House Sitting Winner
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Winner have booked house sitting
Winner, 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.
“Christy is the best dog sitter I have ever had. Our dog is very old and needy. She was so sweet with him and sent me pics all weekend of things he was doing. She kept me updated on how he was eating and taking his meds because I was worried he wouldn't do either while we were gone. I’m so thankful I found her and I have already booked another pet sitting appointment with her. Hire her, you wont be disappointed!”
“Jennifer is wonderful and took such good care of Henry. He may not have missed us. Lol. Great communication also throughout. Thanks so much for being available to care for him. 😊”
“Thomas did a great job with Jojo. She instantly took to him and they bonded quickly. Thomas had a great level of communication and definitely made sure my little girl was taken care of.”
“Kyleigh took care of our post-op senior dogs over several days, and everything was wonderful. She gave them meds, removed the cones for meal time, and made sure they were snuggled and loved while we were away. We couldn’t have asked for a more responsible and respectful caregiver. Highly recommended!”
“Mindy was great with Ruby and Brutus!!! Boxers can be a lot to deal with but she did a great job!! Would recommend her to everyone. Will definitely be asking her to watch double trouble again!🤣”
“Emily is absolutely fantastic. She loved on our babies and took great care of them and our house. She’s super responsive, very likable and has a genuine love for animals. She sent us tons of pictures and updates which made our stay away from them much easier. We’ll definitely be using Emily again.”
“Jacob was very accommodating with my ever changing schedule. He connected well with my Daisy and I believe spoiled her even more so than she already is. I will definitely be using him again.”
About: What sets me apart from other Rover sitters is my specialized experience in both puppy training and senior pet care. I am skilled in positive reinforcement techniques, ensuring that young dogs develop good habits early on. Additionally, I provide compassionate, attentive care tailored to senior pets’ unique needs, including administering medications and supporting mobility. My dedication to personalized, loving attention ensures every pet feels safe, comfortable, and happy in my care. I’m currently working part-time remotely , so i’ll have plenty of time to play with your pups or kitties! Right now I’m available 24/7 because I am saving to having a child! When caring for pets in my clients' homes, I ensure their comfort, safety, and well-being. I maintain feeding schedules, provide fresh water, administer medications if needed, and engage in playtime and exercise. I respect the pets' routines, offer companionship, and keep their environment clean. I communicate regularly with clients, updating them on their pets’ health and behavior, ensuring peace of mind while they're away.
About: I've always had dogs but starting in high-school I began doing extended stay dog care for friends of my parents and neighbors. I've worked with all ages, from puppies to very senior. I work jobs that allow me a somewhat flexible schedule if I needed to go check on a pet. I also don't travel for work so I always around. I takes walks daily so adding a dog to that routine would be a pleasure. I make time for animals because they heal me. I will always respect the owners home and wishes for how the animal is to be worked with and I always make sure that I have a clear understanding of what the owner expects.
About: What sets me apart is my genuine love for animals and my hands-on experience caring for pets every day. I currently help care for four dogs, giving me daily experience with feeding, exercise, playtime, and meeting the needs of multiple pets. I also volunteer at my local animal shelter, where I help care for both dogs and cats of different ages, sizes, and personalities. I have previously owned cats, which has given me a strong understanding of feline behavior and care. I am patient, dependable, and attentive, and I treat every pet as if they were my own. My goal is to provide a safe, loving, and stress-free experience for both pets and their owners. Pet care fits naturally into my weekly routine. I work part-time at Fish Springs Marina, which gives me a flexible schedule and plenty of time to care for pets. I’m available for walks, drop-in visits, and house sitting before and after work, as well as on many weekends. I enjoy spending time with animals and make it a priority to provide reliable, attentive care while keeping each pet on their normal routine. I believe every pet deserves to feel safe, comfortable, and loved while their owner is away. When caring for pets in a client’s home, I follow their routine as closely as possible, including feeding schedules, walks, playtime, potty breaks, and any special instructions. I always keep pets secure by using leashes during walks, ensuring gates and doors are closed, and paying close attention to their behavior and needs. I treat every home with the utmost respect and keep owners updated with messages and photos so they can have peace of mind knowing their pets are in caring, trustworthy hands.
About: Animals have been a part of my life since I was 8 years old, and caring for pets has always come naturally to me. I have experience caring for both my own pets and the pets of friends and neighbors, including dogs ranging from 5 to 65 pounds. I’m comfortable working with senior pets, anxious pets, and different personalities, always making sure they feel safe, loved, comfortable, and well cared for while their owners are away. I currently work part-time, giving me a flexible schedule and plenty of time to provide attentive, reliable care, walks, playtime, companionship, and comfort for pets. I currently provide care only in clients’ homes, following each pet’s routine, feeding schedule, medications, and special instructions to keep them comfortable, safe, stress-free daily
“Heather was wonderful pet/house sitter for our dog. It was the first time we left him with someone that wasn't family, and he did great. She sent us updates and pictures twice daily. It was nice to see he was being well cared for while we were away. She also took great care of the house and left it possibly cleaner than when we left. I highly recommend Heather!”
About: I truly cares for dogs and cats & I am consistent, attentive, and responsive. Safe, clean living environments I believe in patience, care, & understanding. Adjusting care based on the animal’s personality and age I have 30 years experience with animals. I provide in house care for your pets and I will stay in your home. I will make your pet my priority. I can be flexible to your schedule and I will come to your home to care for your pets whenever you’re away or out of town I can be flexible to your schedule and I will come to your home to care for your pets whenever you’re away or out of town. I only care for animals in their home environment
About: I have a love for all pets. I love caring for animals. I would love to share my love with your puppies or cats. Have had pets in my life for 50 years. I have availability must anytime. I have 4 yorkies an 1 goldendoodle of my own. I also help with several dogs an cats other than my own. I have a large fenced in yard. My dogs all play together but can also let play alone. In summer i keep puppy pools out also.
“Deanna had great communication with us. She sent pictures as well as update updates. She spent time with all animals and she left the house clean. I would love to have her sit with dogs again.”
“All I can say is Gad is awesome.we just completed a two week trip and Gad took care of our fur babies while we were gone . Our dogs loved him and he spent a lot of time with them. They are both senior dogs and need a lot of care . Pills twice a day etc… and Gad went over and beyond expectations. One of my dogs wasn’t eating for a couple of days and Gad even bought him chicken and grilled it on the grill for him . Well needless to say my dog ate . Gad is very respectful and very responsible. I would highly recommended Gad .”
“Hailey was exceptional!! She was on time, communicative, and extremely respectful. She sent me updates and pictures of my fur baby. I definitely would highly recommend her.”
The median cost per night for house sitting in Winner 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.
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 3 repeat house sitting clients
FAQs for House Sitting - Winner
Frequently asked questions about Rover
As of August 2026, there are 266 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.
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 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winner. On Rover:
- 80% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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
