House Sitting Near North Side

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

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Over 2,012
pet parents in Near North Side have booked house sitting

Near North Side, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Samantha E.
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Samantha E.
from
$40
per night
5.0 out of 5 stars
• 144 reviews
62 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

“Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.”

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Irina L.
Sitter Profile Image: Trina W.
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Trina W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 20 reviews
9 repeat clients
6 years of experience
Near North Side, Chicago, IL, 60610

“Trina did a great job watching Dave! This was my second time booking with her and she came on very short notice which was so appreciated and treated Dave with care!”

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Emily J.
Sitter Profile Image: Amberlynn F.
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Amberlynn F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 46 reviews
9 repeat clients
19 years of experience
Chicago, IL, 60610

“Amberlynn bonded so nicely with Buddy. He’s very afraid of people he doesn’t know for a while and she was very patient and sensitive with him. Within 2 days, they became close companions.”

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Jeremy G.
Sitter Profile Image: Eric & Eunjin K.
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Eric & Eunjin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 56 reviews
12 repeat clients
20 years of experience
Chicago, IL, 60654

About: With over 20 years of experience as devoted dog owners, we understand that every pet deserves not just care, but love, attention, and companionship. We have firsthand experience caring for dogs of all ages, including senior dogs and those with special needs, such as blind pets. What truly sets us apart is our dedicated time and flexible schedule. As a PhD student working from home and a full-time housewife, we provide round-the-clock care, ensuring your dog is never alone and always has someone to play, cuddle, and interact with. 🐾 Constant Companionship: With our home-based lifestyle, your dog will always have human interaction, love, and attention.
 🐾 Personalized & Patient Care: Whether your dog is playful, shy, or needs extra patience due to age or blindness, we adapt to their needs.
 🐾 Daily Walks & Playtime: We ensure your pet gets plenty of exercise, fresh air, and mental stimulation.
 🐾 A Loving Home Environment: We treat every dog as if they were our own—with warmth, care, and lots of belly rubs! We love dogs, and we know how important it is to find someone you trust to care for your furry family member. When your dog stays with us, they’ll feel safe, loved, and at home. ❤️🐶 Since we have a home-based lifestyle, we have the flexibility and time to provide dedicated care, ensuring that every dog feels comfortable, loved, and engaged throughout the day. Your pet will always have companionship, attention, and a warm, stress-free environment. We can easily adapt to your dog’s meal plan and walking routine, making sure they feel right at home while staying with us. Whether they need extra playtime or special care, we tailor our approach to fit their unique needs. Your dog’s safety, comfort, and happiness are our top priorities. Since we have a home-based lifestyle, your pet will never be left alone and will always have supervision, love, and companionship. 🐾 Safe & Secure Environment: Our home is pet-friendly and hazard-free, ensuring your dog has a comfortable, clean, and safe space to relax and play. 🐾 Personalized Care & Trust: With 20+ years of experience as dog owners, including caring for senior and special-needs dogs, we know how to provide the patience, attention, and love each pet deserves. 🐾 Routine & Comfort: We follow your pet’s existing routine—whether it’s meal times, walks, or nap schedules—to make their stay as stress-free and familiar as possible. 🐾 Reliable Communication: We keep you updated with daily photos and messages, so you can relax knowing your furry friend is in good hands.

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

“We recently had to travel without our dog and were nervous to board her somewhere due to the anxiety it would cause her. We were so happy to find Pablo on the Rover app! He was able to be in our home with our doggo and provide her attention, cuddles and exercise, instead of just feeding. When we returned we were so happy to see a relaxed and happy girl. It was a nice experience I would definitely book with him again, in the future!”

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Jude F.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$65
per night
5.0 out of 5 stars
• 28 reviews
15 repeat clients
13 years of experience
Near North Side, Chicago, IL, 60610

“Always use Maggie whenever I go out of town. My fur babies love her and I never worry about while I’m away because I know they are in great hands!”

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Laura G.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 113 reviews
35 repeat clients
5 years of experience
Chicago, IL, 60610

“Liz was awesome with my dog, Max! She was flexible with his very specific schedule times and medicines doses, and sent me pictures and updates throughout the weekend. I would definitely book again!”

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Lauryn S.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 177 reviews
41 repeat clients
17 years of experience
Chicago, IL, 60601

“Anastasiia is a wonderful dog sitter! This was our first time leaving Ruth with someone we didn’t know personally. She put us at ease from the second we met her. She sent us lots of pictures and updates about Ruth and left the house spotless. Ruth was very well cared for. Actually, I think Ruth loved Anastasiia so much she’d probably trade us in for her.”

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Ashley A.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$117
per night
5.0 out of 5 stars
• 150 reviews
24 repeat clients
12 years of experience
Chicago, IL, 60610

“This was my first time using Kelly for house sitting and she was amazing! She was great with comminication and sending pictures. I had a really early flight and she text me as soon as she got to my place and sent a picture of Jaxx putting my mind at ease. My place looked the same as when I left it, so that was really nice to come home to that. I would highly recommend Kelly and will use her again.”

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Julie M.
Sitter Profile Image: Zhanna B.
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Zhanna B.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 32 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60601

“Zhanna was communicative, easy to work with, and sent us lots of photos and updates on our cat during a weeklong stay. We returned home to a happy healthy kitty and would absolutely book her again!”

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Mindy C.
Sitter Profile Image: Emily M.
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Emily M.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
7 years of experience
Near North Side, Chicago, IL, 60610

“Emily did a lovely job watching our cats! She was super responsive, sent great updates (and photos!), and took amazing care of them. We’d absolutely hire her again”

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Mitchell F.
Sitter Profile Image: Bella B.
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Bella B.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
7 years of experience
Chicago, IL, 60610

“Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!”

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Anita W.
Sitter Profile Image: Jillian B.
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Jillian B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60611

“Jillian was great! I have a high anxiety senior dog- she was patient with his quirks and listened to my tips on how to properly take care of him (and all his meds!). She was very communicative throughout her stay and sent lots of pictures and updates! I would recommend Jillian and would book her again!”

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Lauryn S.
Sitter Profile Image: Faith M.
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Faith M.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
10 years of experience
Chicago, IL, 60622

“Faith showed up for every drop in and took my babies for walks. She kept an extra close eye on Neville because he’d just had a tooth extracted and was on a soft diet with pain meds. Faith patiently soaked his kibble and proportioned his wet food to go with it and I’m so grateful for that. She was great with my fur children.”

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Marissa G.
Sitter Profile Image: Vaughan M.
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Vaughan M.
from
$30
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Near North Side, Chicago, IL, 60611

“Vaughan did a great job taking care of our senior dog and was communicative throughout the entire process. We will definitely be using her again!”

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Matthew M.
Sitter Profile Image: Maddie M.
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Maddie M.
from
$72
per night
5.0 out of 5 stars
• 57 reviews
21 repeat clients
15 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: Emily H.
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Emily H.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
8 years of experience
Lincoln Park, Chicago, IL, 60614

“Fantastic experience. Emily gave lots of updates and took great care of our dogs. My only complaint was that my dogs didn’t want her to leave. Highly recommend”

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David C.
Sitter Profile Image: Luisa C.
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Luisa C.
Star Sitter
from
$67
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60614

“Luisa was amazing! This was my first time leaving my puppy, and she did a great job providing updates, playing with my puppy, maintaining his schedule & came over before for a meet and greet. Super wonderful to work with.”

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Brittany R.
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.
Sitter Profile Image: Emily P.
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Emily P.
from
$65
per night
5.0 out of 5 stars
• 33 reviews
12 repeat clients
5 years of experience
Chicago, IL

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”

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Lauren J.
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The median cost per night for house sitting in Near North Side is $50

Pet parents share their Rover experiences - Near North Side

1 / 1
5.0 out of 5 stars

Isabella is super nice to Renata, helpful and very good communicating, this is the second time she has kept company to Renata and would for sure book her again! .

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Angela T.
House Sitting
5.0 out of 5 stars

Chole was amazing! She did an overnight stay for my cat. I got plenty of pictures of a happy cat, and she took great care of my plants and my home.

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Carly P.
House Sitting
5.0 out of 5 stars

Yekaterina is fantastic! I am so lucky she was available at the last minute and she took excellent care of my cats. I will absolutely be booking her again!

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Hilary B.
House Sitting
5.0 out of 5 stars

Jillian took excellent care of my two French bulldogs. One of them is on the older side and has started to have some health issues. I had absolutely no worries while I was away.

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Debbie M.
House Sitting
5.0 out of 5 stars

Amberlynn was amazing at taking care of our dogs! From the moment we met her to the moment she left, she was very professional, and you can truly tell how much she loves animals. It’s no surprise she has so many great reviews. We would absolutely recommend her!

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Vanesa T.
House Sitting
5.0 out of 5 stars

Anna house sat for our dog and cat and was phenomenal, truly above and beyond in every category. She was extremely communicative with dozens of great photos, and (even though we told here she didn't have to do any chores) we came back to a house that was cleaner than when we left. There's nothing I could imagine Anna doing to make us or the animals more comfortable. Looking forward to our next trip where we get to work with Anna again!

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Tim F.
House Sitting
5.0 out of 5 stars

Carly was wonderful with our dogs and quickly earned their trust, handled challenges calmly, and kept us updated with photo updates throughout her time with them. We felt confident leaving our dogs in her care and would highly recommend her to anyone considering hiring her

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Dacia H.
House Sitting
5.0 out of 5 stars

Elizabeth is very communicative, reliable and responsive! She made herself available to come for a quick paid meet and greet before the weekend so us and our dog could meet her before we left which made us much more comfortable. Elizabeth sent photo updates each day and made sure we knew they were doing well. We knew our home and dog were well taken care of when we returned! We will definitely rebook Elizabeth in the future and would recommend her to our friends and family.

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Justine B.
House Sitting
5.0 out of 5 stars

Emily was so kind and thoughtful with our boy! She was creative when he was being a pain and we are so grateful!

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kyla m.
House Sitting
5.0 out of 5 stars

Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!

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Anita W.
House Sitting
5.0 out of 5 stars

Ryan was reliable, a good communicator, and took good care of my cat. I would definitely hire him again.

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Hillery S.
House Sitting
5.0 out of 5 stars

Wamy did a great job with my particular pup Bear! She house sat for 3-4 days and was patient and attentive to Bear's needs and preferences. Would happily book again!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Samantha did a great job watching our elder lab mix and providing pictures and updates. She's also a responsive and good communicator, which is super helpful! Definitely would recommend her!

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Kate B.
House Sitting
5.0 out of 5 stars

Allison was wonderful! From the moment I met her, I felt completely comfortable and knew I could trust her to take great care of our dog. She was communicative, attentive, and followed all of our care instructions perfectly. We had such peace of mind knowing our dog was in great hands. Highly recommend her!

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Anna B.
House Sitting
5.0 out of 5 stars

Emma was so communicative and kind. She made our two frenchies feel so comfortable and was so considerate.

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Jessica M.
House Sitting
5.0 out of 5 stars

Ezgi remains the best. We trust her with absolutely everything 💛💛 kind, understanding, transparent, communicative!

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Irel I.
House Sitting
5.0 out of 5 stars

Nichole took such good care of our dog Darwin while we were on vacation for a week! It was so evident how much she genuinely cared about him, and it put us at ease knowing he was in such attentive hands. She sent frequent updates and pictures, and was very responsive and communicative anytime we checked in. And when our dog unexpectedly got a bit sick, Nichole handled it calmly, and went above and beyond for him. She also was a great apartment guest and left it extremely clean and tidy!

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Anne C.
House Sitting
5.0 out of 5 stars

Qiuyu was so great with our needy and energetic cat! We loved getting lots of pictures, and she was super responsive, it made us feel really reassured that our cat was being loved and cared for. We’d love to have Qiuyu come look after Diesel again the next time we’re away.

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Nikki M.
House Sitting
5.0 out of 5 stars

Great communication and picture updates. Byran’s flexibility was much appreciated as I had travel changes and he clearly cared about Maya’s well-being.

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Jake R.
House Sitting
5.0 out of 5 stars

Elissa did an amazing job watching Sebastian for 4 days while I was on vacation. She sent me regular updates and my home was spotless. Thank you, Elissa!!

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Audrey W.
House Sitting
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