House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Winona, 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.
“What a sitter!…She was great! She told us she had two dogs …and I said great bring them!….Her dogs already play with two pigs at her home so they got along great with my pig Pua. The house was just as we left it…Pua was happy and content. Again a great great sitter!”
“Emily was absolutely amazing ! We received several pictures and videos a day, took the babies on trips. She made leaving them so much easier than I thought. I would recommend her to anyone and everyone.”
About: I’ve had dogs my entire life, worked at a vet clinic, learned CPR for dogs, and dabbled in training as well. I’m efficient at giving medications (even injectables), can do basic training, am cautious with any other dog interactions while walking, and am detail oriented to provide the best care. I enjoy interacting with your pet and becoming a familiar face they look forward to seeing while you’re gone! Let me love your fur babies like I do my own! I currently stay at home mostly with my daughter and my own dogs, work part time, and have a little extra time to dedicate to others who need help taking care of their pets! I want your pet to feel comfortable with me and enjoy the time I get to spend with them. I don’t mind sitting there for a while to work on earning their trust. All dogs are different and require different approaches to meet their needs. I very much enjoy getting to love on them if they let me and creating a fun environment for them while you are away. I also enjoy training basics if that is something that interests you! My favorite thing to do is bring special treats to each visit (with permission of course)!
“Alesia was an excellent sitter. She communicated promptly, sent pics and took exceptional care of our two senior dogs. House was clean and watered plants during her stay. We highly recommend her for your dog and house sitting needs!”
“Genesis took care of my four dogs, in my home, for a week and did a tremendous job! She’s super sweet and very conscientious. I’ll be using her again! Thank you so much, Genesis!! ❤️”
About: I have had a dog or cat in my life for over 5 decades. My parents raised dogs and taught me early in life how to care for pets. My heart has always belonged to some sort of pet from rabbits, guinea pigs to dogs and cats. Big dogs, smaller dogs and everything in between. I have loved them all. I am confident in my love and ability to care for all pets and appreciate my time with them. I feel pets are an essential part of my every day life. I am a Doggie Mama to 3 Basset hounds and a Rat Terrier who thinks he is a Basset hound. Our life is really blessed and very good and we wouldn't change a thing.
About: I’ve been in the vet med field all of my life, as my dad is a veterinarian and I am now a veterinary technician. I’m a single mom looking to love on your babies as much as we love on our own. I’ve had many years of experience in all animals. Caring for pets every single day has been a routine for me since I was little bitty. Being in the vet med field I have experience with young and old fur babies as well as special needs and pets that need medication Play time and snuggle time is so important for pets, especially through the stress of their parents being away. I can care for puppies and kittens, senior pets, and pets that need medical attention.
About: Experienced animal lover and caregiver 💕 I have three cats of my own and a chameleon. Currently I am a Primate Zookeeper at the Houston Zoo and have my Master’s degree in zoo management. I have experience with cats and dogs of all breeds. Dog Training and Postive Reinforcement Training certified. All pets welcome! 🦜🦎🐈🐾🐹💕 As a zookeeper I get home early in the day and would love to help others feel that there animals are receiving top notch attention and care. I am off on Mondays and Tuesdays and am flexible. I feel that play is a huge part of every animals life. Making sure that they stay safe is a given while providing there essential needs is crucial and any concerns I have will always be addressed with owners as open communication to me is so important. Pets are family ❤️
About: Veterinary-experienced pet sitter specializing in cats, senior pets, medications, and pets needing extra care. Injections, medications, and a little more love go a long way! I work full-time, but I have 2 cats as well, that would love to meet your pets! I would love spending my off days watching or keeping your pets too! I am well trained on medicines and foods. I’m good with crate training or anything else known before hand. My pets will be at my house, but they are very excited to see other animals. I can feed your food at request or what I have on hand!
About: I have always owned pets, however over the past few years I have began taking care of other peoples animals as well. I love all different sizes and breeds. I am excited to help care for your pets while you are away and I promise to love them they are my own. ❤️ I’m currently working part time at Texas Roadhouse in Tyler, so I will have plenty of time to care for your furry friends! I have a very flexible schedule as I am also taking online classes at Tyler Junior College. As of right now I am not offering in boarding as a service because I do live in an apartment complex with my Lab (Judge) and 2 guinea pigs (Miguel and Mowgly).
The median cost per night for house sitting in Winona is $40
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 - Winona
Select a filter and find qualifying sitters offering house sitting.Sitters in Winona average 3 repeat house sitting clients
FAQs for House Sitting - Winona
Frequently asked questions about Rover
As of October 2026, there are 192 sitters on Rover offering House Sitting across Winona. 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 Winona 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 Winona 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 Winona 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 Winona. On Rover:
- 100% 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.
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