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.
“Kelly was exactly who we needed! Our one pup is hesitant with new people but Kelly was able to come and meet her before hand. Our pup took to her immediately - so we knew she was in good hands.”
“I can’t say enough good things about Robbyn. Jackson immediately connected with her, and he was more relaxed than I’ve ever seen him for a high energy puppy. She kept the place spotless, communicated regularly, and sent plenty of photos so I always knew he was doing well. I’m truly grateful for the care she provided, and I will definitely be booking with her again.”
“I would ABSOLUTELY book Armonee again! I was very apprehensive about leaving my dog with someone for the first time, but Armonee kept me updated throughout the entire week and sent photos/videos. Mila was well cared for, and that made it easier for me to enjoy my trip.”
“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 is amazing!!! My dogs are relaxed when I got back home and were well taken care of! House was spotless, she communicated everything, and I received regular photo updates. I couldn’t recommend her more!”
“Robert spent a weekend caring for our fur babies. We had a meet and greet prior to his stay and he did a thorough assessment of our animals needs to make sure he provided top notch care. Over the weekend he sent pictures and updates. I knew my fur babies were well-taken care of.”
“If you're looking for someone who will take care of your animals and your home, Ashlee and Dehaven are the ones for you! After our initial meeting we felt extremely comfortable leaving them in charge. The animals were happy and the house was clean on our return. They both have excellent communication skills and are a pleasure to work with. I can't thank them enough for taking such excellent care of everything! I'm looking forward to our next vacation. These two are the best!!!”
“I am so glad we found Anna to take care of our dogs while we’re away. She sent me daily photos, updates, and communicated any questions or concerns in real time. I have a puppy who is very anxious/skittish around new people. Anna recognizes her body language and works with her to meet her needs at her comfort level - by the end of Anna’s stay at our home, my puppy was willingly sitting in her lap! She doesn’t do that for ANYONE so to me this is an excellent reflection of the way my pets were cared for while in Anna’s care. She did a great job following their routines and went above and beyond to keep them happy while we were gone. My home was treated respectfully and in the same condition I left it when I returned. We already have Anna booked for another stay and look forward to working with her again in the future.”
“Angie house sit for my 14 week old puppy while I was at the conference for 4 days. I was very impressed by how much she was attentive to my puppy, letting me know how he was doing on a regular basis, and even training him a few commands. I came home, finding much better-behaving dog, and her notes about what she observed about my dog and suggestions. My puppy and I definitely look forward to seeing her again!”
“Erin is amazing!!! Super sweet, personable and communicative. Our animals love her. We will definitely be seeking her for future sittings & recommending her whenever we can.”
“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!”
“Taylor just recently took care of our baby for a weekend while my family was out of town. She did a wonderful job and gave my puppy all the cuddles and attention he needed. She is very sweet and sent us pictures of our puppy throughout the weekend. Will definitely be using her for our future dog sitting needs. 1000% recommend!”
“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.”
“Hannah is awesome! Booked short notice and she took wonderful care of my 2 year old lab . Very communicative and sent lots of updated and photos. Highly recommend.”
“Kari is phenomenal with our pets! She knows their personalities so well and takes great pics of them while we’re away. We’re always at peace knowing she’s with them.”
About: I have many years of experience caring for both dogs and cats. I have a senior dog that I adopted in 2015 and in 2020 I helped raise a puppy from 8 weeks old. They were both raised with kittens as well. Through these experiences, I have learned how to care for different animals of different age groups. I currently work 9 am-5pm Monday through Thursday so I am available after 5pm those days. On Fridays, I am available from 8 am-1pm. I am available all day Saturdays and Sundays. I have a spacious apartment that is pet friendly and equipped with two dog parks and a lake with plenty of walking area. My pets are friendly and love play dates with new friends!
About: I’m not just a sitter I’m your pet’s calm, cozy, reliable home‑away‑from‑home. I specialize in creating a soft, stress‑free environment where pets feel safe, loved, and understood. I communicate clearly, respect your routines, and treat every animal like family. Your pet gets comfort, consistency, and genuine care—not just supervision. Pet care is already a natural part of my daily life as a cat mom. Every day includes feeding, fresh water, litter care, enrichment, and calm bonding time — so adding your pet into my routine feels seamless. I’m used to managing structured play sessions, keeping environments clean, and maintaining consistent routines. Weekly, I plan enrichment activities, rotate toys, and make time for extra grooming or deep cleaning. In my client’s home, I follow your pet’s routines exactly to keep their environment familiar, comfortable, and stress‑free. I provide attentive care—feeding, walks or playtime, litter or potty upkeep, and gentle companionship—while keeping your space tidy and your pet feeling completely secure.
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 August 2026, there are 1,270 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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