House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Winona, Find top rated house sitting
“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.”
“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!”
“My rescue dog Jack loves Marcy. Everything was taken care of while I was gone. She kept in touch with me and gave me a video od Jack that made me smile. I will definitely call on her again.”
“I was nervous about leaving my furbabies with a stranger but Kori reassured me and kept her word by sending me daily photos (sometimes several) of my dogs and was in constant contact the whole time. The house was as clean as I left it and she even washed her sheets and towels! The next time we go out of time I hope she's available.”
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.
About: I have had animals my whole life and I have love for all kinds of fur babies. I can’t wait to meet yours and shower them with love and attention! I just graduated college and am applying for corporate jobs at the moment, but so far am primarily pet sitting so my schedule is very open. I do not care for pets in my home as it is a shared space with roommates and pets. Thank you for your time and understanding.
“5 STAR ⭐️ Jasmin and her pup Thor took the best care of my deaf bulldog, Mouse while I was out of town for 3 nights. I was so worried when I saw that there would be extreme heat during my time away but when I reached out to Jasmin she asked great questions and listened carefully to how I usually handle hot weather to keep Mouse safe and comfortable. Jasmin provided great updates and pictures/video that made me feel able to relax and enjoy my vacation. Jasmin carefully followed Mouse’s complicated feeding and medication needs. I feel Lucky to have met Jasmin, she even provided some training for Mouse and I on a behavioral issue he was having.”
“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!”
“Luna helped us out in a tight situation! We needed a pet sitter at the last minute and she pulled through for us. She was willing to come without meeting our pets before the weekend she came to sit. Luna was responsible and I felt our pets were safe with her. I would definitely ask her to come again.”
“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: 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 taken care of animals all my life from dogs, cats, lizards, and birds i will make your animal feel loved just like if it was my own pet im currently working part time at a dog grooming place so im not busy so i have time to walk and take care of your animals when needed. i have a huge yard for my six dogs where we go out when it’s nice out to play ball and run to get some energy out of them and we have a separate room for their crates so when we leave we put them in crates so they don’t get into anything
“Thank you again, Shane! You always go above and beyond and we sincerely appreciate it! We are so blessed to be able to have you watch our home and pets! We would never pick anyone else. Thank you for allowing us to have a peaceful and worry free vacation. You're the best!”
About: I've been around all different kinds of animals since I was a little kid. So I’ve had 10 + years of animal care experience. I know how to take care of them and animals usually like me. As for professional experience with animals I would say I have 3-5 years of experience, I am currently working at a vet clinic as a veterinary assistant and I have gone to veterinary technician school. I currently have 1 dog and 3 cats. I am currently working full time at a vet clinic. I went to veterinary technician school but for now I’m working as a veterinary assistant. I can watch, walk or sit any day/ any time I have off normally Tuesdays, Sundays I’m also free anytime after 3:30 pm everyday. if u are unsure about a day or time I can watch your pet just message me and we can figure it out together. Im not currently caring for client pets in my home for the safety of my cats. I do offer house sitting at the clients house. If I’m staying at your house or just coming to let out your pet I can feed, water, brush and play with them if you are too busy or you just want your pet to have company I can also do that while you are at work or on a vacation.
About: I’ve had pets most of my life & am a very caring person. My work schedule is very flexible and I love meeting new pets! I have a very flexible schedule at work with most weekends and evenings off! I can be available during the mornings and afternoons as well! I can adapt to your needs! I live in a multi pet household and know that not all dogs (even the same breed) are the same! I will love your pets as if they were my own!
About: My names Jessica, I have 3 dogs a beagle and a pit mix, a cat, and a rabbit of my own. As many know you can only have so many animals of your own. Which is why I would enjoy helping others care for their animals. And bonus, I get to see and interact with more animals. I had pets as a child and have had my dogs since they were puppies my oldest is ten, the youngest being 5. I worked while in nursing school so I know life gets busy and it’s nice to have a helping hand you can rely on to care for your animals. I’m a registered nurse and have been in nursing for 11 years. Although I have enjoyed nursing, doing some type of dog daycare, boarding or walking has always been a dream of mine. So allow me to love your pets as you do and help! Currently my schedule varies, but I work 2 or 3 12 hours shifts a week as a nurse. I have a fiancé, friend, and parents who have helped me with my animals during busy times or vacations. As for my own pets, my three dogs get fed morning and evening. My cat has an automatic feeder that portions her foods out because she has a sensitive stomach. My rabbit lives in his hutch and visits inside at times, he eats lots of veggies and his pellets. His favorite green is cilantro! Unlimited water for all the animals of course. When the weather allows I like to walk my dogs. In the summer I also enjoy taking my dogs on our boat and they enjoy it to the fullest. I am looking to offer pet sitting and walking. The pet sitting would include going to the clients home letting out, feeding, and playing with the animals twice per day, if any special circumstances we can discuss and potentially work something out, and also if an animal would require medication I can do that as well. I’m open to dogs, cats, and rabbits only because that is what I’m familiar with.
The median cost per night for house sitting in Winona is $50
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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How Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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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 305 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
- 88% 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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