House Sitting in Hillside

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

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Top rated Hillside house sitters

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: Allison B.
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Allison B.
from
$40
per night
4.9 out of 5 stars
29 reviews
2 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was great. She took good care of my animals, brought in packages, and even stayed an extra day on short notice. I would use her again.

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Tessa D.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

First time using Sandina and Riley did very well under her watch. 3 pictures. Will definutely use her again.

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Linda L.
Sitter Profile Image: Emma W.
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Emma W.
from
$45
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!

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Young A.
Sitter Profile Image: Danielle L.
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Danielle L.
from
$45
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
12 years of experience
Janesville, WI, 53548

Danielle did an excellent job from start to finish. Because I found out late that our private sitter had to cancel, getting a replacement on such short notice was kind of stressful. Danielle had openings on the needed dates, and she quickly replied to my request. We set up a meet and greet, she came to our house, and the stress was gone. She immediately engaged with both dogs. They clearly liked her. My husband and I went up north, so cell service can be on and off. Danielle sent regular updates which I would see as soon as we were in range. I greatly appreciate that she left the house as neat as it was when we left; actually even neater. I would highly recommend Danielle. Thank you, Danielle for taking such good care of both dogs.

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Candy B.
Sitter Profile Image: Trinity G.
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Trinity G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
12 years of experience
Stoughton, WI, 53589

First time using Rover. Trinty contacted us to make sure our address was correct. She sent an update, complete with picture. It was an easy job with an old dog and he seemed very content. Will use her again.

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Linda L.
Sitter Profile Image: Emma R.
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Emma R.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was great with our puppy and dog!

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Cassie J.
Sitter Profile Image: Phillip W.
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Phillip W.
from
$70
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
23 years of experience
Stoughton, WI, 53589

Phillip did a phenomenal job caring for our older dog and cat while we were gone for five days. He followed all our extensive instructions and went above and beyond to clean up accidents, our pup always has them when we leave- he brought his own little green machine over (he asked first!) and carpet cleaned each spot! We got great photos and were kept in the loop each day, we felt confident they were having a great time with Phillip. We will absolutely be booking again!

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Alexandra G.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

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jordan o.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!

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Kelsey W.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was great. She engaged my two pups quite a bit. I received lots of photos of happy dogs, some cuddling with her - a good sign! The house was in excellent order, just as I left it. I plan to invite her to house/dog sit again. Thanks Shatoria!

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Marit S.
Sitter Profile Image: Rosalina D.
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Rosalina D.
from
$38
per night
5.0 out of 5 stars
36 reviews
5 repeat clients
6 years of experience
Waterloo, WI, 53594

Rosalina was great! I have 3 cats and a skittish dog. Rosalina was patient and took the time to let my dog get used to her. Very reliable over the crazy holiday weekend! I will definitely use Rosalina again!

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Sarah B.
Sitter Profile Image: Abigail W.
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Abigail W.
from
$75
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
20 years of experience
Janesville, WI, 53548

Abigail took great care of our senior boy who requires extra attention - meds, mobility issues. Her communication was great, she sent photos of our boy and we returned to a happy dog. Highly recommend!

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Kathy S.
Sitter Profile Image: Nicole W.
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Nicole W.
from
$35
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Madison, WI, 53705

We (and our dogs) loved having Nicole sit for us. She is an excellent communicator and took care of our pups like they were her own. I’d absolutely have her stay with our dogs again—and based on their lukewarm reaction to us coming home, I think they’d like to see her again too. 🤣

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Kim B.
Sitter Profile Image: Brooklynn S.
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Brooklynn S.
from
$60
per night
5.0 out of 5 stars
1 review
4 years of experience
Cambridge, WI, 53523

Very enthusiastic and kept us informed what was happening every day.

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Elizabeth B.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

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Seb A.
Sitter Profile Image: Zackary T.
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Zackary T.
from
$31
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
7 years of experience
Edgerton, WI, 53534

Zackary was so awesome! We was super communicative and seemed to spend a lot of time at home with our two kitties boys. He asked questions when needed, checked in often and sent cute pictures! Our kitties were definitely happy when we got home and he was respectful of our space. Thank you so much Zack, the boys will be happy to see you in the future 😊

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Jordalyn S.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
11 years of experience
McFarland, WI, 53558

About: I have had cats for more than half of my life and dog-sat for around the same amount of time. I used to dog sit two huskies all the time, had a dog of my own for a short time, and have experience dog sitting for labs as well! I have even taken care of a bearded dragon and snake on multiple occasions. Rover does not list animals other than cats and dogs directly but I am happy to arrange care for another animal as well, including exotic animals, for a fee that can be discussed. I am volunteering at the humane society and am very involved in caring for animals as much as I have time for. I am excited and ready to care for any and all pets that need it and will stick to specific details given. I won't hesitate to ask questions about the care of your pets when I have them to make sure your pet gets the utmost care and love while you're away or busy, and id yoy have plants that need watering, say the word and I'll do that too! I am currently full time in senior year of high-school and volunteering for two hours a week on the weekends, but I graduate in a month and will have all the time in the world to pet sit! I follow every instruction for food, water, walk, and treats and ask questions if I am unsure of something. I tend to stay longer than needed for check in visits just to give pets some company if I have the time. Unless pets are not very social, they will get all kinds of attention, and if they have any anxiety or behavioral differences I will be very careful and act however is best for them. I am very sure to be on time for visits and will be very specific to follow instructions for walking or being taken outside.

Sitter Profile Image: Josephine A.
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Josephine A.
from
$50
per night
5 years of experience
Summit Woods, Madison, WI, 53711

About: Hi I’m Josie! I’m young, responsible, and flexible! I often take care of people’s pets (dogs, cats, etc) at their home while on short or long vacations. I am available for daily care (feedings and walks) as well as short term or long term pet and house sitting. I work from home most days and can be there as little or as often as needed! I work very hard at my full time job, but I get to work remotely so I am around for pet and house sitting! I’m young, friendly, and very active. I love animals and because I don’t have any pets of my own I get my fill by pet sitting 😊 I live in an apartment with a roommate so I prefer to stay at my clients’ home while long-term pet sitting. Otherwise I am available for daily care like feedings and potty breaks. Keeping the pets at home and having me drop by or stay there with them is usually most comfortable for them, anyways! 😊

Sitter Profile Image: Natasha W.
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Natasha W.
from
$32
per night
3 years of experience
Cambridge, WI, 53523

About: Hi! I’m a college student at the University of Wisconsin–Stevens Point and a huge animal lover. I currently work in a doggy daycare and pet boarding facility, so caring for animals is something I do every day—not just as a hobby, but as a job I genuinely love.I have hands-on experience working with dogs of all sizes, breeds, and temperaments through my job in doggy daycare and boarding. This means I’m comfortable with: Handling multiple dogs at once Reading dog behavior and body language Managing high-energy and shy/anxious dogs Feeding routines and administering basic care I also come from a family farm, so I’ve been around animals my whole life and am used to responsibility, early mornings, and consistent care. I currently work part time as a CNA in Stevens Point. I’m looking for the opportunity to spend more time with animals whenever I can, as they are such a big part of my life. Personally, sitting in the clients home would work best for me, as I am a college student living with a few other roommates, which can be difficult for having pets here :)

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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 Hillside is $50

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 Hillside 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 Hillside on Rover as of Jun 2026 was about $50 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 Hillside 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 630 house sitters in Hillside. 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, 88% of Hillside house sitters respond in under an hour.

House sitters in Hillside have an average of 15 years of experience. 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 Hillside.

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. Hillside 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.