House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Over 7 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.
“She did a great job with the dogs and she had a couple of issues with Wi-Fi service so I hope that she didn’t suffer too much but other than that she was in great communication and sent pictures. The dogs were so happy when we got home and she had cleaned up so five stars fully recommend.”
“Jaden and Alyssa are a fantastic duo. Caring, responsible, and honest. They stayed at our house for the entire duration of our honeymoon and went above and beyond in making sure our cat was comfortable and happy. They also took care of watering our plants and feeding our fish, which was something we worried we wouldn’t be able to find a single person (couple) for! Alyssa got along with our kitty nearly instantly and sent us many adorable updates. So thankful we found them. Complete peace of mind while away for two full weeks, and I highly recommend them to anyone.”
About: I have cared for a variety of different animals with 3 cats and 1 dog of my own. I have volunteered at animal shelters to help take care of those pets as well. I am very flexible and confident in my ability to meet each pet's needs. I have taken care of animals at different points in their lives, from kittens/puppies to elderly animals. I am currently a part-time teacher, so I would be able to use my days off to take care of any needs the pets might need! I have a friendly dog that can be company to your furry baby. I am responsible, dependable, and able to take care of any challenge that might be encountered.
“Veronica was excellent! Super thankful she was able to watch our Charlie and house sit for us for a week. She was very responsive and handled everything really well. Charlie loved her! Will definitely book again.”
About: I’ve had dogs and cats all my life growing up on a farm and helped raise champion dalmatians! I would love to care for your pets! I am a stay at home mom! I am available anytime you need me! I would be thrilled to take care of your furry friends! I live near a park and go on regular walks that would keep your pet entertained! I am always home so they would never be alone!
About: 7+ years of experience of pet care including fostering. I’m also trained in dog CPR. I have training experiencing for young puppies including potty training! I work 3 12s most weeks so my off days I can spend all day with your fur babies! For any house sittings, I can provide potty breaks every 4-6hrs or, if planned in advance, can arrange my work days so I am off the entirety of my stay! I ensure that your pets are taken care just the way I would care for my own! All the pets and snuggles with one on one play time and mental stimulation for active pets!
“First time leaving my dog alone but Leilani made me not worry about it and focus on my work instead. She sends pictures and feedback about the pet(s) and cares for them as her own, you can tell.”
About: I have practically always had animals be apart of my life. I grew up with a stray cat who would become my own cat at a young age. And I would often take care of my grandmothers dog named Socks in both their old age. I once rescued a baby bird and even a baby deer more recently. I’ve looked after pets of family and friends and friends of family and friends. I currently own a cat named Chance, and my job for about 3 years is a dog daycare and board which also provides grooming services such as baths, nail trims, etc. I hold a huge spot in my heart for animals and I foresee myself always doing something with them. I work part time, so I typically have a lot of free time to explore other ventures. And with me also having the full weekend to myself, it would be great to spend that time taking care of pets. At the moment, I live with my parents and pet sitting there couldn’t happen given my mom is afraid of dogs, but if I were pet sitting in a clients home, I would be more than respectful and appreciative of the trust.
The median cost per night for house sitting in Winona is $40
Pet parents share their Rover experiences - Winona
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.
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 is $39 per night as of November 2026. Most bookings cost between $36 and $42 per night. On Rover, 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 November 2026, there are 88 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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:
- 93% of sitters can help with special care needs
- 96% 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.
Connect anywhere with the Rover app
