House Sitting Near West Side

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

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Over 457
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: 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: Annie C.
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Annie C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 54 reviews
27 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: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 41 reviews
15 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: 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: Carolyn P.
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Carolyn P.
from
$65
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
13 years of experience
Chicago, IL, 60642

“Carolyn did such an amazing job housesitting. I had to book last minute due to an emergency and she was at my place within an hour. My apartment looked just as it was when I left it, and Carolyn followed instructions perfectly. She was very communicative and very thoughtful with my anxious dog. I am so glad to have found her in such a pinch and will definitely be booking with her again!”

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Olivia R.
Sitter Profile Image: Molly A.
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Molly A.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Near West Side, Chicago, IL, 60661

“Molly is a great sitter, her communication and updates were on spot.”

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Bhavik T.
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: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
• 74 reviews
25 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: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 243 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

“Emily has stayed in my home with my dogs many times now and she has always done an amazing job. Extremely trustworthy, clean, and my dogs are always well taken care of.”

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Ali M.
Sitter Profile Image: Suzanne H.
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Suzanne H.
from
$70
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

“Suzanne did an excellent job taking care of our pup Lucy! She had great communication throughout the weekend and we came home to our house exactly how we left it! I would highly recommend her for any service!”

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Jennifer C.
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: 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.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

“Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊”

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Alex I.
Sitter Profile Image: Dominique P.
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Dominique P.
Star Sitter
from
$76
per night
5.0 out of 5 stars
• 94 reviews
44 repeat clients
7 years of experience
West Town, Chicago, IL, 60622

“Dominique was great at my place for the week! She sent regular updates, followed instructions I gave and ensured the place was clean prior to leaving. Nala was well taken care of!”

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Armani D.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 47 reviews
16 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: Connie C.
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Connie C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
7 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: Eliana B.
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Eliana B.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Lower West Side, Chicago, IL, 60608

“Eliana was absolutely amazing. My partner and I have a disabled fur baby with a number of special needs, and Eliana was incredibly diligent, asked all the right questions, followed our instructions closely, and took such great care of Miss Bean and our home. We came home to a happy, healthy pup and couldn’t have been more appreciative. I will absolutely be reaching back out for future travel plans. She was a dream to have stay with our fur baby!”

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William R.
Sitter Profile Image: Allison D.
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Allison D.
from
$75
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
11 years of experience
Near West Side, Chicago, IL, 60661

“Allison took great care of my dog and kept me in the loop on how things were going so that I was completely at ease and able to enjoy my time away. She also sent great pictures of their adventures in South Boston! I came home to a happy dog, clean apartment - and she even set my clocks back for Daylight Savings! I would definitely hire Allison for future needs.”

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Dana B.
Sitter Profile Image: Christopher W.
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Christopher W.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 64 reviews
30 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: Jade T.
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Jade T.
from
$70
per night
5.0 out of 5 stars
• 54 reviews
14 repeat clients
11 years of experience
Chicago, IL, 60642

“Jade was great while we were gone for a long weekend! She took wonderful care of our dogs, and it was clear how happy and relaxed the pups were when we returned home. We especially appreciated the regular updates and photos—she gave us total peace of mind while we were away. Highly recommend Jade!”

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Brandon H.
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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

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

Jordyn was an incredible caretaker for our cat and anxious dog while we were in Europe for 10 days. She sent lots of updates, followed our instructions perfectly, and it’s clear that there was a huge level of care. Absolutely would book her again!

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Jackie S.
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

Genevieve took great care of my dog over the weekend! Kept me updated, and came home to a happy dog 🙂

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Krista M.
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

The first time we had Emmalyn housesit and watch our dog, our flight home was cancelled and we had to stay away an extra night. She wasn’t phased at all worked with us to stay en extra night. She was communicative, ultra professional and sent us pictures and text updates. We look forward to working with her again soon!

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Leslie 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

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

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
5.0 out of 5 stars

Kristina did an amazing job watching our puppy. She communicated well, was attentive to his specific needs, and made sure to leave our home tidy. We really appreciated all the picture updates and knew our pup was in good hands! Will book again!!

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Ryan & Andrea W.
House Sitting
5.0 out of 5 stars

Annie has house sat for us several times. Hawthorne, our 16 year old tuxedo cat is always in great spirits when we return. We already look forward to our next trip and know our boy is in good hands.

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Mary & Stephen B.
House Sitting
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