House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Over 57 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.
“Jillissa stayed overnight with my fur babies. She kept in contact and sent pics with updates. I felt very comfortable with her in my home and will not hesitate to book with her again!”
“Jaxon recently cared for my two dogs in my home. He was positive, professional and a great communicator. This was my first experience on Rover and I could not be more pleased. I would have him care for my pets again in a heartbeat!”
“A repeat experience with Ajia did not disappoint. While she was walking him, he had a minor accident that left a small cut. It could have happened to anyone. Ajia took it very seriously - called me immediately, sent pictures, treated the cut and made sure he was ok. She immediately reported it to Rover, per their guidelines. When I got home - it really appears to be just a surface cut. However, this experience gave me complete confidence that if anything serious were to happen, she is the right person to be able to address it in our absence. She is wonderful and will continue to be our #1 pick for our cranky old man!”
“Sheryl is absolutely fantastic! I appreciate how communicative she is and Ellie loved her! Sheryl took the time to get to know Ellie and make her feel super comfortable while I was gone. Cannot say enough good things!!”
About: I have taken care of my two pit bulls since the start of high school. I love giving affection to them, including others I have met in person. I used to have a senior dog who had joint problems and needed help on the stairs, bed, and sofa. I also love meeting my friends’ pets and giving them the same affection as I do with my own pets. I do drop in visits, house sitting, and dog walking. I would love to give your fur babies a bunch of affection and care. I’ll make sure to update you regularly with pictures so you know that your pets are in safe hands. Your pets safety is my top priority. For dog walking, I’ll make sure they stay off the road when the pavement is too hot and/or a car is coming. I will also stay alert to my surroundings. I am unemployed, so I have plenty of time to take care of your dogs and/or cats! I will be available Sunday through Thursday. I'll do my best in following your schedule so your pets won't get stressed by any sudden changes. I'll make sure to ask any questions on how to take care of your dogs and cats so I won't make any needless mistakes. I will also send you updates of your pets by sending you photos and texts.
“Christie was great to work with and great with our kitty! I was so worried about leaving my young kitten for a week but she made the experience stress free. She provided several updates and lots of pictures! I would recommend her to anyone looking for someone trustworthy to stay with their pets and in their home!”
“Abbey & Joe were great. We appreciated that they always responded to messages very quickly and after meeting both of them during the pre-care meet & greet, we felt confident our dog & home would be in good hands. We will definitely reach out to them again.”
About: I have had a dog in my life for the last 13 years, I work from home so able to spend a lot of time with your pup😊 Down to 1 dog so would love more doggy time 🥰 Work 6-230 from home so available to spend time with your dog and let out on breaks and done early to get out for walks. I live in a townhouse so don’t have a fenced yard but do have a cable to tie out back. Also have a bigger kennel if that is needed.
The median cost per night for house sitting in Winona is $45
Pet parents share their Rover experiences - Winona
Rosie, Thank you for your caring presence for my "scaredy cat" Luna. During my 10 days away, I really appreciated your daily contact about Luna and her adjustment, and also receiving photos and videos of her antics. She is now meowing for me to lay with her on the couch and to learn knitting for added effect. I appreciate your willingness to cater to Luna's round table of food choices, and for adding on the care of of my plants, which look better than when I cared for them. You have a understanding of cats, and a natural way of being with them. This is why I continue to give you a call to step in when I finally decide that I need to take a break. It's not easy for an overly responsible cat parent to step away, but you make it entirely possible! Thank you Rosie! Aimee
Naomi was fantastic with our boy Junior. We booked her to spend the day and night with him on our wedding day and she went above and beyond sending us so many updates and notes about how he was doing and what they were up to. We will definitely be rebooking in the future!
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 $32 per night as of October 2026. Most bookings cost between $23 and $83 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 October 2026, there are 161 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:
- 94% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 94% 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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