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.
“I felt very comfortable leaving my fur babies to Suzanne!!!! She was fantastic and went over and above the call of duty during the stay!!! I recommend Sue and will request her again!!!”
“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!”
“Definitely exceeded our expectations and made us feel at ease leaving our babies with her. Provided lots of updates with cute pictures and made sure that the cats were fed including treats along with making sure our dog received her meds at the proper times. Came back home and noticed that our place was cleaner than when we left as well. Will be booking with her again for sure.”
About: I’ve been caring for animals my entire life and understand that every pet has their own personality, routine, and needs. As a registered nurse, I’m highly attentive, dependable, and comfortable monitoring for changes in behavior, appetite, mobility, or overall well-being. I have experience caring for dogs of all sizes, senior pets, and animals that need extra patience and attention. Whether it’s walks, playtime, medication administration, feeding, or simply providing companionship, I’ll care for your pet as if they were my own. I know how important peace of mind is when you’re away, so I provide regular updates, photos, and plenty of love and attention. My schedule is flexible and allows me to provide reliable care throughout the week. I can accommodate morning, afternoon, evening, and weekend visits depending on your needs. I understand the importance of consistency for pets and strive to maintain their normal routines while you’re away. Whether your pet needs a quick drop-in visit, extended care, or overnight attention, I’m committed to providing dependable and compassionate care. Your pet’s safety and comfort are my top priorities. As a registered nurse, I pay close attention to details and am experienced in recognizing changes in health or behavior. I follow all care instructions carefully, including feeding schedules, medications, exercise needs, and household routines. I believe in building trust with both pets and owners through clear communication, reliability, and respect for your home. You’ll receive regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away.
“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.”
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
“I was so happy Mariah could accommodate my last minute request. Mariah arrived on time and re-introduced her to Gabby (they had a meet and greet). Gabby was well taken care of and I would definitely use Mariah again.”
“I was out of town from Sunday through Thursday. I was a little nervous about a stranger watching my pets. But she really came through. She communicates right away and I came home to a clean house and happy pets. I would definitely use her again.”
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.
“Kimberly was a life saver. Our regular sitter was unavailable which left us scrambling to find another sitter last minute. Kimberly was able to meet with very little notice and the dogs loved her immediately. She took great care of our Great Danes and did everything we asked. I would recommend.”
About: What sets me apart from other sitters is the energy and presence I bring around animals. I’m naturally calm, patient, and attentive, which helps pets feel safe and comfortable pretty quickly, even if they’re shy or anxious. I’ve spent a lot of time around animals and genuinely enjoy being with them, whether that’s going on walks, playing, or just sitting with them and keeping them company. I pay close attention to their behavior and needs, so I can adjust how I care for them based on their personality. Pet care fits naturally into my daily routine because I genuinely enjoy being around animals and staying active. I structure my schedule so I have the time and flexibility to give each pet the attention and care they need. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine. Whether I’m in your home or caring for them day-to-day, I make sure they feel safe, relaxed, and well cared for.
“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: I’ve taken care of animals since I was about 10, I’m 21 now. My major is Pre-Veterinary because I’ve had a love for animals and dream of being a vet since I was 7. I have a cat of my own, Luna, and she’s my world. I treat her like a baby so I would love to share the same love to your fur babies! I work full-time as a manager at Walmart, and I’m a full time college student (online). I’m pretty fair and understanding with scheduling, as long as you reach out in advance. If my schedule doesn’t fit for you, I do not mind adjusting to accommodate you and your fur babies! I also don’t have an issue with last minute planning, just be mindful of scheduling issues or certain questions I asks in regards of the service you’ve requested! When caring for pets in my home or a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, and get plenty of exercise and attention throughout the day. I also monitor their behavior to make sure they are happy, healthy, and not feeling stressed while their owner is away. As well as in a clients home, I respect your space and specific instructions on pet care! Ensuring your pets and home’s safety is never an issue.
“We are so grateful for Andrea pet and house sitting for our dogs Zeke and Hobbs. I feel like they are happy being in their own home and yard. We look forward to having Andrea sit for us again and feel safe with her being in our home.”
About: I have experience dog sitting small and big dogs, and pet sitting for families I know, including caring for my bosses’ dogs and cat when they were away. I also grew up with a dog, so I understand how important it is to give pets love, attention, and a safe routine. I’m comfortable helping with feeding, walks, basic care and keeping owners updated while they’re away. I always make sure to follow each pet’s normal routine and any specific instructions from the owner, because every dog has their own personality and needs. I currently work part time and remote, so my schedule is very flexible. I can help during the day and/or over night as needed I cannot bring pets home as I live in an apartment where no pets are allowed, but I can definitely go and stay at clients house as needed
“Here’s a thoughtful review you can use: We couldn’t be happier with the care Chelbi provided for our four dogs while we were away overnight. Taking care of one dog can be a lot, but managing four and doing it so seamlessly speaks volumes about her patience, dedication, and love for animals. She kept us updated, followed all our instructions, and gave each dog the attention they needed. We came home to happy, relaxed pups, and our house was in perfect condition. If you’re looking for someone reliable and caring to look after your pets, Chelbi is absolutely the one to trust. Highly recommend! Let me know if you’d like to personalize it further!”
“Cory did an absolutely wonderful job caring for our dogs, cat and other animals! He was attentive to them and the dogs really loved him! So grateful for his care of our pets and home.”
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 near you
Select a filter and find qualifying Winona sitters!Sitters in Winona average 3 repeat house sitting clients
FAQs for House Sitting - Winona
Frequently asked questions about Rover
As of July 2026, there are 190 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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