House Sitting Near West Side

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Over 486
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
20 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
53 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
40 reviews
15 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: Eliana B.
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Eliana B.
from
$55
per night
5.0 out of 5 stars
5 reviews
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: Elissa M.
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Elissa M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
46 reviews
23 repeat clients
15 years of experience
Chicago, IL, 60642

Elissa was so amazing with our pup, Lincoln! She gave regular updates and photos and was also so flexible when our travel was a little delayed. I felt so comfortable the entire visit - I can’t thank her enough!

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Eliza & Rob B.
Sitter Profile Image: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
70 reviews
23 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: Elizabeth A.
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Elizabeth A.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
12 years of experience
Chicago, IL, 60607

Great communication and my pup loved hanging out with Elizabeth!

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Jake R.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
174 reviews
40 repeat clients
17 years of experience
Chicago, IL, 60601

Anastasiia was wonderful with our 8yo lab mix! She agreed to stay with her on VERY short notice, and she was professional & super communicative. We so appreciated it & will DEFINITELY use her again!

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Brannon W.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
238 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

I was very nervous as a first time Rover user and so happy I found Emily! She asked detailed questions about my dogs care and habits during our initial meet and greet which put me at ease, sent photo updates during her stay where he seemed very happy / comfortable with her and came home to a clean place. Would definitely book again!

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Shannon S.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$75
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Elizabeth was awesome! We have already booked her for an additional four stays! One of our pups isn't very trusting and tends to bark and lunge at new people. When Elizabeth came to meet them, she didn't even flinch. She remained calm and let Kona get adjusted which is exactly what Kona needed to feel comfortable. Elizabeth also sent us updates with photos of our pups while we were gone. We don't have kids, so our dogs are our kids and we, understandably, felt nervous leaving them with a new person. However, we felt so comfortable with Elizabeth and look forward to having her stay again in the future.

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Alex S.
Sitter Profile Image: Jordyn J.
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Jordyn J.
from
$65
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
3 years of experience
Chicago, IL, 60642

Jordyn is an incredibly responsible and patient pet sitter! During our three-day trip, she provided timely updates every day, keeping us informed about our dog’s activities. Our pup absolutely adores her—they got along so well! Our whole family truly appreciates Jordyn’s wonderful care and highly recommend her services. Thank you, Jordyn!

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Shuoyu Z.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
144 reviews
62 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: Jade T.
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Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
14 repeat clients
11 years of experience
Chicago, IL, 60642

Jade was outstanding! they provided us with the peace of mind we needed to enjoy our time away. they were both responsive and proactive in communication, which showed they genuinely cared. should we ever need their services again Jade will certainly be out first choice!

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Andrew P.
Sitter Profile Image: Allison J.
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Allison J.
from
$85
per night
5.0 out of 5 stars
80 reviews
34 repeat clients
13 years of experience
Chicago, IL, 60608

Allison was great! She was very accommodating and communicative before the stay, and continued to be awesome throughout the stay. She sent pictures and updates throughout the weekend, which I really appreciated. We came home to a super happy pup and a very clean home! I will definitely be using Allison again and can’t recommend her enough! Thank you so much Allison!!

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Chelsea R.
Sitter Profile Image: Dominique G.
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Dominique G.
from
$50
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Near West Side, Chicago, IL, 60607

Dominique was communicative, friendly, and right on time. She took Finn to the park for a walk along with her dog. She fed him on time and was very very sweet to Finn. Definitely would hire her again!

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Brandon M.
Sitter Profile Image: Stephanie O.
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Stephanie O.
Star Sitter
from
$75
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
13 years of experience
Near West Side, Chicago, IL, 60608

Stephanie was awesome! She arrived on-time and was very professional. I would highly recommend Stephanie. We plan to rebook her services again.

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Nicole B.
Sitter Profile Image: Tammy G.
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Tammy G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60618

Had a great experience with Tammy, who provided in-home dog-sitting for our two dogs while we were away for a couple of weeks. She was kind, professional, communicative, and took very good care of the fur babies. We returned to a tidy house and a couple of happy, healthy doggos. Will definitely ask her to sit for us again, and would recommend her to others!

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Meghann C.
Sitter Profile Image: Christopher W.
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Christopher W.
from
$55
per night
4.9 out of 5 stars
63 reviews
30 repeat clients
8 years of experience
West Town, Chicago, IL, 60622

Christopher watched our two dogs for 5 nights and seems like they were well taken care of! He sent us some photos/videos of the pups each day, and they were always sticking close to him or snuggling him so seemed happy to have him there. He was always responsive throughout the visit and left the house clean with bed nicely made, trash taken out, and everything! Our pups can have some issues with reactivity and accidents in the house, and he was able to accommodate those. Would book again!

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Miriam C.
Sitter Profile Image: Patrick M.
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Patrick M.
from
$75
per night
4.7 out of 5 stars
36 reviews
21 repeat clients
6 years of experience
West Town, Chicago, IL, 60622

Patrick is great. Always keeps us in the loop about how our pets are doing and takes great care of our two big dogs - even when they need exercise in the cold.

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Jess L.
Sitter Profile Image: Carson W.
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Carson W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Carson was so communicative and great with my pets! He made sure the house was cleaned which was not even an expectation. He’s super friendly and highly recommend!

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Katie M.
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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

Zhanna was absolutely amazing with my cat, who is an Abyssinian cat. He can definitely be a handful, he’s extremely curious, energetic, and very demanding when it comes to attention but she handled him perfectly. She was patient, attentive, and genuinely engaged with him, and I could tell he felt completely comfortable with her. I really appreciated the updates and knowing he was getting plenty of attention and affection while I was away. I felt completely at ease leaving him in her care and would absolutely book with Zhanna again!

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Iryna K.
House Sitting
5.0 out of 5 stars

Nicole is the best - extremely communicative, loving with animals, and respectful of your home. I will always book Nicole for my pet care needs.

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Nicholas W.
House Sitting
5.0 out of 5 stars

Allison was absolutely wonderful with our French bulldog and two cats. As protective pet parents, this was our first time leaving all three of them in someone else’s care, so naturally we were a little apprehensive. Allison immediately put us at ease by offering two consultation visits before our trip so she could thoroughly understand our pets’ individual needs, routines, personalities, and home environment. That level of preparation and genuine care meant a lot to us. Throughout our vacation, Allison was incredibly attentive and responsive. She arrived early and kept us updated with multiple messages and plenty of photos, which gave us so much peace of mind while we were away. It was clear that she wasn’t simply checking in on our pets, but genuinely caring for them and making sure they were happy and comfortable. She even went above and beyond by offering thoughtful advice for our continued care of the pets, which we really appreciated. You can tell Allison truly loves animals and takes the responsibility of caring for them seriously. She also left the house tidy and in great shape. It was such a small gesture, but after coming home from a long trip, walking into a clean and tidy home made a bigger difference than she probably realized. We came home to three happy, well-cared-for pets and felt completely comfortable knowing they were in Allison’s hands. She helped make our vacation so much more enjoyable because we never had to worry about how things were going at home. We would absolutely recommend Allison and will definitely be using her services again. Thank you, Allison, for taking such wonderful care of our babies and allowing us to have such a relaxing vacation. We truly couldn’t have done it without you!

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Danny R.
House Sitting
5.0 out of 5 stars

Alyssa is always wonderful with our home and our boys! We’ve booked with her many times and feel completely at ease knowing they’re in such caring, reliable hands. We’re grateful to have a sitter we trust so much!

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Taylor S.
House Sitting
5.0 out of 5 stars

Natalie was great and highly recommend! She was so caring and attentive, and sent us regular updates to keep us in the know. Natalie made it incredibly easy and our dog absolutely adored her!

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Bennett E.
House Sitting
5.0 out of 5 stars

Our rambunctious 5-month-old puppy, Moose was in perfect hands under Aida's care for a full-day house sitting session while I was at a wedding. This was a last-minute request, our first time using Rover, and our first time away from our pup for a long duration. Aida was excellent in communications leading up to her stay and asked all the right questions to ensure everything went smoothly. Our puppy is very much still puppy-ing and Aida was excellent in managing in-house accidents, redirecting Moose away from bad behaviors, and keeping him entertained with play time and walks. We got detailed updates and pictures throughout the day. Aida's history working in veterinary settings was evident in her comfort in administering Moose's meds and made me feel worry-free leaving Moose in her care Moose was quite sad to see his playmate leave at the end of the night. We will definitely continue to work with Aida!

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Amy S.
House Sitting
5.0 out of 5 stars

Meg took great care of my dog for an extended weekend. She was super communicative all weekend which made me feel like my dog was in great hands!

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Krista M.
House Sitting
5.0 out of 5 stars

Caitlin was very accommodating and sent wonderful updates! Would recommend to anyone, was very respectful of the house too.

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Eric & Leslie C.
House Sitting
5.0 out of 5 stars

Alex was fantastic with our dog! Her communication was excellent throughout, with regular updates and photos that gave us total peace of mind while we were away. What really stood out was how genuine her love for animals is. It's obvious in the way she talks about and cares for them. We'd trust her with our pup anytime and highly recommend her to anyone looking for a sitter who truly cares

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Meagan O.
House Sitting
5.0 out of 5 stars

Stephanie was an amazing sitter. She spent a lot of time with our two cats, giving Fern her inhaler and playing with Oscar who has endless energy. She went above and beyond.

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Leigh C.
House Sitting
5.0 out of 5 stars

Emily and Fran took such good care of Benny! They are great about communicating and sending updates. I could tell Benny was happy and content while with them. I will definitely use them again!!!

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Margarita R.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Elissa did an incredible job watching my Frenchie. She sent loads of pics and updates. She’s super reliable and responsive. I’ve already rebooked with her! Thank you, Elissa!

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Audrey W.
House Sitting
5.0 out of 5 stars

Neal was awesome with my two dogs. He checked in regularly and I swear my house was cleaner than I left it for him. Would book again.

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Malisa M.
House Sitting
5.0 out of 5 stars

Elaine is the sweetest!!!! This was our second time having her house sit my pup and she was amazing. She even arranged and did a meet and greet with the sitter covering the last few days. She is super responsible, communicative, and such a wonderful caretaker for my somewhat fearful reactive pup. We love Elaine!!!!

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Ariel Z.
House Sitting
5.0 out of 5 stars

Victoria is great!! Fantastic communication from start to finish, always felt informed and reassured while my dog was in their care. She took the time to work with my dogs specific needs and was incredibly flexible snd accommodating. Came home to a happy, well cared for dog. Would absolutely book with them again!

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Siana M.
House Sitting
5.0 out of 5 stars

Willa was great with my pup, Brie! She was a great communicator, sent pics each day, and followed all the instructions I left. I came home from my trip to a happy dog and my apartment looking exactly how I left it. Would definitely recommend Willa to anyone needing pet care!!!!

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Emma F.
House Sitting
5.0 out of 5 stars

Anna has become my go to sitter! She treats Sunny & Goose like her own. I’ve gone on two longer trips this year and not only is Anna willing to stay over and watch my cat & dog for that long, but she gives them all the care and attention they need. I feel so comfortable and relieved leaving them with her. THANK YOU ANNA FOR EVERYTHING!

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Maggie R.
House Sitting
5.0 out of 5 stars

Morgan was absolutely fantastic and cannot recommend her highly enough. Our pup is a senior with some special needs and she took great care of him and kept us updated throughout the stay. Home was in perfect condition and she went above and beyond in cleaning up and making it brand new. Morgan is the best!

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Conner G.
House Sitting
5.0 out of 5 stars

Julia is absolutely amazing! She stayed at our house while we were away overnight and took such great care of our dog, Jumbo. We felt completely at ease knowing he was in such good hands. Julia was incredibly communicative throughout our trip and sent us thoughtful updates and lots of great photos, which we really appreciated. We would recommend her to anyone looking for an exceptional, trustworthy, and caring dog sitter. We would absolutely love to have her watch Jumbo again in the future. Highly recommend!

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Greyson K.
House Sitting
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