House Sitting Winner
Find a loving house sitter to watch over your pets and your home.
Over 52 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.
“Gabriela was wonderful! Her response time was very prompt from the beginning. She sent many pictures while we were away and followed instructions for our pup’s care to a T! We also came home to find the house just the way we left it. Would definitely recommend her and reach out again if we are ever in need of care for our sweet Mabel!”
“Stephanie did such a great job with my 2 active dogs, and kept me informed regularly with updates, photos, videos and more. I’m grateful for her attention to their care, exercise, meal routine - she did it all. And she left my home clean and organized as well! I’ll be checking her availability for all my upcoming needs for in-home dogsitting 🙏”
“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!”
“I cannot recommend Jason enough as a dog sitter! From the moment we met, he made me feel completely comfortable leaving Dax in his care. Jason was incredibly accommodating and went above and beyond to ensure both Dax and I had peace of mind. He kept me updated with plenty of photos and videos, which showed just how much Dax loved his time with Jason—especially all the playtime! It's clear Jason truly cares about the dogs he watches. If you're looking for someone reliable, attentive, and genuinely kind, Jason is your person. Dax and I are so grateful for him!”
“Emma is amazing! We got lots of updates and pics while we were gone. It’s obvious that she enjoys our dogs as much as they enjoy her! I actually think my dogs were mildly disappointed when she left for the morning and WE showed up a couple of hours later instead of her :)”
“We couldn’t be happier with the care our fur babies received from Jenna! She stayed overnight and took wonderful care of them, giving us complete peace of mind while we were away. It was clear our pets were loved, comfortable, and well cared for. We also came home to a spotless house, which was such a nice bonus. We highly recommend her to anyone looking for a trustworthy, caring, and responsible pet sitter. We already have her booked again for our next trip!”
“Jenna was great. Super communicative, very attentive during the meet and greet, and sent regular updates for both my pets. I would definitely have her house sit again!”
“5 star plus🌟🌟🌟🌟🌟🌟 service by Adrienne! On time, great communicator and most important she really cares about our animals. She takes special care to follow care instructions to the letter. Provided detailed daily reports with photos. House was immaculate when we got home. Absolutely trustworthy. Will definitely have Adrienne pet sit our boys again in the future. Thank you Adrienne!”
“Incredible service and excellent communicator! Very prompt and took care of our doggos wonderfully! I’ve already rebooked her for multiple occasions! I highly recommend her to everyone!!”
“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!”
About: I love animals—all of them. I've had animals in my home since I was born, including dogs, cats, lizards, guinea pigs, and more. Over the years, I've gained a lot of experience caring for different kinds of animals, and I've found that understanding them comes naturally to me. Animal body language and communication are things I pick up on easily, which helps me recognize when a pet is comfortable, nervous, excited, or needs something. I genuinely enjoy spending time with animals, but first and foremost, my priority is making sure your pet feels safe, comfortable, and well cared for. I'll keep you updated on your pet's status to ensure you have comfort knowing someone is keeping a watchful eye over them. Currently, I'm unemployed as I'm awaiting openings in an electrical program I'd like to get into, so I have more than enough time to take care of whatever needs you may have! When caring for a pet in their home, I make their safety and comfort my top priorities. I follow the owner's instructions and routines as closely as possible, including feeding, walks, medication, playtime, and any other specific needs. I also make sure doors, gates, and other potential escape routes are secure, and I pay close attention to the pet's behavior and body language so I can recognize when they are stressed, uncomfortable, or need space. I treat every home with the same care and respect that I would want for my own.
“Sydney was a wonderful house/pet sitter and I would recommend her to anyone. I was very comfortable knowing our pets were well taken care of and she took better care of our home than we do 😂”
“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”
“Hailey was amazing! We were gone for a full week and she took such great care of our girls. One of our pups had some stomach issues. She took time to pick her up from the vet, get additional meds and help our sweet girl. We were so lucky to have her!”
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.
“Jennifer goes above and beyond, helps with watering the plants as well as making our little lady feel loved and safe while we are away. It’s hard being away from our dog while we are traveling but we know Ilsa is having a great time without us because she’s with Jennifer.”
“Kaylee was wonderful! First time using her and we have zero complaints. She even took care of our chickens, got their eggs each day, and loved on our old pupper. Recommend to anyone!”
“Paola was so attentive to our beloved Kona. She went above and beyond day after day, very consistent with check-in and photos, so we could see our dog as she even offered to clean up around the house a little bit and do anything that needed done while we were away of all of the rovers, I’ve tried this has without a doubt been our best experience. Quit looking for other rovers just go ahead and book Paola with confidence.”
The median cost per night for house sitting in Winner is $45
Pet parents share their Rover experiences - Winner
Lisa was absolutely amazing! She went above and beyond in every way. She kept us updated throughout our time away, took great care of everything, and even helped out with things around the house. When we came home, the house was spotless—honestly, it looked even better than when we left! But what really makes Lisa stand out is how caring, trustworthy, and genuinely wonderful she is. She’s so easy to talk to, incredibly easygoing, and you can immediately tell how much she truly loves animals. We felt completely comfortable knowing everything was in such good hands. I would highly recommend Lisa to anyone looking for someone they can truly trust. She went above and beyond, and we couldn’t have asked for a better person to care for our home and animals!
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 for House Sitting in Winner on Rover is $53.28 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 1,376 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:
- 93% 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.
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