House Sitting Midway

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

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Over 8
pet parents in Midway have booked house sitting

Midway, 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.

1 / 1
Sitter Profile Image: Marissa W.
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Marissa W.
from
$55
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
La Crosse, WI, 54603

Marissa is an excellent caretaker for our very energetic dog Squid. In fact, we're pretty sure Squid is eager for us to leave again so that Marissa will come back.

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Matt B.
Sitter Profile Image: Michael S.
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Michael S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
15 years of experience
La Crosse, WI, 54601

Michael proved to be the ideal pet sitter! He took excellent care of our two dogs and cat, and sent us daily updates along with photos. He followed feeding routines to the letter and took the dogs on frequent walks. Michael also stayed at our house and left things as tidy as he found them. I highly recommend using Michael, your pets will be in good, caring hands!

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

Eliza was absolutely terrific. She was so patient with our senior dog (15 yrs old) Also, our new rescue (9 yrs old) we have been workibg on house training her. Eliza spent the nights here as well (which not all dog sitters will do). I would highly recommend Eliza. She was here for 7 nights 8 days. Great personality and easy to communicate with. Bonnie

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Bonnie G.
Sitter Profile Image: Isabell K.
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Isabell K.
from
$50
per night
5.0 out of 5 stars
1 review
10 years of experience
Holmen, WI, 54636

Great communicator and took great care of our dogs! Would highly recommend.

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Luke S.
Sitter Profile Image: Bella H.
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Bella H.
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
13 years of experience
La Crosse, WI, 54601

Bella did an amazing job caring for our two dogs! Both are seniors with health issues, and she did great with communication and asking questions, ultimately making us feel more at ease leaving for a few days. We will definitely book with her again, and recommend her to anyone looking for dog sitting services!

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Heather S.
Sitter Profile Image: Dacia O.
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Dacia O.
from
$50
per night
5.0 out of 5 stars
16 reviews
1 repeat client
17 years of experience
La Crosse, WI, 54601

Dacia was amazing with our two girls. She gave us daily updates and photos. Our home was also well taken care of. We will definitely book her in the future!

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Jeni P.
Sitter Profile Image: Luke S.
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Luke S.
from
$45
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
La Crosse, WI, 54601

Luke is the best! He takes such great care of our kiddos. He sends pictures and videos of their cuteness, and doesn't hesitate to reach out with questions. The house always looks great when we get home. Luke is very conscientious. Even our shy cat is very comfortable around Luke!

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Nicole K.
Sitter Profile Image: Kiana E.
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Kiana E.
from
$50
per night
4.8 out of 5 stars
39 reviews
13 repeat clients
15 years of experience
La Crosse, WI, 54601

She was great with our pups! One is a covid dog with who would prefer to be with his mom at all times. We were able to enjoy the weekend away with no worries!

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Marcus and Jessica P.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
La Crosse, WI, 54603

Hannah is an excellent house sitter! Our dogs and cats and chickens were taken very good care of! We will definitely ask her to take care of our animals again.

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Jessica S.
Sitter Profile Image: Randy C.
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Randy C.
from
$27
per night
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
La Crosse, WI, 54601

About: I’ve taken care of many animals. Owner of Saint Bernard’s and had horse’s. Assisted with nail trimming and light grooming. Our family has rescued many pets. I do work a FT job. But with the love of having pet myself it sometimes it can be hard to get home after a long day or running late I am here to help as much as possible I will perfect your pets as if they would be my own fur babies. I will keep them safe and secure at all times. I will only use leashes and or a fenced in yard

Sitter Profile Image: Kayla C.
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Kayla C.
from
$55
per night
5.0 out of 5 stars
4 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: Kyleah H.
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Kyleah H.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
9 years of experience
La Crosse, WI, 54601

About: I’ve grown up around dogs and have taken care of them since I was young! I love them way more than people. I am counting down till I can have my own little pack of dogs. I’m used to dogs that pull on leashes, but it’s a plus when they’re an easy walker :) I currently am in college so whenever I don’t have classes I am completely free! Once a month for one weekend I work on a military base, but other than that I would love to spend my time with a pup! I am willing to do whatever to keep your dog’s routine normal. I am used to crate training, routine dog walks, etc. No judgement from me :)

Sitter Profile Image: Talya S.
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Talya S.
from
$80
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
La Crosse, WI, 54601

Talya was nice and reliable. I would recommend. She took good care of our three dogs and even took care of our guinea pigs as well while we were gone.

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Ashley M.
Sitter Profile Image: Tressa S.
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Tressa S.
from
$25
per night
18 years of experience
La Crosse, WI, 54603

About: I'm someone who treats every pet like my own! I've taken care of my childhood dog and cats since I was very young, as well as my extended family and friend's animals. I consider myself dependable and patient, and I love giving pets plenty of attention, playtime, walks, and cuddles. I'm comfortable caring for all ages and personalities, and I'm happy to follow each pet's specific routine and needs. My goal is for your pet to feel safe, loved, and spoiled while you're away! Pet care fits naturally into my schedule because I enjoy being active and spending time with animals. I'm in my last semester of college and have a flexible schedule that allows me to dedicate plenty of time for walks, playtime, feeding, and cuddles. My main focus is to keep your pet comfortable, safe, and on their normal routine. I'll follow any feeding, walking, medication, or care instructions you provide. I also want you to feel comfortable while you're away, so I'm happy to send updates and pictures so you know your pet is happy and well cared for!

Sitter Profile Image: Sara S.
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Sara S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Onalaska, WI, 54650

VERY pleased with Sara! Great communication including pup videos 🥰. Responsible and trustworthy big time! Pleased with her overnight services. Our pups loved her. Sara is a gem 😍

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Mary G.
Sitter Profile Image: Megan B.
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Megan B.
from
$27
per night
3 years of experience
La Crosse, WI, 54601

About: I have worked at a doggie daycare. I also grew up with dogs and cats my entire life. My parents have two dogs and two cats, and I have a cat. I am a college student with lots of breaks in my schedule to check in on pets or take them for walks. I also have a part-time job in the afternoon, but it is only 1 day a week and every other weekend. I would listen to the client's rules on how to take care of their pet(s). Depending on what the client wants I would do my best to accommodate their needs.

Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
18 years of experience
La Crosse, WI, 54601

Alyssa was wonderful and took very good care of my anxious girl while I was away for a couple days. She was communicative, professional, and kind and it was such a comfort knowing my pup and home were in good hands!

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Jennifer K.
Sitter Profile Image: Addie B.
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Addie B.
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Holmen, WI, 54636

Tyson was so well taken care of! Addie gave great updates and treated my pup like their own, it’s such a relief knowing he was in good hands! I’ll definitely book again! 🤍

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Autumn F.
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.

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

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The median cost per night for house sitting in Midway is $41

Pet parents share their Rover experiences - Midway

1 / 1
5.0 out of 5 stars

Kyra was so great with our household of pets! They were so comfortable with her that the cats snuggled in with her the very first day. We got picture updates daily and the house was cleaner than when we left. It was so nice being on vacation knowing our pets were in great hands. We will definitely using her services again!

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Jessica B.
House Sitting
5.0 out of 5 stars

Alicia did a great job with our dog, and our home. We were able to relax on vacation, knowing everything at home was good. Would definitely invite her back.

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Terri W.
House Sitting
5.0 out of 5 stars

We use Maddie anytime she is available. We have a house full of animals and feel most comfortable when she is with them.

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Melanie K.
House Sitting
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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 - Midway

Select a filter and find qualifying sitters offering house sitting.

Sitters in Midway average 3
repeat house sitting clients

FAQs for House Sitting - Midway

Frequently asked questions about Rover

The average cost for House Sitting in Midway on Rover is $66.6 per night (as of August 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 August 2026, there are 141 sitters on Rover offering House Sitting across Midway. 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 Midway 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 Midway 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 Midway 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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