House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 45 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.
“Cyan was wonderfully communicative during our house sitting booking, and shared lots of pictures of our older dog during the visit. We would definitely recommend them for any pet and house sitting opportunities. Thank you!”
“Siobhan was wonderful, took great care of two very active dogs! Siobhan kept in touch and sent pictures. Made us feel very relaxed about leaving our babies with Siobhan. Highly recommend.”
“Caitlin did a wonderful job with Kobe and Xena. She kept me well informed on their status, and shockingly Xena, my cat, actually slept with her one night. Xena is picky! All went well and we definitely will use Caitlin if we leave town again this summer. Thank you Caitlin.”
About: I have loved animals my whole life. I am looking to start something new and thought this would be the perfect opportunity to grow my career. Rookie here with house and pet sitting. Schedule just opened wide up and taking on new clients and owners. I currently work remote and my schedule is wide open. I Have taken care of Dogs my whole life and enjoy spending time with them. I love taking care of pets like they are part of the family. I work remotely and i can take them potty whenever they need to go. I get two 15 minute breaks and a 30 minute lunch.
“Suzanna was awesome!! She was so respectful of my dog, my house, property and everything that she totally put my mind at ease leaving town. My golden had special needs and he's a geriatric patient so I was very particular about his care-and she went above and beyond. She communicated well with me and sent me pictures. I can't thank her enough and will definitely hire her again should the need arise.”
About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.
“James is an awesome dog and house sitter! He took the dogs on great walks and sent us some adorable pictures while we were away. We came home to two happy, calm pups and a clean, orderly house. Highly recommend!”
About: I grew up with both dogs and cats. While I now have 3 cats of my own, I cherish the time I get to spend with dogs still— including my best friend bringing her dog to my home one weekend a month! I have full availability on the weekends. During the week I have availability in the mornings and evenings for drop in visits, but with notice can be more flexible! I understand all animals are different and look forward to hearing anything about your pets needs. I myself have pets that need to eat separated from each other, and understand all pets have different needs.
“We highly recommend Nicole. We had the absolute best experience with her and would 100% book her again. She has SO much dog knowledge and experience, and she knew just what to do to care for our 17.5 year-old geriatric Miniature Dachshund. Our dog was completely comfortable and happy with her, and she brought out the absolute best in our dog with both a stroller and regular walk. I can't rave enough about how happy we were with Nicole.”
About: I have several years of experience caring for cats, dogs, birds, and snakes. Skills include elderly and disabled care for cats and dogs, grooming, playing, transportation, and some training. I currently work part-time and have a flexible schedule, so I have lots of time to care for your pets! I can do overnight care on weekends, drop-off after 1pm Friday - Sunday. I have a fenced-in pen in my backyard with a dog and a bird. I have treats and shareable dog/cat toys. I tend to spend lots of time outside with dogs. I tend to meet cats where they’re at, using toys and treats for the shy ones.
“Ronan was an excellent communicator. From start to finish this was a smooth & pleasant experience. Odin (our dog) was in good spirits when we picked him up. He played well with Ronan's family dog, and must have had a calm and enjoyable overnight in their home, because he was calm and happy upon returning home. Thank you, Ronan!”
“We are incredibly grateful for the amazing care Jackie provided for our Bernese mountain dog Zeus. Stepping in on short notice and staying at our home was a huge help, and it gave us so much peace of mind while we were away. Jackie is reliable, communicative, trustworthy, and genuinely caring—everything you could hope for in a pet sitter. We would absolutely book with Jackie again and highly recommend her to anyone looking for exceptional care for their pets. Thank you for taking such wonderful care of Zeus!”
About: I have pets my whole entire life from small animals to large. I also was in Vet Tech for a year & pet sit for a bunch of family members:) I currently work full-time at West Lebanon fit body Boot Camp. During the week I don’t go to work until 9/9:30, I also can take a lunch when needed! I leave work around 6pm. I can be flexible as needed, and sometimes can have schedule shifts. I prioritize safety, routine, and comfort in a calm, clean environment. I follow all care instructions closely, provide regular updates, and respect to your home. My goal is to create a low stress experience where your pet feel safe, comfortable and cared for at their own pace.
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Kimberly did a great job watching our dog for a couple days, including overnight. She was easy to work with, very communicative before the dates and stayed in touch while we were away. The dog was happy and the house was well cared for. I recommend Kimberly to care for your pet.
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 near you
Select a filter and find qualifying Windsor sitters!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 $35.05 per night (as of July 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 July 2026, there are 156 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:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 86% 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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