House Sitting Midway

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

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Over 24
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.

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

“Michael was amazing… he took very good care of our boys while we were away and kept us updated with photos and videos. Our first time using Rover and would definitely use Michael again!”

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Heather B.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$45
per night
4.9 out of 5 stars
• 8 reviews
1 repeat client
11 years of experience
La Crosse, WI, 54603

“Hannah was on time for both the meet and greet and petsitting date and asked good clarifying questions about Milo's care. She sent several pictures of Milo each day we were gone and kept us updated. Most importantly, Milo appeared to be very happy when we returned. We would definitely use Hannah for again for dogsitting!”

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Ann K.
Sitter Profile Image: Faith G.
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Faith G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
8 years of experience
Onalaska, WI, 54650

“Faith was absolutely incredible. I sometimes procrastinate so I booked with Faith later than I originally wanted, so she was unable to stay the night with our dogs. But she responded to my request right away and sent prompt responses every time. I felt a little bad for our dogs at first knowing nobody would be there at night. But Faith’s detail to care, information she consistently shared with me, along with pictures, and her clear love for animals, made those feelings disappear so fast. My boys absolutely loved her. We will definitely be booking with her again. Thanks again Faith! :)”

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Morgan W.
Sitter Profile Image: Raven S.
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Raven S.
from
$20
per night
3 years of experience
Holmen, WI, 54636

About: I have worked at a doggy daycare and boarding facility for the last 3 years and can administer medication as well as keep you updated in full detail about your pet I work 33 hours a week with a pretty flexible life schedule. I have plenty of time to make sure your pet is well taken care of; walked, fed, medicated or cuddled! Abide by all the clients preference: crates, muzzles, collar or harness and dog/people-dog interaction, etc. All pets will be taken care of in the owners home, as my dog is pet selective-to be accommodating to all pets involved and make your pet as comfy as possible!

Sitter Profile Image: Randy C.
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Randy C.
from
$37
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: 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: Jenna N.
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Jenna N.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
17 years of experience
La Crosse, WI, 54603

“Jenna was fabulous with our two dogs. She was prompt, reliable and very loving for them while we were away. I highly recommend her care for dogs. We certainly will request her help again! Thank you.”

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Angela H.
Sitter Profile Image: Paige N.
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Paige N.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
23 years of experience
La Crosse, WI, 54603

“Paige was amazing from start to finish. She was quick to respond to our request and open to come for a meet and greet so our pets would know her prior to her staying with them. She sent pictures daily with updates and even celebrated our dog's birthday with him while we were gone by getting him a birthday hat. We came home to happy pets and an incredibly clean home. We will definitely be reaching out to Paige with any pet sitting needs in the future.”

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Rachel H.
Sitter Profile Image: Rylie W.
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Rylie W.
from
$25
per night
12 years of experience
La Crosse, WI, 54601

About: Animals have been a part of my life for as long as I can remember, giving me many years of hands-on experience caring for dogs and cats. I work part-time at a pet boarding facility where I handle daily care for animals of all ages and temperaments. I am comfortable administering oral and topical medications, managing specialized treatments, and ensuring every pet feels safe and comfortable Hi! I am a current student at UW-La Crosse looking to help family’s care for their furry members. I love animals and want to combine my passion for pets with a flexible way to help fund my college education. Whether your pet needs an energetic walk, a friendly check-in during the day, or a dedicated companion for the weekend, I am here to help! My Availability: Weekdays: Flexible morning and afternoon hours (around my class schedule) Weekends: Available Saturdays and Sundays for overnight sitting, extended visits, or daytime care. I am responsible, energetic, and ready to give your pets the love and attention they deserve. Please feel free to reach out to discuss your pet's routine and how I can help! When I am home from college, I spend most of my time caring for my dog and cat. I ensure they both stay happy, healthy, and hydrated by managing their medications, keeping up with routine potty breaks and litter box cleaning, and attending to their overall well-being—all while giving them plenty of love!

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: Brookelynn S.
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Brookelynn S.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
16 years of experience
La Crosse, WI, 54601

About: Hi there! My name is Brookelynn, and I’m a passionate dog lover and experienced dog walker and boarder. I have been working with dogs for 6 years, and I truly believe that they are some of the most loving and loyal animals out there. I recently got married, and my husband, Josh, occasionally assists me with dog care during the boarding process only as a reliable helping hand when needed—he’s just as loving and attentive with animals as I am. At times, he may also assist with meet-and-greets or pickups related to boarding, but I’ll always communicate with you in advance so you feel completely comfortable. As a dog boarder, I know that leaving your furry friend behind can be tough. That’s why I offer a safe, reliable, and loving home environment while you’re away. Your dog will be treated like family, with plenty of attention, playtime, and comfort. I’m happy to follow any special instructions or routines you have for your pet, whether it’s administering medication or sticking to a specific diet. As a dog walker, I understand the importance of regular exercise and stimulation. I will provide your furry friend with a fun and active walk, tailored to their individual needs and energy levels. Whether your dog loves a leisurely stroll or a brisk jog, I’m ready to make sure they get the exercise they need. Above all, I believe in creating a safe and happy environment for all dogs in my care. I will always make sure your pet is comfortable and content. Let’s work together to keep your furry friend healthy, happy, and loved! I work as a Network Engineer Monday through Thursday from 8-5, but I have plenty of availability for walks in the evenings after work. I’m also available for drop-ins and boarding Thursday through Sunday, and can board dogs for stays longer than a week if needed! I am very much a “neat freak”. I believe in leaving an environment the way it was when you arrived… if not better. When visiting your residence I will make it my utmost priority to keep everything clean and make sure your furry family member is taken care of per your instructions.

Sitter Profile Image: Kari L.
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Kari L.
from
$30
per night
5.0 out of 5 stars
• 30 reviews
10 repeat clients
17 years of experience
Onalaska, WI, 54650

“Kari was nothing short of amazing! She had frequent communication with my while I was away. She took pictures of my dogs and sent them very frequently. I was super unsure of how my female, Buna, would act around her because she tends to be aggressive in the beginning; but, Buna warmed up to her like no other! I don't know what it is, but, Kari just loved on my dogs as if they were her own. There is no doubt in my mind that I'll use her again to care for my fur babies! I've also told my friends about her! Thanks, Kari!”

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Norie
Sitter Profile Image: Ella M.
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Ella M.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Capitol, West Salem, WI, 54669

“Ella was great!! She made sure my pup was well cared for and went above and beyond to send me picture and updates while I was gone. I couldn’t recommend Ella more, she gave me so much peace of mind knowing that my dog was in great hands while I was out of town!”

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Hannah M.
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The median cost per night for house sitting in Midway is $40

Pet parents share their Rover experiences - Midway

1 / 1
5.0 out of 5 stars

Faith was absolutely incredible. I sometimes procrastinate so I booked with Faith later than I originally wanted, so she was unable to stay the night with our dogs. But she responded to my request right away and sent prompt responses every time. I felt a little bad for our dogs at first knowing nobody would be there at night. But Faith’s detail to care, information she consistently shared with me, along with pictures, and her clear love for animals, made those feelings disappear so fast. My boys absolutely loved her. We will definitely be booking with her again. Thanks again Faith! :)

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Morgan W.
House Sitting
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

Addie was super flexible and great about sending pictures and updates every day! We knew that Cody was in great hands over the holidays.

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Kirsten & Kaleb M.
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.

How to book house sitting

  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 4
repeat house sitting clients

FAQs for House Sitting - Midway

Frequently asked questions about Rover

The average cost of House Sitting in Midway is $28 per night as of November 2026. Most bookings cost between $28 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 135 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Midway. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 94% 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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