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.

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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
• 30 reviews
10 repeat clients
15 years of experience
La Crosse, WI, 54601

“Michael watched our Eva while we were visiting friends in LAX and he took the best care of her, and went above and beyond being flexible with our schedule. She definitely gets a bit of separation anxiety, but she took to him right away. We will not hesitate to reach back out the next time we are in the area. Communication was top notch. Thank you, Michael!!”

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Mandy 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

“Addie was amazing with our 3 dogs. She took great care of them and provided lots of pictures and updates. We will definitely use her in the future!”

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Jessica P.
Sitter Profile Image: Marissa W.
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Marissa W.
from
$55
per night
5.0 out of 5 stars
• 15 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: 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: Angela D.
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Angela D.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 47 reviews
15 repeat clients
12 years of experience
Onalaska, WI, 54650

About: We offer in home, kennel free pet sitting for dogs, cats and any other pets you need us to care for while your away! We have a yard where they are able to run, catch a ball and play with our 2 very active boys! We offer pet walking, drop in sitting at your home or ours! We can follow the schedule you set for them for feedings, walking and bedtimes! Your pets will always have someone home with them, providing them constant 24 hour care and love! We provide pictures daily upon request of your happy pets! Your pet becomes part of our family while you’re away for fun or business! Please make sure that your pets are checked frequently for fleas, fleas can be picked up anywhere in the sand, pet parks and grass. They are extremely difficult to get a rid of if your pets picks them up somewhere and they can multiply quickly. We clean and spray our yard frequently as well as wash bedding, pet beds, furniture and rugs to make sure we are free from fleas in our home. So bring their bed, feeding dishes, toy and their brush and book with us today, so we can provide your pet comfortable, happy home while your away! I am available to care for your pet full time on week days as well as weekends! Your pet is never alone and gets all the attention she/he will ever need! So bring their bed, feeding dishes, toys and their brush so we can take care of all their needs! We have a 2 very active boys who love to run toss a ball and play and cuddle with your pet! Your pet will feel at home with our family!

Sitter Profile Image: Kiana E.
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Kiana E.
from
$50
per night
4.8 out of 5 stars
• 40 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: Isabell K.
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Isabell K.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
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: Crystal X.
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Crystal X.
from
$35
per night
4 years of experience
La Crosse, WI, 54603

About: I have taken care of my two pit bulls since the start of high school. I love giving affection to them, including others I have met in person. I used to have a senior dog who had joint problems and needed help on the stairs, bed, and sofa. I also love meeting my friends’ pets and giving them the same affection as I do with my own pets. I do drop in visits, house sitting, and dog walking. I would love to give your fur babies a bunch of affection and care. I’ll make sure to update you regularly with pictures so you know that your pets are in safe hands. Your pets safety is my top priority. For dog walking, I’ll make sure they stay off the road when the pavement is too hot and/or a car is coming. I will also stay alert to my surroundings. I am unemployed, so I have plenty of time to take care of your dogs and/or cats! I will be available Sunday through Thursday. I'll do my best in following your schedule so your pets won't get stressed by any sudden changes. I'll make sure to ask any questions on how to take care of your dogs and cats so I won't make any needless mistakes. I will also send you updates of your pets by sending you photos and texts.

Sitter Profile Image: Skyla S.
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Skyla S.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
La Crosse, WI, 54601

“Was absolutely amazing. Took great care of both our dogs while we were gone. Kept us updated as needed. Wonderful experience! Will definitely use again!”

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Gretchen K.
Sitter Profile Image: Jenna N.
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Jenna N.
from
$30
per night
17 years of experience
La Crosse, WI, 54603

About: I grew up with three Labradors/lab mixes, so caring for dogs has always been second nature to me. I’ve spent 15+ years helping my mom with walking, feeding, playing with, and overall caring for our dogs, and I’ve also worked as a neighborhood dog sitter and walker. I’m attentive to each dog’s individual needs, whether that means keeping up with an energetic pup or providing gentle care for older dogs. I also just graduated PA school and am currently in the transition period before starting my first PA job, so I’m excited to use this time doing something I genuinely love such spending time with dogs! I’m very flexible and generally available any day of the week, depending on weather, so I can easily accommodate walks, playtime, and care when needed. I’m currently in between graduating PA school and starting my first PA job, which gives me a lot of free time that I love spending being active and caring for dogs. I currently live in an apartment with a turf fenced off area in the front of the building, so I am currently not offering pet-sitting, just dog walking for now.

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

“Bella is fantastic! Not only is she responsive, she is kind, professional and so amazing with my fur babies! My one pup is disabled as well so he can be a lot of extra work, and she never makes us feel like it is a bother or anything but a joy for her to get to see the boys again. I can’t say enough great things about Bella. :)”

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Morgan W.
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: Aj D.
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Aj D.
from
$55
per night
4.8 out of 5 stars
• 16 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

About: A lifetime of experience working with small animals, domestic pets, human children & livestock. I’ve been providing drop-in buddy care services for the last 10 years for friends, co-workers, family & clients. I am available for drop-ins, walks, road trips to the dog park, feeding, potty, & play as needed all day to ensure quality buddy care. I’m trained in first aide & CPR for dogs & cats. I always document adventures with your pet & take plenty of photos of our activities. I’m happy to accept special needs clients as well! You’ll enjoy your trip confident that AJ is taking great care of your best buddy.

Sitter Profile Image: Laren C.
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Laren C.
from
$41
per night
5.0 out of 5 stars
• 9 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: Faith G.
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Faith G.
from
$200
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
8 years of experience
Onalaska, WI, 54650

About: I am a Registered Nurse with a deep love for animals and extensive experience in specialized pet care. I currently volunteer at my local animal shelter, where I walk dogs, assist with basic training, and support rescue animals in need. Caring for these shelter animals, and working with pets on Rover, has become a meaningful way for me to channel my grief after my beloved 15-year-old rescue dog, Winnie, recently crossed the rainbow bridge. At home, I also share my life with a sweet, 4-year-old rescue cat named Chip. My background in nursing makes me highly comfortable administering medications and injections. Additionally, thanks to my many years of loving Winnie, I am no stranger to senior care, complex medical needs, or the gentle patience required for elderly pets. I have great flexibility throughout the week! I'm available most weekdays and weekends to help take your dog out or drop in to check on your kitty. Last-minute bookings are welcome, provided I have at least 24 hours' notice. While I don't offer boarding in my own home, I specialize in keeping your animals safe, happy, and comfortable in theirs. Whether it's a drop-in visit, a walk, or overnight house sitting, my priority is maintaining your pet's familiar environment to keep stress low. I am committed to building trust through reliable care and clear communication. For your peace of mind, I am fully trained to administer specialized care, including CPR, standard medications, and medical injections, ensuring your furry family members are always in safe hands.

Sitter Profile Image: Luke S.
Verified Background Check
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! Very reliable and trustworthy. Great communication. He goes above and beyond to make sure our kiddos are well cared for. He shows them a lot of love. Our house is always in pristine shape when we get home. We highly recommend Luke!”

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Nicole K.
Sitter Profile Image: Chilynn B.
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Chilynn B.
from
$50
per night
4.8 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Onalaska, WI, 54650

“Chilynn is the best! Very knowledgeable and experienced with pets, and just a very kind and warm person. She was very reliable, and great with communicating and updates. She took good care of our buddies. ?highly recommend!!!”

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Michelle L.
Sitter Profile Image: Kyra M.
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Kyra M.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Holmen, WI, 54636

“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.
Sitter Profile Image: Eliza C.
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Eliza C.
from
$26
per night
5.0 out of 5 stars
• 12 reviews
4 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: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
• 15 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 $45

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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  • 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?

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  • 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

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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 on Rover is $67 per night as of September 2026. Most bookings cost between $36 and $80 per night. 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 September 2026, there are 139 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.

<b>Tip:</b> 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 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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