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 have grown up with dogs my whole life. I have volunteered at several animal shelter’s, I foster dogs from my local shelter in Flagstaff, Arizona while I am at school. I have pet sat for about three years! I really just love dogs, and all animals so much! I am a college athlete but I enjoy house sitting on the side. I LOVE animals, and hanging out with your pets is my favorite pass time! I will be able to spend the night at your house if preferred. I will be able to take out your fur baby every 4 hours or less if you would like! I can be at your house most of the day if that is what is needed, or I can just stop by to check in every so often! Whatever you need I can do :)
“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.”
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.
“Daniel came through on a last minute 4th of July holiday booking and took great care of our pups! We’ve never had an issue with fireworks here in Flagstaff, but I guess some neighbors decided this was the year to start. Our gentle giant, Herman, was too nervous to eat. Daniel kept us informed and made sure to keep a close eye on Herman after breakfast the next day.”
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’ve had dogs since I was five, and they’ve always been my heart. I’ve raised and potty-trained two sweet medium-sized mutts and cared for my grandma before she passed, which taught me deep patience and responsibility. Now that I’m away at college, I’m a little pet-deprived and would love to share that same love, care, and attention with your furry family member as if they were my own. I’m currently a full-time student with a flexible schedule and no job, which gives me plenty of time and attention to dedicate to pet care. Since I don’t have any pets of my own right now, I love filling my days with walks, playtime, and cuddles with the animals I watch—it’s the best part of my routine! My class schedule is designed so I’m never gone for more than four hours at a time, giving me plenty of opportunities to let pets out, play, or go for walks as needed. When I lived at home, I cared for my own pets by keeping their space clean, taking them on daily walks, and making sure they got plenty of love and attention. I’d give your pets that same care—regular exercise, clean living space, and lots of affection to keep them happy and comfortable.
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!
About: Passion for caring for pets. I own many dogs and cats, ranging from 5 pounds to 80. I understand it is important to find a trustworthy and dependent person to care for your fur-babies and I can be that person for you and your family! I available most days of a week excluding Mondays and Wednesday's before 3 pm. This means I am available to cater to your pets needs in any way that may be. I live in a safe environment with a sweet, friendly, and playful one-eyed kitty! However, if needed they can be placed in separate rooms! Please reach out if you have any concerns.
“Em did such a great job with Winnie! She has some anxiety with storms and Em was able to handle all of quirkiness. Em also house sat for me and everything was just great when I came home.”
About: A luxury stay for your pets, accompanied by 2 energetic, loving Corgis. Not only will your pets receive a lot of attention, they will also make two new friends. With years of experience caring for dogs and cats of all ages, sizes, and personalities, I provide reliable, loving care tailored to each pet’s needs. I offer daily walks and live just two minutes from Bell Rock, which is one of my favorite spots to take dogs for safe, stimulating, and scenic adventures. Whether it’s trail walks, feedings, playtime, or simply comforting company, I treat every pet like my own. I’m attentive, patient, and always focused on making your furry family member feel safe, happy, and loved while you’re away. Pet care is a natural part of my daily routine. I plan my schedule around my visits and walks to make sure each pet gets the attention and time they deserve. Whether it’s early morning feedings, afternoon walks, or evening check ins, I’m consistent, flexible, and always show up ready to give your pet the best care possible. Being around animals is the best part of my day. In my client’s home, I focus on keeping your pet’s routine as consistent and stress free as possible. I follow all care instructions closely, whether that’s feeding schedules, walk times, medication, or playtime. I also keep your home tidy and make sure your pet feels safe, relaxed, and loved in their familiar environment. Communication is key, so I always send regular updates, photos, and check ins to give you peace of mind.
About: Hi, my name is Kelly, and my husband, Dahl, and I will both be primary dog watchers. I work from home full-time, and he works from home part time. Our young girls, Lily and Rosie, and our nanny, Nancy, will also be interacting with your dogs on a regular basis. They are sweet, calm girls who love dogs and do very well with them. We are flexible with drop-off and pick-up times, since I work from home, so someone is here almost all of the time. We have watched many dogs for friends over the years, and this seemed like a great way to expand on that. I love dogs, and my favorite dog- sitting experience was when my neighbor needed someone to watch her puppy during the day while she worked. I picked him up in the morning and dropped him off at night. I helped train him and just loved on him all day. I was a second mom to him, and we still get very excited to see each other. I often watch him when his parents are out of town now. My husband had a dog for 9 years growing up, and also loves dogs. We are so excited to meet your fur-babies!! I work full-time from home so we will be available to care for your pets day and night. We have a fenced off backyard with an entire section dedicated to the dogs we watch. We have a fenced in backyard with a fenced in pool and often walk around our neighborhood and to the local park. We can watch dogs from multiple families at a time as long as the families approve and both dogs are good with other dogs. We do this on a case by case basis.
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?
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 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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