House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 3 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.
About: I have been around cats and dogs all my life. I just love all animals. Dog walking is great for their physical and mental health/improves their joints, and all around good therapy for me and your pet. Play time is also important. I will treat your furry family member with the utmost care & diligence. I am responsible, attentive, & detail oriented and will provide quality services. Currently available during the day. Just about anyday with a little notice. Can set up regular scheduled walk times. Or if you are in a bind, and need, on spur of notice. I am willing to walk from your home, or to a near by park. Giving attention and time. I typically like to know if they have a specific diet, medications, preferences, etc.
“Excellent! Morgan was wonderful. She treated our doggy just like he was her own. She stayed in our home and it was cleaner than when we left. Morgan sent updates and photos of Mav every single day. She even left us a beautiful thank you note.”
“Paul has been fabulous, responsible, caring, and magnificently attuned to our dog. We greatly appreciated the series of photos and videos that he sent us daily. Highly recommended!”
“We will use Tristen as our dog sitter as long as he is dog sitting!! Our (high maintenance) dogs love him! We always appreciate it when he watches our dogs! It makes for a carefree vacation knowing he’s our sitter!”
“Megan took great care of our cat and dog. She provided updates each day and made sure our pets were well taken care of. We would rebook her again and recommend her to anyone who needs care for their animals.”
About: I’ve been pet sitting for the last 3 years but I’ve been around animals my whole life! I’ve pet sat a variety of different animals like dogs, cats, birds, goats, bunnies and horses aswell as reptiles and fish. I’ve also cared for senior animals, puppies and kittens, and animals with disabilities. I’ve house trained my own dogs and cats. I also am very comfortable with administrating medicine as I’ve had to do it for animals big and small. I’m also comfortable with very energetic animals as well as skittish timid animals. I’m very flexible whatever works for you works for me! I do have a part time job but with enough time I can find ways to work with you around it. I understand some animals might require a lot of attention and that is completely ok! I want what makes the owner comfortable and the animal! Your animal will have 100% of my attention!! I’ll provide tons of updates and communication with you so you can have the peace of mind your fur baby is having the best time. Communication is a big thing for me so I’d love to know everything you’re comfortable with as well your pet. I’m a very clean and cautious person so I will ensure your pet has the best environment possible.
About: Hello! I have loved animals since I was a child, I grew up on a farm in rural Pennsylvania. As a kid, I got to see three litters of puppies be born. As an adult, I have two cats (one we found in our backyard at just a week old. I got into dog walking by accident, I was helping a lady in the community and her dog she rescued from India really liked me. She said her dog doesn’t like many people and asked if I would like to walk her some days. From then on (Dimple) and I were good friends. She was a fun companion during the day and I felt special because she took to me. I hope your dog likes me too! We live in a townhome community with great sidewalks for walking. We also have a dog park! Your pup is welcome to sleep and be wherever they feel comfortable in our house. We have 3 children who will keep your pup entertained!
“Our pups love Juliana and Caleb. It is so nice knowing we can go out of town and they are so well taken care of. Yesterday, we came home from warm weather in South Carolina to snow in PA, and they were kind enough to shovel our sidewalks and driveway. That was an amazing surprise. They are the best!”
“We hired Nimo to house sit our cat for nine days. She is a joy to work with. She took great care of our cat. She followed our instructions, responded to our messages, and sent us loads of adorable pictures of our cat. We could tell that she loves animals. We feel comfortable trusting her with our cat and would recommend her to anyone!”
About: Hello! I'm Olivia, an experienced veterinary nurse who would love to care for your fur kids when you're away! I can provide a variety of services such as feedings, walks, morning and evening check-ins, and medication administration. I love caring for all types of critters such as dogs, cats, reptiles, etc! I work a 4 day work week so I have extra time to care for your pets! I have the most open availability Saturday through Monday with more limited availability Tuesday through Friday, but I can still be flexible with morning/evening feedings/walks etc. I want to make your pets feel as comfortable as possible and care for them based on their individual needs. I can give them lots of pets and cuddles or love them from a distance :)
“Tabby was an exceptional house/dog sitter who accepted a last minute request for Thanksgiving week. I was thankful the previous dog sitter cancelled b/c I am so fortunate to find her. She would send daily updates, ask thoughtful questions and so many other little things that really added up (collecting mail, keeping up with my Xmas countdown, making the bed to it looked like a hotel bed, leaving the house looking as if no one was there at all). See? She was all around the perfect dog sitter. On top of all of that I felt so comfortable with her. She has a way of making you feel like you’ve known her a lot longer than you have. It was refreshing to know that our dogs were in good hands while we were away for Thanksgiving. I can’t say enough good things about her! 10/10 recommend and will absolutely book with her again.”
About: I’ve had cats all of my life, and have dog-sat for friends, neighbors, and coworkers since becoming an adult. My own little orange kitty has many medical adventures—so I’m also very used to administering medicine to cats. I have flexibility in my work hours and can work around routine meetings - allowing for flexibility when caring for our loved ones! I know some furballs need more together time than others so also have a job where I can work virtually too! I love working under instruction—every pet is different and needs different attention and affection! I love to give cuddles and have playtime, and am very detail-oriented when taking care of pets.
“Ashley was amazing! She notified us and sent a picture of our pups soon after she arrived. She kept us updated by emails and photos throughout her stay. Because our return was tentative because of driving back from a wedding, she stopped by in the afternoon to let the pups out prior to our return. I highly recommend her and will be using her again!”
“Cheyene did a wonderful job taking care our fur baby and house. She is hands down the most responsible and loving pet sitter we have used. Our dog was well taken care of. We highly recommend Cheyene and plan to use her again in the future.”
“Brittany did a fantastic job taking care of our pups! We had to book her last minute for the weekend and she took care of everything like a pro. Both of our babies took right to her right away and spent the day glued to her side. Brittany was everything you want from someone watching your pets- reliable, trustworthy, professional and caring. Would love to have her watch them again.”
About: I have cared for dogs from different breeds since I was 13. I have helped care for Great Dane puppies as well as newfoundlands. My family had a Anatolian shepherd and a husky so I have experience with big dogs and smaller dogs as well. I have 2 cats of my own and I have lived with cats as long as I can remember. I would love to care for your pet. I am home all day long and I am very flexible with my schedule. Let me know how I can work with your schedule to get your pets taken care of. I live in an apartment I am willing to walk dogs often I will play with your dog, love on your dog, everything a puppy requires.
The median cost per night for house sitting in Windsor is $50
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
The average cost of House Sitting in Windsor on Rover is $50 per night as of October 2026. Most bookings cost between $50 and $50 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 1,455 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 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:
- 95% of sitters can help with special care needs
- 97% 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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