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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Stephanie was amazing with our two golden retrievers! She stayed in communication with us and sent the best pictures! The dogs always looked so happy! She took great care of them, walked them and was just the perfect match for us!”
“Jenna does a great job caring for animals! She is very attentive and loves to spend time with them. She goes above and beyond (clipped their nails when I’m never able to successfully do it myself). House was left tidy. I was given picture updates as well!”
“Erika is amazing! Her care for my pup was so appreciated. She gave him so much attention and love that he didn’t even miss me during my multi-day trip away. This is our second time working with Erika and we will be seeing her again in the future. A+ service!”
“Karrie was fantastic! She stayed in our home, which helped our dogs feel comfortable and relaxed right away. She kept them on their usual routine, so we never had to worry while we were away. She was also a wonderful house guest and even washed dishes and bedding before she left. We couldn't have asked for better care and will definitely be booking with her again!”
“Melissa was ABSOLUTELY wonderful. She was very pleasant, easy to contact, and frequently updated me on the status of my pups. I will 100% book with Melissa in the future!!(:”
“This is the third time we’ve had Pamela stay with our pups. I can’t say enough good things about her. Our fur babies are always cared for as if they belong to her, and she leaves our house in excellent condition!”
“Lauren is amazing! She communicated regularly and sent pictures to us throughout our vacation. Our dog was well cared for and happy when we got home. We will absolutely book with Lauren again and recommend her to our friends!”
“Lilia was amazing with our rescue pup, Berkley! She is super calm and kind - we could tell our Berkley already felt comfortable around her the first time she met her! She sent us many photos throughout the weekend. She was very communicative and professional. We would recommend her to any friend or family member!”
“Angie was amazing and meeting her put me completely at ease! I knew our zoo was in good hands and would end up spoiled, which they were. She even left us a report card which was appreciated. Angie will be our go to sitter without a doubt!”
“At our meet and greet, my first impression of Daniel was, he has a very calm demeanor. Murphy is a very large and energetic dog. Daniel didn't flinch when he came barreling in towards him. He stayed with Pebbles and Murphy for 3 days. He was very early the first day. His communication is OUTSTANDING! I received so many pictures and updates. He even took out the trash! On one day, one of the dogs had vomited before he got here. He sent me pictures and asked what I'd like him to do. The next text I got said that he cleaned it all up, and that there were towels in the trash that he brought with him. He is so prepared, punctual, responsible, and trustworthy. I'm so glad I found him on Rover. I will most definitely book him again if he's willing to come back. I can't say enough good things about Daniel. I was able to relax and truly enjoy my time away with my new grandson and not worry about our fur babies. They were in excellent hands.”
“Kaitlyn was a joy to work with. She helped us when our 1st sitter canceled last minute and even rearranged her vacation to assist us with a meet and greet and then house & pet sit. Our dog Zeus loved her and his new pal Penny. Our kitty had some anxiety as expected from having another doggie friend but seemed fine when we got home. Kaitlyn was amazing as she came by a few days later to deliver our garage door opener. We’d definitely recommend her and will use her again in the future. Thank you Kaitlyn & Penny for taking such great care of our fur babies!”
About: I grew up on a farm. We had dogs, cats, horses, chickens, and ducks! I miss having them around. I’m excited to help take care of yours! I am retired from the airlines, I paint part-time. I do travel, but I am very flexible with my hours! I love to exercise and walk daily! I would be glad to take care of your pet at your home. I love going for walks, caring for animals, giving them attention! You give me the instructions and I can do it!
About: I’ve taken care of others pets or my own most of my life. I have had my current dog for seven years. He just turned 12 so I also have experience with geriatric animals as well I am a single father so my availability can fluctuate depending on if you are okay having a a 3 year old come and help (fully supervised) . Want to be able to best meet everyone’s unique needs! I will follow any and all instructions left for me. I’ll make sure your pet feels like you never left the house and that every need is met.
“Can’t say enough good things about Jessica. She was very professional, kind, and trustworthy. During our meet and greet she asked questions about caring for the dog and the house we didn’t even think of. She took excellent care of our dog Matilda, and our home. She communicated throughout the process and gave us all the updates we asked for. I recommend Jessica.”
About: I’ve taken care of my families animals as well as our own! I love all animals and want to make sure they have an amazing sitter! I currently have a part time job but I have extra hours/days to give and I would love to start caring for animals more. I make my schedule and yours work. I always make sure they have my attention. Staying observant for when they need to use the restroom, playing with them, or even sometimes all they need is to cuddle. I’m here for it all!
About: What sets me apart is my genuine love for animals, patience, and commitment to providing dependable, loving care. I understand that every pet has their own personality, needs, and routine, and I take the time to make them feel safe, comfortable, and loved. I am attentive to details, follow care instructions closely, and believe in keeping pet owners updated for peace of mind. Whether caring for an energetic puppy, providing extra attention to a senior pet, or keeping a pet company while their owner is away, I strive to treat every animal as if they were my own. My goal is to make every pet feel happy, secure, and well cared for. Pretty available throughout the week and on weekends. Certain weekends have more availability. During the week I work full time but able to let pets out multiple times in a day. I show my pets love and care by giving them attention and taking care of their essential needs. I love to spend time around them and comfort them.
“Kyle was fantastic with our two larger dogs and our aloof cat! He was super responsive and kept us in the loop on the happenings around our house while he house/petsat the weekend. Would definitely rebook him again!”
The median cost per night for house sitting in Winner is $50
Pet parents share their Rover experiences - Winner
Tania was a perfect housesitter for our GSD Nova while we were away for a multi-day ski trip. She was very flexible with us as we were struggling to leave and return on time, and was willing to help when a special delivery was scheduled for us while we were away. Nova seemed to really like her, and she was excited to run through training sessions with Nova each night. She also provided some of the best photos of Nova we have ever seen! I would absolutely recommend Tania to anyone.
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 - 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 is $50 per night as of October 2026. Most bookings cost between $33 and $80 per night. On Rover, 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 1,310 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 , 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 Winner. On Rover:
- 91% of sitters can help with special care needs
- 95% 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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