House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 25 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.
“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!”
About: I’ve had 3 dogs and still have two. I also love all my friends and neighbors’ dogs as well. I’m comfortable with various sizes. I have small and medium but have walked friends labs & doodles. I’m very flexible and have some commitments Tuesday evening & Wednesday AM. Otherwise I just have the gym schedule to work around. Weekends are usually good too except some Saturday AMs by I can work around that commitment. I love animals and look forward to caring for your fur babies just as I would want someone to look after my fur babies. I can care for your pets in your home and will follow whatever usual routines your fur babies have. I can walk them, let them out and play with them.
About: I've had dogs since I was 14 and have taken care of them for family and friends over the years. That includes small and big dogs, young and old. Dogs in general seem to be drawn to me. I'm currently working part-time so that gives me more time to care for your pets and give them the attention they need and deserve. The best thing I can do is make sure your pet is as comfortable as possible while you're away. I do that by keeping them in their same routine everyday and giving them a lot of attention.
“Amber took care of my dog and cat with so much care and attention! She kept me updated and was able to easily follow my dogs routine. Absolutely would recommend her services and will be booking again!”
“Allison was awesome! She was very flexible with my schedule and sent me pics/updates throughout her stay. My dog is also still under a year old and has puppy energy, but you could tell she was a dog person and not phased by it at all.”
“Ruth was great with Brady, who can be very stubborn and set in his ways! She took amazing care of him and of our house while we were away. She was also totally flexible when we needed to come home from our trip a day early. We'd love to have Ruth stay with Brady again in the future.”
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 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 cat gets plenty of physical play and mental stimulation. Because my hours are highly adaptable, I can drop in at the exact times your cat 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 was absolutely wonderful! She cared for my dog with love and dedication and left my home in pristine condition. She communicated regularly and was very responsible. Most important, she was patient and determined to get my dog to eat and take her meds (she is older and has health issues) and kept me informed. I could not ask for better care! My dog is happy and healthy!”
“Rita was absolutely wonderful with our Goldie. She gave her so much love, attention, and special care while we were away, and it meant the world to us. Goldie clearly adored her, and knowing she was so happy and well cared for gave us complete peace of mind for 17 days! We would trust Rita again in a heartbeat and highly recommend her to anyone looking for an exceptional pet sitter. Thank you, Rita! We gave Rita a tip when we got home. Ellen & Les L.”
“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.”
“Maci was an absolutely wonderful sitter. She took special care to us and our make our dog, Chopper feel comfortable. She was responsive, professional and a joy to work with. She even got Chopper a new harness! Would 10/10 recommend her and look forward to working with her again.”
“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.”
“Pat did a great job taking care of the pups while we were away. We felt so safe leaving our babies and home in Pat’s care. Highly recommend hiring Pat for all your pet needs.”
“Joanne was a delight to work with and my pet Duke absolutely adored her! As a first time Rover user having someone watch our pet overnight, I didn’t know what to expect but Joanne made it so easy. I would highly recommend Joanne and her pet sitting services. She was reliable, dependable, treated my pet like her own, and also treated my home like her own. I will definitely be asking Joanne to watch Duke again!”
“Skylar was well taken care of while away for a mini trip! Karren was great with keeping Skylar’s medicated eye drop schedule. It was wonderful to come back to a clean space and greatly appreciated! Thanks Karren for all of your help!”
“Kira is wonderful with Peroni! She plays with him and keeps him engaged and communicates with me very well about how he’s doing during the day and overnight. Me and Peroni really appreciate her! :)”
“Rosie had a great time with Danielle and was very well cared for :) Danielle kept us updated with frequent messages and photos. Thank you for taking care of our fur baby!”
“Yasmine was a great choice to watch our new rescue dog June over the holidays! She kept in touch with pics and videos and was very thoughtful. She left the house clean and cared for. I highly recommend her, don’t hesitate to book her!”
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 $64.38 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 2,866 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:
- 91% of sitters can help with special care needs
- 96% 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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