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: Stephanie M.
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Stephanie M.
Star Sitter
from
$70
per night
4.9 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

Stephanie is simply amazing. Our pups love her and she is so easy to work with, she’s great. Once we start planning a trip one of our first moves is to make sure Stephanie can house sit and pup sit our two pooches and once we know she’s able to, our trip planning always gets so much easier. Stephanie is a really hard worker and is often busy working, but when she’s staying with our pups she ALWAYS make sure she has quality time for our doggos and when we are out of town and she’s with our pups she gives us regular updates on how they’re doing, which are always very appreciated.

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Ryan P.
Sitter Profile Image: Amber-Leigh O.
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Amber-Leigh O.
from
$50
per night
5.0 out of 5 stars
7 reviews
17 years of experience
Elmhurst, IL, 60126

Amber took great care of our black lab and our house while we were away for a weekend.

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Kelly W.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
40 years of experience
River Forest, IL, 60305

Diane is incredibly thoughtful, conscientious, and kind. We have 2 dogs and 3 cats that all have particular needs, and she took the time to learn about navigating these "waters" with such consideration and professionalism. She exudes positive energy and prioritizes creating a trusting relationship with each of them, and the humans. She keeps us informed leading up to her stay, during her time with them, and after leaving. We are so grateful to work with Diane, and having our little fuzzy monsters in her care is a such a relief when we are away from home!

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Erin M.
Sitter Profile Image: Cheryl T.
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Cheryl T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
53 reviews
14 repeat clients
35 years of experience
Bellwood, IL, 60104

We had Cheryl watch our senior dog, who had only ever been left overnight with family before, so I was definitely a bit nervous. Cheryl was absolutely wonderful and put my mind at ease right away. She took such great care of our dog and kept us consistently updated, which meant so much to us. We could not be happier with the experience and will definitely be using Cheryl again in the future. Highly recommend!

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Kaitlin F.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Miguel could not have possibly been better. He took great care of all 3 of my dogs as well as I do. He kept me up to date with messages and pictures and videos. I will use Miguel every time if at all possible.

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Jim K.
Sitter Profile Image: Dayna C.
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Dayna C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
520 reviews
103 repeat clients
20 years of experience
Glen Ellyn, IL, 60137

Dana is beyond... she's the best dog sitter we've ever had! She loved on the doggies and took such great care of them. She sent me pics and stories of what they were doing for the entire trip. It feels so good to find someone that honestly cares about your dogs and give such a sense of comfort when I have to be away. THANKS DANA!!!

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Tiffiney M.
Sitter Profile Image: Maggie S.
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Maggie S.
from
$50
per night
4.4 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Elmhurst, IL, 60126

Maggie was wonderful! I think our doggo was in love and forgot about all about us! Highly recommed

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Dana S.
Sitter Profile Image: Sean L.
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Sean L.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Maywood, IL, 60153

About: Ever since I was a kid, I’ve just really cherished being around animals, even the ones who aren’t super cuddly. I have a lot of patience and respect for each pet’s personality and comfort level, and I do my best to make them feel safe, happy, and cared for while their people are away. I work full time during the week and try to stay busy on the weekend, but I will absolutely work my weekend schedule around you/your pet’s needs. I have a big fenced backyard and plenty of space inside for house-trained pets to relax, whether that’s on the couch, a comfy chair, or the floor. I share my home with one dog, a terrier mix named Minnie. She’s playful and friendly, but if your dog prefers to keep to themselves, I can easily keep them separated. Older dogs sometimes find her a bit too energetic, while younger pups usually have a great time playing with her.

Sitter Profile Image: Sarah P.
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Sarah P.
from
$65
per night
5.0 out of 5 stars
42 reviews
7 repeat clients
12 years of experience
Western Springs, IL, 60558

Sarah was amazing! Our pup felt very comfortable with her and was treated great! Sarah provided awesome updates and made us feel really comfortable. Will definitely use her again!

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Jalena H.
Sitter Profile Image: Joanna P.
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Joanna P.
from
$70
per night
5.0 out of 5 stars
24 reviews
1 repeat client
20 years of experience
Norridge, IL, 60706

Joanna was great. She obviously loves cats and knows a ton about them, which made me very comfortable leaving her in charge of my 2 guys. She sent me updates including video clips of her engaging and playing with the boys every day. Would definitely rebook

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Tracy B.
Sitter Profile Image: Maddie M.
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Maddie M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
42 reviews
10 repeat clients
12 years of experience
Elmhurst, IL, 60126

Maddie was just what our family needed. She is responsible and a good communicator- our two Goldens really felt relaxed around her and she gave them really good care. Maddie even got our one storm-phobic dog through two Thunderstorms and they had all their needs met. We felt completely at ease being out of town and leaving Maddie in charge.

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Fraser S.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
112 reviews
25 repeat clients
4 years of experience
Lombard, IL, 60148

Ashley did a great job watching our puppy in our home for a few hours. He was just neutered and she made sure to follow special care instructions. She sent multiple updates and pictures throughout the day!

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Madison M.
Sitter Profile Image: Brian W.
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Brian W.
Star Sitter
from
$125
per night
5.0 out of 5 stars
77 reviews
21 repeat clients
15 years of experience
Northlake, IL, 60164

We couldn’t have asked for a better pet sitter than Brian! He stayed at our home for a full week while we were away and took amazing care of our two pets — our cat, who requires daily medication, and our older French bulldog. Both animals were happy, relaxed, and clearly well-loved when we returned.

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Mark P.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
1 year of experience
Norridge, IL, 60706

Very nice, easygoing, arrived punctually and was respectful. was gentle with my very scared cats, still early but im optimistic they will warm up to her.

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zook t.
Sitter Profile Image: Dorota D.
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Dorota D.
from
$60
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
8 years of experience
Bensenville, IL, 60106

Dorota and Olivia did a fantastic job taking care of our little guy! They stayed over at our house and made sure our dog was well taken care of. They communicated promptly and sent lots of pictures during the stay. We can’t wait to book again!

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Elizabeth W.
Sitter Profile Image: Justice P.
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Justice P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
29 reviews
14 repeat clients
1 year of experience
Austin, Chicago, IL, 60644

Justice took good care of my dog and four cats. She was very communicative and had to follow a medication regimen and somewhat complicated feeding system. I will definitely book her again when I’m next out of town!

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Caroline H.
Sitter Profile Image: Jamie Q.
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Jamie Q.
Star Sitter
from
$75
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
6 years of experience
Forest Park, IL, 60130

Jamie is the best! We can always tell that she takes such good care of our dog, Kenai, when we are gone. She does a great job at accommodating his set routine, and she was kind enough to water our plants & leave our house spotless for when we got back from vacation 🥲

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Kaelin M.
Sitter Profile Image: Amanda W.
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Amanda W.
from
$60
per night
5.0 out of 5 stars
68 reviews
23 repeat clients
6 years of experience
Lombard, IL, 60148

Amanda was so incredible to work with! So responsive, sweet, caring and asked questions to ensure we were comfortable heading into her watching the dogs! She watched both of our dogs during our wedding weekend for us and went above and beyond by helping get them to our ceremony! I cannot recommend Amanda enough and she will definitely be watching our pups again for us!!!!

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Meghan B.
Sitter Profile Image: Allison M.
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Allison M.
from
$30
per night
5 years of experience
Oak Park, IL, 60302

About: I have been watching my friends’, family’s, and neighbors’ pets for 5+ years now. I offer a “Wow” factor of service that goes beyond the traditional water, food, bathroom routine. When I care for any pet, I take the extra care and time to play and cuddle so your fuzzy friend is never lonely. I make sure to bring my Polaroid camera to take pictures of your pet while you’re away so you never miss a moment and can display your cutie anywhere in the home - completely complimentary! I also have extensive experience with administering medicines like liquids, pills and subcutaneous fluids to differently abled pets. My own cat has needed each of those in the past so I have grown comfortable doing so and take extra care in the practice. My service is exemplary; neighbors who no longer live close to me still call me up to take care of their pets. I can’t wait to take care of yours! I am a primary grades teacher on summer break. This means I have lots of unused patience I typically spend on my little ones to use on taking care of your beloved pets and household, as well as lots of time on my hands to attend to your needs! I care for any pet like they are my pet. As a pet owner myself, it is so hard being away and worrying how they’re doing. When I leave them in others’ care, I would hope they care for my pet like they are their own. I take this philosophy into the homes and lives of others. With extensive practice in child care, pet care and medicine management, and house sitting, I will come to your aid with a lens of empathy and compassion.

Sitter Profile Image: Angelina O.
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Angelina O.
from
$60
per night
5.0 out of 5 stars
83 reviews
40 repeat clients
15 years of experience
Brookfield, IL, 60513

Angelina was so wonderful with our dog Odis for her overnight stay while we went out of town on vacation. She is very responsive, communicative, and clean. Highly recommend! We can’t wait to have her come back again!

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Amy F.
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Over 26
pet parents in Hillside have booked house sitting

Hillside pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Julia was great with our dogs! She was very communicative and they were well cared for. We loved having someone stay with them since they have separation anxiety. We really hope to use Julia again soon.

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Kerry R.
House Sitting
5.0 out of 5 stars

The dogs love Kat and she takes wonderful care of them! My house is cleaner when I get home than how I left it!

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Patricia H.
House Sitting
5.0 out of 5 stars

We had Cheryl watch our senior dog, who had only ever been left overnight with family before, so I was definitely a bit nervous. Cheryl was absolutely wonderful and put my mind at ease right away. She took such great care of our dog and kept us consistently updated, which meant so much to us. We could not be happier with the experience and will definitely be using Cheryl again in the future. Highly recommend!

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Kaitlin F.
House Sitting
5.0 out of 5 stars

Vito was absolutely wonderful with our two Frenchies, Talula and Bruce! 🐾 He stayed in our home for 4 nights and cared for both our pups and our space with kindness and respect. He kept us updated daily with pictures and videos, and went above and beyond feeding, playing, grooming, and loving on them. Our dogs were happy, relaxed, and so well cared for. We’re truly grateful and highly recommend Vito!

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Melissa M.
House Sitting
5.0 out of 5 stars

We are so grateful to Anthony for spending the weekend with our Sophie. She's a great judge of character and she took to him immediately. All the neighbors have commented on how well he worked with her and how happy she seemed. We will unquestionably rely on Anthony in the future. He is marvelous!

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Glenn R.
House Sitting
5.0 out of 5 stars

Mark was very nice and great with Frank! My dog was very comfortable around him and loved going on walks with him. Mark was very communicative with updates a day throughout the weekend. Thanks.

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Rob L.
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 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 4
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 7,838 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, 85% of Hillside house sitters respond in under an hour.

House sitters in Hillside have an average of 13 years of experience. House sitters with repeat customers have an average of 4 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.