House Sitting In Near North Side Chicago

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

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Top rated Near North Side 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: Emily N.
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Emily N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
226 reviews
63 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was an amazing house sitter!! I received daily pictures and updates about Snoopy! I felt so comfortable being able to leave him home with someone.

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Precious B.
Sitter Profile Image: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
361 reviews
123 repeat clients
20 years of experience
Chicago, IL, 60610

Pablo stayed at our home for over a week to watch our dog Bently and we were so impressed. He went above and beyond and Bently absolutely loved him. He provided us with frequent updates, took care of our plants and cleaned up a mess when Bently got sick. We would strongly recommend Pablo for anyone considering him.

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Dario A.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
38 reviews
14 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

We have used Jessica multiple times including an overnight in our home. She is professional, trustworthy, takes wonderful care of our Coco, and is a great communicator with wonderful updates while we are away.

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Danielle G.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is so sweet and communicative! She was quick to respond from the first message I sent her inquiring about her availability. She took good care of our pups and would be happy to have her watch our girls again!

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Kellyn C.
Sitter Profile Image: Ana D.
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Ana D.
Star Sitter
from
$40
per night
4.9 out of 5 stars
22 reviews
7 repeat clients
5 years of experience
Lincoln Park, Chicago, IL, 60614

Ana is so great!! She helped us out so much with Nova. She gave us so many updates and sent us wonderful photos of Nova. Nova was so happy to have her. Highly recommend for your dog sitting!

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Jyoti S.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$66
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60657

Alexis took wonderful care of our dog and home while house sitting. Great communication before and during our time away. I’d recommend Alexis to anyone and will look to rebook in the future.

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Lauren S.
Sitter Profile Image: Christopher W.
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Christopher W.
Star Sitter
from
$45
per night
4.8 out of 5 stars
60 reviews
28 repeat clients
8 years of experience
West Town, Chicago, IL, 60622

Christopher was absolutely awesome to work with. Chris house sat for us with my dog Fiona. Chris. Was incredibly communicative throughout the whole process from coming over before his stay to meet Fiona to giving us updates while we were out of town on how our girl was doing. If you are looking for someone who will care and love your pet while you are away, Chris is your guy.

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Zachary R.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$65
per night
5.0 out of 5 stars
25 reviews
12 repeat clients
13 years of experience
Near North Side, Chicago, IL, 60610

Maggie did such a great job taking care of my dogs when I had to travel for work. She’s so caring and I can tell my dogs fell in love with her immediately! During her stay, she sent me updates every day as well as tons of cute pictures she took for my dogs. I’ll definitely have her help me take care of my doggies when I have to travel again!

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Pearl B.
Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!

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Jessica K.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
106 reviews
29 repeat clients
5 years of experience
Chicago, IL, 60610

Liz is great and has really gotten to know my cat. I can tell that he's comfortable with him and when I get back from being out of town, he's happy to see me, but not as stressed as he has gotten in the past.

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Sybil M.
Sitter Profile Image: Carson W.
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Carson W.
from
$50
per night
4.9 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Carson did great sitting our 2 very rambunctious and leash-reactive big dogs. Rhubarb and Finch were super well cared for and the apartment is clean!

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Em P.
Sitter Profile Image: Jillian B.
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Jillian B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60611

I have never had a more attentive sitter than Jillian. She truly went above and beyond when it came to caring for my two senior dogs. She also was very communicative as far as sending daily pictures and asking questions when needed. It was a relief to know that my babies were being cared for by someone I could trust and I would absolutely book her again, given the chance. 10/10, 5 stars!

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Jenna W.
Sitter Profile Image: Maddie M.
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Maddie M.
from
$65
per night
5.0 out of 5 stars
51 reviews
20 repeat clients
13 years of experience
Near North Side, Chicago, IL, 60610

Maddie was great! She took excellent care of our pup while we were out of town and left our house just as we left it! She communicated well before and during her stay. Would absolutely use her again.

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Stephanie C.
Sitter Profile Image: Kacy L.
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Kacy L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
3 years of experience
Near North Side, Chicago, IL, 60610

Kacy has been absolutely wonderful. She took amazing care of our older dog who has separation anxiety and not once, did things fall out of sort. Kacy is communicative, thorough when caring for our dog, and an absolute professional. Can’t recommend Kacy enough!

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Ashley A.
Sitter Profile Image: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
61 reviews
22 repeat clients
16 years of experience
Near West Side, Chicago, IL, 60661

I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!

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Daritza H.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60611

Rebecca was great! She helped me out last minute over a holiday week and did a great job staying with luna! She took great care of her and was always sending photos and updates.

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Elise Z.
Sitter Profile Image: Pashan A.
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Pashan A.
Star Sitter
from
$70
per night
4.9 out of 5 stars
52 reviews
14 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Pashan did well with my dog Bear, respecting his space and reactive tendencies. She took him to his favorite dog park and maintained a flexible schedule for his needs. Will consult her for future house sit needs!

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Sindhu S.
Sitter Profile Image: Kelly T.
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Kelly T.
Star Sitter
from
$150
per night
5.0 out of 5 stars
140 reviews
24 repeat clients
12 years of experience
Chicago, IL, 60610

Kelly was excellent! She took great care of Luna and kept me posted with pictures and updates throughout the whole time. I felt very comfortable throughout the whole time and seems like Luna really enjoyed her time with her. She definitely respected my place and left in a very good condition.

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George R.
Sitter Profile Image: Allison W.
Verified Enhanced Background Check
Allison W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
10 years of experience
West Town, Chicago, IL, 60622

About: I have done occasional pet sitting since I was in high school. I have two cats of my own that I absolutely adore. I would love to cuddle and take care of your kitties! I work 8-4 during the week, but I typically have an hour or so to step away and visit your pets. I also have an open schedule on the weekends. Having two cats myself, I understand that animals need time to adjust to a new person. I usually let the animals come to me when they feel safe and ready.

Sitter Profile Image: Alexandra S.
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Alexandra S.
from
$55
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Near North Side, Chicago, IL, 60610

Alexandra was a great sitter for Bobby. She kept me posted and updated to all goings on during the visit, which was appreciated. Thanks to Alexandra for making this work!

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Tricia P.
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Near North Side pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Our dog had such a good time with him. He was so kind. Woukd 100% request his help again. Thank you so much!

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Tyler W.
House Sitting
5.0 out of 5 stars

Emily was INCREDIBLE!!!! She was so loving to my dog and cat, sent amazing updates and pictures ♥️, and went above and beyond to stay and help out when my return flight went through delays and cancellations. I cannot thank her enough and will be using her again next time I leave town!!!

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Samantha M.
House Sitting
5.0 out of 5 stars

Jena was an amazing sitter for our senior dog Gus. Gus has a few new challenges in his later years and Jena handled it all like a pro. She was flexible with his early morning wake ups, made sure he always got his meds on time and gave him the right amount of walks and attention to match his slower pace. She checked in with me the perfect amount throughout her stay, providing updates and pictures. We felt very comfortable having Jena in our home. She took great care of the space and left it cleaner than before. As Gus gets older, it gets harder and harder each time we need to leave him. With Jena we felt so good knowing he was in the best hands. We will absolutely reach out to Jena again for our future trips.

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Ashley B.
House Sitting
5.0 out of 5 stars

We had a fantastic experience with Ezgi house-sitting for our dog, Maximus. Her communication was excellent from start to finish, and she kept us updated with tons of photos and messages throughout our trip. Seeing how happy and well cared for Maximus was gave us so much peace of mind and allowed us to truly relax while we were away. She was reliable, attentive, and clearly treated Maximus like her own. We came home to a happy dog and a well-cared-for home. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring sitter. Thank you for taking such great care of Maximus! 🐾

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Katrina C.
House Sitting
5.0 out of 5 stars

Jayde is an incredible house sitter and our pups love being with her! She stayed with them for nearly two weeks and they were so well taken care of! She’s great with senior pups, medications, and keeping up on specific food instructions! Highly recommend!

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Kimi S.
House Sitting
5.0 out of 5 stars

Lucy is great! Quick to respond and understood the various requests for our reactive dog also dealing with separation anxiety. Thanks again!

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Matt K.
House Sitting
5.0 out of 5 stars

Mairead is a modern day Snow White. I returned to two happy and well cared for cats. Even my neighbor's cat stopped by to visit. And my millipede, which I hadn't seen for a month, made an appearance! I am especially grateful that Mairead provided expert care to my one cat that requires medication and a specific diet. I would 100% book with her again.

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Laurel C.
House Sitting
5.0 out of 5 stars

She was great with Beau :) spent plenty of time at the house keeping him company and kept me updated with a ton of pics/vids!

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Cassandra N.
House Sitting
5.0 out of 5 stars

Absolutely — updated for two cats: Alyssa is a wonderful cat sitter! She has watched our two cats several times and is always reliable, communicative, and caring. It gives us so much peace of mind knowing they’re in good hands while we’re away. We highly recommend Alyssa!

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Taylor S.
House Sitting
5.0 out of 5 stars

We count ourselves so lucky to have found Joseph! Not only was he incredibly responsive and thorough before we left, he provided numerous daily updates while we were gone so we knew our pup was enjoying himself and things were going well. Our recent rescue clearly adored him, and Joseph was incredible with him on walks (which can be a stressful/excitable time for our dog). He gave us some great recommendations for our dog based on his years of experience, which we could actively see working during his time here. And though this is definitely not a part of the job, our home was clearly so well taken care of while we were away - we were amazed. Anyways, we can’t recommend Joseph enough and he has new customers in us!!

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Nick B.
House Sitting
5.0 out of 5 stars

Bella took great care of our dogs and house! She was very communicative and thoughtful. Would love to have her watch out pets again

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Nicole M.
House Sitting
5.0 out of 5 stars

If I could give Chloe more than five stars, I would. I have two dogs, and neither of them are exactly "easy mode." My older dog, Stewie, is a senior who is beginning to lose his vision. He wasn't properly socialized when he was younger, and although he has made tremendous progress over the past few years, he's still very nervous around strangers and can become reactive when stressed. My younger dog is an absolute sweetheart, but she's a recent rescue who gets overly excited and reactive around other dogs because she desperately wants to play with everyone she sees. To make matters even more stressful, I was leaving for a week-long work trip when everything fell apart. I originally had another sitter booked who had already met my dogs beforehand. However, once I left, Stewie became extremely stressed and started acting nippy. The sitter contacted me and told me she could no longer watch him. While scrambling to figure things out through Rover, I found another sitter, but after meeting Stewie, she declined as well. At that point, I was panicked. I was out of town, facing the possibility of having no one to care for my dogs, and feeling completely overwhelmed. Then Chloe stepped in. She came to meet my little crazy old man, handled the situation with patience and confidence, and never made me feel like my dogs were too much. She cared for both dogs all week, kept me updated, and gave me incredible peace of mind during what could have been a complete disaster of a trip. Not only did she take amazing care of my dogs, but she went above and beyond in ways I never expected. She picked up paper towels when I ran out, swept my apartment, and was simply kind, thoughtful, and professional throughout the entire experience. Chloe showed so much patience, flexibility, and compassion during a genuinely chaotic situation. It's clear she truly cares about the animals she watches and understands that every pet has their own quirks and challenges. I cannot recommend her highly enough. If you're looking for someone trustworthy, dependable, and genuinely wonderful with animals, book Chloe. I will absolutely be booking with her again in the future.

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Jade B.
House Sitting
5.0 out of 5 stars

Carson did great sitting our 2 very rambunctious and leash-reactive big dogs. Rhubarb and Finch were super well cared for and the apartment is clean!

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Em P.
House Sitting
5.0 out of 5 stars

Pashan was patient and accommodating with my dog Bear. He is comfortable with her in his space even though he us not always friendly with strangers. My flight got delayed coming back and Pashan was flexible with her schedule, staying late with Bear. She was also communicative and sharing regular updates with me during the stay!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Bella was excellent. Our dogs clearly loved her immediately. And she took great care of them and the house.

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Rebecca C.
House Sitting
5.0 out of 5 stars

Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.

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Oswaldo A.
House Sitting
5.0 out of 5 stars

Liza and Anton are absolutely amazing! They recently watched our two senior girls while we were away for a wedding, and they kept our minds completely at ease. They truly care for pets as if they were their own, sending multiple photo updates throughout the day. We came home to a spotless house and two incredibly calm, content dogs. We are so grateful to have found them and will absolutely be booking them again soon!

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Lily L.
House Sitting
5.0 out of 5 stars

Alexandra was great with manny and Lilly and kept in contact with me throughout the stay. Really appreciated her help.

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Deb R.
House Sitting
5.0 out of 5 stars

Luisa was great! And we would love for her to watch our dog again. No hesitation recommending her to others.

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Justin L.
House Sitting
5.0 out of 5 stars

Amanda was amazing. We had a last minute sitter cancellation and Amanda was able to take care of Biggie Smalls for us. He took to her immediately and was so well taken care of. She was great with updates and photos and super respectful of our home. We would recommend her 100x over and Biggie can’t wait to see her again!

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Renee C.
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?

  • 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Near North Side 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 Near North Side.

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. Near North Side 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.