House Sitting Winona

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

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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.

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Sitter Profile Image: Samuel P.
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Samuel P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
20 reviews
3 repeat clients
8 years of experience
Flagstaff, AZ, 86004

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!!

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Jackie S.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Flagstaff, AZ

Alexis did a great job taking care of our pets. I would encourage more communication when questions come up, but my partner and I are very happy with her housesitting and pet care.

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Avi P.
Sitter Profile Image: Atlantis B.
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Atlantis B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
70 reviews
21 repeat clients
5 years of experience
Flagstaff, AZ, 86004

Atlantis did a fantastic job! She kept us up to date with pics of our pets while we were away and treated our pets as if they were her own. We intend on booking with her again!

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Alyssa K.
Sitter Profile Image: Jeremy F.
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Jeremy F.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
Flagstaff, AZ, 86004

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.

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Moon G.
Sitter Profile Image: Lindsey B.
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Lindsey B.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Flagstaff, AZ, 86004

Lindsay was absolutely fabulous! She was incredibly thoughtful, conscientious, and went above and beyond while house and dog sitting for us. She spent so much time with our dogs, taking them on walks and giving them tons of love and attention. They were noticeably happier when we returned. Along with that the house was clean and everything was just as we had left it. We will definitely use Lindsay again. I highly recommend her to anyone looking for someone they can truly trust with their home and pets!

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Joy P.
Sitter Profile Image: Abbigayle B.
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Abbigayle B.
from
$40
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Flagstaff, AZ, 86001

Abbi was great! Sent plenty of updates and I could tell when I got home that both my girls had been well taken care of.

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Jessica L.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Flagstaff, AZ, 86001

Sierra is a wonderful young lady. She sent me several pictures of my dogs, followed the instructions, and left my house exactly the way she found it. I would happily recommend Sierra for your dog sitting needs.

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Tanya M.
Sitter Profile Image: Delaney W.
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Delaney W.
from
$35
per night
5 years of experience
Flagstaff, AZ, 86005

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.

Sitter Profile Image: Marni S.
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Marni S.
from
$50
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
11 years of experience
Flagstaff, AZ, 86004

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!

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Melanie J.
Sitter Profile Image: Constance F.
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Constance F.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
12 years of experience
Flagstaff, AZ, 86004

Constance house sat and dog sat for us and did amazing! Our house looked great when we came back and our dog was well taken care of.

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Helena D.
Sitter Profile Image: Nevaeh M.
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Nevaeh M.
from
$55
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Flagstaff, AZ, 86004

Nevaeh is the best! She treated our pups like they were her own and went above and beyond as a pet and house sitter. Flagstaff is lucky to have her!

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Aaron H.
Sitter Profile Image: Alissa S.
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Alissa S.
from
$40
per night
5.0 out of 5 stars
4 reviews
5 years of experience
Flagstaff, AZ, 86005

Alissa is so communicative and caring! She sent multiple pictures of my animals while I was gone, and she was sure to ask questions about anything she was unsure of. Alissa’s care and attentiveness was SO appreciated :)

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Addison Y.
Sitter Profile Image: Jadalyn H.
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Jadalyn H.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
16 years of experience
Flagstaff, AZ, 86004

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!

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Bryce E.
Sitter Profile Image: Neri R.
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Neri R.
from
$27
per night
10 years of experience
Flagstaff, AZ, 86004

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.

Sitter Profile Image: Devon H.
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Devon H.
from
$40
per night
4.9 out of 5 stars
208 reviews
89 repeat clients
15 years of experience
Flagstaff, AZ, 86001

Devon is excellent. She was wonderful with our pups. Came over twice before the day to meet and become more familiar with the dogs. We returned to an immaculate home and happy pups. We recommend her highly and will use her again.

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Mary H.
Sitter Profile Image: Calley S.
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Calley S.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Flagstaff, AZ, 86005

Calley did a great job watching our dog/home while we were out of town. She sent lots of pictures and gave great updates!! Will definitely be contacting/booking again. Thank you!

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Sina G.
Sitter Profile Image: Harold M.
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Harold M.
from
$20
per night
15 years of experience
Flagstaff, AZ, 86004

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

Sitter Profile Image: Jadah C.
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Jadah C.
from
$50
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Flagstaff, AZ, 86004

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!

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Laleña G.
Sitter Profile Image: Rebecca K.
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Rebecca K.
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Flagstaff, AZ, 86004

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!

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Sara K.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$30
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Flagstaff, AZ, 86004

About: I love caring for and spending time with both cats and dogs alike! I love their zest for life and how caring for them can remind us of important values. I don’t currently have pets of my own, but most of my friends and family members have pets that I’ve helped take care of. I just moved to the Flagstaff area so I have plenty of availability for pet care right now. I’d love to meet your fur babies! My old cat liked to pretend to be an escape artist and also liked trying to eat random things, so I’m really good about making sure they don’t run off and keeping the environment safe for them. I also will give lots of pets and talk to them.

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The median cost per night for house sitting in Winona is $40

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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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 $42.8 per night (as of September 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 September 2026, there are 215 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.

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