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.
“Sharyn stayed at my house and took care of my dog while I was away for 6 nights. She was very kind to my dog and he was happy and looked great when I arrived home. The house was well taken care of as well. I will definitely have Sharyn care for my dog again in the future.”
“Marissa was wonderful. I was lucky enough to get her on very short notice to do in-house overnight visits with my cat. Marissa was professional, communicative, and generally gave me great peace of mind while I was away I will definitely be rebooking the next time I’m going out of town!”
“Boryana took amazing care of our senior pitbull, Brady. She was very patient with his quirks and eccentricities (e.g. he has acquired a habit of lying down for rests mid-walk). He often seems a little out of sorts after we come back from a long trip, but this time he was very relaxed and happy. Communication was top notch and our house was left in perfect condition. We can't recommend Boryana highly enough, and hope she'll be available to take care of Brady again in the future!”
“My husband and I can not say enough good things about Abbie. We had not taken a vacation in a few years due to concerns about our energetic newly adopted boy and our aging girl. She was so gentle, calm, understanding and took such good care of them. She provided us thoughtful updates while we were gone and they were happy when we got home. Peace of mind is absolutely priceless. Thank you Abbie for everything and we will see you again soon!”
About: I’ve grown up with animals my whole life dogs, cats, and other animals. They’ve always had a huge place in my heart, and I feel like I really connect with animals easily. I’ve pet sat for friends before and it’s always gone well. I’m confident I’ll get along well with your pets also. I’m flexible with schedules and comfortable handling different kinds of pet needs, whether that’s feeding routines, medication, or just extra cuddle time. If you’re looking for someone who genuinely loves animals and will treat your pet like family, I’d love to help! Hi there, my name's Nick! I've got a ton of flexibility in my schedule right now, so I'm happy to work around whatever your pets need — whether that's a full weekend stay, an extended visit over several days, or just popping in during the week and then sticking around overnight on weekends. Basically, if your furry friend needs company, I can make it work. I've always grown up with animals, and I currently have a cat and a dog of my own, so I know what it takes to care for cats and dogs of all ages from playful young pups and kittens to more quiet older animals. Just let me know what your pet needs and what the visit will look like, and I should be able to make most things work!
“Yasmine is the best! From the moment we reached out, she was always kind, communicative, and flexible. Our doggie had been having some tummy issues in the days prior to our trip and we were nervous about leaving her when she wasn’t feeling her best, but Yasmine reassured us and took amazing care of both our girl and our apartment. We can’t wait to work with Yasmine again in the future!”
“Ruth is an A++++ doggie sitter. I will always ask her first when I need someone. She is soooo loving, and always gives the best updates. My dogs are always smiling and happy in their pictures and videos.”
About: I’ve been caring for dogs since I was 21, helping neighbors, family, and friends with their dogs and puppies. I’m patient, dependable, and comfortable with dogs of different sizes and personalities. I genuinely enjoy being around animals and making sure they feel safe, happy, and cared for Im currently working part time so I have time to walk your pup! Im free Wednesdays 6am-11am and Friday’s 5pm- 7pm. I can even stay overnight on weekends! I have a friendly golden retriever who’s very energetic and playful and friendly who will keep your pup company I also a fenced backyard
“I am a repeat customer of Rita’s and can’t stress enough how reliable and caring she is. Having used her services for the past two years, I can say with confidence that Rita will treat your pet as her own. I always feel at ease whenever she takes care of my dog Misu and can attest she takes her job very seriously. Misu is always so excited to see her 🥰. Rita has surpassed all my expectations, and I highly recommend her for anyone looking for a sitter or walker.”
“Ryan and Shannon took great care of our two large energetic size dogs, they kept us posted with updates each day and sen pictures and assured us they were happy. Due to their temperament, a kennel or home with other dogs was not an option, so having them in our home to take care of them where they’re most comfortable was a huge perk. Also the fact that both Ryan and Shannon stayed at our house offered the dogs twice as much attention. The dog didn’t seem to be alone for extended period of time. It’s great to have met sitters we felt comfortable having in our home which they left in clean condition, we would use them again.”
“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: 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 have had pets most of my life. Mostly cats at first, but more recently (about four years ago) me and my family decided to get a black lab puppy that we raised with a lot of love and care. I was the main person responsible for training, playing with and exercising him, and he grew to be an amazing dog! I have dog sitten for friends, taking care of both cats and dogs, and have always made sure to provide plenty of love and entertainment for all those furry friends. I work full time in an office setting, but have the ability to work remotely when needed, all I need is my computer and headset. That makes my schedule pretty flexible, so I can easily fit it care for your pet! I am extremely good at following the instructions I am given on how I should handle pets and (if needed) household items. I will meet whatever schedule I am given, and always make sure to leave everything the way I found them. I am very patient with shy animals and playful with active ones. I can provide exercise in the form of playtime, walking or trips to the dog park.
“Alexis was truly fantastic. She sent tons of updates and spent so much time with our girls so they felt totally at home. She kept the house in the same shape we left it and I have already re-booked with her. Can’t wait for her to come 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!
The median cost per night for house sitting in Windsor is $60
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
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.
Connect anywhere with the Rover app
