House Sitting In Near West Side Chicago

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

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Top rated Near West Side house sitters

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: 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 amazing! Very attentive and caring with our elderly dog. She is reliable and had great communication with us while she was house sitting.

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Jaclynn M.
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

Great experience with Pablo! This was our first time using Rover in general, so I was a nervous dog mom of course. Our dog, Ralph, had a wonderful weekend with Pablo and we highly recommend his services. We received many pictures from Pablo over the weekend which was so nice of him.

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Lauren P.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$30
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
78 reviews
33 repeat clients
11 years of experience
Chicago, IL, 60608

Allison was amazing. This was my first time leaving my dog with someone other than family, and Allison made me feel so comfortable. My dog seemed to love her, and she left my apartment as clean or cleaner than when I left! I would 100% recommend Allison and will plan to book her again in the future!

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Kelsie A.
Sitter Profile Image: Kelso A.
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Kelso A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
6 repeat clients
11 years of experience
Chicago, IL, 60622

Kelso was absolutely incredible taking care of my doggo child who can be a handful, I completely felt at ease with my dog son in her care! She kindly gave me updates, pics, video, and even got him his first pup cup which he loved! She administered his AM & PM meds without missing any, gave him his special meals, and was able to handle his dog reactivity on walks & keep my boy safe & other dogs safe as well. Cookie was even sad to see her go as he made a new bff, and he’s a picky lil guy. She’s super easy going and down to earth, I will definitely be rebooking the next time I need a doggo sitter & will be recommending for any friends who need dog sitters too!! 🙏🙌👌💖💖💖💖💖🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🐶☺️🤩

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Claire B.
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 went absolutely above and beyond! She took the time to do a meet and greet to make sure my cats were comfortable with her and she was able to successfully administer meds. Very thankful to have found a reliable and caring sitter - would highly recommend!

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Kirstie M.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
147 reviews
55 repeat clients
5 years of experience
West Town, Chicago, IL, 60622

As a first time Rover user, Allison eased my concerns and was a great fit for my pup. She checked in to let me know when she arrived/left, reached out with any questions during her stay and sent pictures :)

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Lindsey H.
Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.

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John L.
Sitter Profile Image: Annie C.
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Annie C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
43 reviews
21 repeat clients
20 years of experience
Chicago, IL, 60607

Annie was fantastic! She agreed to house sit our dogs last minute when our original arrangements fell through. She was very responsive and made us feel comfortable right away. The daily pictures and updates she sent were appreciated and we could tell our dogs were well cared for. We will definitely be using her services in the future. Highly recommend!

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James C.
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

Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!

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Mike N.
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: Scott G.
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Scott G.
Star Sitter
from
$82
per night
5.0 out of 5 stars
81 reviews
13 repeat clients
15 years of experience
West Town, Chicago, IL, 60642

Scott is amazing! So professional and helpful. My pup Eli had som tummy troubles during Scott’s stay and he took care of everything. THANK YOU SCOTT!

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Samantha R.
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

Needed a sitter last minute and Carson was quick to respond. He was friendly, courteous, and respectful of my space and provided excellent care for Bella. Highly recommend if you’re in need of a sitter that you can trust.

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Chris W.
Sitter Profile Image: Kexin J.
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Kexin J.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
5 years of experience
Chicago, IL, 60608

Kexin was amazing with my cat Orion! Orion is very needy and requires companionship all day, and has a particular feeding routine. Kexin did a great job taking care of him, and she was also very communicative and sent lots of photos every day. I would certainly book with her again, and would recommend her to anyone looking for a sitter!

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Alfred L.
Sitter Profile Image: Gianni B.
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Gianni B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
12 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60612

Had such a great experience with Gianni! My dog is nervous around new people and she did a great job navigating his feelings. He ended up feeling comfortable around her. She had great communication throughout the visit and I definitely recommend people to reach out to her!

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Jennifer R.
Sitter Profile Image: Molly A.
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Molly A.
from
$45
per night
10 years of experience
Near West Side, Chicago, IL, 60661

About: I have taken care of dogs of all sizes and have two of my own! I have experience in dog sitting for multiple days and weeks and dog walking! I have availability during the week days and would love to help out families who go to work during the week! I am currently working part-time so I have availability during the weekdays for short visits and weekends for housesitting! I am available all day Tuesdays, Wednesdays, and Friday in the West Loop area to walk dogs as well! I have experience with many dogs with different needs and can be accommodating to anyone’s house needs! I am able to walk dogs as much as they need and sleep with them or crate them!

Sitter Profile Image: Carolyn P.
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Carolyn P.
from
$65
per night
5.0 out of 5 stars
8 reviews
2 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: Allison W.
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Allison W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
26 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: 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: Alex S.
Verified Enhanced Background Check
Alex S.
from
$60
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
6 years of experience
Near West Side, Chicago, IL, 60661

Alex did a great job of watching the house and the pup! It was a relief to be able to leave my girl in such good hands.

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Nicole R.
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Near West Side pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Reggi provides consistent updates (with photos), effective communication, a sense of ease and peace of mind. Thank you for being a reliable and friendly face for our family!

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Edward M.
House Sitting
5.0 out of 5 stars

I’m so thankful to have found Halley! She was wonderful with both my cats and my shy foster who required twice daily eye ointment. She took great care of not only the cats but also my condo and sent several updates and photos. She’s the best!

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Joee B.
House Sitting
5.0 out of 5 stars

Scott was terrific! He sat with our two very different dogs, a Shitzu and a Saint Bernard. He respected the individual needs and personalities of each of them. Thanks Scott!

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Cathy Q.
House Sitting
5.0 out of 5 stars

Em was great with our four year old German shepherd/malinois mix who can be difficult at times. Unfortunately he had some stomach issues during her visit and Em took wonderful care of him. She sent plenty of pictures and updates which was much appreciated. It was a worry-free weekend vacation because of Em! Em stayed at our place for the weekend and left it in spotless condition. We look forward to our next trip knowing that we can trust Em to take care of the pets and the Condo!

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Brady S.
House Sitting
5.0 out of 5 stars

Emily was great. She took wonderful care of Sherman and Hawthorne, our senior boys. The boys were so good natured when we got home I could tell they really enjoyed her company.

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Mary & Stephen B.
House Sitting
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

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

Polina is absolutely amazing. She stayed at my home while I was away and took great care of my pets. My dog needed special medication and she had no problem managing that. She sent me tons of pics everyday and was very communicative. Highly recommend!

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Laura B.
House Sitting
5.0 out of 5 stars

Lifesaver!! Due to some emergency travel issues, we needed Gianni just stay with our dog for an extra night. This was during horrible storms in Chicago. She acted quickly, changed her plans and was able to stay another night with our dog. Cannot thank her enough.

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David E.
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

Emily was incredible. Super responsive, flexible, great updates. Would absolutely book again. Thank you, Emily!

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Audrey W.
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

Allison has been an amazing dogsitter for our dog, Max. This is the third time we’ve worked with her, and she continues to exceed expectations every time. She’s reliable & communicative, and most importantly Max is always happy and well taken care of when we return. It gives us real peace of mind knowing he’s in such great hands. Highly recommend Allison!

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Gary T.
House Sitting
5.0 out of 5 stars

Easy communication, our dog and cat were very relaxed when we got home and the place was very clean. Would recommend!

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Matt K.
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

Jozelin took great care of our dog, Derby. She was communicative and responsive and sent us great photos of Derby while we were on vacation. I would recommend booking Jozelin to care for your pets!

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Kaylyn T.
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
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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 West 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 West 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 West 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.