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.
âThis was the second time my husband and I hired Hope to stay in our house and watch our dog. She is amazing. She worked around our schedules to accommodate when we needed her to arrive and left the house in stunning condition. She sent daily picture updates of our dog, who absolutely loves her. We know we don't need to worry when we leave our dog (and house) in Hope's care.â
âAbsolutely the best Rover experience ever. Savannah was an absolute pleasure to work with. She communicated very well, was consistent with her updates and pictures and was so kind and courteous. My dogs looked very happy in the pictures she sent and she went above and beyond for them. I'd absolutely, đŻ%, recommend her to anyone, unless it's when I need her, then you can't lol.â

âEli was punctual, his communication is excellent! He watched over my dog like I would have and put my mind at ease. He sent pictures and was overall an A+++ sitter! Highly recommend!â

âI have used Laci for both drop in and overnight services. She met with us for a meet and greet before the sitting dates. My Lola took up to her right away. Laci provided updates and picture and followed directions left for her the day of the sittings. I would seek out her service again for sure!â

âJulie kept us well informed about how Cooper was doing. He had nice long walks and play time in the yard with Julie. These are things we are unable to do with him so he loved it. Definitely would use Julie again.â

âJennifer was amazing! Super communicative & so kind. We felt completely at ease leaving our pups with her as soon as we met her. Huck & Wyatt enjoyed their time with her so much that I don't think they even noticed we were gone ha! We enjoyed our time away even more knowing they were being so well cared for by her, thanks Jennifer!â


âWe couldnât recommend Debbie enough!!!! She was (miraculously) available fairly last minute for our trip and from the word go, she was top notch! Our home and puppy Philomena were so well cared for while we were away. Debbie sent us plenty (but not too many) of snapshots and occasional videos of Phil living her best life while we were away. Thank you Debbie for being Philâs new friend and we canât wait to have you back again!. 5âď¸âď¸âď¸âď¸âď¸, âno notesâ as the saying goes. đĽ°.â

About: Iâm a dependable, caring pet lover who treats every dog like family. I understand that every dog has their own personality, energy level, routine, and comfort level, and I take the time to build trust and make each walk a positive experience. Iâm comfortable caring for dogs of different sizes, ages, and temperaments, including energetic dogs who need plenty of exercise, as well as senior dogs who may prefer a slower, more relaxed pace. Iâm attentive to body language and behavior and prioritize your petâs safety and comfort at all times. Whether your dog needs an active walk, some extra exercise and playtime, or simply companionship while youâre away, Iâll provide dependable care and plenty of attention. Iâm also happy to follow your instructions closely regarding feeding, medications, routines, leash preferences, and other special needs. My goal is for you to feel completely comfortable knowing your dog is in caring, responsible hands while youâre away. I'm currently in a remote position making my scheduling flexible, thus my schedule is open all 7 days throughout the week. I look forward to hearing what you need! Safety and trust are my top priorities when caring for your pet. I treat every dog with patience, kindness, and respect while making sure they feel comfortable and secure in their environment. For walks, I use safe leash-handling practices and stay attentive to my surroundings, other animals, traffic, and anything that could make a pet uncomfortable or unsafe. I never rush a dog and adjust the pace and length of the walk based on their age, energy level, and individual needs. When caring for pets in their home, I follow their normal routine as closely as possible so they feel comfortable while you're away. Iâm respectful of your home, keep doors and gates securely closed, and make sure your pet has access to fresh water and anything else youâve provided for their care. Iâll keep you updated throughout the visit and communicate promptly if I notice anything unusual with your pet. My goal is to give you peace of mind knowing your pet is safe, happy, and being cared for as if they were my own.
âEmmaline was super responsive and clear during her stay. Our dogs took to her quickly and she left our house cleaner than when she arrived. Will definitely be booking Emmaline before our next trip!â

About: I love dogs and have been taking care of my own since I was a child. I have also dog sat for family and friends of the family. I am comfortable looking after multiple dogs of any age or size. Iâm currently in school, with most of my classes online so I am able to stay home with your pets most of the day! I like to stay around the house with the pets as much as possible. I always make sure they are let out, have enough food and water, and are comfortable.

âKylie did an awesome job staying with our pups while we were out of town for the weekend. Quick to respond and thorough communication, provided lots of photos and updates. She was fantastic with our almost 16 year old senior dog who wears a diaper and requires more care, and also played fetch in the backyard with our younger dog. She was tidy and left the house spotless. Would book again!â

âI was worried about leaving my beloved elderly pup (14 years young) but Jenna made my fears disappear. Jenna stayed at my house while we were away on vacation and sent daily updates (including photos) on how things were going. Everything was great, my pup was happy to be at home in a familiar environment. Jenna was also great in working with our schedule as our flight was canceled and then we were delayed coming home. I would defiantly recommend Jenna and would use her again in the future!â
âJohn was great taking care of our dog, cat, and house while we were away. He was super responsive, sent lots of pictures and updates, and made us very comfortable. He also had a lot of patience dealing with our challenging senior dog who is very wary of strangers. He put in work to make her feel comfortable and begin to relax. Will be booking again for sure.â


About: I have taken care of animals since I was a little girl and that has been many many years ago. I have also worked as an animal tech and research assistant where I maintained animal colonies and worked with large animals. I believe having animals in your life is a blessing. I am retired and I love animals so I thought I would give some love and attention to the animals that need some attention while the owner is away from them. I have a fenced in yard that the dogs can run and play. I am also there with the dogs most if not all of the day.
âWithout any notice, we reached out to Amber. She came over, met our two dogs. From the start, her calm demeanor helped our girls feel comfortable - both girls are on the anxious and cautious side but they warmed up to Amber. When it was time for us to leave, Amber asked great questions and I felt comfortable knowing the girls were with her. During our time away, Amber sent us updates and photos. She even called when she had a question to make sure we were okay with everything. When we go out of town, we will definitely be requesting Amber to watch our two girls again!â

About: Iâve always loved animals and have experience caring for dogs and cats for people close to me. Iâm comfortable taking dogs on walks, cleaning up after them, playing with them, and making sure they feel safe and comfortable while youâre away. Iâm patient, dependable, and understand that every pet has a different personality and routine. My goal is to make both you and your pet feel comfortable and cared for throughout every visit. Since itâs the summertime prior to the college season, I have a flexible schedule and am available most days of the week. Iâm happy to provide walks, drop-in visits, playtime, feeding, and plenty of attention for your dogs, cats, and other small pets. Iâll always communicate with you and provide updates while youâre away! I understand how important it is to keep pets comfortable by maintaining their normal routine. Iâll carefully follow all feeding schedules, walking routines, medication instructions (if applicable), and any special care requests. I treat every home with respect, keep pets safe at all times, and provide regular updates and photos of your fur baby so you can have peace of mind while youâre away. :)
âTerry was absolutely wonderful and provided really thorough updates throughout our trip! She was on time and asked some really great questions during the meet and greet to make sure our boys were taken extra good care of, would highly recommend booking Terry!â

âSerenity was wonderful. So communicative and there for my animals around the clock. I had a friend drop out at the last minute and was unable to take care of our animals but serenity was ready to take care of them the second I reached out. She has done a great job of taking care of my dog pets needs and making me feel secure in her care. I would definitely recommend her and would love to use her services in the future!â
âSheila is an excellent pet sitter. We felt that our pups/kitty were safe and well taken care of while we made a last minute overnight trip. They are a handful / Sheila handled them beautifully!â
About: Iâve had a pet in the home since I was little and have been caring for friendâs dogs around the city for years. I now have a bit more time on my hands and want to care for and love on your pet too! I know all pets have their own personality and needs so just let me know what they need and I canât wait to care and spend time with them. Iâm currently working part time so I have plenty of time to care for and play with your pets! I have a flexible schedule so can be available for your needs. I can easily crate your pet, put on their favorite collar, play with their favorite toy and report back to you to bring you all the peace of mind while youâre away.
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 teamâhere to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your sitter has to cancel, weâll work with you to find a new sitter.
World-class support
Weâre 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 1,434 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 sitterâs 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 homeâs security or appliances.
Itâs 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 theyâll be present for the majority of the day.
- Update your petâs 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 Roverâs 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 Justiceâs 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:
- 95% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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.
