House Sitting Winner
Find a loving house sitter to watch over your pets and your home.
Over 57 pet parents in Winner have booked house sitting
Winner, Find top rated house sitting
“Stephanie, you did an absolutely amazing job watching my dogs and house! I felt completely at ease the entire time I was away. The dogs were happy and well-cared for, and everything in the house was perfect when I returned. Thank you for your exceptional care and reliability! Can’t wait to book with you again. PS thanks for racking your weights!”
“Alyssa did a great job with our anxious doggies! They seemed very content when we came back from our trip which is a testament to how well she did with them and how comfortable they were with her. We will definitely look to her in the future!”
About: In the course of over 10 years I've cared for multiple breeds and sizes of dogs, from mini Aussies, rottweilers, Pitbull mix, small dogs breeds etc., I'm currently very flexible with my schedule and can fit in morning, afternoon, evenings and weekends with advanced notice. This free time allows for me to house sit, check in on your pet/s and take them on long walks! I do have a fenced yard and safe surroundings, however for consideration of others who live in the same residence, I'd much prefer care for your pet elsewhere.
“This is our first time using Rover and Jason was awesome to work with and lived close to us. He took great care if our dog Lexie and played with her in our back yard. It is nice to know we have someone close by to watch our dog when we need to be away.”
“We have had multiple dog sitters stay at our house since moving to KC a few years ago, Rhonda is our absolute favorite! Our dogs are so happy everytime we get back and the house is always exactly how we left it.”
“Karrie did a great job and caring for Chase and the house! When we got home Chase was his happy self and really seemed like he enjoyed Karrie’s company. The house was well taken care of as well!! Would definitely book with Karrie again!”
“Jenna was so fabulous. This was my first time using rover and she really helped ease my anxiety with leaving my fur babies in her hands. She sent so many pictures and took through notes of my pets routine and daily needs, which was very much appreciated.”
“I’m so thankful for Erika! I was nervous about leaving our 14 year old cocker spaniel Sophie for a week long trip. Erika was conscientious, communicative, flexible, professional, kind, trustworthy, mature, and responsible! She really loves animals. I can’t recommend her highly enough. When we returned home, Sophie was peaceful and content, calm and happy. Thank you, Erika, for making our vacation enjoyable by taking such good care of Sophie and our home.”
About: I loved animals ever since I was a kid and raised and trained my dog Zephyr since he was a year old. I adore all animals care for two rodents of my own named Orchid and Meadow. I often petsit for my family and friends and have taken care of a wide variety of animals. I've taken care of pets of all ages from puppies to my senior dog who currently has from dementia. I am very patient and licensed CNA so I know how to handle a mess. I am a freshman in college though my classes are very light. I'm free after 9am on Mondays and Wednesdays, Tuesdays and Thursdays I'm free after 12:15 though I can come in earlier anytime before 9, Fridays can vary for me but I'm typically free after 9-10 am though sometimes if I have an exam it might be an hour or so later though I can always make arrangements if necessary. I care for pets by following their routine, spending lots of time with them, and making sure they feel safe and comfortable while their owners are away. I’m respectful of my client's homes and always clean up after the pets and leave everything as I found it. I After a procedure my dog needed to be crate trained so I know how to handle that.
“Karen did a great job dog sitting for me at my house. I have two doodle mixes with very different personalities. I got pictures of them every day and they were all taken care of when I arrived home”
“We were traveling for nearly two weeks and were understandably nervous about leaving our pets, but Jennifer was amazing and quickly put our minds at ease. She was responsive, communicative, and regularly sent photos and updates throughout our trip. What stood out most was that her daily updates included thoughtful observations about our pets' personalities and behavior, which made it clear she was spending quality time with them and getting to know them. It was so reassuring to know our senior dog and crazy cat were comfortable, happy, and well cared for while we were away. Jennifer also took great care of our home while we were gone, including watering our plants, which we really appreciated. We will absolutely be reaching out to Jennifer for our future pet-sitting needs, and highly recommend her to other anxious pet parents.”
“Thanks for watching the pups once again! They were in a great mood as always with you when I get back from a trip, really appreciate your diligence and the safe of mind you provide”
“Thomas was amazing with our animals. So loving and kind, they were happy and healthy when we returned. He also took immaculate care of our apartment, it was clean and tidy when we returned!”
About: Hi, my name is Philip and I love dogs. Through my life so far I have always been jealous of my friends whose parents allowed them to have a dog. But I take every opportunity that I can to play and care for dogs That being said, I have helped care for a couple of neighbors dogs and take them on many walks. One of them was German Shepherd puppy that I even was able to train and I grew quite attached. Whenever I am able to move out I plan to get a German shepherd for myself because of how much I loved my neighbor's puppy. I am currently working part time so I have a good bit free time on most days. I can walk or dog/cat sit weekdays and weekends most of the time until I get a full time job! I can care for a pet in your own environment however you would like me too, I'm very open and flexible as long as I have clear instructions and resources. I'm up to almost any task!
About: I’ve had dogs all my life and it seemed the family dogs always gravitated toward me. I can’t imagine life without them! I’ve been caring for other’s dogs ever since I got my drivers license. The first dog I watched for a family (a beautiful Alaskan husky) had diabetes and required diabetic shots twice a day. Even though it hurt to have to give him shots, I loved having the opportunity to care for dogs other than my own. Since then I’ve had the opportunity of being the go-to dog watcher for several families with several different dog (and cat) breeds. I will make every effort to give your dog the same care that I was able to give Skyler and the rest of the dogs I’ve had the great fortune of watching and taking care of. There’s not many things that give me more joy than spending time with dogs. Now that I have more time on my hands in my 30’s I have recently gotten connected with volunteering with KC Pet Project. Dogs deserve all the love in the world. I currently work from home Monday and Friday so in addition to the weekend, it opens up availability to be present for the doggie. I’m in the office Tuesday - Thursday but available for morning/evening and quick bathroom breaks over lunch. I have a fenced in backyard and ample space inside the house to make your dog comfortable. I can crate if needed, but also have rooms that can function as “dog” rooms for the periods when I need to leave the house. I have my own Belgian Malinois, who mostly does her own thing. :)
About: I grew up on a farm with many dogs, cats, and other animals. In my adult life I have owned a cat, many dogs and a beta fish. I have worked and cared seniors, along with their animals, the last 6 years. I'm currently looking for a job so I have plenty of time to care for your animals. I am single with no children or animals at home so I have a lot of flexibility to come to you. I will follow whatever instructions you give to me to take care of your animals. Also if I am staying in your home, I will respect all of your rules.
The median cost per night for house sitting in Winner is $50
Pet parents share their Rover experiences - Winner
Lisa was amazing!!! I was a first time user of Rover and could not be more pleased. She took such good care of my baby I don't think Dottie wanted me to come home. :-) Will definitely use Lisa again. She was wonderful. Daily updates and lots of pics. I was completely at ease knowing that Dottie was in the best of hands!
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 - Winner
Select a filter and find qualifying sitters offering house sitting.Sitters in Winner average 4 repeat house sitting clients
FAQs for House Sitting - Winner
Frequently asked questions about Rover
The average cost of House Sitting in Winner on Rover is $50 per night as of October 2026. Most bookings cost between $33 and $80 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 1,331 sitters on Rover offering House Sitting across Winner. 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 Winner 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 Winner 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 Winner 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 Winner. On Rover:
- 94% of sitters can help with special care needs
- 96% 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.
Connect anywhere with the Rover app
