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.
“Kori did a great job! She set up a time to come out and meet my puppy before booking & kept in touch all night sending me pictures and keeping me updated. I work night shifts and don’t get home till 3 am and thankfully Kori stayed up with Jameson all night while we work through house training him!”
“Marcy was incredible! Her communication was amazing starting from the meet and greet, to booking, to before and during her time sitting my pup! She provided updates each day making me feel at ease while I was away. It was clear that my dog was well taken care of. I will use her as a sitter again!”
“Amanda was great with our three Husky’s. They are all blowing their coats and she did a great job keeping up with the flying fur. Our dogs were so calm and relaxed when we got home, she did a great job of keeping me updated and I didn’t have to worry about whether or not they were well cared for during our vacation!”
About: I grew up with dogs, so i have taken care of them my whole life. I have also helped out friends and family members with dog sitting. I am currently working part time, so i have plenty of free time during my day to take care of your animals. I can stop by frequently or house sit as well. I have two dogs and i take care of them by feeding them, letting them out, making sure they have water, walking them, etc. i am very good with animals, and enjoy spending time with them.
“Erica was so flexible with my schedule! My animals loved her and even my cat who never comes out and visits people came to visit her! She made time to play with my dog to be sure he was stimulated and worn out. I would use her again.”
“Jeannine was the absolute best. My dogs were comfortable with her immediately and she treated them as her own. I felt at ease leaving them with her since they are my babies basically. Definitely recommend and will be booking with her again. & she took care of them while in the process of hectic wedding planning! Congratulations again!”
About: Current YSU education student. I’m a reliable, patient, and detail-oriented pet sitter who treats every pet like they’re my own. I’m happy to provide walks, potty breaks, playtime, feeding, and drop-in visits while following each pet’s individual routine and needs. I’m also big on communication and will keep you updated with photos and messages so you can feel confident your pet is happy and cared for while you’re away! My current schedule allows me to provide pet care after my student teaching day and on weekends. I’m available to stop by for drop-in visits, potty breaks, playtime, or walks after work, and I have more flexibility on weekends. I enjoy having a reason to get outside and would love to make sure your pet gets the attention, exercise, and care they need! I prioritize your pet’s safety, comfort, and individual needs during every visit. I carefully follow your instructions and your pet’s normal routine, including feeding, walks, potty breaks, and playtime. I’m attentive to my surroundings and make sure pets are secure before leaving. I’ll also provide updates and photos so you know your pet is safe, happy, and well cared for while you’re away.
About: I’ve owned many types of pets and cared for them according to their needs including exotic animals, senior animals, and disabled animals of all types. Your pet would be no exception and would be my new best friend and thrive under my care. I currently work part time and attend ysu online as a pre law student. That said I have plenty of time on my days off to give your pet amazing care, love, and support. The care my clients will receive will be exemplary and will have 100% of my attention and efforts just like I give my own pets.
About: Each and every animal that I come in contact with I am respectful and calm! I love every pet like it’s my own. Each dog requires different needs and I am completely understanding and will do what it takes for the animal to be the most comfortable and relaxed it can be. I am grateful for the love animals give me and I hope that I can give them that love back. Animals are part of families and I want to provide that comfort when their families are not around! I have expierence with being around all different animals since I was very young. I have been dog sitting since I was 13 years old. I have the experience you want for your loved family member. I work at a veterinary clinic so I have experience with working with all types of breeds. Being a vet assistant I am able to provide for your pet with the knowledge and confidence it takes to take care of any pet!! I work full time at a vet clinic and love to surround myself with all types of different animals! I find comfortable and peace giving people the option to have someone love their pets as my own when they are away! Any needs that your pet may need I am more than comfortable to provide. I deal with many different species and behaviors daily at my job and would love to do whatever your pets need to be comfortable.
About: I have years of experience caring for dogs and other pets and genuinely enjoy spending time with animals. I’m reliable, attentive, and committed to providing a safe, fun, and loving environment for every pet in my care. I understand that every animal has unique needs and will work to keep your pet comfortable and happy while you’re away. I am currently a full time online college student and volleyball coach, so I will have plenty of time to attend to your pets! have a flexible routine that gives me time for feedings, walks, drop-in visits, playtime, and companionship throughout the day. I prioritize clear communication and will make sure your pet receives the care, attention, and routine they are used to while you’re away. When caring for pets in my client’s home, I focus on maintaining their normal routine to help them feel comfortable and secure. I provide fresh food and water, walks or playtime, litter box or waste cleanup, and plenty of attention based on each pet’s personality and needs. I also keep owners updated with photos and messages for peace of mind. When caring for pets in my home, I provide a safe, clean, and welcoming environment where pets can relax and feel at home. I closely supervise them, follow all feeding and care instructions, and make sure they receive plenty of exercise, enrichment, affection, and rest. My goal is to treat every pet as if they were my own and ensure they are happy, comfortable, and well cared for.
“Shane is awesome! He took great care of our 3 goldens and 4 cats. He was very good with Tank (our high maintenance dog) and was able to keep him calm and happy. We got daily photos and updates. I never worried. Shane is trustworthy and dependable. I think the dogs were upset when we got home as they were hoping it was Shane. Thank you for taking good care of everyone while we were away. We will always look to book Shane for our pet sitting needs.”
About: I have taken care of different dogs through the day and overnight. I enjoy meeting new dogs and learning their personalities. I also have two dogs of my own that I love to take on walks, play outside, and go on little trips with!! I currently work part-time, which gives me a flexible schedule and plenty of time to care for your pets. I am available for walks, drop-in visits, daytime care, and overnight stays. I enjoy spending time with dogs and making sure they get the attention, exercise, and care they need while you’re away. I treat every dog as if they were my own. I have two friendly dogs and I make sure all pets in my care have plenty of exercise, playtime, attention, and a safe environment. I am happy to follow your dog’s normal routine, including feeding schedules, walks, medications, and crate training if needed. I want both you and your pet to feel comfortable and confident while you’re away.
About: i’m a stay at home mom of a 1 year old! we love to go on walks and be outside and would love to use that time to help some families with their animals! I’ve loved animals for as long as I can remember. Growing up, our home was always full of at least a few dogs and i was always helping out neighbors and friends with pet and house sitting and have loved every minute of it! i’m a stay at home mom with open availability to check on and care for your pet! i’m happy to play with your pet at your home, at a park or with walk!! As a pet owner myself, I know how important it is to find someone you truly trust. I’ve used Rover to find care for my own dogs, so I understand both the excitement and the nerves that come with leaving your pets in someone else’s hands. My goal is to give you peace of mind by treating your pets with the same love, patience, and attention I’d want for my own.
About: I work from home, so pets get consistent attention, supervision, and companionship throughout the day. I provide a calm, structured home where animals feel safe and included in daily life. I’m attentive to routines, exercise, and individual pet needs, and I treat every pet like family. I also have experience in home care work, which strengthened my responsibility, patience, and reliability. I work from home Saturday through Tuesday, so I’m available throughout the day for walks, potty breaks, and lots of attention. I’m also off Wednesday through Friday, which gives me even more flexibility for drop-ins, walks, or extended care. Because I’m home most of the time, your pet won’t be left alone for long periods and will get consistent care and companionship. I provide a calm, safe, and loving home environment where pets can feel comfortable and relaxed. I take introductions slowly and make sure all animals feel secure, especially when meeting my dog. I have a sweet Great Pyrenees mix who is gentle, affectionate, and does best with smaller or calm dogs. Your pet’s safety and comfort always come first. My dog is up-to-date on vaccinations and flea/tick prevention, and I always follow owner instructions closely to make sure your pet’s routine stays consistent.
About: With over 10 years of hands-on experience in pet care, I’ve had the joy of looking after a wide variety of animals, from playful puppies and independent cats to curious rabbits. My approach is always tailored to each pet’s unique needs, ensuring they feel safe, loved, and well-cared for. Whether it’s daily walks, feeding schedules, administering medication, or simply providing companionship, I bring dedication and a genuine passion for animal welfare to every job. This extensive experience has taught me how to handle different temperaments and health requirements, making me a reliable and compassionate pet sitter for any furry friend. I am available on weekends, as well as all day Monday, and on Wednesday and Friday evenings. Willing to stay with you pets for the whole weekend or pop in on those days i’m free! There is a fenced yard at my parents' home with five dogs, and I often play ball with them outside. I also have a fenced yard at my place for my 2-year-old Mini Aussie, where we enjoy playing outdoors as well. He has two full toy baskets and bark boxes every month! He is very loved (spoiled) :)!
“Valerie is the sweetest! She is so knowledgeable about animals and their needs. She bonded with our puppy Charlie instantly. She came to the house and watched Charlie for 5 hours and was so attentive to her. They went for a walk, played ball and snuggled on the couch together. I highly recommend Valerie as a Fur Nanny! She’s the best!!”
About: I’ve had 2+ dogs in my entire life. In my adult life I’ve had 2+ service dogs that travel with me. I am a critical care nurse who has taken pet CPR as far as safety. I have emergency meds as well. Luckily, I have a house with a fences in yard, animal friendly household with spare rooms and a heated/cooled garage/closed/secured garage for any kind of special separation needs (in heat/aggressive breeds/outside animals, etc). Currently off enjoying a break from work, .. . So as of now, my schedule is very flexible. My household/fenced backyard/garage, is sectioned off pretty nicely. So, I have a very flexible availability overall. I am very positive I can meet most requests/needs for boarding/grooming/daycare/etc. So just let me know! I have a three bedroom house with a fenced in backyard, doggie door, heated/cooled garage that is secure and closed off separate from the house with his own doggie door for added space.. is a very accommodating/adaptable layout also self-sufficient if need be, but I should be here the entire time
The median cost per night for house sitting in Winona is $50
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
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Popular requests for house sitting - Winona
Select a filter and find qualifying sitters offering house sitting.Sitters in Winona average 4 repeat house sitting clients
FAQs for House Sitting - Winona
Frequently asked questions about Rover
As of September 2026, there are 295 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
- 92% 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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