House Sitting in Portage Park, Chicago, IL

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Top rated Portage Park 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: Andrea C.
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Andrea C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
92 reviews
35 repeat clients
4 years of experience
Portage Park, Chicago, IL, 60641

Andrea is fantastic! She watched out two dogs and our home for 5 days while we were out of town. She sent many photos and was very communicative, which we really appreciated, and she was so sweet with the dogs. I can tell they were very well cared for while we were gone. We would love to have Andrea back the next time we travel!

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Natalia M.
Sitter Profile Image: Johanna L.
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Johanna L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
47 reviews
17 repeat clients
5 years of experience
Portage Park, Chicago, IL, 60641

Johanna was a very responsible sitter and made sure we got plenty of pictures of our pets while on vacation. She was even a great house guest and left our home cleaner than when we left it!

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Emiko M.
Sitter Profile Image: Coleen T.
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Coleen T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
191 reviews
41 repeat clients
24 years of experience
Chicago, IL, 60634

We have worked with Coleen a ton if times now to watch our pets, and every time has been an amazing experience. She has always given everything we asked. Tons of updates, photos, and most of all the security to be gone without worrying our pets are in good hands. We cannot recommend Coleen enough.

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David M.
Sitter Profile Image: Aleia O.
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Aleia O.
Star Sitter
from
$65
per night
4.9 out of 5 stars
56 reviews
20 repeat clients
4 years of experience
Chicago, IL, 60630

Aleia was fantastic with our pups and communicated regularly with updates. It was comforting to know they were in good hands while we were away.

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Jessica J.
Sitter Profile Image: Anna D.
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Anna D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
12 years of experience
Logan Square, Chicago, IL, 60647

Anna was sweet and kind. She stopped by for a house visit, do a meet-and-greet, and chat. She was absolutely the right person and will use her again. She kept in touch, sent photos, asked questions if she needed anything, which was rare because she had everything absolutely under control. Do not hesitate to hire Anna!

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Tiffany A.
Sitter Profile Image: Hanna L.
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Hanna L.
from
$50
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
3 years of experience
Portage Park, Chicago, IL, 60641

Hanna did a fantastic job sitting our large sheepadoodle, Shibobo, at our house over several days. Shibobo can be mischievous, but Hanna did very well managing his quirks. She carefully followed the instructions we had left and was a great communicator too. I highly recommend her services!

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Kate M.
Sitter Profile Image: Jo D.
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Jo D.
from
$75
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
21 years of experience
Portage Park, Chicago, IL, 60630

Jo went well above and beyond while house sitting with our pup. Our senior dog had become a bit anxious with summer thunderstorms (and was probably sad to be separated from his little brother for our trip), but Jo picked up some extra supplies from her home. She distracted him with enrichment games, like a snuffle mat and licking pad. And of course gave him lots of good love along the way. Like many other reviews noted, she took good care of our home leaving it cleaner than she found it.

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Caleb F.
Sitter Profile Image: Eddie B.
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Eddie B.
from
$54
per night
4.9 out of 5 stars
31 reviews
12 repeat clients
10 years of experience
Chicago, IL, 60618

Eddie took great care of our wild pups. He communicated clearly, made sure they had everything they needed, and took care of our house. We could not recommend him enough! ♥️

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Andrea U.
Sitter Profile Image: Renee S.
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Renee S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
10 repeat clients
15 years of experience
Lincoln Square, Chicago, IL, 60625

Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!

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Madi M.
Sitter Profile Image: Mirella M.
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Mirella M.
from
$51
per night
5.0 out of 5 stars
243 reviews
56 repeat clients
23 years of experience
Portage Park, Chicago, IL, 60641

Mirela, is awesome. She made an immediate bond with my lab at first meeting. Her communication is great (lots of pics and texts), the place was cleaner than when I left it, she responsible and has lots of positive energy. 5 stars!

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Alex O.
Sitter Profile Image: ray r.
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ray r.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
50 years of experience
Norridge, IL, 60706

Ray was absolutely amazing with Harleigh!!!!!! Literally, the moment he walked in and met her she jumped on him and was showing affection to him. Harleigh was completely comfortable with him and Ray kept me updated throughout the entire time with pictures and videos. I will absolutely ask Ray to watch Harleigh again. The best part is that I just rescued Harleigh and it was her first time with a sitter and Ray just made her feel safe.

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Gustavo D.
Sitter Profile Image: Josephine N.
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Josephine N.
from
$50
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
3 years of experience
Chicago, IL, 60630

Josie was amazing! We’ve tried a few different dog sitters, but will definitely be sticking with her - we already booked her for another stay 😊 Great communication, and love that she was able to spend so much time at our house. The apartment was super clean when we got back. Reviews from our dog: love her, great walks, thought she was my new mom and I was willing to accept that. Woof.

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CJ F.
Sitter Profile Image: Maya A.
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Maya A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
9 years of experience
Avondale, Chicago, IL, 60618

Maya was a wonderful sitter for our dog. She was very communicative, friendly, and responsible. We felt very safe with her watching our dog. We will definitely look to use her services again.

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Jacqueline H.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$50
per night
4.9 out of 5 stars
24 reviews
9 repeat clients
10 years of experience
Irving Park, Chicago, IL, 60641

Stephanie pup sat and house sat for us while we were out of town for over a week and she was FANTASTIC every step of the way. She came over to meet our two pups and they instantly connected, even our doggo who’s a bit of a scaredy cat loved her instantly. We explained the flow of a typical day before we left, and throughout the trip we never for a second worried that Stephanie needed extra reminders or pings. Stephanie sent us regular updates and pics of the pups as they explored the neighborhood on their leashed walks. Stephanie was also very clean and treated our place with a ton of respect - we’d had the place cleaned before we left and it looked even cleaner and tidier when we got back. Overall we were really happy with Stephanie, who helped us out immeasurably while also juggling her work. Our pups were well taken care of, our place was looked after, and I honestly can’t remember another trip we took where we didn’t have to worry at all about how our girls were doing, and we have Stephanie to thank for that!

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Ryan P.
Sitter Profile Image: Cheryl L.
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Cheryl L.
Star Sitter
from
$59
per night
4.9 out of 5 stars
109 reviews
34 repeat clients
20 years of experience
Logan Square, Chicago, IL, 60647

We have two dogs with very big personalities, and one of those is reactive and requires medication and extra care on walks. Cheryl was great with all of it. She was super communicative and we came home to two happy dogs and a spotless apartment. We just came home to happy dogs and our apartment looked exactly as we left it. We would be happy to book Cheryl again.

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Nicole F.
Sitter Profile Image: Tammy G.
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Tammy G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
5 years of experience
North Center, Chicago, IL, 60613

Tammy is an amazing sitter, my pup Toby had a great time with her! She helped us out in an emergency/last minute situation and we are so grateful to have found her.

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Cassandra B.
Sitter Profile Image: Adam S.
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Adam S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
30 years of experience
Albany Park, Chicago, IL, 60625

This is our second time having Adam stay at our house. Our dog, Oliver, absolutely loves having him here. Oliver is an anxious dude and Adam def made us all feel less worried about Oliver while we were out of town. Super appreciative.

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Stephanie L.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60625

Emily is communicative, trustworthy, and compassionate. During her first stay with our dog and two cats, she handled a vet emergency responsibly and with grace. We’re very happy to recommend her services!

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Courtney N.
Sitter Profile Image: Perniall G.
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Perniall G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
30 years of experience
Chicago, IL, 60651

Perniall did a great job taking care of Miss Bean. He was attentive to her special needs and followed her care instructions closely, which really helped me feel at ease while I was away. I appreciated the updates and the thoughtful attention he gave her. I’d definitely recommend him, especially for pets who need a little extra care.

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William R.
Sitter Profile Image: Stephanie V.
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Stephanie V.
from
$50
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Jefferson Park, Chicago, IL, 60630

Stephanie is amazing! She watched our two dogs and cat at our home over the Christmas holiday. We were thrilled with the care that she provided our fur babies and the detailed and delightful updates she sent us. I was worried about leaving one of our dogs due to her separation anxiety issues, but Stephanie quickly developed a bond with her, as well as the other animals. We had peace of mind knowing that our pets/home were in great hands with lots of cuddles and playtime. We will definitely use Stephanie again for any out of town trip!

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Shannon D.
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Portage Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I am sorry I waited a week before leaving this review; it took me a week to settle back into my life and to observe my dog, Clyde, after I had left him in the care of another sitter and Nicholas for four days each. My primary goal in booking through Rover was to ensure the care of Clyde. I am very pleased with Clyde's condition and energy in the week I have been home. As his care was split between two sitters, I would have to say that both gave him the attention and care that he needed. My other goal was the care of my house which, I believe, was also excellent. Highest marks to Marny and to my other sitter.

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Joe L.
House Sitting
5.0 out of 5 stars

Josephine was amazing! She took the job last minute and was so easy to communicate with. Our cats were very well taken care of and the house was spotless when we came home! We would definitely love to have Josephine cat sit for us again:)

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Charlotte P.
House Sitting
5.0 out of 5 stars

Diana was great! She stayed over with Newton for 4 days, including a weekend. Responsive and prompt, including regular updates and pictures. Apartment is spotless. Newton says he had lots of fun playing and going on walks, and loved having her company!

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Alex B.
House Sitting
5.0 out of 5 stars

Destiny was so sweet with our girl, Brooke. She was knowledgeable about reactive dogs and followed instructions for our shared backyard. We received picture updates each day and timely questions when they arose. I would definitely book with Destiny again, Brooke really enjoyed being around her.

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Hannah M.
House Sitting
5.0 out of 5 stars

Ana did a great job taking care of my pup during a storm - she’s super anxious with thunder so this means a lot to me!

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Hailey S.
House Sitting
5.0 out of 5 stars

Amelia took care of my young chocolate lab for a whole week, and she did a fantastic job, is always hard to trust someone with your dog even more on a extended watch. I have nothing but thanks for the job she did, she play with Pinto, took him for walks and she follow all his special requests to the tee. I would definitely recommend and I would rebook with her

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David P.
House Sitting
5.0 out of 5 stars

Sarah is so great with my dogs. She sends pictures and updates the whole time and I can tell they had a blast as soon as I get home. Will continue to book her!

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Lyndsey l.
House Sitting
5.0 out of 5 stars

Cheryl was great with Gus, especially since he’s only 3 months old. She was communicative and able to accommodate to his schedule.

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Kim C.
House Sitting
5.0 out of 5 stars

Stephanie did an amazing job with my 2 cats, one of whom she had to give medications. She was thoughtful and kept me informed with how the cats were doing. I will definitely have Stephanie watch my cats in the future.

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Ellen D.
House Sitting
5.0 out of 5 stars

Jo is just a great person. Period. She always goes above and beyond in caring for and entertaining our dogs, whether it’s bringing over her best enrichment toys or finding our dog’s favorite Real Housewives franchise to watch together. For this house sitting, Jo watched our newer puppy for the first time. He can be vocally reactive on walks and has some unique methods for managing his behavior. For Jo, it was no sweat. And during this house stay, my husband and I happened to be in Puerto Vallarta during the recent cartel rampage. Not only did Jo make sure that our doggos would be cared for regardless of when we made it back to the States, but she also made a genuine effort to check in on our general well-being. Like I said, she’s just a great person.

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Caleb F.
House Sitting
5.0 out of 5 stars

We have used Dylan a few times with our two high energy dogs and he is amazing!! Always very communicative with us and we always feel at ease knowing Dylan is taking care of our boys!

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Chloe L.
House Sitting
5.0 out of 5 stars

As long as she’s available, Lily will be our repeat sitter! She always does an amazing job with communication and looking after our TWO Rottweilers!!!

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Nancy V.
House Sitting
5.0 out of 5 stars

Coleen takes such great care of our senior pup while we are away. She has a great attention to detail and I can tell how much she loves animals. So grateful to have Coleen watch our sweet guy!

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Susan W.
House Sitting
5.0 out of 5 stars

Our baby girls adore Sophia! She takes such excellent care of our pups. If she’s unavailable for an upcoming trip, we’ll move the trip to fit her schedule.

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Chrissa H.
House Sitting
5.0 out of 5 stars

Liz was exceptional at taking care of our pets and home! She always communicated in a timely manner. I would highly recommend!

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Marie K.
House Sitting
5.0 out of 5 stars

Aleia did a great job taking care of our pups and our home when we were away!! I reccomend her if you need someone to care for your furry friends.

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Jessica L.
House Sitting
5.0 out of 5 stars

Milagros did a good job taking care of our dogs while we were away. She was reliable, communicated well, sent photos, and made sure they were well fed and walked.

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Andy R.
House Sitting
5.0 out of 5 stars

Kelso was great. She was very responsive and communicative and our dog seemed quite happy and content when we returned. Bonus: she left the house clean and left her towels freshly laundered!

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Lynne P.
House Sitting
5.0 out of 5 stars

Always super communicative, which helps me feel extra comfortable leaving my kitties in someone else’s care. One of my cats is diabetic and has had a couple of emergencies, so I’m sensitive to knowing he’s ok! Stephanie sends photos at both the morning and evening feeding/insulin shot, putting my heart at ease. Both of my cats and my home feel well-cared for!

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Katie P.
House Sitting
5.0 out of 5 stars

As usual, Abby exeeded expectations. It’s so great to know my knucklehead dogs are so well cared for when I have to travel.

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Jim M.
House Sitting
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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!

Why Choose Rover?

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  • 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Portage Park 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.

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

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Portage Park.

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. Portage Park 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.