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
4.8 out of 5 stars
26 reviews
1 repeat client
8 years of experience
Janesville, WI, 53546

Allison was great! She sent pictures and updated me throughout the stay. I’ll use again in the future. She was also very respectful of the house and it was in great shape when I got home.

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

I can’t say enough good things about working with Phillip! He was kind, professional, and easy to trust with our two hyper and reactive doggos. Above all, it was such a relief to know that our fur babies were being cared for by someone who loved dogs as much as we do!!! We simply relaxed and enjoy our vacation! Thank you, Phillip!

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Gail G.
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: 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: Zackary T.
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Zackary T.
from
$31
per night
5.0 out of 5 stars
11 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: Kailyn W.
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Kailyn W.
from
$80
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
6 years of experience
Edgerton, WI, 53534

Kailyn was wonderful with our puppy! Kailyn had a soft gentle approach with Marley from the beginning. She handled Marley’s jumping puppy energy with a kind and skillful approach. Kailyn kept us updated with texts and photos, which we appreciated so much. Kailyn followed our instructions to a tee. We would not hesitate to call on Kailyn again to care for our precious pup!

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Deb L.
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

Our second booking with Abigail and we are glad we booked again. She’s trustworthy and really takes care of our dog Howard like family. She sends pics and updates us every night. Will be using her again soon!

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Haley K.
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: Audrianna L.
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Audrianna L.
from
$30
per night
10 years of experience
Edgerton, WI, 53534

About: Hi, my name is Audrianna. I have had animals since I was born. I have been taking care of large dogs and cats for years, including, playing, feeding, medications, and other fun activities! I would love to give some love to your puppies or kitties! I’m currently working at the Edgerton Vet Clinic, which is what made me want to start on rover! I have work 4 days a week but can leave around noon daily for potty breaks! I’m also free most weekends and would be available to stay with your fur babies! I will follow any restrictions/expectations that you have for both, your animals and I. I can handle watching/handling larger dogs. I’m willing to take time to build trust with fur babies who may need a little extra time to warm up!

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
12 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

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Fernanda R.
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 was wonderful with my pups! Along with TLC, she was able to handle their challenges and keep them happy and healthy. I loved the pics she sent and immediately responded to any check-ins or just my missing them and needed to see a picture right now!

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Bebe B.
Sitter Profile Image: Julia T.
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Julia T.
from
$80
per night
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

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

Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!

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Hailey L.
Sitter Profile Image: Laura O.
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Laura O.
from
$150
per night
5.0 out of 5 stars
46 reviews
8 repeat clients
30 years of experience
Stoughton, WI, 53589

This is the third time we’ve used Laura and she is amazing. Always takes such good care of our dogs and leaves the house so clean and in order. Lots of pics of the dogs and coming home is always easy.

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Karen B.
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 communicative, kind, and took great care of our dogs while we were away!

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Valerie W.
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

Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.

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Brenda S.
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: 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: Brianna L.
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Brianna L.
from
$45
per night
7 years of experience
Edgerton, WI, 53534

About: I'm a lifelong animal lover with years of experience caring for dogs of all breeds and sizes. I offer a safe, comfortable, and fun environment for your furry friend while you're away. Your dog will enjoy daily walks, playtime in my fenced yard, and lots of love and attention. I'm also experienced in administering medication and handling special needs dogs. Book a meet-and-greet today to see if I'm the right fit for your pup! Need a sitter with a schedule that fits your unique needs? I offer flexible pet care services tailored to your routine. Whether it's a last-minute trip or a regular commitment, I'm here to provide reliable, attentive care. When caring for pets in your home, I prioritize maintaining their routine and comfort. I follow your instructions closely for feeding, walks, playtime, and any other specific needs. I also provide updates and photos to keep you informed. My goal is to make sure your pets feel safe, loved, and stress-free while you're away!

Sitter Profile Image: Rachel E.
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Rachel E.
from
$70
per night
1 repeat client
7 years of experience
Fitchburg, WI, 53713

About: I’m a lifelong animal lover with experience caring for pets of all kinds—dogs, cats, bunnies, and more! I’ve administered medications and eye drops, cared for elderly pets, and provided therapy support when needed. I grew up on a dairy farm, so I’m comfortable with animals big and small. I have two cats of my own and treat every pet like family. Available for dog walking, drop-ins, overnight stays, and all-around loving care. I’m pretty much free Thursday after 4pm through Sunday! During the week (Monday through Wednesday) is a little harder for me schedule, but I’m definitely still open, just let me know at least a week in advance so I can plan ahead😊 I provide gentle, loving care in your home, following each pet’s routine for feeding, walks, playtime, and medication. I’ve cared for pets of all sizes and ages, including elderly pets and those with special needs. I’m also happy to house sit if desired, keeping both your pets and home well cared for while you’re away. Every pet gets attention, affection, and a calm environment, so you can relax knowing they’re in good hands.

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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.