House Sitting Near North Side

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

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Over 2,011
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: Nicole D.
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Nicole D.
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole came in clutch with a last minute house sitting for our two cats, one of which is sick. She did such a great job looking after them and administering oral medication. Extremely communicative, attentive to detail, and truly caring for our pets. Went above and beyond. Highly recommend and we are excited to work with Nicole again soon!

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mdtcheau1
Sitter Profile Image: Kacy L.
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Kacy L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
3 years of experience
Near North Side, Chicago, IL, 60610

Kacy was the best!! She sent so many pictures and took such great care of our senior dog. I would absolutely hire her again, she went above and beyond!

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

Kelly is amazing! She watched Jaxx while I was at my National Sales Meeting. She has great communication skills and I know Jaxx is enjoys being with her. It's nice to have a piece of mind when traveling and being able to focus on work. I always come home to a clean condo which is icing on the cake. I highly reccomend Kelly!

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Julie M.
Sitter Profile Image: Jillian B.
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Jillian B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
4 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: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
364 reviews
123 repeat clients
20 years of experience
Chicago, IL, 60610

Pablo took care of our pup over the weekend and he was great to work with! During the meet and greet we could tell he has plenty of experience with dogs which gave us some peace of mind. During his stay with Brooklyn he sent lots of pictures, which we loved and he took her on multiple long walks at the park. I would highly recommend Pablo for anyone looking for a trusted petsitter.

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Graciela & David A.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela was absolutely lovely! She was very communicative with updates, photos and videos to let me know that the kitties were doing well and medication was administered.

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Julia R.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
109 reviews
33 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: Luisa C.
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Luisa C.
Star Sitter
from
$63
per night
5.0 out of 5 stars
28 reviews
7 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: Olesia A.
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Olesia A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

My dog Sadie loves Olesia so much! She always takes such great care of her and it puts my mind at ease knowing she is in good hands while I’m away. We will definitely continue booking with Olesia whenever possible.

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Carmen G.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
229 reviews
64 repeat clients
10 years of experience
Chicago, IL, 60605

Emily is great! She checked in often and took excellent care of Maeve and McKenna - we look forward to working with her again soon and will definitely recommend her to friends.

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Reilly T.
Sitter Profile Image: Chloe P.
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Chloe P.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Near West Side, Chicago, IL, 60661

Such a sweet and amazing sitter! Super communicative, caring, and made me feel completely at ease the whole time. My dogs were so happy and well taken care of. Would absolutely book again!

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Sabrina R.
Sitter Profile Image: Maddie M.
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Maddie M.
from
$65
per night
5.0 out of 5 stars
53 reviews
21 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Maddie did a great job watching our dog while we were out of town for a long weekend trip. She took our high-energy gal on several adventures and we were reassured that she was getting the attention and exercise that she needed. Would recommend her to others in the Chicago area!

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Caroline K.
Sitter Profile Image: Cole & Alex W.
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Cole & Alex W.
from
$75
per night
5.0 out of 5 stars
98 reviews
36 repeat clients
26 years of experience
Near North Side, Chicago, IL, 60610

Cole’s first visit with my brood of animals was a great success! He was terrific with them, giving them all the attention they wanted and needed and leaving the house in terrific shape, which I very much appreciate when I come home from a work trip! I will absolutely ask him to come back!

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Jennifer C.
Sitter Profile Image: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
62 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: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
102 reviews
29 repeat clients
5 years of experience
Chicago, IL, 60647

Sarah came through at the last minute and was able to watch our senior dog at our house. She was great, checked in daily and left our house just as it was before she came.

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

Jessica was so communicative, clean and kind!! She has a calm energy that our golden retriever was drawn to immediately. We received lots of updates and pictures while we were away and came home to a very clean apartment. Our dog seemed very satisfied with all the walks and playtime which he needed. Definitely recommend! 😊

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Rebecca M.
Sitter Profile Image: Duncan W.
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Duncan W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
13 years of experience
Lake View, Chicago, IL, 60657

Duncan was a professional and responsible caretaker. He went above and beyond our expectations when he took care of our 2 dogs Honey and Pickles for two weeks. Before even starting the job, he met us in a freezing blizzard for a simple meet + greet, which I think immediately showed his dedication to the job. He also cleaned up around our house when the dogs were making a mess, not something that we asked him to do — but rather something that he proactively did. One of our dogs, Honey, has anxiety. Duncan even stood overnight on New Years Eve just to help her stay calm during the fireworks, which I believe is something your average dog caretaker wouldn’t do! He was also very responsive with text and sent us updates every day. I felt much peace of mind because I knew Duncan was taking our two dogs on 2 walks every day, feeding them on time, and spending some time with them too. I would definitely recommend Duncan to a friend and would rebook him myself!

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Isaiah G.
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: Marisa C.
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Marisa C.
from
$55
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Chicago, IL, 60611

Marisa took care of our pups and home for a little over a week while we were on vacation. We have a young mini dachshund who is inconsistent with her potty-ing and a very senior lab. Marisa was very careful and patient with our pup’s quirks. They always seem so happy and tired when we get back! Our home was also spotless, as we left it. My plants also seemed very well cared for. This our second time working with Marisa and would certainly book with her again

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Gabriela N.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
4.9 out of 5 stars
136 reviews
59 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!

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Dani B.
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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

This was my first time using Rover, and Savannah completely put all of my anxieties at ease. She came over to meet me and Phoebe before the stay, and I immediately knew she was going to do a great job! Savannah checked in every day with updates and photos, which were the best messages to receive while on vacation! .I would absolutely book with her again and highly recommend her to anyone looking for a reliable, caring, and communicative dog sitter.

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Laura R.
House Sitting
5.0 out of 5 stars

Jackson was very professional. Took excellent care of my senior dog with dementia. Even the front desk staff told me that he was a complete gentleman and very respectful. I trusted him with my dog. He kept me up-to-date with photos, showed up on time. Will definitely be hiring him again in the near future!

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Darbe S.
House Sitting
5.0 out of 5 stars

I am so glad we found Marisa to watch our 19 year old kitty while we were away for a few days. My cat had never been watched by anyone outside the family, and with his age and medical needs I was nervous about leaving him alone. Upon arriving Marisa sent me a video of him crawling into her lap to cuddle, and I immediately felt so much better! Marisa took excellent care of my boy, made sure he got his medication on time, made sure he was well fed, and provided him with great company. I also really appreciate all the updates Marisa gave us throughout her stay, and that she checked in with us about his separation anxiety. After a long few days of travel we came home to a happy, healthy cat, and a clean apartment. Thank you again, Marisa!

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Arin S.
House Sitting
5.0 out of 5 stars

Wamuyu is such a kind, gentle person who cared for our two kitties while we were away. She is very communicative, we had complete peace of mind while on vacation. Even when our kitties were shy or upset about taking their meds, Wamuyu was persistent and patient and always completed their care. We would recommend her highly!

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Matthew W.
House Sitting
5.0 out of 5 stars

Zoe did a great job with our dog! She was communicative and flexible while we were away and she sent lots of pictures. She found ways to keep him entertained while a heatwave hit and was unable to spend a lot of time outdoors—which is not an easy task when your dog is 50% cattle dog. Zoe also left our apartment very clean and even started the laundry for the bedding and towels before we got home. I would absolutely recommend Zoe to watch your pet.

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Annie B.
House Sitting
5.0 out of 5 stars

Luis saved the day at the last minute and walked my dog for me when I needed to go out of town! My dog can be anxious and sometimes needs a lot of patience, but Luis was so kind to him and gave him so much love. Thank you Luis!!

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Faith
House Sitting
5.0 out of 5 stars

Here’s a warm, natural review you can post: Alex was absolutely wonderful! She stayed in our home while watching our dog and took amazing care of everything. She kept us updated, made us feel completely at ease while we were away, and our dog was happy and well cared for when we got home. She also left our house incredibly clean—it honestly looked just as good (if not better!) than when we left. It was such a relief to come home to a spotless house and a happy pup. We would absolutely book Alex again and highly recommend her to anyone looking for a reliable, thoughtful, and trustworthy sitter!

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Joy M.
House Sitting
5.0 out of 5 stars

Anastasiia took such wonderful care of my dog Biscuit! Biscuit is a happy but anxious mini-labradoodle and Anastasiia followed all the instructions, gave such detailed updates and lots of pictures, and left my apartment spotless! Highly recommend Anastasiia to care for your pets, she is the best.

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Lauren W.
House Sitting
5.0 out of 5 stars

Honey and Finley always enjoy their time with Lucy! She’s super attentive which is great for my stage five clingers. Will be booking her again soon!

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Emily G.
House Sitting
5.0 out of 5 stars

Kayla was INCREDIBLE! My dog was anxious during the fireworks and thunderstorms and Kayla not only calmed her down, but sat with her for hours in her safe spot! She sent many updates multiple times a day with pictures and was amazing. I highly recommend Kayla and will absolutely be booking with her again.

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Ishani S.
House Sitting
5.0 out of 5 stars

Zach was absolutely wonderful! He was incredibly friendly, and my dog took to him right away, which immediately put me at ease. Since this was the first time I’d ever left my dog with someone he’d only met briefly, I was naturally a little nervous. Zach sent consistent updates throughout my trip, which gave me so much peace of mind. When I got home, the house was spotless and exactly as I had left it. It was clear he took great care of both my dog and my home. Thank you so much, Zach! I wouldn’t hesitate to have you stay again in the future and would highly recommend you to anyone looking for a reliable, caring pet sitter.

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Marissa L.
House Sitting
5.0 out of 5 stars

Em was wonderful with our boys! She sent plenty of pictures and updates, and was very communicative throughout her stay. Our dog can be anxious and he absolutely loved spending time with Em. We could tell how attentive and caring she was by how much our boys loved to snuggle with her. We are so glad we’ve found her and have already lined up future bookings!

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Matthew E.
House Sitting
5.0 out of 5 stars

Natalie came by before the booking to meet my pup and my pup immediately liked her - a very good sign as dogs have a good sense of character. She stayed two nights and by the time we got home, my dog was sad to see her go. She also took good care of our home.

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Kath C.
House Sitting
5.0 out of 5 stars

Joey was a wonderful Dogsitter, my dogs responded very well to him and they were happy and relaxed when I got home. I received regular updates with photos and videos and felt like my dogs were in great hands. Highly recommend Joey.

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Cecilia B.
House Sitting
5.0 out of 5 stars

She did a great job watching waggles when I was away overnight and kept the apartment secured and clean when I was back! Very responsive, respectful, and sweet! My dog had a great time and was very happy

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Lina C.
House Sitting
5.0 out of 5 stars

Jess is amazing. Very communicative, reliable, and sends the best photos! Our dog loves Jess. Highly recommend!

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Elise R.
House Sitting
5.0 out of 5 stars

Emily was amazing!!! We were really nervous because we rarely leave the pets for more than a weekend. Emily sent pictures and updates throughout the day which gave my partner and I peace of mind while we were out of the country. Upon arriving home, my dog greeted us and then ran in the spare room looking for Emily which she has never done for anyone except for us 🥹

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Lena S.
House Sitting
5.0 out of 5 stars

Michael was great. Took wonderful care of our dogs. Was very communicative. Will definitely book him again.

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Patrick Z.
House Sitting
5.0 out of 5 stars

Severina was excellent! Very responsive and accommodating. She took great care of my cat. Would definitely book again!

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Meghan D.
House Sitting
5.0 out of 5 stars

Carly was amazing with our senior pup and anxious little fur baby. She did an amazing job putting both of them at ease. She was on time, professional, and communicative. Highly recommend!

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Kimi S.
House Sitting
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Sitters in Near North Side average 4
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