friends pets and love being able to spend quality time with them! I’ve helped with dogs as small as malteses and as big as goldendoodles! Ive also helped dogs with specific needs such as blind and older dogs! I work remote one day a week so I’m happy to watch dogs or take them out, I just need a heads up to pick the day I work from home. I also typically work 8-4:30 so I’m happy to take dogs out in the mornings before work or as soon as I get home! I’m also happy to do weekends. I have a fenced yard for any pet to wander around in and am happy to walk them around my neighborhood park! No other pets in the home!
“Jack took great care of my 3 dogs, 2 cats, and 2 guinea pigs for almost a week! From the pictures I received I could tell my pets were super happy. The dogs were played with and cuddled, and the cats too. Jack took my outdoor obsessed, indoor only cat out for supervised yard time, even though I said no pressure to do so! The guinea pig cages were really clean, and the girls were not hiding in the pictures so I knew Jack was spending quality time with them and earned their trust. I was able to enjoy my trip with peace of mind that my pets were safe and loved! I’d trust Jack to care for all 7 of my pets again!”
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Ryan and Shannon took care of our senior dog for a week in our home. They were highly professional and loving companions for her, taking her for walks and handling her medication skillfully. They kept in touch with us on a regular schedule. We recommend them highly. Great to have them both with her.
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 3 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 $83.25 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 2,813 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:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 99% 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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