House Sitting West Prairie

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West Prairie, 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: Jillissa R.
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Jillissa R.
Star Sitter
from
$36
per night
4.9 out of 5 stars
33 reviews
8 repeat clients
4 years of experience
Winona, MN, 55987

Jillissa stayed overnight with my fur babies. She kept in contact and sent pics with updates. I felt very comfortable with her in my home and will not hesitate to book with her again!

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Raylene H.
Sitter Profile Image: Jaxon H.
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Jaxon H.
from
$25
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Winona, MN, 55987

Jaxon recently cared for my two dogs in my home. He was positive, professional and a great communicator. This was my first experience on Rover and I could not be more pleased. I would have him care for my pets again in a heartbeat!

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Lisa L.
Sitter Profile Image: Margaret J.
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Margaret J.
from
$50
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Winona, MN, 55987

This was our first time hiring someone to watch our home and pets while we were away and I'd be lying if I said I wasn't apprehensive about using an at home service. I am SO GLAD I checked out Rover and after researching several people, am even more glad I chose Margaret for our needs! :) She was extremely responsive to any questions we had leading up to our dates and was truly interested in knowing any of the special needs our pets may have... we have a 14 year old border collie with a heart condition and she couldn't have been more caring with her. We were able to enjoy our vacation worry free because of her and when we arrived home, our house was cleaner than when we left and a wonderful "welcome home" note was waiting for us. We will not hesitate to call on her again, and highly recommend her to anyone looking for a pet sitter, or in our case house & 5 pet sitter. :) Thank you so much!!

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Zheila
Sitter Profile Image: Peyton G.
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Peyton G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
Winona, MN, 55987

Booked Peyton for both house sitting and drop in visits the week of 3/22/2026. She was great with taking care of my cat Turbo and providing pictures during my vacation.

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Deborah A.
Sitter Profile Image: Arabella B.
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Arabella B.
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
4 years of experience
Winona, MN, 55987

Arabella was excellent to work with and highly reliable with her care for our furry child! She is easy to communicate with including daily updates with photos! Moegly absolutely loved having her company. We will happily book her again for future needs!

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Kerri Z.
Sitter Profile Image: Laren C.
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Laren C.
from
$41
per night
5.0 out of 5 stars
7 reviews
15 years of experience
Holmen, WI, 54636

Laren stayed for a 3 day weekend with our 3 dogs and 2 cats. She did a fantastic job. She followed through on all our instructions and requests. She was prompt in returning messages and sent us photos too. She even made friends with our very shy cat who will normaly never even be around strangers. She's truly a "cat whisperer"! We recommend her highly!

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David W.
Sitter Profile Image: Ajia W.
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Ajia W.
from
$65
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
Winona, MN, 55959

We cannot thank Ajia enough for her outstanding care she gave our Charlie while we were on vacation! She is amazing! The communication she gave us through text and pictures while gone was incredible and gave us such comfort! I highly recommend her for any help with your fur babies! ❤️

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Hanna J.
Sitter Profile Image: Eliza C.
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Eliza C.
from
$26
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
Onalaska, WI, 54650

We were so happy with the care Eliza gave to our 3 spoiled dogs. She took excellent care of our dogs. We would definitely recommend her. We will be rebooking Eliza on our next trip.

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Bonnie C.
Sitter Profile Image: Angela A.
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Angela A.
from
$25
per night
1 year of experience
La Crosse, WI, 54601

About: Hi! My name is Angela, and I understand how important it is to know your pets are safe, loved, and comfortable while you’re away. I have experience caring for pets in their own homes and believe that remaining in a familiar environment helps reduce stress and anxiety for many animals. I’ve previously provided overnight pet sitting for multiple clients and enjoy creating a calm, consistent routine that keeps pets happy while their families are away. As a healthcare professional, reliability, communication, and attention to detail are a big part of who I am. Whether your pet needs walks, playtime, medications, feeding schedules, or simply companionship, I will treat them with the same care and respect I would want for my own pets. I am the proud owner of two cats and understand that every animal has their own personality, preferences, and needs. I enjoy spending quality time with both dogs and cats and will keep you updated with messages and photos so you can relax knowing your pets are in good hands. I look forward to meeting you and your furry family members! I work full-time Monday through Friday, but I am available for weekend house sitting and pet care. If you are located in Viroqua or La Crosse, I may also be available for weekday house sitting and pet care. When caring for your pets, I follow their normal routines as closely as possible to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can enjoy your time away knowing your pets are well cared for. I primarily provide care in my clients’ homes because I believe pets are happiest and most relaxed in their familiar environment. I take time to learn your pet’s routine, feeding schedule, medications, exercise needs, and preferences. As a healthcare professional, I value reliability, attention to detail, and clear communication. My goal is to provide safe, compassionate care while treating your home and pets with the utmost respect.

Sitter Profile Image: Emily R.
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Emily R.
from
$50
per night
4 years of experience
Fountain City, WI, 54629

About: I’ve been caring for animals my whole life and have 4 years of professional experience from working at an animal sanctuary and currently a vet clinic! I am also going to school in Rochester to become a veterinary technician! Having a dog and two cats to care for of my own and currently working at a vet as a vet assistant. My days always consist of caring for animals and I wouldn’t change it for anything. At home I have another dog who gets along well with other dogs and people. I also have 2 cats but they are outdoor only and are used to dogs. I have a big house with an even bigger yard. I can take your dog on walks or hikes and they will get plenty of exercise. Inside the dog will have its own space and I can crate your dog if needed. I am willing to work with any accommodations you need for your furry friend.

Sitter Profile Image: Kayla C.
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Kayla C.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
16 years of experience
Onalaska, WI, 54650

Kayla was awesome. Highly recommended

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Bud J.
Sitter Profile Image: Grace B.
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Grace B.
from
$35
per night
4 years of experience
La Crosse, WI, 54601

About: I have worked at a boarding kennel for dogs/cats, it made me so happy and everything in my life disappear when I'm with them daily. I’m currently working part time at the moment but I will check up on them and make sure that everyone is doing okay before work! I live in a trustworthy neighborhood in a house with my boyfriend! There is plenty of space for them to run around and get their energy out!! If you have any questions about my housing, please ask away😁

Sitter Profile Image: Jacque K.
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Jacque K.
from
$70
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

Jacque was wonderful while staying with my puppy Atlas for the weekend! She provided me with great updates and pictures. I could tell Atlas really liked her and he was the same happy, sweet pup when I returned home!

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Courtney M.
Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

Sitter Profile Image: Lilly W.
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Lilly W.
from
$40
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Onalaska, WI, 54650

Great sitter! Happy to recommend.

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Zach H.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$50
per night
10 years of experience
La Crosse, WI, 54601

About: I have taken care of my own dog as well as taken family friends dogs on walks and runs. I am currently training for a half marathon, so if your dogs loves long runs or long walks I would love to help them get outside and exercise. I currently am working part time on top of school. Most days I can take dogs on a walk or run in the morning to later afternoon! I currently live in an apartment where pets are not allowed, so for now I will stick to taking dogs on walks and runs whether that’s around a safe neighborhood or at a park.

Sitter Profile Image: Faith G.
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Faith G.
from
$200
per night
10 years of experience
Onalaska, WI, 54650

About: Grew up on a farm with lots of cats and dogs. I have a 15-year-old border collie mix that can no longer go for long walks. Hoping for the opportunity to take some other pups on walks too! I work as a nurse, so I am more than willing to administer medications and injections. Being that I have an elderly dog myself, I am no stranger to senior care or special needs. I currently work as a nurse full-time, but I am available after 5 pm to help with taking your dog out or checking in on your kitty. I am available most weekends as well. I cannot offer pet boarding, but I am willing to check in on your furry family members! I am always willing to lend a hand when life gets busy. Although my background is in human care, I can administer CPR, medications, and injections. Just let me know!

Sitter Profile Image: Olivia S.
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Olivia S.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Eleva, WI, 54738

Olivia did a great job watching our 2 pups and provided updates and pictures each day.

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Robert W.
Sitter Profile Image: Abbey K.
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Abbey K.
from
$50
per night
4.9 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Buffalo City, WI, 54622

Abbey & Joe were great. We appreciated that they always responded to messages very quickly and after meeting both of them during the pre-care meet & greet, we felt confident our dog & home would be in good hands. We will definitely reach out to them again.

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Kristine R.
Sitter Profile Image: Christina J.
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Christina J.
from
$27
per night
10 years of experience
Holmen, WI, 54636

About: I have worked with animals off and on my whole life. I’ve had four dogs growing up including my current dog. I do have experience with epilepsy since my current dog does have it. I can also help with basic training such as walking nicely on a leash. I am currently trying to find a new career so working with doggos in the meantime will help me in that journey. I am open for walks or checks in during the week, but can only do stayovers on the weekends. I unfortunately can not have pets at my current residence as it is my parents, but I am more than willing to multiple stops or even overnights for your pets. I will love and care for them as if they’re my own.

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The median cost per night for house sitting in West Prairie 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

Sitters in West Prairie average 3
repeat house sitting clients

FAQs for House Sitting - West Prairie

Frequently asked questions about Rover

As of July 2026, there are 150 sitters on Rover offering House Sitting across West Prairie. 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 West Prairie 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 West Prairie 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 West Prairie 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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