House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Over 31 pet parents in Winona have booked house sitting
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.
“Jada took great care of my cat and senior dog while I was traveling. I came home to calm and happy pets and a clean house. She was super easy to communicate with, and I will definitely book with her again!”
“I hired Delaney for the first time to housesit and stay with my two dogs. She was fabulous! It was very easy to communicate with Delaney. She answered phone calls and returned text messages immediately. She sent photos of the pups to me periodically without me asking. She followed all directions. I will definitely keep working with her as my first choice going forward. My prior housesitter moved away and so I am looking to establish a new persitting relationship.”
About: I’ve been around animals my entire life and have always loved caring for them. Throughout my 21 years, I’ve cared for and animal-sat rats, tortoises, cats, dogs, and lizards. I’m comfortable with animals of all different personalities and needs, and I genuinely enjoy getting to know each animal and making sure they feel safe, happy, and cared for. I’m a full-time college student, but my classes are mostly concentrated in the afternoons, so I have plenty of flexibility for pet care. I’m generally available mornings, evenings, and Fridays along weekends, with additional availability between classes. I’m happy to work around your pet’s routine and needs! I want your pet to feel safe and comfortable while you’re away. I’ll follow their normal routine, respect your home, keep their space clean, and make sure doors and exits stay secure. Most importantly, I’ll treat your pet with patience, attention, and lots of love!
About: I’ve taken care of a wide variety of dogs for the past three years, including dropping by my friends’ houses to watch their pets and homes while they enjoy themselves on a getaway vacation. I’ve had personal experience with having my own dog throughout the majority of my life, and have always had so much love in my heart for caring for my own pets, and my friends and family’s pets as well. My Australian shepherd male dog also recently had puppies, and I have been working with these 7 puppies on potty training, engaging in play, and also discipline by teaching basic commands such as sit, stay, and break. I’m currently working as a full time therapist Monday-Fridays and enjoy taking my dog on hikes & walks throughout the week, especially on the weekend. In my own apartment, I take my 3 year old Australian shepherd on approximately 3 walks a day, and we typically are at the dog park once a week so that he can socialize with other dogs. For my close friends’ I tend to let their dogs roam around in the backyard, feed them, and also engage in fetch. I also enjoy being able to lay on the couch cuddled up watching a tv show with their pets as well to provide rest between playing times.
“Calley did a great job watching our dog/home while we were out of town. She sent lots of pictures and gave great updates!! Will definitely be contacting/booking again. Thank you!”
“Laila took such great care of our two labs. She was able to handle the exuberant one year old as well as our older lady. She took care of the house too. She followed the many hints we outlined for her. All went very well and Laila's services will be considered in the future. Consider using her if you need concensus care for your pets.”
About: I have always had pets and pet sit/ house sit all through growing up. When I came to college I missed my animals so bad that I started volunteering at the humane society! There I walk dogs, play with pupping and the cats. I’m so excited to make extra money and meet some more new animals! I work 8:30-5 so it’s long hours but part time. I plan on accepting bookings that don’t need lunch visits on days that I work. However many days out of the week I don’t work and I am available for lunch visits. I plan to give the animals the attention and attitude they need to feel most comfortable while their family is gone! I love clingy animals but I can also give them space when needed!
About: I have tons of experience with pet-sitting. I have my own 8 year old golden doodle at home that I love and care for. She has various health issues and I am always on top of giving her medication and also her shots she needs. I have dog sat before for my neighbors and also was a dog walker for a couple summers. I love to spend time outdoors and will play with your pet for hours! I am a very responsible adult and pride myself with my accountability and kindness. I currently go to NAU and am looking for a little extra cash to make when I am not working on school or hanging out with my sorority:) I love to spend time outdoors and enjoy long walks! I have a fur baby at home and have raised her for the last 8 years so I have experience with pets. I take her on daily long walks and love to take her to the dog park to run around!
“Jacqueline was great and was so flexible with our unpredictable schedule! Was easy to reach while I was away and took good care of our girl. Arya loved her the moment they met and it felt reassuring that she was getting all the attention and love she deserved.”
About: I have had dogs and cats my entire life. I have raised chickens, goats, pigs, cows, and so much more! I have experience with all types of pet care! I am a collegiate swimmer at home for the summer. I will have some practices mostly in the morning, sometimes in the evening. I will have lots of time to take care of your pets and be available when needed! I have a yard with two other fun pups where they have lots of space to play in. I will make sure to let your pet out where you prefer and do what is most comfortable for them!
About: I’ve spent my whole life caring for family pets and that hands‑on experience is what inspired me to pursue a career as a veterinarian. Because I’ve grown up around animals and have watched over relatives' pets before. I’m comfortable with different personalities, routines, and energy levels. I’m patient with shy or anxious pets, and I’m great with playful animals who need attention and structure. Even though my experience comes from family pets, I take their care seriously: feeding on schedule, keeping them active, watching for changes in behavior, and making sure they feel safe and loved. I treat every animal like they’re part of the family, and I bring that same care to any pet I look after. I’m free any time, day or night, so your pet or your home gets my full attention. I currently do not work, which gives me a very flexible schedule and plenty of availability for drop‑ins, house sitting, or cat care. I’m reliable, organized, and always on time, and I was raised to leave things better than I found them. I take pride in being tidy, respectful, and extremely attentive in any home I’m trusted with. I keep things clean, follow your instructions closely, and make sure your pet’s space stays calm and comfortable. My goal is to create a peaceful, secure environment where your pet feels relaxed and cared for, and your home is left even better than when you handed it over.
“Mike took great care of our dog, cat, fish and home over the holidays! He asked great questions ahead of time, and checked in with me daily while we were away to let me know how everyone was doing. Our elderly dog was perfectly calm when we got home, so I know he felt loved and safe while we were away.”
The median cost per night for house sitting in Winona is $45
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?
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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
The average cost of House Sitting in Winona on Rover is $43 per night as of October 2026. Most bookings cost between $23 and $51 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 218 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:
- 92% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 97% 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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