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.
“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.”
“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'm a lifelong animal lover and experienced dog owner with three dogs of my own. I've also fostered a puppy, giving me additional experience with the patience, attention, and care that younger dogs need. I'm comfortable caring for multiple dogs, managing different personalities and energy levels, and making sure every pet gets the attention and care they deserve. I'm responsible, attentive, and comfortable with the everyday realities of pet ownership, from walks and feeding schedules to cleaning up messes and handling unexpected situations. My professional background in operations management has also made me organized, dependable, and comfortable working independently. I enjoy staying active and would love to incorporate walks, playtime, and outdoor adventures into your dog's routine when appropriate. I understand that every pet has different needs and personalities, and I take the time to make sure they feel safe, comfortable, and cared for. I'll treat your pets like my own and keep you updated with photos and messages so you can have peace of mind while you're away! I have a flexible schedule and enjoy making time for animals throughout my week. I'm happy to coordinate visits, walks, and pet care around your pet's usual routine. I enjoy staying active and getting outside, so walks and playtime are a great fit. I'm organized and dependable, and I'll make sure your pets receive consistent attention, exercise, and care while you're away. Your pet's safety and comfort are always my top priorities. As a dog owner of two and someone who has fostered a puppy, I understand how important it is to provide a safe, clean, and comfortable environment. I follow feeding schedules and care instructions closely, keep a watchful eye on pets during walks and playtime, and take precautions when introducing animals or visiting unfamiliar environments. I'm respectful of your home, attentive to your pet's individual needs, and happy to provide regular photo and message updates so you know they're in good hands.
About: I’ve grown up around dogs my entire life and currently have four dogs down in the valley! My family recently welcomed a new puppy into our family, so I’m comfortable with dogs of all ages and personalities. I also have two cats at my mom’s house and have always been responsible for caring for my pets, including feeding, walking, playing, and keeping them happy and safe. Since moving to Flagstaff, I’ve also started watching dogs for friends when they’re out of town. I genuinely love being around animals and would treat your pet like they’re my own! I’m a college student with a flexible schedule and plan my time around pet care. I’m available during breaks between classes and can make time for walks, playtime, feeding, and check-ins. I’m especially available for boarding and sitting when I’m on breaks or have open days. I want every pet in my care to feel safe, comfortable, and at home. I’ll follow your pet’s normal routine, including feeding, walks, medications if needed, and plenty of attention. I’m also happy to send updates and photos so you know your pet is doing well while you’re away.
“Rebecca is our #1 choice for dog and house sitting. We left for a 5 day trip just as the monsoon storms hit. She went above and beyond to make our two big dogs were safe and happy!”
“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!”
“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!”
“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 grew up with 3 dogs and 2 cats, and I can’t wait to meet yours! I’m responsible, friendly, and diligent. I am experienced in taking care of dogs with medical concerns, and will dote on any pet that needs extra attention! I’m currently in school at NAU, and working part time - this means that I am able to work freely most days with the exception of Tuesdays and Thursdays (12:45-3:00). I treat every client’s home with respect and care, and make sure that their pets are going to be as satisfied as they are. I am willing to stay overnight at each home or, if more preferable for clients, I can come and go and stay at my own home.
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.
“Sarah was truly a professional from the time I reached out, to meeting me and my animals and finished up when she cared for my critters for a week. Everybody was happy, fed and cared for. I received messages, questions and photos about my animals. Totally happy about the care my animals received .”
“Mike took great care of our dog, cat, fish and home over the holidays! He asked great questions ahead of time, and checked in with me daily while we were away to let me know how everyone was doing. Our elderly dog was perfectly calm when we got home, so I know he felt loved and safe while we were away.”
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 is $43 per night as of November 2026. Most bookings cost between $23 and $51 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 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.
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:
- 90% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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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