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Top rated Winona house sitters
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.”

“Robyn took great care of our dogs and clearly has lots of patience, understanding of dog behavior and training, and love for neurotic rescue pups like ours. Thanks Robyn!”

“Madeline is great with our dog. He’s normally quite slow to warm up to new people but with Madeline he was snuggling with her in no time. Takes him on long walks and pays him lots of attention. I have booked her several times and will continue to do so.”

“Samuel is absolutely amazing. I feel very fortunate that I found him to care for my pets and my home. My corgi loved him immediately! He provided great communication during my trip and responded very quickly to my messages. He took my boy on many long walks and adventures. I came home to a very happy, sleepy, dog. He even vacuumed and tidied up the house before he left! I can’t recommend him strongly enough. I look forward to hiring him again in the future.”

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: 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 :)
“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 have spent my entire life surrounded by animals of all shapes and sizes—from dogs and cats to even raising pigs! This lifelong exposure has given me a deep understanding of animal behavior, routines, and needs. I know how important it is for dogs to get regular exercise, consistent structure, and plenty of love. Whether your pup needs high-energy playtime, long walks, or just a calm companion to keep them company, I treat every pet like a member of my own family As an online graduate student and mom, I manage my own schedule and have incredible flexibility throughout the day. Because I study from home, my routine is highly adaptable, allowing me to easily step away for frequent dog walking, potty breaks, and mid-day play sessions. I can structure my mornings, afternoons, or evenings around your pet's specific routine to ensure they get consistent care and attention. Safety and clear communication are my top priorities. When caring for your dog on walks or during drop-ins, I provide a highly responsible, focused, and nurturing environment. I am incredibly detail-oriented, respectful of your home, and strictly adhere to any specific training, feeding, or safety guidelines you provide. You can count on regular updates and total peace of mind!
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.
About: I have a dog and a cat back home that I help take care of. When I’m home, I take my dog out for walks everyday. I have dog sit for my neighbors dog a few times, and another family’s dog as well. I just graduated from NAU, so I am very available this summer. Weekdays as well as weekends! I am only in Flagstaff until the end of July. Making sure if it’s a gated house, that the gate is closed when supposed to be. Making sure the pet is not getting into anything it shouldn’t be.

About: I’ve been around animals my whole life and understand that every pet has their own personality, routine, and needs. What sets me apart is my commitment to providing individualized care and keeping pets comfortable, safe, and happy while their owners are away. I take the time to learn each pet’s routine, preferences, and any special instructions so they receive consistent care and attention. I’m comfortable caring for dogs of different ages and energy levels, from playful puppies who need patience and structure to senior pets who may require a gentler pace, medication reminders, or extra monitoring. I prioritize communication and provide regular updates, photos, and check-ins so owners can have peace of mind knowing their pets are in good hands. Above all, I treat every pet as if they were my own—making sure they receive plenty of attention, exercise, affection, and care while you’re away. I currently work as a nanny Monday-Friday from 2:30pm-6pm. Therefore, my availability is widely open from anytime of the day, over nights, or weekends. I can accommodate any schedule. I have my own personal care making transportation not an issue. I have grown up with a wide range of animals my whole life as well as taking care of neighbors and families pets since I was 10.
“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!”
“We had Alexandra watch our dog while we went away for Christmas. We could not have asked for a better dogsitter. She is incredibly kind and attentive and always communicated well throughout the entire process. Best of all, our dog loved her! In addition, she sent us the sweetest videos of our dog each day and a special one on Christmas with a holiday greeting from our puppy. We will absolutely use her again and highly reccomend her! Thank you so much Alexandra for putting our minds at ease, and loving Ace while we were away.”


About: I love absolutely all pets and want to make sure they keep getting the same love and care they get from you, even when you're not around!! I have been watching pets for friends and family whenever I could since I was in middle school!! I grew up with two incredible kitties and always watched my neighbors goldens and lab! I hated being away from my pets growing up and always wanted to make sure they were cared for when we were gone, I would love to do that for your amazing pets too!! I am living in Flagstaff for the summer, I graduated and the film I have been working on finished so my schedule is completely open. If you need care, I can make it work any time, any day!! I have lived with cats and dogs in both houses and apartments and take care to always do what's best for them depending on the space! I'll be sure to make them happy and comfortable at home even if the amazing owners they love can't be around!
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.
Over 29 pet parents in Winona have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winona is $43
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 house 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.
Sitters in Winona average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winona on Rover as of Jun 2026 was about $43 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 200 house sitters in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Winona house sitters respond in under an hour.
House sitters in Winona have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winona.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winona house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.



