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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hello, my name is Jeffrey and I am an Animal Care Technician and Doggy Daycamp Counselor currently working at Best Friends Pet Hotel. I have worked there for over 4 years now as working with animals is my passion. Outside of working at a pet hotel, I have also been responsible for walking, feeding, and giving water to my neighbors dogs as well. It is my life and passion! I do have repeat clients each week, but I still have some availability so feel free to reach out! I love all dogs and treat them all as my own. As of now, I have cared for hundreds, if not thousands of dogs through my work.
“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.”
“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.”
“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!”
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.
“Stacey was as advertised per previous reviews. She communicates extensively, which I love because when it comes to our pup I want to be informed and leave nothing up to chance. We will definitely be using her going forward.”
About: I’ve taken care of dogs and Guinea pigs for the past 9 years. Makes sure my neighbors dog when out of town is fed, walked, bathed, and clothed. Currently working part time in social media management, so I’m home with more than enough time to cater towards fur babies! I’m available Monday through Saturday of every week. I live in a dog friendly neighborhood that even supplies bags for dogs. There’s more than enough room in my apartment for zoomies, crates, And most furniture that they are allowed on!
About: I’ve been taking care of my own pup for over 6 years! I’ve got familiarity with crate-training and teaching them new tricks. For chill dogs, I’m more than happy just hanging out on a couch watching tv together. And for more active pups, I love to long distance run and am very comfortable jogging with dogs up to 70 lbs. I currently work remotely 3-4 days a week, and with a pretty flexible schedule. Barring the occasional mandatory meeting, I work my own hours so there’s plenty of time to spend with your pup. Hi, I'm Karan! When I lived in Jersey City, my brother, his wife, and I shared a dog named Luna. We raised her together for a little under 7 years, and got her when she was 9 months old. She was part of my everyday life: morning walks, couch time, and teaching her new tricks! When I moved out, we decided she'd stay with my brother. She bonded with him, and he was moving into a new home with his wife and soon-to-be son. It was the right call, but I really miss having a furry friend around. My schedule doesn't allow for a dog of my own right now, and that's a big part of why I'm on Rover! Rover lets me give our furry friends the love and care they deserve while you're away, and it keeps animals in my life. I'll treat your dog the way I'd want someone to treat Luna! With patience, affection, and lots of head scratches. For boarding: Your pup will have plenty of room to stretch out at my place. I live in a spacious four-bedroom apartment with a balcony, and there's a dog park and lots of grass right outside, so potty breaks and playtime are only steps away. For longer walks, there's a much bigger park a few miles away that's great for exploring. For house-sitting: I work remotely most days, and I'm happy to work from your home if you'd like. I'll follow their usual feeding and walk schedule, and give you regular updates on their mood, how walks went, and all other info you’d like!
About: Hi there! I’m a lifelong animal lovers with a deep passion of caring for pets of all kinds. Growing up surrounded by cats, dogs, and plenty of other furry (and not-so-furry) friends taught me how much love and care they deserve. My top priority is always making sure your pets are happy, healthy, and feeling loved. From feeding routines and walks to cuddle time (or just calm company for the more independent types), I make sure each pet feels comfortable and cared for according to their unique personality. I love keeping pets engaged with fun, stimulating activities. For cats, that might mean interactive toys, puzzle feeders, or laser play. For dogs, it’s usually games of fetch, tug-of-war, or a good old-fashioned frisbee toss. Even reptiles get the same thoughtful attention (maybe less cuddling, but plenty of care and respect!). Every pet deserves the best care possible, and that’s what I promise to provide. Whether you’re going away for a day or a week, I will treat your furry family member as if they were our own. I’d love to meet your pets and help you feel at ease while you’re away!
About: I have great knowledge and experience of dogs of all breeds and sizes, and have house sat and walked dogs through rover since I was a kid with my mom. I am experienced in training, introducing, and watching dogs as I have fully trained a male lab puppy, an African mastiff, my personal dog, and a therapy dog! I am currently taking full time college classes online, with two in person weekly. I also work marketing remotely so I have a lot of flexibility as I get to create my own schedule. I also am very fit and like to walk/hike daily finding new trails for me and the pups! I do hourly walks depending on the dog, as well as parks/hikes to make sure they fullfill their energy needs. I also ensure they are let out to use the bathroom on a consistent schedule as well as food and water. I myself have some energy so I do like to run around the backyard and/or play with them lots! If training is requested that is also done on a consistent strict schedule.
“Rachele was amazing watching my special needs (blind, deaf, and anxious) dog and cat while we were gone for a long weekend! We came home to a clean home and happy animals. She was easy to communicate with and asked all the right questions to make sure she knew the routine. 10/10 would recommend and definitely rebooking for future trips!”
“Bryan made our first experience with Rover extraordinary. He took amazing care of our 2 special need hounds; and I can’t thank him enough for the peace of mind we had leaving them for the weekend.”
“Once again, Ami and James saved the day with a last minute emergency house sitting needed! Ami was incredibly communicative and even taught my young pup how to conquer the stairs. I highly recommend booking Ami and James!”
“Gianna stayed at our place for 2 nights while we got married- our apartment was left in great condition and we she left us feeling comfortable about Stevie, we didn't worry about a thing! She did a great job with our quirky dog and we'd love to book with her again!”
“Dana was truly a lifesaver when a foot snowstorm hit our area and she agreed to stay overnight with our Chantilly Chantilly loves being with Dana and Dana took such great care of her”
About: I work from home, so I’m home all day! 🏡 I love taking my dog on a ~½-mile walk 3x a day, and I have a fully gated backyard. 🐶❤️ I absolutely love dogs and would be happy to send you plenty of pictures/videos of your precious pup/dog throughout the day! I can even keep you updated on when they poop 😂 Let me know! * 🏡 I work remotely Thursday–Monday, so I’m home and can care for your pup! * 🌙 Overnight stays are available! * 👨💻 My husband works remotely Tuesday, 8 AM–6 PM * 🙋♀️ I’m available 6 AM–6:30 PM * 🚫 Wednesday is the only day we’re unavailable * ⏰ Need an earlier drop-off or flexible pickup? Just let me know—I’m flexible! 😊 I have a fenced-in yard and a neutered male Bichon-Poodle who would love to keep your fur baby company! 🐶💕 I can also crate your pup if needed. I like to make sure they get plenty of playtime throughout the day since my pup has tons of energy and is always ready to play! 🥰
“We've had Darlin pet-sit for us three times now, and every time she has been wonderful. Very communicative and caring. Also, our dog is always so well-behaved when we come home, she is great!”
About: Hello! My name is Andrea, and I absolutely love dogs (and, not to brag, but the feeling is usually mutual!). I’m currently home full-time after pivoting from a 24-year career in drinking water safety following my second cancer diagnosis. I’m thrilled to say I’ve been cancer-free for almost three years—and working with dogs has brought me more joy and fulfillment than I could have imagined. Our household includes me, my husband, and two young adult children—one away at college in Texas. We share our home with two lovable pups: Lua, a 10-year-old Boxer/Plott Hound mix, and Nacho, a 9-year-old Basset Hound. We have a spacious fenced-in backyard, and when the weather is nice, we often keep the sliding door open so the dogs can come and go as they please. We love those days when the yard is full of happy pups running and playing—it feels just like our own private dog park! Dogs who stay with us have full run of the house, and they’re welcome to get cozy on couches and beds. If you prefer certain rules for your dog (no furniture, staying off certain floors, etc.), I’m happy to follow your guidelines so their routine stays consistent. In addition to hosting dogs in our home, I also enjoy cat sitting, dog walking, and providing doggy day care when needed. My goal is to make every pet feel comfortable, safe, and loved—so you can relax knowing they’re in good hands at “camp.” I’ll send daily photo updates so you can see how they’re doing, and I guarantee they’ll head home happy, well cared for, and ready for a good nap! As a policy, we request that all new dog clients who plan to stay overnight have a meet-and-greet at our home first. It’s a great way for both humans and dogs to get to know each other and for us to discuss your pet’s needs so we can make their stay as comfortable and stress-free as possible. If you want, I can also make you a shorter, eye-catching version for your Rover “About” preview so it hooks people before they click to read the full profile. That way you get both a great first impression and the full detail for those who want to know more. Pet care is my entire day. I am fully devoted to my and your animals. My schedule revolves around your needs and can accomodate any request or need. We are a household of 4, myself, my husband and two young adult children. You can see from my profile photos that everyone in our house takes part in the care and loving of your animals. We all love it!
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Elizabeth was amazing right from the meet and greet! We knew Storm was in great hands from the start. We didn’t have to worry about her once while we were away, and that peace of mind was priceless. Elizabeth kept us updated and took great care of Storm. We’ve already booked her for our next trip and highly recommend her to anyone looking for a reliable and caring 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.
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 $83 per night as of November 2026. Most bookings cost between $66 and $100 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 November 2026, there are 2,782 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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:
- 88% of sitters can help with special care needs
- 92% 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.
Connect anywhere with the Rover app
