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.

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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: 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 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: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
360 reviews
123 repeat clients
20 years of experience
Chicago, IL, 60610

Pablo is such a great sitter for Freyja! He really knows how to handle her German Shepherd energy and we feel so reassured that she is in great hands. He's great at giving updates and we can tell she's having a great time with him. He's going above and beyond taking her on great walks, and she is always relaxe, happy and well cared for when we come back. We can look forward to our trips thanks to knowing she will be well taken care of!

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Sarah K.
Sitter Profile Image: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
77 reviews
33 repeat clients
11 years of experience
Chicago, IL, 60608

Allison was fantastic! This is the first time we’ve used Rover for in-house sitting and Allison put our minds at ease right away at our meet & greet. We love that she has extensive experience as a vet tech and felt comfortable leaving both of our dogs (one that can be pretty anxious and take a bit to warm up) in her care. She was flexible, communicative and kept us updated with texts and photos during her stay. Also left the house super clean. Looking forward to booking again!

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Jamie S.
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

Allison - amazing as always - Emma is a challenge, but always seems so chill with Allison - so wonderful knowing we can trust with our little pandemic diva - Thanks, Allison!

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

Annie truly went above and beyond this past week, & I can’t express enough good things about her as a person & caregiver!!! She took such amazing care of my pups & it was abundantly clear they were very loved & cared for every single moment I was gone. I’ve honestly never felt so at ease leaving them with someone (including my own family & friends)! She treats your dog(s) like they’re her own, with boundless love, patience, & consistency, & it made the whole experience completely stress-free for me. She is also just a genuinely kind & wonderful person — I’d be friends with her outside of Rover in a heartbeat! I would absolutely recommend her to anyone, especially if you’re someone who gets anxious about leaving your pets with other individuals for a variety of reasons. She’s the kind of person you can fully trust, is a lovely person to interact with, & means everything wholeheartedly. Thank you for everything, Annie!!!

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Maura K.
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 was wonderful and loving with our dog and respectful of our home. This was our first experience with a dog sitter. It was amazing and we would definitely have Jade sit for us again!

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Alicia G.
Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

Connie was great! Our dogs really enjoyed her and we actually ran into her on a walk with them coming back to our apartment, and the dogs were willing to keep walking despite seeing us!

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Bethany A.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
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 great watching my 12-week old puppy for the day! I was worried because it was our first time leaving him with a sitter, and Kelso rally put us at ease and took great care of him. Would recommend and use again for sure!

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

Gianni is so great with my dog! This is my second time booking with her - she sends updates with the best pictures & is very attentive with my dog! Couldn’t recommend her enough!

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Jennifer R.
Sitter Profile Image: Christopher W.
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Christopher W.
Star Sitter
from
$45
per night
4.8 out of 5 stars
59 reviews
28 repeat clients
8 years of experience
West Town, Chicago, IL, 60622

This is our second time having Christopher house sit our two dogs and would recommend! He dealt with walking them in the polar plunge and some occasional accident tendencies without complaint and provided nice photo and video updates. The dogs seem to love having him there!

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Miriam C.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is incredibly communicative. She goes above and beyond with our dog. We were so pleased to have her stay in our home. HIGHLY RECOMMEND and will be booking again.

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Katherine S.
Sitter Profile Image: Carson W.
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Carson W.
from
$50
per night
4.9 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Carson did great sitting our 2 very rambunctious and leash-reactive big dogs. Rhubarb and Finch were super well cared for and the apartment is clean!

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Em P.
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
13 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: 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: Sophia J.
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Sophia J.
from
$50
per night
5.0 out of 5 stars
4 reviews
8 years of experience
Near West Side, Chicago, IL, 60607

Sophia was great with Lucy!

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Michaela M.
Sitter Profile Image: Reggi W.
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Reggi W.
from
$100
per night
4.9 out of 5 stars
139 reviews
54 repeat clients
30 years of experience
West Town, Chicago, IL, 60622

Reggi was amazing. She stayed at the house with our dogs for 3 weeks and was super easy to coordinate with, was a great communicator and really went above and beyond to make sure everything was well taken care of. It was such a relief knowing that I didn’t have to worry and that everything was in great hands. Would absolutely hire her again!

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Rob M.
Sitter Profile Image: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
59 reviews
21 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.
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Near West Side pet parents share their Rover experiences

1 / 1
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
5.0 out of 5 stars

Carson did great sitting our 2 very rambunctious and leash-reactive big dogs. Rhubarb and Finch were super well cared for and the apartment is clean!

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Em P.
House Sitting
5.0 out of 5 stars

Emily is AMAZING! She is incredibly knowledgeable about canine behavior, compassionate, and an excellent communicator. We are so grateful for the high-level care she provided our 2 dogs while we were on an international trip. She truly went above and beyond caring for our senior Chihuahua (who suddenly got picky about her food) and our recently adopted Chiweenie (who can be a bit shy and anxious). We cannot recommend her enough!

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Courtney M.
House Sitting
5.0 out of 5 stars

Pashan was patient and accommodating with my dog Bear. He is comfortable with her in his space even though he us not always friendly with strangers. My flight got delayed coming back and Pashan was flexible with her schedule, staying late with Bear. She was also communicative and sharing regular updates with me during the stay!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Gianni was absolutely amazing with my dog Mac! She gave a detailed update every time she walked him and let me know immediately if she was running late or something of note happened during her visit. I could tell Mac really enjoyed spending time with her. I would highly recommend Gianni!

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Jackie B.
House Sitting
5.0 out of 5 stars

Bella was excellent. Our dogs clearly loved her immediately. And she took great care of them and the house.

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Rebecca C.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Polina did an amazing job watching our two cats and dog! Lots of pictures and updates throughout the weekend which we appreciate. Awesome communication and left the house in great shape. We’d love to use her again!

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Heather B.
House Sitting
5.0 out of 5 stars

Alexandra was great with manny and Lilly and kept in contact with me throughout the stay. Really appreciated her help.

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Deb R.
House Sitting
5.0 out of 5 stars

Nicole, again, was superb with our dog named Sunny. She has sat for our dog six times in the past year and always gives our dog such loving care. She is someone that you definitely want caring for your pet. SHE IS THAT GOOD!!! I can't praise her highly enough!

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Dawn K.
House Sitting
5.0 out of 5 stars

Dam is amazing, she took such good care of our girls and even did all of the little silly rituals and routines we have for them. She sent tons of pictures and videos and we could tell they loved her 🥰

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Sam V.
House Sitting
5.0 out of 5 stars

Connie was great! She kept me updated with pictures and texts and her and Lola had a great time! I hope to book with her again soon !

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Joseph T.
House Sitting
5.0 out of 5 stars

Morgan was amazing with our three sweet dogs. She took great care of them and communicated with us regularly with pictures! I would highly recommend.

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Bob O.
House Sitting
5.0 out of 5 stars

We originally booked Allie for a 2 week house sit, and unfortunately Socks had a medical emergency while we were on a different continent. I genuinely don’t know what we would have done without her. Allie became Socks’ advocate when we couldn’t be there ourselves. She drove her to multiple vets, spent hours and hours at appointments, volunteered without hesitation to make long drives, stayed with Socks throughout the entire process, and made sure she was never alone or scared. Over three incredibly stressful days, she kept us constantly updated, remained calm and level-headed, asked the right questions, and helped us make decisions from thousands of miles away. What impressed us most was not just the time and effort she put in, but how deeply she cared. She was firm and clear with the vets, thoughtful with us, and incredibly compassionate with Socks. At every step, we knew our dog was being cared for by someone who genuinely had her best interests at heart. Allie has set an exceptionally high bar for every future sitter and dog walker we use. I honestly can’t imagine many people responding to this situation the way she did. We trust her completely and will always be grateful for everything she did for our family.

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Anita W.
House Sitting
5.0 out of 5 stars

Xena had a fun weekend with Kexin! Came back home to a happy dog. Picture updates stay consistent and even helped water my plant.

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Oswaldo A.
House Sitting
5.0 out of 5 stars

Bethany was great, and took great care of my dog! She stayed at our home during the stay, and we came back to a tidy home. She was friendly and kept us updated about our dog throughout our short trip. We’ve already booked another stay with her! :)

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Allyson G.
House Sitting
5.0 out of 5 stars

Thanks for the help with watching the babes! They were so happy to be able to be at home. Appreciate the continuous communication as well. Would highly recommend.

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Maria C.
House Sitting
5.0 out of 5 stars

Emmalyn was great, she made us feel so comfortable traveling knowing our dogs were so well cared for! She sent so many good pictures and left our place nice and tidy for our return. She was good with the dogs and we could tell they didn’t feel stress in our absence.

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Michael & Joshua L.
House Sitting
5.0 out of 5 stars

Allison was great to work with and very attentive to our elderly dog, who has some anxiety and medication needs.

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Keri F.
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

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Why Choose Rover?

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  • 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.