House Sitting in Midway

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

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Top rated Midway house sitters

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: Michael S.
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Michael S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
7 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: Kayla C.
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Kayla C.
from
$27
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: Sophie S.
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Sophie S.
from
$25
per night
5.0 out of 5 stars
4 reviews
8 years of experience
La Crosse, WI, 54603

Dogs enjoyed her company and it's was great to have confence that she would show and enjoy spending time with our dogs.

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Renee F.
Sitter Profile Image: Marissa W.
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Marissa W.
from
$60
per night
5.0 out of 5 stars
13 reviews
1 repeat client
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: Laren C.
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Laren C.
from
$41
per night
5.0 out of 5 stars
6 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: Dacia O.
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Dacia O.
from
$50
per night
5.0 out of 5 stars
6 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: Daniel P.
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Daniel P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
La Crosse, WI, 54601

Daniel took fantastic care of our pups and our home. He was very responsive and sent pictures of his outdoor adventures with the dogs each day. We look forward to working with him again in the future!

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Melanie T.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$45
per night
5.0 out of 5 stars
4 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: Justice M.
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Justice M.
from
$30
per night
9 years of experience
La Crosse, WI, 54601

About: I have had my own dogs for about 9 years now! They are a golden doodle, a poodle, and a bernedoole! I have experience watching all kinds of dogs and would love to take care of yours! I work as a Nurse in the area so I work 2-3 times a week 12 hour shifts. Those days I wouldn’t be able to help, but am looking to help anyone on my days off! I currently have two dogs at home that I watch in a fenced yard! I have experience working with all kinds of dogs and am able to accommodate according to how you like raising your dogs!

Sitter Profile Image: Sara S.
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Sara S.
from
$75
per night
5.0 out of 5 stars
5 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: Alicia M.
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Alicia M.
from
$45
per night
5.0 out of 5 stars
5 reviews
35 years of experience
Onalaska, WI, 54650

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.
Sitter Profile Image: Kiana E.
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Kiana E.
from
$50
per night
4.9 out of 5 stars
36 reviews
11 repeat clients
15 years of experience
La Crosse, WI, 54601

Kiana was so great! She gave our Charlie lots of love and snuggles (his favorite). She was great with sending messages and photos to keep us informed on their adventures while we were away. Her communication was prompt and made us feel good about leaving our fun baby with her.

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Jayna K.
Sitter Profile Image: Justin K.
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Justin K.
from
$29
per night
16 years of experience
La Crosse, WI, 54601

About: I’ve owned multiple dogs my entire life, I’ve owned rescues and know how to correctly deal with any issues they might have with their trauma. I also have a 16 year old westie who’s still living his best life. I will never mistreat your pet. I just graduated college with a bachelors in business administration and a minor in marketing. So I am currently job hunting so I have a lot of free time. I will follow any instructions to the T! I can let your pets out however much they need and if they are being too roudy I can put them inside or in a kennel if needed.

Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
13 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: 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: Lacey N.
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Lacey N.
from
$25
per night
4.6 out of 5 stars
11 reviews
1 repeat client
10 years of experience
La Crosse, WI, 54603

Lacey was the perfect housesitter plus more! She was so great with our pets and went above and beyond to keep our home together while we were away, including some household cleaning we didn’t ask for, but deeply appreciated. It was so relieving to come home to a home that was cleaner than when we left it! We will 💯 check with Lacey the next time we need care. 10/10 recommend!

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Lauren J.
Sitter Profile Image: Angela D.
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Angela D.
Star Sitter
from
$60
per night
4.9 out of 5 stars
29 reviews
11 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: Luke S.
Verified Background Check
Luke S.
from
$45
per night
4.7 out of 5 stars
12 reviews
5 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: Aj D.
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Aj D.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: 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

We love Addie! She has house sat for us a couple times now and done a drop in visit as well. She is quick to respond and willing to work with you on shifting times or unexpected situations. If she has a question or concern about your home or pup, she asks. Addie is also thoughtful and we can tell our pup enjoys having her around!

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Stephenie G.
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Midway pet parents share their Rover experiences

1 / 1
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
5.0 out of 5 stars

I have used Reyna a couple times now and have always felt comfortable leaving my dogs with her! She always makes sure to administer their medicine as well as send frequent pictures to put my mind at ease when I'm out of town. I love booking with Reyna!

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Caitlyn C.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Midway average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Midway on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Midway house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 128 house sitters in Midway. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Midway house sitters respond in under an hour.

House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Midway.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Midway house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.