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.
“Julie did a great job caring for our dogs! She sent lots of picture updates and was a quick communicator. Julie was able to be at our home with the dogs the majority of each day to keep them company. She gave them new toys and spent a lot of time with them playing outside!”
“As always, Hope was an amazing sitter for our dog, Chester. This is the third time we've asked Hope to stay at our house with Ches. We trust her completely and Chester loves her. She is communicative, polite, courteous, and tidy. Highly recommend!”
“Just simply remarkable! My pups loved her and she was very hands on with playing and wearing them out. Thanks Savanna I will look forward to having you over next week!”
“Andrea was great! Very communicative, she shared many pictures of the pups while we were away and provided a daily recap of everything she did with them. I’d definitely recommend!”
About: I’m a very active person and I will return your pup to you worn out from their vacation! I have been taking care of dogs intermittently since I was 10-11, and I love dogs of all sizes and breeds. I’m comfortable with big dogs, and I’m not one to let a dog take advantage of me and my treat jar. I’m also very comfortable with little dogs! Lap dogs are always welcome in this home :) With the recent passing of my dog, I am ready to bring a furry friend back into my home while you're away. My job is very flexible, and I am able to work from home or drop in to let the pup out for potty breaks if needed. I love to go on long walks after work, and your pup will enjoy those with me. I love walking to Domino Park, and would love to let your pup run in the dog park if you're comfortable. Otherwise, we will make long loops around the neighborhood. My roommate and I live on the first floor of a beautiful, large apartment. My office/guest room includes a lovely twin bed that your pup can relax on while I work. I have experience with senior dogs as well, and the first floor apartment could be perfect for a pup with mobility issues. We both absolutely love dogs and someone will always be around to give snuggles!
“Terry 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!”
“Kylie 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!”
“Sheila 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!”
“As usually, Emma was great with Delilah. We booked Emma a little last minute, and were so thankful she was able to stay with our pup for the weekend. Ample walks, constant attention, great communication and even great in the face of getting locked out of our house! We’d book Emma again in a heartbeat!”
“Alexys did a Great job with my old chocolate lab, Bentley! I appreciate her spirit and compassion for how she cares. She was always on time and Bentley really enjoyed being with her!! Thanks for all of your hard work!!”
About: I’ve been around dogs my entire life and have developed a genuine understanding of their needs, personalities, and routines. I’m dependable, attentive, and committed to providing every dog with safe, caring, and enjoyable walks. I am currently not working while focusing on my back care, so I have a flexible schedule and plenty of open availability for pet sitting. I care for pets like they’re my own, following their routines, providing food and fresh water, giving plenty of attention, and keeping them comfortable.
“5/5 stars because that is the maximum that Rover allows us to leave! Sandra took care of our slightly older therapy dog and our one year old puppy as if she had known them her entire life. She managed their medications, regular routines, and overall happiness with ease that made us comfortable being away for school and vacation. Sandra not only made time to meet our fur-babies…she came back a couple times to make sure she knew the best place to give them walks, know favorite treats, and make sure they were as happy as they could be. They got a vacation during our vacation! We are so excited to have her back to watch our furry family members later this month. We cannot say enough good things about how she treated our pets, home, and the whole experience. Thank you, Sandra!”
About: I’ve been an animal lover my entire life and have over 30 years of experience caring for both dogs and cats. I grew up with cats and have spent the last several years loving my own Aussiedoodle, Scout. We recently lost our cat, and I truly miss those kitty cuddles, so I’d be thrilled to spend time caring for yours. Whether it’s walks, drop-in visits, feeding, playtime, or simply giving your pet companionship while you’re away, I’ll treat them like family. I’m active, dependable, detail-oriented, and happy to follow your pet’s routine exactly as you prefer. I’ll also send plenty of photo and text updates so you can relax knowing your pet is happy and well cared for. I work for myself, which gives me a flexible schedule and allows me to provide dependable care throughout the day. I’m available for walks, drop-in visits, and pet check-ins. Whether your pet needs a midday potty break, a long walk, or some extra love while you’re away, I’ll do my best to accommodate your schedule and keep your furry family member happy, exercised, and cared for. Your pet’s safety and comfort will always be my top priority. I understand that every animal has a unique personality and routine, so I’ll carefully follow your instructions for feeding, medications, walks, playtime, and any special needs. I believe in earning both your trust and your pet’s trust through patience, consistency, and kindness. You’ll receive regular updates and photos during each visit, and I’ll always treat your home with the same respect I’d expect someone to show mine.
About: I have over 6,000 hours in the veterinary field including general practice, emergency, and equine care. I am trained to care for pets of all ages. Animals are part of my everyday life, both at home and work. I enjoy starting and ending my day caring for pets, weather that’s morning walks, playtime, or quiet cuddles. Spending my time with animals is one of the best parts of my routine. Whether in my home or yours I provide structured, attentive care tailored to each pet’s individual needs. I’m experienced with administering medications, monitoring behavior or health changes, and creating a calm fear free environment.
“Appreciated the pictures and the responsiveness to email. The only thing that keeps me from a 5 rating is that I was unable to actually meet Scott in person. Part of that may have been on me as the request was "last minute." Maybe next time we can meet in person.”
“Joseph did a great job with our leash aggressive dog. He did a great job following our directions and respecting our home. He took our pup on so many adventures and sent lots of great pics of them having a blast! Would definitely recommend!!!”
“Christine was fantastic! She took such great care of my babies while I was away and gave me complete peace of mind. She sent frequent updates and pictures so I always knew how they were doing, which I really appreciated. She also went above and beyond by leaving the house in great shape—washing the linens and towels, doing the dishes, and cleaning up after herself. It was so nice to come home to a happy house and well-cared-for pets. I would absolutely book Christine again and highly recommend her to anyone looking for a reliable and thoughtful house sitter.”
About: Ask anyone who knows me, i'm the ultimate dog-lover! In 2018, I became a professional pet care provider with Eola Pets in Orlando, FL. I have provided any sort of care to any sort of animal you can think of. From long, energy focused walks to short potty breaks, administering oral medication or injecting insulin, training 6 month old puppies or being a companion for our senior friends. Dogs, cats, birds, rabbits, snakes, reptiles, fish. I have experienced it all and would love to help care for your creature! I work from home M-F, so I’m able to adjust my schedule to your needs! We do three 15/20 minute walks between 8am-5pm then an, at least, one hour walk in the evening or a few hours at the dog park with our other dog friends! I can be as flexible or as strict to a schedule as you need! Every dog that crosses my path is treated like family and gets the ultimate care package when with me. I have a seven year old husky who loves making friends! We do plenty of walks around our neighborhood so there’s lots of opportunity for socialization training and even a neighborhood dog park, if you approve! There will always be supervision in the home. If needed, my dog can be crated or kept separate.
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.
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
As of October 2026, there are 1,426 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:
- 94% 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.
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