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.
“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, so caring for them comes naturally to me. From playful puppies to senior dogs who need extra patience and hands-on care, I’m experienced with it all—including helping with feeding, hydration, and bathroom needs. I’m a true animal lover and go above and beyond to make sure every pet feels safe, comfortable, and loved. I am currently working full time but am available during weekends at anytime, anytime before 9 am, and anytime after 5 pm. I'm usually up by 4:30 am so I can start the day early. I can watch any dog at your home whether or not you have a fenced in area. I currently don't have my own space I live in apartments so it is limited but not totally unavailable
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)!
About: I have been fortunate to love and care for pets of all types for over 40 years. I have cared for dogs of all sizes from Great Danes to chihuahuas and cats of all temperaments. In college I worked at a rescue facility for animals and I also have worked with farm animals. I have some medical experience and comfortable giving medications and treatments on animals with instructions. I am semi-retired and can spend more time with your pets. I am retired from my corporate job and work sporadically as a professional real estate inspector. When hired to care for your pets I will have few distractions and will be able to spend as much time as needed caring for them. At home I have 2 small-medium sized dogs that are friendly with other dogs. I have a large fenced in yard that the dogs have full use of. I also have a pool that dogs who like to swim can use. I frequently take them on walks at a local park or longer hikes at Tyler State Park. At your home I will treat your pets and home as if they were my own. I am able to check in frequently or stay with them, depending on distance and their needs.
About: I've had many pets all my life, multiple dogs and cats. I've dealt with all different personalities with our cats. I love animals and have always had a soft spot for them. I'm currently a Sophomore at UT Tyler, and have two classes in person and the rest online. My week is pretty clear, my cat is self sufficient with her automatic feeder and litter box. I would take the dogs on walks, care for them throughout the day, feed when needed. For cats, I would make sure they are drinking enough water and well stimulated.
“I have never been happier than when Momo came over and took care of all of our beautiful animals. She kept the house lovely and everybody was just so happy and safe and comfortable when we got home. It was great!!”
“Kimberly did a great job caring for our 2 pups while we took a mini vacation. She stayed with them in our home overnight and when we returned the pups were happy and the house looked fabulous. We highly recommend her as someone trustworthy to care for your pup family members.”
“Robbie was fantastic! I knew she would be a perfect fit from the moment my fur babies met her. They instantly were drawn to her. I highly recommend her and will definitely be booking with her again. Thank you, Robbie for taking such great care of my babies and my house.”
“100% would rehire Aleisa! After a 10 day trip away, our house was left in spotless condition and our Wendy was happy and healthy. Wendy is a timid dog and the only thing she really needs is attention and love and she definitely received that! So happy we found Aleisa!!”
About: i’ve been having dogs since i was 6 and i love them and i currently have one named darky, a small dog who’s hyper i’m currently working part time from 5am-9am sometimes i stay till 1:30pm, but i’ll be free from 10am-7pm monday-friday and weekends whenever :) i keep my dog inside since i have no fence and i make sure my dog isn’t getting to any trouble, and i keep him company
About: I have personal experience with all pets; small and large animals [ dogs, cats, horses, and cattle]. I have helped with animal feedings and bathing. I care for other's pets like they are my own. I am a full time outdoor education instructor at Sky as well as getting my master’s degree through DBU online, so I am available to pet sit/do overnight trips anytime with my flexible schedule! In my client's home, I will make sure that the yard and house is secure and safe. I will also check for accidents around the house, including upset stomach accidents. I will make sure that the pets are fed on a schedule, and fresh water is provided.
“Absolutely amazed by Alexis and how well she did. Very professional and had no problem watching our house even with some of the extra tasks asked of her. Ive had sitters in the past but never have I come home to house that felt cleaner than when I left. I appreciated the daily updates and behavioral observations. 10/10 will use her again”
About: Hi! I’m Rachel, a nursing student with 9 years of pet care experience and a huge soft spot for animals. I’ve spent years caring for dogs and cats with all kinds of personalities—from high-energy pups who need lots of playtime to shy or anxious pets who need a calmer, more patient approach. I’m a pet owner myself, so I know how nerve-racking it can be to leave your animals with someone new. My goal is to make that as easy as possible for both you and your pet. I’m big on following routines, paying attention to the little details, and sending plenty of photo updates so you never have to wonder how they’re doing. I’m comfortable with: • Dogs and cats of all sizes and ages • Puppies and young, energetic pets • Shy, anxious, or slower-to-warm-up animals • Feeding and medication routines • Walks, playtime, enrichment, and lots of affection • Multiple-pet households • Keeping a close eye on changes in behavior, appetite, or energy My nursing background has made me especially attentive, dependable, and comfortable following detailed care instructions. I take pet safety seriously, but I also want your pet to have fun and feel genuinely loved while you’re away. Whether your pet wants long walks, endless fetch, couch cuddles, or someone to simply sit nearby until they feel comfortable, I’m happy to meet them where they are. I’ll care for them the way I’d want someone to care for my own. 🐾 I’d love to meet you and your pets and learn all of their little routines, quirks, and favorite things! I’m currently in college full-time. I have recently left my full time job to make more time for schooling. My days mostly involve massive amounts of studying, but in between that I am needing to fill my time with taking care of furry friends. I do not offer pet care at my home, but I do have two cats who think they are dogs. One named Sylvester Stallone and Storm.
About: Animals have always been a big part of my life, both professionally and personally. I worked at Shelley Drive Animal Clinic for four years, where I cared for dogs and cats by administering medications, feeding, cleaning kennels and litter boxes, monitoring their health, and ensuring they were comfortable and well cared for. Outside of work, I have a farm where I care for my horse and two dogs, giving me hands-on experience with animals of different sizes and personalities. I earned a bachelor’s degree in Animal Science and am currently pursuing my master’s degree in Animal Science. Whether your pet needs playtime, medication, or extra patience and attention, you can trust that they will receive compassionate, reliable, and knowledgeable care with me. Pet care is woven into my life through work, farm responsibilities, and animal science studies, giving me hands-on experience and compassion for animals each day. Your pet’s safety, happiness, and comfort are my top priorities. I will provide a loving, safe, and stress-free environment where your pet feels secure while you’re away. Every pet will receive plenty of attention, affection, playtime, and personalized care based on their individual needs and routine. Whether it’s feeding, administering medication, going for walks, or simply providing companionship, I’ll care for your pet as if they were my own. My goal is to give you peace of mind, knowing your furry family member is in compassionate, trustworthy, and capable hands.
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.
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 - 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 September 2026, there are 194 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.
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 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 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 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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