House Sitting Near West Side

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

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Over 519
pet parents in Near West Side have booked house sitting

Near West 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: Annie C.
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Annie C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
47 reviews
24 repeat clients
20 years of experience
Chicago, IL, 60607

Annie was so great! This was my first time leaving my dog with someone other than family since 2019, and Annie made me feel so comfortable right away. She sent great photos and updates about my dog, I was able to relax and enjoy my vacation without worrying about how my dog was doing. Will definitely hire Annie again!

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Amanda C.
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 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: Fiona P.
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Fiona P.
from
$35
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60607

Fiona was an all around excellent pet sitter. From the initial consult to the key return she was communicative and professional. She took such good care of my girls and my home, and sent plenty of updates and pictures! She truly went above and beyond for me and my pets and handled every hiccup (on my end) with tact and kindness. I will be booking her everytime I need a sitter! :)

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Amanda S.
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: 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

Took amazing care of our dogs while we were away for 10 days! She kept us up to date regularly and took some of the best pictures. She also got them comfortable with short outdoor walks which we plan to keep up now that we’re back. Would highly recommend her for your pet care needs !

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Lawrence L.
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 was absolutely wonderful with Charlie, she sent frequent updates and photos where he was clearly having a great time. Would highly recommend her as a sitter

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Alex J.
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: Kelso A.
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Kelso A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
6 repeat clients
11 years of experience
Chicago, IL, 60622

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.
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: Faith M.
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Faith M.
from
$50
per night
5.0 out of 5 stars
17 reviews
8 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: 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 is always a delight. She is so good with our crew. Our dog and I were outside in the yard when he heard her open her car door and he excitedly barked his hellos with his tail wagging ‘til she walked into our yard. That’s a pretty great indication of how beloved she is to our family.

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Natascha B.
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 is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Samia B.
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Samia B.
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
2 years of experience
Near West Side, Chicago, IL, 60607

Samia is extremely on top of communicating and care! She even caught that some of our homemade cookies were looking a bit moldy and threw them out before any harm could come to our pup. 5 star care all around

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Mariah R.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$65
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead was fantastic! She was so good with my dogs and sent me tons of pictures and updates. My dogs can be a bit anxious the first day with a new person and she handled it perfectly. She was so good about questions if something came up and letting me know how the dogs were doing each day. I never worried that my dogs were in the best hands!

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Anna M.
Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!

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Frances A.
Sitter Profile Image: Carolina H.
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Carolina H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
5 years of experience
West Town, Chicago, IL, 60622

Caroline did a great job of taking care of Emmy for the weekend when I was away! Emmy was very happy and looked very comfortable when I returned.

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

Christopher has dog sat for me a couple of times and has been an amazing help! I highly recommend, he’s very friendly and has won over my pups approval.

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William M.
Sitter Profile Image: Andres G.
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Andres G.
from
$70
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

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.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$36
per night
5.0 out of 5 stars
23 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

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 did an excellent job watching out 9 week old puppy. He was very knowledgeable about puppy safety and communicated with us regularly throughout the night. We really appreciated his professionalism and flexibility with our schedule. Thank you Pablo!

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Chelsea D.
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The median cost per night for house sitting in Near West Side is $50

Pet parents share their Rover experiences - Near West Side

1 / 1
5.0 out of 5 stars

Symone was the perfect dogsitter for our 5 month old puppy while we were on vacation for a week. She was so kind, communicative, attentive, and caring. We’re so grateful for her wonderful care!

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Wesley D.
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

Maya was amazing with Lobo; I wish she wasn't moving because he really seemed to enjoy her. He was so mad when she left, and he wanted her to come back. She went out of her way to make him comfortable and got him through the Fourth of July. He is a needy guy, so I am super grateful that Maya was able to handle his neediness and give him the love he needs. She left the place super clean and sent me tons of photos and videos of Lobo (which kept me at ease). She even bought him treats :) Thank you, Maya!!

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sadie o.
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

Kristine was great with taking care of my anxious pup- especially during the fourth of july holiday when the fireworks can make him more nervous than normal. I could tell he had been well cared for!

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Laura F.
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

Allison has helped us with over night stays twice now and she is SO great! Very responsive and Peyton loves her!

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Katie D.
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

Caline is so great!! We came home to a very happy dog after Caline spent a long holiday weekend with her. She was reliable and frequently shared updates/phots. She was also very patient with our energetic and overly affectionate dog. Would absolutely recommend Caline as a sitter, and we plan to reach out to her again in the future.

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Jennifer N.
House Sitting
5.0 out of 5 stars

Allison was an amazing house sitter! We have a senior dog with a good amount of needs and she was very thorough and attentive in caring for her. We appreciated the videos, pictures, and updates. Will definitely use her again!

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Paige B.
House Sitting
5.0 out of 5 stars

Neil watched my cat for an extended time and took great care of her. He communicated clearly and often, to ensure I wasn't worried about her.

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Laura E.
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

Cris was so amazing, as always, with our two kitties- especially amidst the booms and cracks of 4th of July. She made sure to check on each of them (one hiding upstairs, the other downstairs).

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Kenzie C.
House Sitting
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Sitters in Near West Side average 4
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