House Sitting Winona
Find a loving house sitter to watch over your pets and your home.

Over 29 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.

“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.”


“Jadah is absolutely great. The pets loved her and she sent lots of photos and video and we could see how happy they were and well taken care of and got lots of love. She also has great communication! We highly recommend her as a reliable, friendly, sitter. I'd give more stars if I could!”

“Sam is absolutely amazing!! Such a good guy!! My doggos were treated the absolute best. Sam came and stayed at my home to watch our babies. He checked in every day, and sent us pictures and videos. He took extra care of the frenchies as they are puppies (9months) and can be a handful. He went above and beyond when he stripped the bed before he left and started the laundry!! Totally unexpected!! We HIGHLY RECOMMEND HIM!!! Thanks Sam! You are welcome any time and know we will be calling you in the future to watch the babies!!”

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: As a young person, I have the following attributes: responsible, nurturing, emotionally mature (with humans and pets - haha), motivated, understanding, and easily complies to clear rules and standards. I can multitask, so I not only take care of pets, but I also maintain the surrounding environment, such as keeping a clean and tidy house. Keep in mind, I'm a full-time college student, but I'm best available throughout breaks and weekends. I can also do multiple overnights if needed. There is flexibility in my schedule needed if communicated ahead of time. Unfortunately, I don't have pets of my own, but through my many years of experience from previous pet sitting, I take care for pets based on their own individual needs. Following a schedule is always most important. I follow routines such as feeding times, potty time, walking or recreational time, and if needed, giving medication or prescriptions.
“Devon did a great job taking care of our two dogs! She came over to meet the dogs a couple days beforehand and I could tell she feels very comfortable around dogs and they felt very comfortable around her. While she was watching them she sent us photos and updates and was very responsive when I sent her messages. We’ll definitely book with her the next time we have the need for a dog sitter!”

About: I have done plenty of house sitting, dog walking, and pet sitting over many years! With friends, family, and neighbors! I love animals! Thank you! I work part time at the Flagstaff YMCA and am a student at NAU. I am usually pretty free during the day or late at night to care for your pets! I take pets on daily walks more than once a day, I also ensure all animals receive the time and freedom to complete their potty routines outside it in the recommended potty places! I also like to stick to my clients regiment for feeding. I ensure I follow all rules and suggestions with great care.

About: I had an English Setter Callie, and loved her as if she were my daughter. After she passed, it was not the same and I really missed her and the unconditional love and happiness she brought into my life. The past two years I've been house sitting for several people all over the United States, which began with an uber driver asking me if I'd look after his Belgian Malinois Berta while he went on a cruise. The experience was great and I realized how much I miss being around animals. I have done dozens of house sits since then, met amazing pets from dogs, cats, lizards, and frogs. I've met some great people in that time as well who I'd help in a heartbeat again should the need arise. On March 2, 2026 I found a chihuahua, Sweetie abandoned walking towards the road while I was house sitting for a customer. I saved her, she wasn't microchipped, no collar, nobody claimed her despite my listings. She is family now and an unbelievable gift in my life. She is 4 years old, very friendly with people, dogs, cats, and guinea pigs. Shes a total sweetheart and I bring her with me on sits, and have been impressed with how different pets interact with her and how they motivate and teach each other little things. I work remotely in financial services as a life insurance, mortgage protection broker. Plenty of schedule flexibility, I schedule all my own clients and appointments. I'm very health conscious and enjoy getting outside hiking, walking trails, or going to the gym to stay fit. Treat pets and homes as if they're your own. Leave things as found or better than when you arrived. I like to keep owners updated consistently usually every 2 or 3 days, with photos and an occasional video of something funny if you catch pets in the act.
About: I’ve taken care of many pets for family and friends. Some of the breeds I’ve watched include German Shepherd, Sheep Doodles, Labradoodles, as well as some other small breed dogs. For quite a few years I was always requested by friends and family to do over night dog sitting and now I help my mom train and give lots of love to our own pup! I even have my own fur baby now and she is 9 months old, she is the light of my life, and her favorite trick is ‘high-five’! I’m on summer break! I have lots of free time and only 1 out of town vacation planned so I’m available basically anytime over the next few months! I love any chance to get out of the house and get some fresh air. We have a fenced in backyard and our pups are learning (almost mastered) to ‘wait’ until their release word ‘yes’ to either come back in or leave the house! Understanding and patience are key with any animal, and interpreting what they need whether its a walk, water, food and/or even just some attention :)
“I was very impressed with Tianna. One of our dogs was naughty and took part of a chocolate muffin off the counter through no fault of Tianna's. She called pet poison control, contacted me, and contacted Rover. She kept us updated on how the dogs were doing because we had no idea which dog decided to counter surf. She was ready to do whatever needed to be done to ensure our dogs received any treatment they might need. Thankfully we learned there wasn't enough chocolate in the small amount eaten that would have affected either dog. We would trust Tianna again to pet sit for us because she acted in such a professional manner. Accidents happen and she apologized profusely for something that she had no control over. Our house was also immaculate when we returned from our trip. We will now included counter surfing in the notes we leave for our pet sitters and we look forward to hiring Tianna again for our next vacation.”

About: I’ve always had dogs my whole life, including my childhood dog Gordon, and my current dog Maestro. I’ve bathed them, fed them, and picked up their poop lol. Both have been injured and I nurtured both of them to health. I take great care and have an enormous love for animals, and I understand the trust needed in those who care for your pets. I want to be that person for you :) I currently work part time, so I’ll have a good amount of time to spend with your fluffy companions. I have a slightly irregular work schedule so communication is super important for me in figuring out good times for me to watch your pets! Let’s talk about it :) Like I was saying before, I absolutely adore animals and I’m currently in college studying forestry to one day protect the animals in the wild. I will always offer love and affection, bring them a toy or two, and maybe even some treats. Your pet will not miss out on the attention while you’re gone, I promise!
“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: Hi! I’m so happy you’re here! My name is Sydney and I’ve had dogs my whole life! From crate training to daily walks i’m here for all your needs. I would love to care for your dog like they’re my own and treat them like family while you take some me time. I do work and have school full time Monday-Friday but could do evening drop ins those days if needed! I can stay in home in Flagstaff area on weekdays if needed, but will need to go to work in person for at least 6 hours a day (could go home for lunch). Happy to provide doggy day care and overnights at my house too Thursday evening-Monday morning! I do work or have school full time weekdays but I am pretty flexible with being able to stop by and let them out! I am home most evenings and weekends! I am able to take dogs out on multiple walks a day and let them out every hour on weekends! I can give lots of cuddles and attend to any type of feeding or medication schedule.
“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: 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.
“Destiny was amazing! She was a great pet sitter. She spent a lot of time with my dog, sent me photos, kept me updated throughout my booking, and even followed all my instructions. My Dog loved her, and I would highly recommend her as a pet sitter.”

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.
Meet local sitters who will treat your pets like family

1. Search
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
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
The average cost for House Sitting in Winona on Rover is $39.96 per night (as of July 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 July 2026, there are 180 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.



