House Sitting Winona

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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: Suzanne L.
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Suzanne L.
Star Sitter
from
$25
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
40 years of experience
Tyler, TX, 75705

Sue was great with our two fur babies. I was so nervous to leave them for the first time since we moved here. Sue sent pictures everyday of my babies. She stayed overnight which was great since my dogs are older. We will definitely book with her again.

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Vanessa T.
Sitter Profile Image: Julie D.
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Julie D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
24 years of experience
Tyler, TX, 75701

Julie was fantastic with our 3 dogs! She took care of them as if they were her own. She sent pictures every day and checked in with us on their well being. We have tried so many things, boarding and other house sitters and have never had such a great experience! She even offered to wash the sheets before we got home late at night! The house was left so clean and as though no one had been here. She is phenomenal!!!

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Kim R R.
Sitter Profile Image: Halle H.
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Halle H.
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Big sandy, TX, 75755

Halle did a wonderful job of pet and house sitting and I would highly recommend her to anyone needing a professional and responsible sitter. Top Notch!

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Mitch S.
Sitter Profile Image: Emily G.
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Emily G.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
tyler, TX, 75708

Definitely exceeded our expectations and made us feel at ease leaving our babies with her. Provided lots of updates with cute pictures and made sure that the cats were fed including treats along with making sure our dog received her meds at the proper times. Came back home and noticed that our place was cleaner than when we left as well. Will be booking with her again for sure.

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Marissa T.
Sitter Profile Image: Anna W.
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Anna W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
15 years of experience
White Oak, TX, 75693

She was great staying over night with my two cats. They both enjoyed Anna's company. She kept sending me pictures and videos of my babies.. They had a great time and I will use her service as many times as I need to. Thank you Anna for such a great job!

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Ninfa C.
Sitter Profile Image: Genesis H.
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Genesis H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
23 years of experience
Tyler, TX, 75702

About: I’ve had dogs my entire life, so caring for them comes naturally to me. From playful puppies to senior dogs who need extra patience and hands-on care, I’m experienced with it all—including helping with feeding, hydration, and bathroom needs. I’m a true animal lover and go above and beyond to make sure every pet feels safe, comfortable, and loved. I am currently working full time but am available during weekends at anytime, anytime before 9 am, and anytime after 5 pm. I'm usually up by 4:30 am so I can start the day early. I can watch any dog at your home whether or not you have a fenced in area. I currently don't have my own space I live in apartments so it is limited but not totally unavailable

Sitter Profile Image: Mariah H.
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Mariah H.
from
$35
per night
5.0 out of 5 stars
6 reviews
25 years of experience
Tyler, TX, 75702

I was so happy Mariah could accommodate my last minute request. Mariah arrived on time and re-introduced her to Gabby (they had a meet and greet). Gabby was well taken care of and I would definitely use Mariah again.

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Susan H.
Sitter Profile Image: Robbie L.
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Robbie L.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
55 years of experience
Tyler, TX, 75701

Robbie is incredibly reliable and I swear she is a dog whisperer! Ha! No joking aside, Robbie is very intune to our elderly dog and her medications. She made several suggestions about medication administration, since it is all new to us, which has worked great!! You cannot go wrong with Robbie and her care for your animals.

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Marcie S.
Sitter Profile Image: Lillie F.
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Lillie F.
from
$30
per night
10 years of experience
Arp, TX, 75750

About: I’ve been caring for animals my entire life and understand that every pet has their own personality, routine, and needs. As a registered nurse, I’m highly attentive, dependable, and comfortable monitoring for changes in behavior, appetite, mobility, or overall well-being. I have experience caring for dogs of all sizes, senior pets, and animals that need extra patience and attention. Whether it’s walks, playtime, medication administration, feeding, or simply providing companionship, I’ll care for your pet as if they were my own. I know how important peace of mind is when you’re away, so I provide regular updates, photos, and plenty of love and attention. My schedule is flexible and allows me to provide reliable care throughout the week. I can accommodate morning, afternoon, evening, and weekend visits depending on your needs. I understand the importance of consistency for pets and strive to maintain their normal routines while you’re away. Whether your pet needs a quick drop-in visit, extended care, or overnight attention, I’m committed to providing dependable and compassionate care. Your pet’s safety and comfort are my top priorities. As a registered nurse, I pay close attention to details and am experienced in recognizing changes in health or behavior. I follow all care instructions carefully, including feeding schedules, medications, exercise needs, and household routines. I believe in building trust with both pets and owners through clear communication, reliability, and respect for your home. You’ll receive regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Alexis P.
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Alexis P.
from
$32
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Arp, TX, 75750

Absolutely amazed by Alexis and how well she did. Very professional and had no problem watching our house even with some of the extra tasks asked of her. Ive had sitters in the past but never have I come home to house that felt cleaner than when I left. I appreciated the daily updates and behavioral observations. 10/10 will use her again

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Jordan M.
Sitter Profile Image: Hunter W.
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Hunter W.
from
$25
per night
13 years of experience
Winona, TX, 75792

About: What sets me apart from other sitters is the energy and presence I bring around animals. I’m naturally calm, patient, and attentive, which helps pets feel safe and comfortable pretty quickly, even if they’re shy or anxious. I’ve spent a lot of time around animals and genuinely enjoy being with them, whether that’s going on walks, playing, or just sitting with them and keeping them company. I pay close attention to their behavior and needs, so I can adjust how I care for them based on their personality. Pet care fits naturally into my daily routine because I genuinely enjoy being around animals and staying active. I structure my schedule so I have the time and flexibility to give each pet the attention and care they need. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine. Whether I’m in your home or caring for them day-to-day, I make sure they feel safe, relaxed, and well cared for.

Sitter Profile Image: Kimberly A.
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Kimberly A.
from
$30
per night
5.0 out of 5 stars
59 reviews
30 repeat clients
6 years of experience
Tyler, TX, 75703

Kimberly did an excellent job of house sitting our 3 furbabies. She is very pet friendly and loves them as if they were her own. Kimberly maintained excellent, prompt and professional daily communications with us. Kimberly followed all the instructions given to her at a high level of detail and asked questions if needed. Kimberly took excellent care and was very attentive to our furbabies needs during severe thunderstorms. Kimberly is a very professional, caring, respectful, loving person. We will definitely have Kimberly house sit our furbabies again. We highly recommend Kimberly for caring and sitting for your pets.

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Robert L.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
from
$35
per night
5 years of experience
Tyler, TX, 75701

About: As a great pet sitter, I am reliable, loving, and experienced! I ensure your furry family members are safe, happy, and well-cared for in your absence. I’m currently a full time student so in my free time I have plenty of time to play with your pets. Usually weekends and afternoons work best with my schedule. I have two local pet parks and one furry friend to keep your fur baby company! I offer grooming, attention, exercise, feeding, and most of all LOTS OF PLAY TIME!!!

Sitter Profile Image: anniyah d.
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anniyah d.
from
$30
per night
11 years of experience
Tyler, TX, 75701

About: I’ve taken care of animals since I was about 10, I’m 21 now. My major is Pre-Veterinary because I’ve had a love for animals and dream of being a vet since I was 7. I have a cat of my own, Luna, and she’s my world. I treat her like a baby so I would love to share the same love to your fur babies! I work full-time as a manager at Walmart, and I’m a full time college student (online). I’m pretty fair and understanding with scheduling, as long as you reach out in advance. If my schedule doesn’t fit for you, I do not mind adjusting to accommodate you and your fur babies! I also don’t have an issue with last minute planning, just be mindful of scheduling issues or certain questions I asks in regards of the service you’ve requested! When caring for pets in my home or a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, and get plenty of exercise and attention throughout the day. I also monitor their behavior to make sure they are happy, healthy, and not feeling stressed while their owner is away. As well as in a clients home, I respect your space and specific instructions on pet care! Ensuring your pets and home’s safety is never an issue.

Sitter Profile Image: Joell "Jodi" W.
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Joell "Jodi" W.
from
$80
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Winona, TX, 75792

Jodi was awesome with my boys I felt very reassured and calm knowing when was watching them and I could tell my dogs really enjoyed spending the day with her

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Helen Bancroft A.
Sitter Profile Image: Carly M.
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Carly M.
from
$50
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
6 years of experience
Flint, TX, 75762

Carly communicated well while I was gone & sent pics during her visit! We really appreciated having someone we can trust while away! Will def be booking her again!

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Caitlyn B.
Sitter Profile Image: Jayde Z.
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Jayde Z.
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Tyler, TX, 75703

Jayde was awesome! Thankyou so much.

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Robert K.
Sitter Profile Image: Paola C.
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Paola C.
from
$50
per night
2 years of experience
Tyler, TX, 75707

About: I have experience dog sitting small and big dogs, and pet sitting for families I know, including caring for my bosses’ dogs and cat when they were away. I also grew up with a dog, so I understand how important it is to give pets love, attention, and a safe routine. I’m comfortable helping with feeding, walks, basic care and keeping owners updated while they’re away. I always make sure to follow each pet’s normal routine and any specific instructions from the owner, because every dog has their own personality and needs. I currently work part time and remote, so my schedule is very flexible. I can help during the day and/or over night as needed I cannot bring pets home as I live in an apartment where no pets are allowed, but I can definitely go and stay at clients house as needed

Sitter Profile Image: Lori J.
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Lori J.
from
$35
per night
5.0 out of 5 stars
6 reviews
54 years of experience
Longview, TX, 75645

About: I am the proud owner of 3 little Shi Tzu's. My husband travels with his work so there are lots of time I am by myself at home. I would love to help with your fur babies needs. We are a very dependable and honest couple that is originally from Louisiana but have lived in Texas for almost 20 years. My entire life I have had animals of all kinds but mainly dogs. We have had big dogs to very small pets. I have a sister that was a assistant Vet for about 30 years and she has taught me a lot about how to safely care for their health and maintain a good diet and exercise. Love All types of Pets !!! Your pet will be able to run with ours and I take mine outside all throughout the day. If you would prefer them to be created I will provide them with any rules you would normally do at your home. I promise your pet will be loved and cared for as if they were my own.

Sitter Profile Image: Kamryn B.
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Kamryn B.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
2 years of experience
Tyler, TX, 75701

Kamryn had good communication skills and did a great job taking care of my senior dog.

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Clay M.
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Winona average 3
repeat house sitting clients

FAQs for House Sitting - Winona

Frequently asked questions about Rover

As of June 2026, there are 183 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:

  • 100% 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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