House Sitting Winona
Find a loving house sitter to watch over your pets and your home.
Over 33 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.
About: I’ve grown up taking care of our family dogs and took a bigger responsibility when my parents would go on vacation. I’ve also done home boarding for family friends and neighbors. I’m currently a student at NAU, but will fit in whatever you need necessary. My job will be to make worrying about your pet less stressful and making sure they get the attention they bark for. I will follow all your obligations or routines you have set for your animal. I have a cat of my own and make sure that she gets the best care, so I will do the same for yours.
“Marni took amazing care of my two dogs for the weekend! They are recently adopted and often scared of new people, but they loved her immediately. They also have health issues, and Marni was prepared to handle those, too. I highly recommend Marni to take care of your fur babies!”
“Atlantis went above and beyond dog sitting for Melo. She sent me tons of pictures and updates while I was away. My vacation was very relaxing thanks to her updates. She also left my house spotless. I highly recommend Atlantis.”
“Very communicative and kind while watching my beloved pup! Sent pictures and updates when asked, brought in packages that were delivered while I was away, and even came over ahead of time to meet my dog and see my place.”
“Lauren is the BEST! She stayed at my place and watched my dobie for a week while I was in Italy. She sent me photos of Priya every day, and took care of everything around the house that I asked. She was everything you could hope for in a pet sitter. I will definitely book her again when I travel.”
“Rebecca was amazing with our kitties & even went back to our house for a last minute request after she had left. Our kitties also seemed very happy when we returned and not depressed like they often do. We highly recommend her!”
About: Hello my name is Ashley! I have been pet sitting for close to 10 years and have experience caring for a wide range of animals, from small dogs to large breeds like Great Danes and Mastiffs, as well as cats and fish. I’m trustworthy, reliable, and absolutely love animals. I take the time to get to know each pet’s unique personality and needs, and I treat them like they’re my own. I have experience with senior dogs as well as senior cats along with oral and topical medication needs. Caring for animals is truly my passion, and I’m excited to treat your pets like part of my family. I make sure to dedicate quality time for every pet. I am currently finishing my bachelors online at NAU and have quite a bit of flexibility in my schedule. When watching your pet at your home, I make sure to stick to their routine. I’ll also make sure they feel safe and comfortable, offering plenty of attention and love. I’ll clean up after them and follow any specific instructions you provide to ensure they have a stress-free experience while you're away.
“Dexter and Lana loved their time with Devon. She was very helpful and sent lots of updates and pictures so I knew they were doing well. I will definitely plan on having her watch the pups in the future!”
“Stephanie was great; she showed up right on time for the meet-and-greet. She did everything we asked for and helped with both our dogs. She also came back and gave them a walk when I told her we might not be back in time. She was wonderful!”
About: As a lifelong dog owner and animal lover, I understand that dogs are family. I have extensive experience caring for and training dogs, including my six rescue dogs that I walk daily. I am committed to providing safe, reliable, and loving care while ensuring your dog gets the exercise, attention, and companionship they need. In addition to walking and pet sitting, I can help reinforce good leash manners and positive behaviors. My goal is to keep your dog happy, healthy, well-behaved, and excited for every walk. I am currently on summer vacation for my job as a physical education teacher. During this school year, I will have time in the morning and after school for walks and I am available for in home care. I treat every pet as if they were my own. I make sure they have fresh water, food, exercise, attention, and plenty of love. I follow each owner's instructions carefully to maintain their pet's routine and ensure they feel comfortable and secure. During walks and visits, I monitor their safety, behavior, and overall well-being. I have experience with multiple rescue dogs and understand the importance of patience, consistency, and positive reinforcement. Whether it's walking, feeding, playing, administering basic care, or simply providing companionship, my goal is to keep pets happy, healthy, safe, and stress-free while their families are away.
About: As someone who has taken care of my own and other people’s pets I know how important it is for someone to be reliable and trustworthy with your pets. I constantly seek to be someone you can count on to provide your pets with the best service I can offer I am currently a student at NAU with a schedule that keeps my weekends and evenings free. I am very flexible to accommodate your preferences for your pets! I am very good at maintaining routines for your pets! I can easily crate or ensure that outside gates are shut when I leave. My goal is to ensure that your pet is comfortable at home and following what instructions are left for me.
About: I have had pets all 18 years of my life! Dogs, cats, rodents, birds, and fish! I am experienced in cleaning up, walking, and playing with furry friends. I work remotely, and will be going to NAU for college. Most of my availability will be in the afternoon, but at this moment in time I'm free any time a day until the end of August. My apartment doesn't allow pets, but I am willing to pet sit at the owner's home. I will follow any and all rules the pet owner has for their home. I will clean any messes made, and inform the owner of anything the pet or I have done in and outside the home.
About: I grew up on a ranch and have cared for all types of animals. I love meeting new pets and experiencing the differences between all of them I am currently a Certified Nursing assistant but I still have plenty of time for your pups! I am available for boarding weekdays after 3 p.m and weekends all day. I live in an apartment and the yard is unfenced but I can take the pups to a dog park and they can sleep in a crate if needed if pet is not crate trained they are welcome to stay on my bed!
About: My first time house sitting was on my family friends farm. There were three cats, two dogs, many chickens, two pigs(during certain seasons), and many goats two in which I milked every morning. This was hard work but I loved it! I work a fit schedule in the mornings so I almost always have the afternoon off to go on walks or anything else. I am also a huge reader so for animas that love to cuddle I feel like that is perfect. For dogs, always having a way to get to the backyard(if it is safe for the dog to be outside unsupervised). Always having water in the water bowl and being aware of what the dog needs, like cuddles, play time, and food of course. For cats, always bring a calm space so that they are not overwhelmed or frightened. Then seeing what they want to do. Nap, play, or create mischief. And always having food and water available
About: caregiver going on a decade. currently 2 dogs, apollo, irish wolfhound turns 10 in december. recently adopted a new female german shephard named winter. im known for my energy im an on call 24 7 in home caregiver for a female couple, one disabled, the other with particular issues. been caregiving for them almost a decade now, including their dogs. we have 5 acres of land. lots of walking. lots of water. lots of love. exercise is crucial for health. as well as the love aspect
“Luna cared for our rambunctious miniature Australian shepherd, Daisy while we were in Hawaii for one week. The moment Luna came over to meet Daisy, I immediately felt at ease. Daisy was absolutely smitten with her and Luna was incredibly sweet and affectionate with Daisy. Luna took excellent care of our house while we were away and provided daily updates for Daisy, who was also having a fantastic time while we were away! Luna took Daisy on multiple walks, played with her and provided her with plenty of stimulation and love. We arrived back home from the airport very late, and Luna had put away all of our groceries we ordered and put fresh sheets on the bed for us and we had clean towels as well. We were so happy that our house and dog were so well cared for while we were away. I would highly recommend Luna as a pet/home sitter!”
The median cost per night for house sitting in Winona is $41
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
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 for House Sitting in Winona on Rover is $33.3 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 192 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:
- 90% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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
