House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
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.
“Robbyn is a wonderful pet sitter. You can count on her to be there and take good care of your pet. Robbyn has watched my great pyreneese a couple of times now and I have been very happy with her services.”
“Kelly is hands down the best pet sitter in the area. She goes above and beyond for the pets, & her pics are the best! I can tell my boys (a Corgi who's very vocal, and a Hound Dog) love her very much and they don't even pout when we return from a trip anymore!”
“Nikolaas was an amazing dog sitter to our two pups. Our boys can get anxious without us, but they loved him. He was super communicative, sent lots of updates and pictures, and I felt much more at ease leaving home. We will definitely book him in the future.”
“Jessica did a great job caring for our pets. She provided an update with pictures daily and was always available to chat. Thank you for taking such great care of our girls!”
“DeHaven took the BEST care of our two pups and provided frequent updates. We truly appreciate not having to worry about our furr kids while we are away. Highly recommend for any future sits!!!”
“This was our first time using a home/pet sitting service. Angie exceeded all expectations of comfort and piece of mind to humans and pets alike. We feel fortunate and blessed to have found someone that feels more like an extended, trusted family with the pets and home. ❤️🐕🐾🏠❤️ The pack decided she could be part of the cool kids club.🤷♂️”
“Anna was awesome!! She was professional and she definitely knows how to interact with animals. She was great with our dogs Yoda and Marvin and she sent us photos and videos which kept us at ease as well. She is very trustworthy and we will definitely be using her for future housesitting visits!!”
About: I have taken care and grown up with animals my whole entire life. I love and appreciate all animals, I have taken care of almost every single animal of all ages shapes, and sizes! I am currently available at all times and I do look forward to playing and exercising experiences with all of your furry friends. Plus taking care of all personal wants and needs, accommodations and everything else in between! I have a fenced in yard and I can also crate if need be but prefer to keep ur precious pup very active and entertained at all times!
“Erin did an incredible job! We have an elder dog who is vision impaired and she did an amazing job keeping him company while we were out of the country. She administered his medications perfectly and kept him safe from harming himself. When we came home all of the pets were happy and clearly well taken care of. I cannot recommend her enough she is truly one of the best!”
“Kim has been amazing throughout my time away from my dogs. Kept them on their schedule, made adjustments when my travel plans unfortunately got changed. I will definitely be rebooking with her in the future.”
“I have booked with Felicia three times now, and she has consistently provided a great experience. What stands out most is her attention to detail; she asks a lot of questions upfront to make sure she fully understands my dog's routine and comfort levels. It’s clear she wants to get everything exactly right, which gives me a lot of peace of mind while I'm away. She is reliable, communicative, and truly cares about the well being of the animals in her care. I highly recommend her if you’re looking for someone thorough and attentive!”
About: Dogs have become a true passion of mine. I provide more than feeding and walks; I focus on understanding each dog’s behavior, body language, and individual needs. I’ve worked extensively with puppies and adolescent dogs, helping build confidence, good manners, and positive social skills through structure, patience, and consistency. I carefully monitor eating habits, energy levels, and overall health while dogs are in my care, and I keep owners updated with photos and detailed communication. Whether your dog loves to play, explore, or simply relax, my goal is to provide a safe, calm environment where they can feel comfortable and secure. My schedule allows me to give dogs plenty of individual attention throughout the day. I plan my routine around exercise, structured play, rest periods, potty breaks, and enrichment rather than leaving dogs unattended for long stretches. I strive to maintain each dog’s normal routine as closely as possible so they feel comfortable while you’re away. Safety is always my highest priority. Every new dog is introduced gradually based on temperament and comfort level. I have experience using crates appropriately for rest, meals, and decompression when needed, and I carefully supervise all interactions between dogs. If your dog prefers quiet one-on-one attention, I’m happy to accommodate that as well. I believe every dog is an individual. I take time to observe behavior, communication, and comfort level so I can provide care that fits each dog’s personality rather than using a one-size-fits-all approach.
About: I’ve had many dogs in my life. I honestly couldn’t see myself being without any type of animal. Family and friends call on me when they need any assistance and advice when it comes to animals. My experiences range from dog and cat sitting, potty breaks, feeding reptiles, changing enclosures and bedding, to even helping with puppy birth! I’m working a part-time job that keeps me occupied four days out of the week. Wednesdays, Fridays, and Saturdays are my available days, so I can pretty much do all the pet sitting needed for those three days. If needed; on Sunday, Monday, Tuesday, and Thursday’s; if a pet sitter is needed between the hours of 5:00a - 11:30a, then i am more than happy to provide any help with keeping your fur babies company! I have two puppies of my own that are very well trained. However, I do live off of a highway. With this being said, I do feel more comfortable with providing petting services at the clients home or a local dog park with permission.
“I would be so hesitant to leave our dogs with anyone but Kelsey. This is the third time we've booked him for in home sitting and each time we come home, the pups are healthy and happy. This trip especially was important to us because it was our wedding and honeymoon. We wouldn't have been able to enjoy either without someone we trusted and appreciated as much as him.”
“Emmanuel was an amazing pet sitter! He watched my 5 fur babies while I was gone for a week and they got along with him so well! He was very attentive to my fur babies and he enjoyed time spent with them! He treated them like they were his own. He was very communicative, providing me daily updates with adorable pictures and videos! He even got my antisocial cat to warm up to him and interact with him, which was a 1st! He also did a great job keeping the place clean while caring for the fur babies. I feel like my pets definitely lucked out with having an amazing sitter and new friend! I would highly recommend booking Emmanuel as your next pet sitter!”
About: I have been around dogs my entire life, and caring for them has always come naturally to me. I’m a compassionate and attentive caretaker who truly understands that every dog has its own personality and needs. Whether it’s making sure they’re fed, walked, played with, or just comforted, I treat every dog as if they were my own. My lifelong experience has taught me patience, responsibility, and how to build trust with animals, which is why I know I’d be a great fit for any role involving dog care! i promise your dogs will love our fenced in dog area and have lots of fun! I am currently not working, and I have always wanted to work with animals! Dog sitting allows me to watch my own dog while also taking care of other people’s dogs and making a living for myself! we have a fenced in dog area and lots of room to run and play! I don’t allow any squeak toys in my house in case of choking hazards! And I have crates if you can’t bring your own if your dog is crate trained!
“Christina is fantastic! Quick to respond and very friendly. She sent lots of photos and kept me updated during the visit. I will definitely be booking with her again!”
The median cost per night for house sitting in Windsor is $45
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 4 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
As of September 2026, there are 1,274 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:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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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