House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 131 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 were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!”
“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”
“Aslyn did a wonderful job, and I highly recommend her. She is great with Roger & Gucci. Gucci loves everyone, and Aslyn made sure he got all the snuggles he wanted. Roger is shy and barky, and Aslyn gave him the space he needs while letting him know she is someone safe if he wants to be friends. She sent very sweet pictures while I was away, and I appreciated the great questions she asked beforehand.”
“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”
“Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!”
“Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.”
“Shatoria was a joy to have in our home, so much so that our dogs did not even care when we came back after nearly two weeks away, and ran right upstairs to her room to look for her. Excellent communication and attention to detail, and I am almost certain our home was cleaner when she left than when she arrived. Easily the best pet care experience we’ve had. Booking again ASAP.”
About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.
“Autumn was great with communicating, asking questions and following care instructions during an overnight/ 2-day stay. Our cattle dog can be a bit anxious in general, but she was relaxed and happy when we came home. Our house was clean and tidy upon our return too. Thank you Autumn for being someone we can trust to stay with Paisley!”
“Travis did a great job with our two dogs and cat! He was very attentive and caring to our animals, which we greatly appreciated. He sent us pictures and kept in touch with us daily too, which we asked for and loved. He was also very responsible at our home and left it in the same condition in which he found it. Highly recommend and will hire him again.”
“Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!”
About: I’ve taken care of dogs since I was in middle school, often dog sitting for neighbors and friends! I grew up with dogs and now have a sweet 2 year old terrier of my own I'm currently working full time so I am looking for more weekend and holiday gigs! This being said I work downtown and usually get off right at 5, so can do evening walks. I have a friendly 20 lbs terrier of my own who loves to play play play! Your pup will certainly not be bored if staying at my home.
About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.
About: I’ve shared my life with animals for over a decade, and my heart truly belongs to dogs and cats. As a homeowner and a "dad" to three pets of my own, I understand that your animals aren't just pets—they’re family. Why Choose Me? -I’ve been with my own buddies for 10 years, navigating everything from post-op surgery care and complex medication schedules to senior "attitudes" and puppy smiles. -I am a hybrid worker with a flexible schedule and my own transportation, making it easy for me to drop in for walks or midday snuggles. - I treat every home with the same care I give my own. You can expect a clean space and frequent, proactive communication so you never have to wonder how things are going. -Whether your pet has a specific routine or a quirky habit, I follow instructions to the letter to ensure their comfort remains consistent. I know the peace of mind that comes with knowing your fur babies are happy, safe, and loved while you’re away. I’m here to provide that same comfort for you. Work mostly from home with one day in the office. Very flexible on needs and schedule! Up early and go to bed late, which makes my schedule open to accommodate the needs of our little fur friends. I respect your space, privacy, and needs to ensure your home is just the way you left it when you return. In my home, we keep a clean ship, organized, and make sure all fir buddies are rewarded with treats when good behaviors are exhibited. With instruction, can be mindful of any special needs for our fur friends. Their health and comfort matters too!
“Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.”
About: Hello! My family and I currently have a beautiful silver Laborador Retriever, Mae, who brings so much happiness and energy to our lives. I’m a firm believer that a house is not a home without a furry friend! I have a pretty flexible schedule during the day, and would love to help out some pet owners in need of anything from short potty break, midday play, or walk while you’re out! I’ve grown up with dogs my entire life and am super comfortable with pets of all ages and sizes and have a lot of experience, including caring for older pups who might need a little extra TLC. I also have experience caring for cats (including those who have medication needs). Looking forward to hearing more of your pet care needs and meeting some new furry friends!
“Sarah was so great with Hamm and made sure he received all the attention he needed! It was our first time leaving for the weekend since we got Hamm, and it was a comfort knowing Hamm was well taken care of while we were gone. She made sure to send all the cute pics of Hamm and was great to communicate with. Will definitely be booking with her again!!”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
This was our first time using Rover, and Emilee made the entire experience so easy and reassuring. She was incredibly responsive, patiently answered all of our questions, and even proactively reached out with questions of her own to make sure she understood Harper’s routine and needs. Communication throughout Harper’s overnight stay was top-notch, and we felt very comfortable knowing she was in good hands. We had a great first experience and would absolutely recommend Emilee and use her again!
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 on Rover is $39 per night as of October 2026. Most bookings cost between $28 and $67 per night. 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 796 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.
<b>Tip:</b> 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:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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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