House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 2 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 love Dan! He takes care of our two fur-kids like they were his own. We appreciate his daily updates and photos of the dogs and his flexibility when our plans change.”
“She was so wonderful and great, especially dealing with our little rescue puppy who is not always the most friendly. The dogs were all happy and i received lots of photos of them all napping away…. if they were all napping then they were relaxed calm and good with her presence. She is super responsive and I will use her again.”
“Taylor was great with our pups and left the house as she found it. She sent me pics of the pups and was easy to communicate with. Our vacation was unfortunately cut short because of a Hurricane and she helped me immensely with changing the reservation.”
“I highly recommend Eric! As a pet sitter myself, it’s tough leaving your beloved animals with someone else, but Eric took wonderful care of our two rescue dogs and one rescue cat. He provided daily updates with pictures … and we came back to happy animals and a clean home😊 Do yourself a favor and book him!”
“Preston did an absolutely outstanding job caring for our animals while we were away for a week. Our dog, who is both highly anxious and sometimes aggressive, completely warmed up to him - a true testament to Preston’s patience and skill. He not only gave our dog the care and attention he needed but also made sure our two cats, two mini horses, and donkey were all well cared for and happy. We came home to a tidy house, content animals, and total peace of mind knowing everything had been handled so well. If you’re looking for a reliable, trustworthy, and genuinely caring pet sitter, Preston is the one!”
“I am someone who is very anxious to leave my dogs with other people. I trusted them with Laura and I cannot recommend her enough. She house sat, my dogs were so well taken care of, she is very communicative, sent pictures multiple times a day and gave constant updates. It put me at ease. I will be reaching out to her again in the future for dog care.”
“Emily was absolutely fantastic watching Sadie and Alvin! She provided great updates and did a great job cleaning before she left! We'd definitely love to have her house sit again!”
“Lillie did a wonderful job caring for our dog. She kept us informed on how he was doing and their activities together. She also kept our house as clean as we left it! We will definitely ask her to care for our precious Cheo again!”
About: Hi, I’m Sara! 👋 Dogs have been my passion for over 12 years, and caring for them is one of my favorite things to do. Whether your pup is an energetic adventurer, a couch cuddle expert, or a senior who just wants a slow stroll and some extra love, I’ll treat them like they’re part of my own family. I owner-trained my own service dog, which taught me how to truly understand canine body language, behavior, and communication. I’m always paying attention to the little things—whether a dog is feeling playful, nervous, overstimulated, or just needs a little extra patience. I have extensive experience with bully breeds, am comfortable with dogs of all sizes and personalities, and have experience safely managing crate-and-rotate households. I’m also confident administering medications and caring for senior dogs and pets with special needs. My goal is for your pet to feel safe, happy, and loved while you’re away and for you to have complete peace of mind. Expect plenty of photo updates, belly rubs (if they’re into that!), playtime, enrichment, and lots of one-on-one attention. I know how much trust it takes to leave your best friend with someone else, and I don’t take that responsibility lightly. I can’t wait to meet you and your furry family! I do this full time since I was laid off last year. I have very open availability and time to dedicate to your fur babies! I make sure each client leaves detailed instructions for food, medication and any vet care needed. I’m ocd about having all the info I need to make your pet as comfortable as possible while you’re out of town.
About: Over the 10 past years, I have been able to build amazing bonds with my furry clients and their owners. I started pet sitting when I was 14 to show my mom responsibility and that I could take care of a dog on my own (it took 5 years to convince her btw). My mom agreed to it, and my classmate dropped off Leo, a 7 year old Shitzu, at my house and it was the best week of my summer break. Since then, I have cared for puppies as young as 8 weeks to seniors up to 17 years. I have been able to keep loyal and consistent clients because of my trust and honesty, but also because I am able to adapt to each pets different personality and energy. I have experience with all types of dog breeds from chihuahuas to pitbulls and yorkies to labradoodles, as well as cats since 2020! I treat every home with respect and every animal as if they were my own. My main goal is to keep them happy and in their normal routine for meals, walks, and medications, as well as providing peace of mind for owners. Message me with any questions or to set up a meet and greet 🐾 I'm currently in my last year of college and am on campus Monday - Wednesday. I'll have plenty of time to spend with your pets and I'll be looking forward to having new study partners 🐶🐱 I ask about and respect boundaries they have for the home. I keep pets in their routine as close as possible. If a feeding or walk time interferes with a class, I communicate with owners to let them know. I like to ask questions and then schedule a meet and greet to make sure we are a good fit.
“After my regular sitter cancelled because of family issues I was lucky to find Ariel. She came before the days I needed for a meet n greet. Both of my Boys were fighting over her attention as soon as she got here. I will definitely use her again. My boys are spoiled and love cuddle time. One is a “talker” and she sis great with both.”
“There aren't enough wonderful things to say about Edith and my experience with her when she recently took care of my two dogs and my house for five days. From the minute I reached out to her she responded almost immediately and made me feel that she was open to help in any way. She was punctual for our 'meet and greets', and my dogs loved her the minute she came through the door. While I was out of town I was totally comfortable knowing that my dogs and everything they needed was taken care of. Edith is extremely knowledgeable about animals. Since one of my dogs is a senior, she needs extra care with meds and slower walks. Edith handled her with so much tenderness and understanding. I knew that my home and dogs were in the best hands with Edith. I cannot recommend her enough! She is exceptional. Thank you, Edith!”
“Terrence is a gem! My Auggie loved him from the moment he walked in the house. Terrence easily played with Auggie as he talked to us. Brea who usually standoffish, also snuggled up for a scratch. I had a last minute cancelation from a friend to care for my fur babies. Terrence jumped in to house and pet sit. I'm so glad to have found him!”
“If you are looking for a sitter who can handle a literal zoo with grace, look no further! We threw a lot at Barbara—dogs, cats, mini donkeys, and even a goat—and she handled them all like a pro. But the real test was our pig. To be fair, she had zero 'swine experience' going in, and our pig definitely knew it. He made it his mission to drive her absolutely bananas, but she didn’t crack! She was patient, attentive, and somehow managed to keep everyone happy and fed. It’s not every day you find someone willing to referee a pig while making sure the donkeys get their ear scratches. We came home to a very calm farm and happy animals. We’ll definitely be booking her again—if the pig hasn't scared her off for good”
“Joanna did an excellent job caring for our three dogs—Abby, Mia, and Pearl—while we traveled for three nights. She followed all of our instructions and had wonderful communication throughout our trip, sending regular updates that gave us complete peace of mind. It’s clear how much she genuinely loves dogs, and she cared for ours as if they were her own. We came home to three happy, well-loved pups! We would absolutely book with Joanna again and highly recommend her!”
About: I've taken care of a wide range of dogs and some cats in my 3 years of pet sitting. I used to work as a sitter in Providence, RI so this isn't my first time working with Rover. I also have a 2.5 year old Maltipoo that I got as a puppy so that has increased my puppy experience. I just graduated from school so my schedule has opened up. As long as I have enough notice I'm available most days at anytime of day. I am open to doing meet and greets to get to know you and your pet beforehand, to build comfort. I will abide by whatever routine is set in place while making sure to provide plenty of of playtime and exercise if that's what your pet enjoys. I'm will also regularly communicate if needed!
About: As a devoted pet owner, I share my life with two amazing dogs: a sweet senior pup named Cookie, who is 12 years old and has a calm, gentle spirit, and a playful, energetic puppy named Roscoe, my lively puppy who keeps me on my toes with his boundless energy. Together, they’ve taught me so much about patience, playfulness, and unconditional love—and they’re my inspiration for becoming a trusted dog walker and sitter. Pet care is a natural part of my daily routine. I make sure to wake up early to give my dogs their morning walk and some playtime. Throughout the day, I set aside breaks for feeding, training, and cuddles. By the evening, we have a wind-down routine—more gentle walks and lots of bonding time—so they fit in seamlessly with my schedule. At home, I care for my pets by making sure they have a structured routine. I provide them with regular meals, fresh water, and daily exercise. It’s all about balance, ensuring they feel loved, safe, and stimulated every day.
“Mateo was geear and professional to work with. He was able to come by multiple times a day to check up on Domino and provide him the care he needed! Would recommend to friends and family!”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Again Donnis took wonderful care of our Honey Bun for almost a week while we were vacationing. We came home to a healthy and happy puppy and a well taken care of home. She is so consistent with sending us updates and pictures and that helps us relax and really enjoy our vacation. We appreciate you Donnis!
Barbara was fantastic! I could not be more pleased. She kept me updated every day and sent pictures and video. George, my cat warmed up to her quickly which says a lot about Barbara. She was so friendly and did everything that I had asked of her. MY EXPECTATIONS WERE EXCEEDED. Will call on her again for sure. Thank you Barbara!
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 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $44 per night as of October 2026. Most bookings cost between $44 and $44 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 October 2026, there are 3,822 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 90% of sitters can help with special care needs
- 95% 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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