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.
“I 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!”
“We couldn’t 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 Phil’s new friend and we can’t wait to have you back again!. 5⭐️⭐️⭐️⭐️⭐️, ‘no notes’ as the saying goes. 🥰.”
“Julie 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.”
About: I have tons of experience training dogs for fun I offer basic obedience training during my stay I do everything I can to make sure your pets in the best care while your away! I’m currently available a lot. I have my chihuahua Roo and pet sitting is one of my favorite things to do! I have a lot of experience and knowledge I exercise, play, feed and spoil all of My clients pets and the comfort of their own home! Depending on the pet we go for walks or lounge around!
“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!”
“Noa was absolutely amazing!!! Her communication, fantastic!!!! Pictures of all my babies, memeable and cute!! My animals loved her even my shy senior cat came to hang out with her! My St. Bernard can be dog reactive and she handled her perfectly!”
“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!”
“We cannot say enough wonderful things about our in-home pet sitter Tonia! She stepped in on very short notice and immediately put our minds at ease. From the moment we connected, her professionalism and genuine love for animals were clear. She did an exceptional job caring for our two dogs, not just meeting their basic needs, but truly engaging with them. It was obvious they were happy, comfortable, and well cared for while we were away. She kept us updated and sent lots of photos, which gave us tremendous peace of mind. Beyond caring for our pets, she treated our home with the utmost respect, treating it as if it were her own. Everything was spotless and exactly as we left it. We could not be happier with the experience and feel so grateful to have found her. We will absolutely be using her again and highly recommend her to anyone looking for trustworthy, attentive, and compassionate care for their pets and home.”
“Christiane was absolutely amazing! By far the best sitter we have found on Rover - and that’s saying something! We came home to a clean home and a happy dog! Plus received the sweetest updates and photos during her stay. Do not hesitate to book Christiane!”
“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.
About: I am a 24 year old college kid studying Disaster Management. I love animals and have been around them my whole life. Big dogs are my fave but who do not like cuddling with a lap dog?? I can walk your dog feed them. What ever you need with your dogs I can provide. I have one dog at home his name is Murphy!!! He is a 75 lb golden doodle, ball of fur. He loves other dogs and loves to play. Because of that your dog will never get bored even if I have to leave the house to go do something. I also love walking dogs! Since I could walk I have been walking dogs! I am working part time but I build my own schedule. I always take my dogs on walks every day. Or let them play in my large fenced in backyard I have a large fenced yard for the dogs to play in. There is never a need to worry when I am watching your dog.
About: As your pet's second best friend, I offer tailored care, genuine love, and a paw-sitively unforgettable experience! I am well educated in dog training, ensuring they’re mentally and physically stimulated, to overall pet health. I take care of my dog to the fullest extent, your dog will be treated all the same as a new member of the pack! To ensure safety and health, we don’t play right after eating to avoid bloat, I am very conscious of heat on their paws when walking on different surfaces, I avoid rawhide treats and go with homemade or very natural treats instead, and those are just scratching the surface of do’s and don’ts! I keep a structured but flexible routine, which allows me to give your dog plenty of attention, exercise, and consistency. I prioritize walks, potty breaks throughout the day, and lots of playtime and enrichment. I’m home often and very intentional about making pets feel safe, comfortable, and cared for. Whether your dog needs structure, cuddles, or high energy engagement, I adapt to their personality and routine to make their stay feel as close to home as possible! Your dog’s safety and comfort are my top priorities. I have a well-socialized dog, Dilo, who has a background in working in high stress environments to not be reactive. Nonetheless, I always do slow introductions to ensure everyone feels safe and comfortable. If needed, I can crate or provide separate spaces for rest and decompression. Inside my home, I maintain a clean, structured environment with plenty of space for play and relaxation. I closely monitor interactions, follow feeding instructions carefully, and stick to your dog’s routine as closely as possible so they maintain some sense of routine while being away from home.
About: What sets me apart is that I treat every pet like they’re part of my own family. I’m patient, dependable, attentive, and I take the time to learn each pet’s personality, routine, and individual needs. I’m comfortable caring for pets of all ages and energy levels, from playful puppies and young dogs who need extra patience and consistency to senior pets who may need a slower pace, medication reminders, extra bathroom breaks, or additional attention. I’m also happy working with shy, anxious, or nervous pets and always let them warm up to me at their own pace. I believe the little things make a big difference—keeping pets on their normal routine, providing plenty of play and affection, and making sure they feel safe and comfortable while you’re away. I’ll also keep you updated with photos and messages so you can have peace of mind knowing your pet is happy and well cared for. Most importantly, I understand that trusting someone with your pet is a big deal. I take that responsibility seriously and strive to give every pet the same love, patience, and attention I would want for my own. Pet care fits naturally into my routine. I’m dependable, flexible, and able to provide consistent walks, playtime, attention, and loving care throughout the day. I provide a safe, loving, and comfortable environment while following each pet’s routine. I give plenty of attention, exercise, playtime, and affection, while respecting their individual needs.
“Wow wow wow! I am so blow away by how amazing Breanna was with our babies. We had a last minute cancellation and Breanna swooped right in and saved the day. She paid close attention to our Shiba Inu’s special needs as well as our 90lb golden retriever who thinks she is a shiba. Breanna successfully gave medication to one of our dogs and she really went above and beyond by giving them so exploration time on the leash. She made my dogs feel safe and protected while we were away. THANK YOU BREANNA!”
“Tatum was the most respectful, loving, and caring sitter for my new puppy! She was very knowledgeable about dogs! She did everything I asked and followed directions clearly. Tatum also sent me a ton of pictures and text updates throughout her stay at my apartment. I am so happy I found her as my sitter!!! After I had a tough time with a different sitter in the past, she definitely made me feel comforted that my puppy was taken care of. Very professional care! I will be using her as much as possible!”
“Steven did an awesome job house sitting with our 3 dogs while we were out of town for a week. He sent plenty of updates and pictures and took the pups on plenty of walks. Would definitely recommend!”
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 November 2026, there are 1,443 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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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